Ocean Pines MD Homes For Sale

Waterfront Living at Its Finest in Points Reach, Ocean Pines. Welcome to an exceptional 3-bedroom, 2-full-bath condo in the sought-after Points Reach community of Ocean Pines, where comfort, elegance, and breathtaking waterfront views come together to create a truly special coastal retreat. Step inside and immediately appreciate the warmth of hardwood flooring throughout the main living, dining, and kitchen areas. The spacious, open living area features a beautiful gas fireplace, creating an inviting atmosphere for relaxing evenings or entertaining guests. The well-appointed kitchen offers granite countertops, a large breakfast bar stainless steel appliances, a pantry, and ample cabinetry, making both everyday living and entertaining a pleasure. A convenient separate laundry room adds functionality and storage. The spacious primary suite is a true retreat. Large sliding glass doors open directly to the private balcony, where you can enjoy breathtaking water views and watch the abundant natural wildlife right outside your door. The primary bath features a large tiled walk-in shower, double vanity, and oversized linen closet, providing both luxury and convenience. Generous closets throughout the condo offer plenty of storage. The expansive balcony is designed for enjoying the best of waterfront living. Finished with beautiful stone tile flooring, it includes a charming brick alcove with an upgraded built-in grill, making summertime barbecues and outdoor dining effortless. Whether you're enjoying your morning coffee, hosting friends, or watching the wildlife and changing colors of the water at sunset, this outdoor space is sure to become a favorite gathering place. Points Reach offers an atmosphere that feels like a destination all its own. Water views, fountains, and a picturesque brick bridge create a peaceful and distinctive setting, while the community pier provides an ideal spot to take in the water and enjoy views toward the Ocean City skyline.With its spacious floor plan, beautiful finishes, private waterfront balcony, gas fireplace, abundant storage, and exceptional community setting, this condo offers an ideal combination of coastal lifestyle and low-maintenance living. Separate storage units are also available, adding another valuable perk. Come experience the tranquility, beauty, and unique charm of Points Reach for yourself—this is waterfront living you'll want to call home.

1202 Points Reach Unit #1202, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$439,900

Nestled in a serene setting, this exquisite traditional home offers a perfect blend of comfort and coastal living, ideal for those seeking a full time home or a perfect beach getaway. . With 1,536 square feet of meticulously maintained living space, this residence features three bedrooms and two full bathrooms, designed to accommodate both relaxation and entertaining. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The beautiful and cozy fully insulated four season sunroom is perfect for entertaining and adds extra living space. The combination kitchen and dining space is perfect for gatherings, while the entry-level bedroom provides convenience and accessibility. Elegant flooring choices including , luxurious vinyl plank, ceramic tile and carpet , enhance the warmth and sophistication of the interiors. New Ceiling fans throughout ensure a comfortable atmosphere year-round. The newly replaced roof in 2024, along with a new hot water heater in 2026 and encapsulated crawlspace are just a few of the upgrades that make this home so appealing . Two upstairs bedrooms share a beautifully tiled jack and jill bathroom with a newly installed bathtub/shower. Step outside to your private outdoor oasis, where a beautifully landscaped and spacious yard backs to lush trees, providing a serene backdrop and view. The rear ground level deck provides ample space for seating for cook outs and family gatherings. The property features a charming front porch, perfect for enjoying morning coffee or evening sunsets. As a resident of Ocean Pines you will have access to an array of community amenities including a golf course, multiple swimming pools, marinas, walking paths, basketball courts, pickle ball courts, playgrounds and much more. Close to Ocean City, Assateague Island and Historic Berlin all allowing for day trips, fantastic dining experiences, shopping and lush beaches This adorable, perfectly located and well maintained home will not last long. Schedule your tour today.

70 Camelot Cir, Ocean Pines

Listing courtesy of Sheppard Realty Inc (I). Contact: (410) 213-1265

$485,000

This well maintained home on a quiet cul de sac in the south gate of Ocean Pines features an open floor plan. The main level is bright with cathedral ceilings in the living room, a dining area off of the large kitchen with updated appliances and a 2nd sitting area, a first floor primary suite with high ceilings and walk in closet. You will also find on the first floor a laundry room with utility sink, a half bath, access to the attached garage with bonus storage area and a large 4 seasons room with a gas fireplace that leads to the back deck. The second level features 2 additional bedrooms, a full bathroom and a small bonus room along with storage area. Roof and skylight were replaced in 2022.

13 Catalpa Ln, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

$394,500

Welcome to 14 Willow Way in Ocean Pines! Situated on a peaceful cul-de-sac, this beautifully updated 3-bedroom, 2-bath home offers inviting living spaces and an impressive list of recent upgrades. The main level features LVP flooring throughout, a spacious living area with a beautiful cathedral ceiling, and an updated kitchen showcasing quartz countertops, newer appliances, and a stunning glass tile backsplash. Enjoy seamless indoor-outdoor living from the screened porch, which overlooks the fully fenced backyard and large concrete patio—ideal for entertaining, relaxing, or enjoying warm summer evenings. Two storage sheds provide plenty of space for bikes, tools, beach gear, and more. A brand-new roof adds peace of mind, while the home's thoughtful updates and desirable cul-de-sac setting make it an excellent opportunity to enjoy the Ocean Pines lifestyle. Don't miss your chance to make this beautifully maintained home your own!

14 Willow Way, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$510,500

Enjoy effortless one-level living in this furnished 3-bedroom, 2-bath home featuring an open floor plan filled with natural light. The spacious living and dining area offers vaulted ceilings, new LVP flooring, and a wall of sliders overlooking the wooded backyard. The kitchen provides abundant cabinetry, generous counter space, a pantry, and a breakfast bar that connects easily with the main living area. The primary suite includes two closets, private access to the inviting three-season room, and an en-suite bath with a dual-sink vanity, walk-in shower, and soaking tub. Outside, the impressive 38'x12' composite deck, added in 2022, offers plenty of space for relaxing and entertaining. Additional improvements include a newer roof, all new windows in 2024, a new water heater in 2025, and new gutters with gutter guards. A two-car garage with an epoxy-coated floor and a concrete driveway complete this well-maintained, move-in-ready home.

21 Castle Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$130,000

Great building lot located on the sunny south side of Ocean Pines! Ideally situated near the South Gate on a quiet street, this high-and-dry homesite backs to a peaceful green-space park area, offering additional privacy and a beautiful natural setting. One of the few prime building lots still available in Ocean Pines, it is the perfect location for your custom home or beach getaway. Don’t miss this exceptional opportunity!

30 Royal Oaks Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600

$399,900

Welcome to 25 Royal Oaks Drive, a beautifully updated Ocean Pines home offering the perfect blend of comfort, flexibility, and coastal living. This spacious 4-bedroom, 3-full-bath residence offers 1,728 square feet of thoughtfully designed living space and is situated on a 7,500-square-foot lot. Step inside to find a bright and inviting interior with a versatile layout designed for everyday living and entertaining. The main level features a comfortable living area, well-appointed kitchen and dining space, and a sliding door leading to the rear deck—an ideal spot for morning coffee, outdoor dining, or relaxing with friends and family. The upper level offers private bedroom accommodations, including a spacious primary suite, while the lower level provides exceptional flexibility with a large bonus room, full bath, laundry area, and walk-out access to the backyard. Use the lower-level space as a fourth bedroom, guest suite, home office, recreation room, or second living area—the possibilities are yours. Numerous updates over the years include the roof, windows, flooring, doors, and appliances, providing a move-in-ready opportunity for the next owner. The outdoor space adds even more appeal, with a rear deck and backyard offering room to enjoy the relaxed Eastern Shore lifestyle. Located in desirable Ocean Pines, this home provides access to an impressive array of community amenities, including pools, beach areas, golf, tennis, pickleball, walking paths, marina facilities, playgrounds, recreation areas, and more. Enjoy the best of coastal Maryland living while remaining just minutes from Ocean City, beaches, dining, shopping, and entertainment. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, 25 Royal Oaks Drive offers the space, flexibility, and location to make your Eastern Shore lifestyle a reality.

25 Royal Oaks Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$419,900

Welcome to this beautifully maintained rancher in the desirable community of Ocean Pines! Offering 1,456 square feet of comfortable one-level living, this 3-bedroom, 2-bath home features a spacious open floor plan, tasteful updates, and LVP flooring throughout. Large windows fill the living spaces with natural light, while the generously sized kitchen offers plenty of cabinet and counter space along with stainless steel appliances, making it ideal for both everyday living and entertaining. A dedicated laundry room adds convenience and functionality. Step outside and enjoy your own private backyard retreat, complete with a full fence, spacious deck, shed, and firepit, creating the perfect setting for outdoor gatherings, relaxing evenings, and entertaining friends and family. A covered front porch welcomes you home, while the large driveway provides ample parking. As an Ocean Pines resident, you'll have access to an impressive array of community amenities, including multiple swimming pools, a recreation and parks system, fitness center, tennis and pickleball courts, basketball courts, playgrounds, marinas, boat ramps, walking and biking trails, and more. The community also offers several dining options, a golf course, yacht club, and beach club, providing plenty of opportunities to enjoy an active coastal lifestyle close to home. Ideally located just minutes from Ocean City, Assateague Island, and the charming town of Berlin, this home offers the perfect combination of comfort, convenience, and coastal living. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this Ocean Pines rancher is ready to welcome you home!

55 Martinique Cir, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$335,000

Welcome to easy coastal living in the beautiful beach community of Ocean Pines, Maryland! This well maintained 3 bedroom, 2 bath single family ranch offers comfortable one level living and an inviting layout that’s perfect for first-time buyers, downsizers, or anyone looking for a low maintenance getaway near the beach. The primary bedroom features its own private bath, while two additional bedrooms provide plenty of flexibility for guests, a home office, or hobbies. The kitchen features beautiful granite countertops, vinyl plank flooring through the living room, kitchen and hallway provide a fresh, stylish look with easy upkeep. Major updates provide added peace of mind, including a roof and water heater that are approximately four years old. Outside, enjoy a low maintenance yard that gives you more time to relax and enjoy all that the Ocean Pines lifestyle has to offer. Whether you’re searching for your first home, looking to simplify, or dreaming of a coastal retreat, this charming ranch is ready to welcome you home. Come discover the comfort, convenience, and laid-back lifestyle of Ocean Pines!

270 Windjammer Rd, Ocean Pines

Listing courtesy of Engel & Volkers Ocean City. Contact: (443) 292-6767

$425,000

Move-In Ready & Furnished in Ocean Pines! NEW ROOF WILL BE INSTALLED 09/08/26! Welcome to 150 Sandyhook Road, a beautifully situated 3-bedroom, 2-bath home on a generous .47-acre lot in desirable Ocean Pines. Offered fully furnished and move-in ready, this home makes it easy to start enjoying the Eastern Shore lifestyle from day one. Relax and entertain from the inviting screened-in porch, perfect for morning coffee, afternoon drinks, or gathering with friends and family. The property also features an oversized insulated garage with built-in storage cabinets, providing plenty of room for vehicles, bikes, beach gear, tools, and recreational equipment. Major peace-of-mind update- A new roof is scheduled to be installed September 8, 2026. The home also features on-demand hot water, adding efficiency and convenience. With three bedrooms, two full bathrooms, a spacious lot, ample garage storage, and furnishings included, this property is an ideal choice for a year-round residence, second home, or coastal getaway. And then there's Ocean Pines! The community offers an impressive array of amenities, including multiple pools, golf, tennis, pickleball, marinas, parks, trails, and access to the Ocean Pines Beach Club in Ocean City. Just bring your suitcase and start enjoying everything Ocean Pines and the Eastern Shore have to offer!

150 Sandyhook Rd, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$379,900

Welcome to this well‑maintained contemporary home tucked away in the heart of Sherwood Forest in Ocean Pines. This 3BR, 2BA home with a loft comes partially furnished and features numerous upgrades, including a new heat pump, electric hot water heater, newer roof, new siding, and a front deck with an awning. Inside, enjoy Silestone countertops, SS apps, plus a beautifully updated bathroom with a walk‑in shower, vanity & LVP flooring. Outside, you’ll find an enclosed outdoor shower, paved driveway, and a shed with electric—perfect for storage or projects. Make this your next home in Ocean Pines!

17 King Richard Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$360,000

COZY CAPE COD ON TREED LOT...just off Southgate entrance easy access to shopping, highways, medical, beaches etc...new roof 2018...2 heat pumps. 4 ceiling fans, 3 bedrms, 2 bath, country kitchen, deck and treed backyard with storage shed to provide you with beach gear storage, bikes, grills, outdoor tools. Now the real fun part Ocean Pines has the Yacht club for dining and entertainment....the Beach Club on 49th street with pool and beach access with optional beach parking. The North side has the Community center, farmers market (seasonal) play area and more The South side entrance offers resturants, medical, deli, businesses etc...the Pond to walk the trail, fish or swim year round at the inside pool (optional) Sooooo many options to choose or just enjoy relaxing in your treed backyard in a hammock

857 Ocean Parkway, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$799,000

2 Beds ⋅ 2 Baths

**Live the Coastal Dream in Pintail Isle!** This unique coastal-style home in the desirable Pintail Isle section of Ocean Pines offers the waterfront lifestyle you’ve been waiting for, with gorgeous canal and bay views and boating access just seconds from your private dock. Imagine starting your mornings with peaceful water views, spending afternoons on the bay, and ending the day entertaining friends and family as the sun sets over the water. Inside, the recently remodeled kitchen is a true showstopper, featuring beautiful granite countertops, upgraded stainless appliances, and designer cabinetry. The unbelievable three-season room is the perfect place to relax and take in the ever-changing views of the bay, with expansive windows bringing the outdoors in. Step directly onto the oversized deck and enjoy the ultimate setting for outdoor dining, entertaining, or simply soaking up the coastal breeze. The spacious primary suite features a newer walk-in tiled shower, while the second bath offers a tub/shower combination with ceramic tile surround and tiled flooring. Freshly painted throughout, the home also features new carpeting in the bedrooms and new laminate flooring in the kitchen, great room, and first-level family room that could easily be converted into a third bedroom creating a fresh, inviting, move-in-ready atmosphere. The oversized garage is truly a dream, offering abundant storage, a dedicated workroom, and plenty of room for parking. An oversized driveway provides ample space for guests, boats, and all your coastal toys. Energy-efficient central oil-fired hot-water heat keeps the home warm and comfortable throughout the year. Roof is only 4 years old! Whether you’re looking for a year-round residence, coastal getaway, or waterfront retreat, this Pintail Isle gem delivers the best of **boating, beautiful views, outdoor living, and relaxed Eastern Shore style.** Bring your boat, unpack your bags, and start enjoying the coastal lifestyle—**this home is truly move-in ready!**

38 Pintail Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$399,900

This charming property in Ocean Pines, MD features 3 bedrooms and 2 bathrooms, offering comfortable living in a peaceful setting.

35 Tail Of The Fox Dr, Ocean Pines

Listing courtesy of Sell Your Home Services. Contact: 8882193009

$419,999

Welcome to this charming Cape Cod-style home tucked away in the peaceful North Ocean Pines community, where you can enjoy a quiet neighborhood setting while still being just 10–15 minutes from the Ocean City beaches! Offering plenty of space and flexibility, this home has been recently expanded with a 4th bedroom and an additional full bathroom—perfect for guests, family, or a private home office. Fresh interior paint and new carpet upstairs make it ready for its next owners to move right in and make it their own. One feature you won't want to overlook is the huge pantry and storage space, giving you plenty of room to keep everything organized. Step outside and enjoy the front porch, or head to the backyard where a spacious patio and fenced-in yard create a great setting for cookouts, entertaining, pets, or simply relaxing among the trees. A separate storage shed provides even more room for beach gear, bikes, tools, and outdoor equipment. Need space for your toys? The property also offers room along the side of the home to park a boat or RV. Living in Ocean Pines means enjoying much more than just the home. The community offers an impressive variety of amenities, including pools, playgrounds, tennis and recreation facilities, parks, and more. Even better, Ocean Pines residents have access to the Ocean Pines Beach Club in Ocean City, including a convenient option for beach parking—making those beach days that much easier. If you're looking for more space, a peaceful setting, community amenities, and easy access to the beach, this North Ocean Pines home offers a little bit of everything!

22 Capetown Rd, Ocean Pines

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

$409,900

Single family detached home in the Parke in excellent condition. Original owners and only used as a second/vacation home. Roof new May of 2020. This house backs up to woods and not other houses. This is the Cormorant Model with a two-car garage AND a gas see-through fireplace between living room and sun room PLUS a spacious screened-in porch off of the sunroom! Both bathrooms have tile floors and the primary bath offers double vanity sinks and a shower with rain-glass door and a clerestory window... Kitchen offers white cabinets and a GAS RANGE and Whirlpool appliances. Separate laundry room with full-size Whirlpool washer and dryer. There's also a cozy front porch large enough for your chairs. Hardwood floors in hallway, living room, and sun room. The adult 55+ community of The Parke features a fantastic private clubhouse with indoor heated pool and sauna, fitness center and gym, billiards and card room, arts and crafts studio, library, nature trails, fishing ponds, and a private crabbing pier! PLUS all of the other amenities of Ocean Pines, including the oceanfront beach club in Ocean City, 18-hole championship golf course, tennis and pickle ball courts, dog park, and almost anything else you might enjoy!

50 Chatham Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$419,900

Welcome to this beautifully updated 3-bedroom, 2-bath home in desirable Ocean Pines, Maryland—approximately 9.2 miles from Ocean City! The inviting floor plan features a convenient main-level bedroom and numerous recent improvements, including new kitchen cabinets and countertops, seven new windows, nine new doors, and 9 trees removal that created a more open and spacious setting. The crawl space has also been improved with select joist replacements and the installation of a new vapor barrier. Enjoy the many amenities Ocean Pines has to offer, including indoor and outdoor pools, the Yacht Club, parks, recreational facilities, and more—all just a short drive from Ocean City’s beaches, dining, and entertainment. Don’t miss this opportunity—schedule your private showing today!

3 Rabbit Run Ln, Ocean Pines

Listing courtesy of Douglas Realty. Contact: (866) 987-3937

$519,900

Beautifully Maintained Coastal Retreat in a Premier 55+ Community Welcome to effortless coastal living in this beautifully maintained 3-bedroom, 3-bath home nestled within a highly desirable 55+ community offering an exceptional array of amenities and an enviable location just minutes from Ocean City, Maryland. Designed with both comfort and entertaining in mind, this spacious residence showcases 10-foot ceilings, vaulted ceilings, tray ceilings, and an abundance of architectural volume, creating an impressive sense of openness throughout the first floor. Two inviting living areas just off the kitchen in the rear of the home are thoughtfully connected by a stunning double-sided fireplace, providing warmth, character, and a beautiful focal point for both spaces. The generous ceiling heights and open design give the main living areas an especially light, airy, and expansive feel in the more formal living and dining spaces in the front of the home. The thoughtfully designed first-floor primary suite offers a private retreat, complete with tray ceilings, a luxurious en-suite bathroom featuring a soaking tub, generous walk-in closet, and beautifully appointed finishes. A second bedroom on the first floor offers flexibility for guests with a full hall bathroom adjacent to it. The third, very spacious bedroom on the second floor, offers its own full bath giving even more space and privacy for family, visitors, or a home office. The well-appointed kitchen features stainless steel appliances and a large center island that opens naturally to the surrounding living and dining spaces. With two dining areas and two living areas, there is plenty of room for both intimate gatherings and larger celebrations. Step outside to your private rear yard, where the addition of a paver patio creates the perfect setting for morning coffee, al fresco dining, or relaxing evenings under the stars. The property has been superbly maintained and is truly move-in ready. Beyond your front door, enjoy the lifestyle that makes this community so special, with an impressive selection of amenities designed for recreation, relaxation, and social connection. And when you're ready to venture out, the beaches, restaurants, entertainment, and vibrant nightlife of Ocean City are only a few miles away. Nearby historic Berlin adds another layer of charm, with its delightful shops, restaurants, galleries, festivals, and seasonal events. This is more than a home��it is an opportunity to enjoy a beautifully appointed residence in a vibrant, amenity-rich community while being just minutes from everything that makes Maryland's Eastern Shore so desirable.

1 Columbia Ave, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$724,900

Welcome to the Ballyliffin Model, a beautifully crafted custom home built by Celtic Nations Contracting. Offering approximately 2,200 square feet, this thoughtfully designed home features four bedrooms, 3½ baths, two en-suite bedrooms, and exceptional custom details throughout. Step inside to a spacious family room highlighted by an awesome fireplace, custom built-ins, a flat-frame TV, and decorative faux ceiling beams that add warmth and character. The family room flows seamlessly into the open-concept kitchen and dining area, creating the perfect space for everyday living and entertaining. The stunning coastal-inspired kitchen features quartz countertops, stainless steel appliances, a large farmhouse sink, floating shelves, and a generous island, all complemented by stylish finishes and thoughtful design. The first-floor en suite offers a beautifully designed custom closet and dressing area, along with a spacious private bath featuring distinctive tilework and a warm, relaxing ambiance. Upstairs, a second en-suite bedroom includes another custom closet and a gorgeous private bath with a walk-in shower and exquisite tilework. Two additional bedrooms feature built-in desks, adding both style and functionality. A spacious bonus area creates an additional gathering space complete with a mini bar, flat-frame TV, and direct access to the balcony—an ideal setting for entertaining family and guests. Everywhere you look, custom craftsmanship and carefully selected details enhance the charm and character of this exceptional home. Nestled on a level, private lot surrounded by mature trees, the outdoor living space is equally inviting, featuring a large screened porch, attractive landscaping, and plenty of room to relax or entertain. This beautifully finished home is ready for you to begin enjoying the Eastern Shore lifestyle in the desirable Ocean Pines community.

1150 Ocean Pkwy, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$145,000

Fantastic opportunity to build your dream home in the highly desirable community of Ocean Pines! This beautiful lot is ideally situated on a quiet cul-de-sac, offering a wonderful setting to create the home you’ve always envisioned. Enjoy being conveniently located near the many amenities Ocean Pines has to offer, including swimming pools, golf, parks, walking and biking trails, the Yacht Club, marina, dining, recreation, and more. Just a short drive to the beaches, boardwalk, shopping, and entertainment of Ocean City and the charm of historic downtown Berlin. Walking path behind the lot to the park!!! Whether you’re looking to build a primary residence, vacation getaway, or your future coastal retreat, this lot offers the perfect opportunity to enjoy the Eastern Shore lifestyle. Bring your plans and make Ocean Pines home!

24 Sassafras Ln, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$899,900

Set on a premier golf course lot overlooking the 8th fairway, this exceptional, nearly 3,900-square-foot home offers 4 bedrooms, 3 full baths of quality construction, thoughtful design, and extensive upgrades. Nine-foot ceilings, four skylights, cathedral ceilings in both the living room and the sunroom, numerous pocket doors, and abundant natural light create an inviting feel throughout. The main level features a spacious primary suite with en-suite bath, bamboo hardwood flooring, and a living room highlighted by a dramatic two-story natural stone fireplace matching the home's exterior stonework. The fireplace features an old-wood mantel reclaimed from a Pennsylvania barn, gas insert with heat blower, remote operation, and annual maintenance. Plantation shutters adorn the upper-level windows in the living room. Most lighting throughout the home is on dimmers, and all TVs are wall-mounted with wiring concealed. The beautifully appointed kitchen features tall-to-ceiling Omega cabinetry with dovetail construction, soft-close doors/drawers, granite counters, under-mount lighting, pull-out shelving, lazy Susan corner cabinet, baker's pan cabinet, separate prep sink, and double ovens with the top oven being convection and the recessed light above doubles as an additional exhaust fan. The cooktop has an exterior-vented exhaust system and there's a dedicated 20-amp outlet next to the cooktop for those serious chefs. Underneath the cooktop are two large pot/pan drawers flanked by two spice rack pullout cabinets! Also noteworthy is the wine refrigerator and dishwasher new in 2026. A walk-in pantry offers both wood and wire shelving.. The formal dining space off the kitchen features bay windows and a farmhouse chandelier. The cathedral-ceiling sunroom features a high sunburst window, while the adjoining recreation room includes skylights and opens to the rear deck. Upstairs, the primary bedroom features a tray ceiling and luxurious en-suite bath with walk-in Roman shower and multiple body sprays. Off the primary bedroom is a home office that leads to the 3rd floor walk-up attic, which provides extensive floored storage plus a finished, conditioned storage room (the green room in the photos). Bedrooms 2 and 3 share a Jack-and-Jill bath, and both bedrooms offer walk-in closets featuring built-in drawer systems. The second-floor hallway offers a huge storage closet, and the 2nd floor laundry room includes a utility sink. One bedroom upstairs is even insulated from top-to-bottom for sound reduction (you'll note the drum set in the photos) and features a cathedral ceiling. Outdoor living is exceptional, with 8th fairway views, extensive rear pavers, elevated composite decking, covered grilling area with bluestone flooring and remote/light-sensor string lighting, outdoor gas fireplace with custom dome cover, 7-person Hot Spring Grande hot tub on poured slab, landscaped 10x12 shed on slab, concrete side walkway, and multi-zone irrigation with rain sensor. Natural gas serves the fireplace, Rinnai systems, and fire pit. The home is foam insulated throughout and features an upgraded ZIP System beneath the siding. The geothermal HVAC includes two 3-ton water-source units, one for each level, a 6-ton dual-zone system, and six wells, serviced twice annually by A&A Services Co. Two tankless Rinnai systems provide efficient hot water. A 16kW Generac generator provides peace of mind, while an upgraded 1-inch water supply line improves water pressure. Back downstairs, a large mudroom with cabinetry connects the home to the two-car attached garage, which features an insulated door, mini-split heating/air, utility sink, and epoxy flooring. This remarkable property combines golf course views, exceptional indoor and outdoor living, abundant storage, energy-efficient systems, and a level of thoughtful detail rarely found in one home.

38 Battersea Rd, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$494,900

MUST-SEE beach-style home in the highly-acclaimed community of Ocean Pines! This 3-bedroom/2.5-bathroom, fully-furnished, turnkey house, with select items excluded, situated on a 0.20-acre serene, natural setting, with both an indoor and outdoor staircase to access inside. Within the main door, a foyer entrance allows for beach gear and other storage, before heading up the stairs to the elegant, open living-space. Here, LVP flooring guides you between the amply-sized modern kitchen, complete with quartz countertops and stainless-steel appliances, the cozy living-room, and the spacious dining-area. From here, the living and entertainment space continues, with sliding-glass doors giving the invitation to enjoy the MASSIVE screened-in porch (also accessed by a separate door from the kitchen). Family and friends can then transition into a full nature-immersion, as the opposite screen-door gives way to the large deck, easily serving as the party center, or a peaceful spot for coffee and bird-watching. The main level is also served by a powder room, exhibiting convenience for all. The LVP flooring ventures upstairs, locating the 2nd and 3rd bedrooms, adjoined by a Jack and Jill bathroom, offering privacy and comfort to family and guests. The showstopper on this level, though, is the primary ensuite, boasting a generous size, with a sleek, contemporary bathroom. But that's not all, as entry to a private balcony can be gained from the other side of the ensuite, adding to the ambiance of the primary sleeping-quarters. And if that weren't enough, the theme just keeps extending, as the primary balcony merges into a spiral staircase that elevates you to the birds-eye view from the SUNDECK, where a glimpse of the canal can be caught through the trees. The aforementioned canal, an easy walk across the street, also has an adjoining nature area called Pintail Park, which is an 11-acre space, featuring a scenic covered-gazebo, walking trail, crabbing and fishing pier, picnic tables, and an ADA-accessible kayak/boat launch for residents to use. This is just one of seemingly-countless amenities that community members have access to, including dining and entertainment options, many other parks, a premier golf course, five swimming pools, a yacht club, two marinas, and a 1st-class racquet-sports complex. Ocean Pines is truly a resort community with only 5 miles separating it from the beach and Ocean City. Whether you're searching for the perfect forever home, a coastal retreat, or an investment opportunity, this property offers exceptional potential. The home generated over $40,000 in rental income in 2023 under previous management. More recent rental performance reflects changes in rental management and marketing exposure, while the home's desirable location, amenities, and appeal continue to position it for excellent rental potential. (Rental income is provided for informational purposes only and is not a guarantee of future rental performance.) DO NOT hesitate on this phenomenal opportunity while it lasts!

582 Ocean Pkwy, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600

$514,900

Welcome to 3208 Points Reach, where waterfront living and the relaxed Ocean Pines lifestyle come together in a spacious, light-filled condominium overlooking the bay. From the main living area, large glass doors draw your attention straight toward the water, while gleaming hardwood floors, crown molding, and a corner gas fireplace create a warm and inviting space for both everyday living and entertaining. The generously sized kitchen opens to the main living area and features an abundance of wood cabinetry, granite countertops, stainless steel appliances, recessed lighting, and plenty of workspace for cooking and gathering. The open layout keeps the kitchen connected to the living space and the waterfront setting beyond. Step outside to what may be the highlight of the home: an expansive covered waterfront balcony with plenty of room to relax, dine, and entertain. A built-in gas grill makes outdoor cooking easy, while the sweeping views across the water and surrounding natural landscape provide a beautiful backdrop for morning coffee, evening cocktails, and everything in between. Inside, spacious bedrooms offer comfortable accommodations, with details including crown molding, ceiling fans, plantation-style shutters, and generous closet space. Set within the desirable Points Reach community in Ocean Pines, this residence offers the combination buyers come to the Eastern Shore looking for: beautiful water views, comfortable living, inviting indoor and outdoor spaces, and a setting surrounded by coastal scenery. Whether enjoyed as a full-time residence or an Eastern Shore getaway, 3208 Points Reach is ready for its next owner to make it their own.

3208 Points Reach Unit #3208, Ocean Pines

Listing courtesy of Mr. Lister Realty. Contact: (410) 486-5478

$474,900

This charming Salt Box-style home, built in 1989, offers a perfect blend of comfort and modern living. With 1,539 sq. ft. Step inside to discover a warm ambiance highlighted by beautiful wood floors and cozy carpeting. The traditional floor plan seamlessly connects the kitchen and dining areas, making it perfect for entertaining. The kitchen is equipped with energy-efficient appliances, including a self-cleaning oven and built-in microwave, ensuring both convenience and sustainability. The exterior boasts extensive hardscaping, a hot tub for unwinding, a fire pit for relaxing evenings and a community pool that invites you to enjoy sunny days. The property sits on a generous 0.24-acre lot, providing ample outdoor space for activities and gardening. Parking is a breeze with a detached garage and a spacious driveway. Located in a vibrant community, this home is surrounded by parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts. The neighborhood is known for its friendly atmosphere and convenient access to local amenities, including shops and dining options. This residence is not just a house; it's a place to create lasting memories. Experience the warmth and comfort of this delightful home today!

11 Seafarer Ln, Ocean Pines

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$875,000

We're going to call this canal-front because technically, that's what it is. Just don't expect it to look like most canal-front homes in Ocean Pines!! Walk out back and you'll understand the difference. Instead of staring across a narrow canal at another row of homes, the water (and views) open up considerably.... with no homes blocking your view, you're given a stunning view of the Ocean Pines Golf Course, and beyond. Plus, you get the boating access you're looking for in a waterfront home. Let's move on to the house itself.... At approximately 2,500 square feet, this 3-bedroom, 3-full-bath home gives you something else that's surprisingly difficult to find on the waterfront in Ocean Pines: SPACE. There's a true two-car garage, generous living areas, a three-season room overlooking the water, and a large first-floor deck that turns the backyard into a pretty compelling reason to spend more time outside. Plus, the interior has been extensively renovated with a new kitchen, new bathrooms, new flooring, new central HVAC, and fresh paint throughout. The result, when you walk in the front door into a vaulted 2-story living room, is impressive! This is an established waterfront home that's already had the major interior updating that you don't want to have to do yourself. Out back is where everything starts coming together. The property includes a bulkhead and private dock with water suitable for boats, paddle-boarding, and kayaks....giving you the ability to keep the boat (and water toys) in your back yard. The three-season room provides another place to enjoy the waterfront when the weather doesn't cooperate... because this is Maryland and apparently we're required to experience all four seasons in the same week (you know I'm right)!. There's no 'one thing' that separates this home from other waterfront homes in the area.... It's "all the things" that make it stand out. The lot size, the quiet street, the attached garage, the renovations, the vaulted ceilings, the waterfront location, the views, and the price point! That's what makes this home at 84 Newport so interesting. Ocean Pines has grown into one of the area's most complete residential communities, with miles of waterfront, parks and recreation, pools, racquet sports, boat ramps and kayak launches, the Ocean Pines Golf Club, Yacht Club, and even its own Beach Club in Ocean City. You're positioned within an easy drive of Berlin, Ocean City, Assateague Island, shopping, restaurants, healthcare, and everything else that makes northern Worcester County such a desirable place to live. At $875,000, we're offering a waterfront home that 'offers' more than most. And we'd love to help make this your home.

84 Newport Dr, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$359,900

Check out this inviting getaway with peaceful and happy vibes! Located on a quaint street within a short walking distance to 6.6 acre Huntington Park, featuring playground equipment and open space. You will find engineered hardwood floors and vaulted ceilings throughout the main living areas. The split bedroom floor plan places the primary suite on one side of the house and the extra bedrooms on the opposite side, with the central living areas acting as a noise buffer and privacy wall. Beautiful granite countertops, a large center island and two separate breakfast bars are featured in the spacious and bright kitchen, but the showcase of this lovely home is definitely the huge rear screened porch that measures 20 x 14, the perfect setting for crab feasts or gathering with friends and family. A double door welcomes you into the primary suite, while one of the guest bedrooms is brightened by an arched window with a window seat and vaulted ceilings, which could double as a home office. A large capacity washer and dryer takes care of loads of beach towels and bedding. The heat pump was replaced in 2018. Furnishings are negotiable. Ocean Pines is an award-winning, amenity-filled community, located just a short drive to the nearby beaches of Ocean City, Assateague Island National Seashore, and downtown historic Berlin!

43 Birdnest Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$399,000

2 Beds ⋅ 2 Baths

Welcome home to this lovingly cared-for, one-owner home, designed by an interior decorator. This retreat nestled among the towering trees in the desirable North Gate of Ocean Pines one of the safest places to live in Maryland and just minutes from the beautiful beaches, dining, and entertainment of Ocean City, Maryland, Assateague and Rehoboth beaches. Medical facilities, schools, yacht club, and golf course nearby. Situated on a serene, private lot backs to Briarcrest Park, this charming 2-bedroom, 2-bath home also features a spacious loft that can easily be converted into a third bedroom, home office, or flex space to suit your needs. Filled with warmth and character, the great room showcases soaring cathedral ceilings accented by stunning exposed wood beams, unique moon-shaped architectural openings, and a cozy wood-burning stove that creates the perfect gathering place. The wood stove provides ambiance and warmth on cold winter nights as well as peace of mind with possible energy loss! Laminate hardwood flooring flows throughout the main living areas, while the tiled kitchen is equipped with a stainless-steel refrigerator and offers both functionality and style. The first-floor bedroom features sliding glass doors leading to a vinyl-tech enclosed screened porch, providing a peaceful spot to relax and enjoy the surrounding nature. Double sliders from the great room open to an expansive wraparound deck, seamlessly blending indoor and outdoor living and offering the perfect setting for entertaining or simply enjoying the tranquil wooded backdrop. Outside, you'll find an outdoor shower, storage shed, and convenient U-shaped driveway. Major updates include a roof and HVAC system that are approximately five old. Home is complete with pull down attic stairs and encapsulated crawl space. This wooded retreat can be yours now to enjoy year-round. Call for your private showing!

6 Briarcrest Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$479,900

Beautiful Townhome in Marina Village at Ocean Pines Welcome to this charming 3-bedroom, 2.5-bath townhome located in the desirable Marina Village Townhomes section of the Ocean Pines community. Offering comfort, style, and an unbeatable location, this home is perfect for year-round living or a coastal getaway. The home features a one-car garage, durable hard-surface flooring on the stairs, hallway, and guest bedroom, and a bright sunroom that provides the perfect space to relax and unwind. Step outside to enjoy the freshly updated rear deck, overlooking a peaceful wooded backdrop. The spacious primary suite is a true retreat, featuring an ensuite bath, a unique double-sided fireplace, and a private deck where you can enjoy your morning coffee while taking in the tranquil wooded views. On the main level, you'll find a warm and inviting family room with a fireplace, a separate dining area, and an eat-in kitchen designed for comfortable everyday living and entertaining. Ideally situated within walking distance to the Ocean Pines Yacht Club, Mumford's Landing Pool, and Pines Point Provisions, this home allows you to enjoy some of the community's most popular amenities right at your doorstep.Don't miss the opportunity to own this wonderful Marina Village townhome that perfectly blends convenience, comfort, and coastal charm. Crawl space has been escapsulated.

953 Yacht Club Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$248,200

Build Your Dream Coastal Home – Colonial Village, Ocean Pines Exceptional opportunity to own a prime vacant homesite, ready to build in the highly desirable Colonial Village section of Ocean Pines, Maryland. This outstanding property offers an incredible head start on the building process by including complete sets of professionally designed and engineered construction drawings, a recent site plan survey, and an impressive collection of permit approvals already in place. Included with the sale are: Complete sets of engineered construction plans. Recent site plan survey. Colonial Village Architectural Committee permit approval. Ocean Pines CPI permit approval. Ocean Pines Architectural Review Committee variance permit approval. Worcester County zoning variance permit approval. Storm Water Management Survey plan with county approval. With much of the time-consuming planning, engineering, and approval process already completed, you'll be well positioned to begin construction and bring your vision to life. Ideally located just steps from the Ocean Pines Yacht Club, this homesite offers easy access to two marinas, a public boat ramp, bocce ball court, and two community swimming pools. Whether you're planning a year-round residence, a vacation getaway, or an investment property, you'll enjoy the close proximity to the amenities and coastal lifestyle that make Ocean Pines one of Maryland's most sought-after communities. Don't miss this rare opportunity to purchase a truly build-ready lot with valuable plans and approvals already in hand—saving significant time, expense, and effort while putting you closer to enjoying life on Maryland's beautiful Eastern Shore.

1103 Stones Run, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

$550,000

Property Can Convey With or Without Furniture ** Absolute Perfect Entertaining Spot in Marina Village ** Large 4 Bedroom End-Of-Group Townhome with Water Views from Numerous Rooms ** Largest Townhome Lot in the Community with a Southern Exposure & Yard Space on All Sides ** Main Level Primary Suite ** Two-Story Ceilings ** One-Car Attached Garage ** New Roof ** Multiple Outdoor Spaces to Enjoy Including Two Top Level Balconies / Main Level Deck & Screened Porch PLUS Huge Level Side & Back Yards ** All Furniture is Top Notch & Very Gently Used - Only One Owner & Never Been Rented ** Enjoy Walkability Proximity to Both Pines Point Marina & Ocean Pines Yacht Club ** Home is in Excellent Condition & Is One of the Largest in Community ** A++

1014 Baybreeze Ln, Ocean Pines

Listing courtesy of RE/MAX Advantage Realty. Contact:

$489,900

Located in the highly desirable Teal Bay neighborhood, this charming 3-bedroom, 3-bath home has been meticulously loved and maintained. The flexible floor plan features primary suites on both the first and second floors, along with an updated kitchen and bathrooms, a screened in porch, garage, private backyard, and encapsulated crawlspaces. Enjoy a peaceful view of the St. Martin River from the sunroom without the added cost and upkeep that comes with waterfront living. Natural light floods the home, creating a bright and welcoming atmosphere while the spacious upstairs primary suite features two walk-in closets and a private second-floor balcony. Find your serenity in this prime coastal location, just minutes from the beach with all the exceptional amenities Ocean Pines has to offer!

180 Teal Cir, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$382,000

Welcome to coastal living at its finest in sought-after Ocean Pines, Maryland! Discover this beautifully updated 3-bedroom, 2-bath home that has been completely renovated from top to bottom. Every detail has been thoughtfully refreshed, offering a true move-in-ready experience just minutes from the beaches of Ocean City. Interior Highlights Totally renovated kitchen — modern finishes, perfect for everyday living or entertaining Fully renovated bathrooms with contemporary updates New vinyl plank flooring throughout the main living areas for durability and style New carpet in the bedrooms for added comfort Inviting gas fireplace ideal for cozy evenings year-round Outdoor Living Step outside to your brand-new wrap-around deck — the perfect spot for morning coffee, evening relaxation, or entertaining friends and family while enjoying the wooded, coastal surroundings of Ocean Pines. Ocean Pines Lifestyle & Amenities As a resident of Ocean Pines, you’ll enjoy access to one of the premier residential communities on Maryland’s Eastern Shore (amenities available via optional a-la-carte memberships): Five swimming pools (including indoor and outdoor options, plus the Ocean Pines Beach Club in Ocean City) Robert Trent Jones Sr.–designed championship 18-hole golf course Premier racquet sports complex with tennis, pickleball, and platform tennis Two marinas and the scenic Yacht Club with bayfront dining Private Beach Club oceanfront facility in Ocean City (with resident parking privileges) Multiple parks, walking & biking trails, community center, farmers market, and year-round recreation programs Own police and fire departments for added peace of mind Located just a short 10–15 minute drive to Ocean City’s beaches, boardwalk, dining, and entertainment, yet nestled in a quieter, wooded community with over 3,000 acres and more than nine miles of waterfront property. Ocean Pines offers the ideal balance of resort-style amenities and relaxed Eastern Shore living.This renovated home is ready for its next owners to enjoy the best of coastal Maryland living. Don’t miss this opportunity!

6 Weeping Willow Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$559,900

This new construction property is a customized version of the popular Wahoo model, with groundbreaking scheduled to start in approximately 30 days. Buyers who secure this home early have a rare window of opportunity to select the custom interior finishes and make this home uniquely theirs. Core Property Overview, Floor Plan: Customized Wahoo/3 Model , Bedrooms: 3 spacious bedrooms , Bathrooms: 2 full bathrooms, Garage: Attached 2-car garage , Premium Interior & Gourmet Kitchen Custom Upscale Kitchen: Outfitted with high-end stainless steel appliances. Gas Cooking: Features a premium gas range for culinary precision. Gas Fireplace: Serves as a cozy, ambient centerpiece in the main living area. Primary Suite: Features an expansive, large primary bath with detailed custom showers. Outdoor Living Spaces Screened Porch: Built for bug-free relaxation and comfortable outdoor lounging. Outside Deck: Perfect for grilling, entertaining, and enjoying the backyard views. High-Efficiency & Structural Systems Hybrid HVAC: Dual-fuel heating and cooling system maximizes energy efficiency and cost savings. On-Demand Hot Water: A tankless water heater system delivers endless hot water instantly while lowering utility costs. Encapsulated Crawl Space: Offers premium moisture control, protects the subfloor, improves indoor air quality, and adds superior insulation.

108 Nottingham Ln, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$497,500

NEW PRICE! Seller and family have worked to remove their personal items collected over their many years of ownership and enjoyment. Some minor handyman work was done, and it is now ready to see and fall in love. This is a Duane Maddy, Piney Island Builders, classic contemporary with all your "I wants". Formal Living room greets you as you enter and that leads to the large Family Room, kitchen and dining area. 12x12 screened porch and 20x12 deck for outdoor enjoyment. New roof in 2022 and Encapsulated Crawl space in 2017. In 2014, new kitchen granite countertops and all new appliances. An additional room was added that could be a Bunk Room or Office. Sold furnished with Inventory List available with the few personal items not included. Easy to see.

62 Martinique Cir, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$524,900

This stunning ranch-style home, set on a beautifully landscaped lot, offers a harmonious blend of luxury and comfort. The interior boasts over 1,500 sq. ft. of thoughtfully designed space, featuring three bedrooms and two full bathrooms. The front bedrooms are perfect for guests or as a private office. The heart of the home is the expansive kitchen, complete with an island, stainless steel appliances, and a cozy breakfast bar, seamlessly flowing into the dining area with recessed lighting, and the house is adorned with crown molding throughout. Major renovations in 2024 have elevated this residence, including new roof, interior paint, doors, fixtures, lighting, and appliances. Enjoy the warmth of the electric fireplace in the living area, enhanced by abundant natural light from skylights and insulated windows. The primary suite features a double door entry, tray ceiling, walk-in closet and a spa-like bathroom with a walk-in shower, lighted faucets, and shiplap walls/ceiling. From the light-filled sunroom, step outside to discover a covered porch, fire pit, extensive hardscaping, pea gravel, a hot tub, and multiple patios perfect for entertaining or relaxing amidst the serene backdrop of trees, vinyl fencing, and gardens. The community offers an array of amenities, including pools, tennis courts, and walking paths, fostering an active lifestyle. Located in a vibrant neighborhood within walking distance to popular restaurants, bars and conveniences. With easy access to recreational facilities and a welcoming community atmosphere, this property is a true gem for those seeking a blend of luxury and lifestyle.

1036 Ocean Parkway, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$379,900

Welcome to 15 Lord Guy Terrace, a beautifully maintained one-level home in Ocean Pines. Ideally located just minutes from the beaches of Ocean City and Assateague Island, charming downtown Berlin, championship golf courses, marinas, shopping, dining, and year-round entertainment, this home offers the perfect blend of coastal living and everyday convenience. Situated on an oversized lot with a spacious paved driveway, the property features low-maintenance landscaping with brick-bordered stone beds, a welcoming front porch, and a side porch ideal for outdoor dining and entertaining. Inside, the open-concept layout connects the living room, dining area, and kitchen, creating an inviting space for gathering. The owner's suite is privately positioned at the front of the home, while two guest bedrooms and a full bath are located at the rear. A spacious bonus room off the kitchen provides exceptional flexibility as a second living area, home office, playroom, or potential fourth bedroom with minimal modifications. Ocean Pines offers an impressive selection of resort-style amenities with both free and paid membership options are available. The amenities include swimming pools, parks, playgrounds, walking trails, a championship golf course, marina, yacht club, pickleball and tennis courts, a community garden, and a vibrant community center. This home is an excellent choice for a primary residence, vacation getaway, or investment property. Daily conveniences—including grocery stores, pharmacies, healthcare, banks, and local restaurants—are just minutes away. Enjoy easy access to Ocean City's famous Boardwalk and beaches, Assateague Island National Seashore's wild horses and natural beauty, historic downtown Berlin's boutiques and cafés, numerous nearby golf courses, like Rum Pointe Seaside Golf Links, the Links at Lighthouse Sound, and Glen Riddle Golf Club, boating, fishing, and outdoor recreation, as well as Delaware beach destinations like Lewes, Rehoboth Beach, Bethany Beach, and Fenwick Island all within a 20-50 minute drive.

15 Lord Guy Terrace, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$364,900

A lovely home, a great location, and a great price! Tucked in the serene confines of Sherwood Forest, and yet only a short distance to South Gate of Ocean Pines, this charming 3 Bedroom, 2.5 bath home features 2 FIRST FLOOR bedrooms. One first floor bedroom features an en suite half bath, the full bath is in the hall for both bedrooms to share. Upstairs there is a bedroom, full bath, and a large bonus room with plenty of possibility. Just some of the many features in this home are an open floor plan, updated kitchen with stainless steel appliances, updated bathrooms, gas fireplace, and beautiful LVP floors through the living room, sunroom, and kitchen. Outside there is a deck on the front of the home, a balcony in the rear. Plus a paved driveway and a storage shed. This home is just what you are looking for, schedule a showing today!

7 Royal Oaks Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$350,000

Price Improvement!!! This beautiful 3-bedroom 2-bath home with plenty of natural light and open concept is the home you have been waiting for! Home features LVP flooring throughout which is highly durable and offers the look of natural wood. Newly painted interior, side deck and new flooring in primary bedroom and second bedroom as well as a brand-new water heater completes all the updates needed for a turnkey home. Enjoy your peaceful and relaxing screened in-porch as it is the perfect indoor/outdoor oasis that expands your living space. Living area includes a fireplace for those cool fall or winter evenings, and the kitchen boasts plenty of cabinet space and a pantry. This home also includes an attached storage area for tools, beach chairs, bicycles or whatever you may want to store!

1218 Ocean Pkwy, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

$949,000

Featuring over $80,000 in brand-new capital upgrades—including a brand-new bulkhead, new dock, new roof, and newer dual zone HVAC system with full ductwork—this premier Wood Duck Isle estate offers immediate boating access with absolute structural peace of mind. Perfectly positioned near the end of a canal with beautiful views stretching across Manklin Creek, this spacious 4-bedroom, 2.5-bath waterfront home offers the ideal blend of comfort, quality, and coastal living. Meticulously maintained and thoughtfully updated, the current owners have invested extensively in the home's major systems and waterfront features. Designed for both everyday living and entertainment, the first floor features a spectacular waterfront primary suite with a beautifully updated bathroom and an oversized walk-in closet. A dramatic two-sided brick gas fireplace creates a warm focal point, shared between the primary bedroom and the dining room. The main level also includes a spacious waterfront great room with hardwood flooring, a sunroom filled with natural light, a private den or study, a powder room, and a well-appointed kitchen conveniently located just beyond the mudroom/laundry room, which connects directly to the oversized two-car garage. Brand new SS Kitchen appliances to be installed at the end of August. Upstairs are three distinctive bedrooms and an updated full bathroom, providing plenty of space for family and guests, along with easily accessible attic storage. Step outside to embrace the waterfront lifestyle with an 8,000-pound boat lift, professionally enhanced with numerous mechanical upgrades. Whether you're heading out for a day on the water or simply relaxing while taking in the peaceful creek views across Manklin Creek, this property is a true boater's retreat. If you've been searching for a meticulously maintained waterfront home with lovely views, generous living spaces, exceptional updates, and easy boating access, this is an opportunity you won't want to miss!

74 Wood Duck Dr, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000

$2,490,000

5 Beds ⋅ 6 Baths

Welcome to one of Ocean Pines’ most extraordinary waterfront estates, where luxury, recreation, and coastal living come together in a truly one-of-a-kind offering. Situated on a beautifully positioned waterfront homesite with 75 feet of newly bulkheaded shoreline, this remarkable residence encompasses approximately 9,200 square feet of thoughtfully designed living space with 5 bedrooms, 5.5+ baths, and an unmatched collection of resort-style amenities. Designed for entertaining on every level, the home features a spectacular 63-foot indoor pool with a 7-foot depth, private locker room, movie theater, expansive game room with wet bar, sunroom, and an oversized chef’s kitchen that opens seamlessly into light-filled living and dining spaces framed by soaring ceilings and walls of glass overlooking the water. The outdoor living experience is equally impressive. Enjoy expansive waterfront decking, an enclosed brick courtyard with a charcoal grill, multiple spaces for gathering, a rooftop observation deck with panoramic views, and direct boating access from your private dock featuring an 8,000-pound boat lift. Whether hosting family and friends or enjoying a quiet evening overlooking the water, every space has been designed to embrace the coastal lifestyle. Additional highlights include a two-car garage, generous driveway and guest parking, and the home is offered fully furnished (with select exclusions), allowing you to begin enjoying it from day one. Properties of this caliber are exceptionally rare. Whether you’re searching for an extraordinary primary residence, an unforgettable coastal retreat or the ultimate waterfront investment property, 23 Mallard Drive East delivers a lifestyle few properties can match. Schedule your private showing today and discover what life on the water was meant to be!

23 Mallard Dr E, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$349,900

PRICE REDUCTION! Adorable and affordable! Built by American Homes, this charming, well-maintained 3-bedroom, 2-bath rancher is ideally located near the Swim & Racquet Club pool and White Horse Park. The bright, open floor plan features cathedral ceilings, a combined Living, kitchen and dining area, and a separate laundry room off the kitchen. Relax on the inviting front porch or enjoy the spacious rear deck. Recent updates include fresh paint, roof replacement with warranty (2019) , newer HVAC, newer washer and dryer, and refrigerator, new microwave stove and dishwasher. Newly LVP flooring in the living room, dining room, and kitchen, new carpet in bedrooms. New bathroom flooring and raised toilets. Encapsulated crawlspace. Enjoy this low-maintenance home near the White Horse park, pool and recreation center.

304 Ocean Parkway, Ocean Pines

Listing courtesy of PW Realty Sales, LLC. Contact: 4432298888

$412,000

4 Beds ⋅ 2 Baths

Welcome to 15 Raft! This sweet, fully updated home is tucked away on a charming cul-de-sac in the highly desirable Ocean Pines. Boasting incredible updates inside and out, features include brand-new vinyl siding on the home and shed, an updated front porch, and a refreshed back deck. Inside, you'll find fresh paint, new carpet, and beautiful new ceramic tiling in the kitchen and bathroom. The sparkling kitchen features gorgeous granite countertops and brand-new stainless steel appliances. Complete with a new washer and dryer, this turn-key coastal retreat is ready for you! Don't miss this coastal gem—schedule your tour today! Ocean Pines offers an impressive selection of resort-style amenities with both free and paid membership options available. The amenities include swimming pools, parks, playgrounds, walking trails, a championship golf course, pickleball and tennis courts, marina, yacht club, a community garden, and a vibrant community center. This home is a beautiful choice for a vacation getaway, investment property, or a primaryresidence. Daily conveniences—including grocery stores, pharmacies, healthcare, banks, and local restaurants just a few minutes away. Enjoy easy access to Ocean City's famous Boardwalk and beaches, Assateague Island National Seashore's wild horses and natural beauty, historic downtown Berlin's boutiques and cafés, numerous nearby golf courses, like Rum Pointe Seaside Golf Links, the Links at Lighthouse Sound, and Glen Riddle Golf Club, boating, fishing, and outdoor recreation, as well as Delaware beach destinations like Bethany Beach, Lewes, Rehoboth Beach, and Fenwick Island all within a 20-50 minute drive.

15 Raft Rd, Ocean Pines

Listing courtesy of Iron Valley Real Estate Charm City. Contact: 4108160066

$1,300,000

Waterfront Home in Terns Landing – Ocean Pines 2nd lot in from the end of the canal wiwth Bay Views Welcome to this beautiful 4-bedroom, 2.5-bath waterfront home located in the highly sought-after Terns Landing section of Ocean Pines. Designed with an open and airy layout, this home features floor-to-ceiling windows that fill the space with natural light from nearly every angle, creating a bright and inviting atmosphere throughout. The spacious kitchen is highlighted by granite countertops, perfect for both everyday living and entertaining. Just off the main living area, step out onto the extra-large deck overlooking the canal, where you’ll enjoy peaceful water views and stunning vistas of the Isle of Wight Bay. The second-floor loft offers additional living space, ideal for a home office or lounge area, while the generously sized game room provides flexibility and could easily serve as a 5th bedroom. A convenient 2-car garage adds to the home’s functionality. Major updates include a bulkhead less than 10 years old, a brand-new roof (2026), and a new driveway (2025), offering peace of mind for years to come. Enjoy all the benefits of this amenity-rich community, ideal for year-round living or as a second home getaway. With everything Ocean Pines has to offer, this is a rare opportunity you don’t want to miss! This home was built above mean High Tide and to Florida Hurrican Code. Schedule your showing today—this one won’t last long! Property is being Sold “As Is” Seller and has included a 1 year Home Warranty. The second floor AC is now brand new just install 9/10/26

24 Stacy Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$349,900

2 Beds ⋅ 2 Baths

Enjoy easy one-level living in this charming 2-bedroom, 2-bath rancher located in the sought-after community of Ocean Pines. The functional floor plan offers comfortable living spaces, abundant natural light, and low-maintenance living—perfect as a primary residence, vacation getaway, or investment property. Large deck with storage shed attached. Ocean Pines residents enjoy an exceptional lifestyle with outstanding amenities, including indoor and outdoor swimming pools, tennis courts, scenic walking and biking paths, a dog park, community center, playgrounds, parks, and year-round activities. Conveniently located just minutes from Ocean City beaches, shopping, dining, golf, and marinas, this home offers the perfect blend of comfort, recreation, and coastal living.

170 Windjammer Rd, Ocean Pines

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888

$590,000

Quality Craftsmanship meets exceptional care in this beautifully maintained home, built by Piney Island Builders. Neatly nestled on a large private lot backing to peaceful woods in the heart of Ocean Pines, this home offers the perfect blend of comfort, privacy, and timeless appeal. Designed for easy living, the home features a spacious first-floor primary suite, providing convenience and flexibility for everyday life. Recent updates include a newer roof, composite decking, and updated kitchen appliances, allowing you to move in with confidence. Step outside and enjoy the beautifully landscaped Backyard, where you'll find a charming treehouse and plenty of space to relax, entertain, or simply take in the serene wooded setting. Recently updated crawl space encapsulation and dehumidifier ensure peace of mind. A large garage offers ample room for vehicles, storage, and hobbies. Two more outbuildings, a large shed, and an adorable greenhouse complete the yard. This exceptional home showcases quality construction, thoughtful updates, and a peaceful setting -making it a wonderful opportunity to enjoy all that Ocean Pines has to offer

20 Frigate Run, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$1,375,000

Original lot for Boise Cascade to promote Ocean Pines from their sales center when it was first being developed. The original house was torn down and this lovely home eminates the spirit of Ocean Pines! Located on a wide canal with gorgeous evening sunsets will captivate you. The beautiful, open, floorplan is a must see... great for entertaining and admired by family and friends. There is close access to the Assawoman Bay and the Swim and Racket Club. The primary suite is on the main level with it's own private bath.

13 Widows Watch Ct, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$550,000

Beautiful Townhome in Prestigious Marina Village! This Lovely Unit is situated on a Wide Quiet Canal! Enjoy Sunrises or Sunsets from Your Waterfront Deck (Under the Awning if you so choose) or From the Beautiful Screened 3 Season Room. Stroll to the OP Yacht Club for Dining Al Fresco, Lounge in the Pool or Entertainment. Watch the Wildlife or Crab from Your Watefront Deck This Property boasts $165K in Renovations and Upgrades! In 2O19 New Roof, New Awning, Upgraded Primary Closet. 2O2O Renovation in Primary Bath to include; New Custom Calabria Marble Vanity Top and Backsplash, New Tiled Shower with Custom Marble Inlay, New Dual Shower Head and Built-In Niches, New Access Panel to Gorgeous Soaking Tub , Lux LVF Flooring Throughout Including Stairs, Kitchen Reno included New Granite Countertops with Extended Counter, New Cabnet Faces, Custom Built-in Over Sink, Upgraded Sprinkler Heads, Smoke Detectors and Co2 Detectors. 2O21 Top of the Line Remotely ProgramableTankless Water Heater which converted Stove to Gas, New Kitchen Appliances, 2O22 Completely New PVC Railings on All 4 Decks, In Primary New Exterior Door(to Deck) and Window 2O25 New Driveway include new Pavered Walkway, Stone Edging and River Rock Beds.

945 Yacht Club Dr, Ocean Pines

Listing courtesy of Shoreline Properties. Contact: (410) 524-6688

$391,000

It's a rare gem to have a fully buildable .28 acre lot in the highly desired Sherwood Forest section of Ocean Pines -- and with some amazing views you have to see to believe! Public water and sewer access are ready for your new construction, and while awaiting move-in day, take time to familiarize yourself with the abundant amenities Ocean Pines offers. Plan your dream home today and take advantage of starting from the ground up...customize YOUR own paradise and be settled and ready for next year's beach season!

100 Robin Hood Trl, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$499,900

Welcome to your coastal retreat in the heart of Ocean Pines! This beautifully remodeled 3-bedroom, 2-bath A-Frame contemporary offers breathtaking golf course views with a peaceful canal backdrop, combining modern updates, exceptional outdoor living, and an unbeatable location. Whether you're searching for a primary residence, second home, or vacation getaway, this move-in ready property offers the best of Maryland's Eastern Shore lifestyle. Inside, you'll find an open floor plan filled with natural light, soaring cathedral ceilings, luxury vinyl plank flooring, and a beautifully updated gourmet kitchen featuring upgraded countertops, stainless steel appliances, and modern finishes. Thoughtfully renovated bathrooms and quality updates throughout create a home that is both stylish and functional. Step outside to enjoy extensive hardscaping, multiple outdoor entertaining areas, and a private fenced backyard overlooking the golf course—perfect for relaxing after a day at the beach, on the golf course, or out on the water. Select furnishings are negotiable, offering buyers the opportunity to purchase a truly turnkey property. Ocean Pines residents enjoy an exceptional amenity package, including indoor and outdoor pools, a championship golf course, marina, yacht club, boat ramps, parks, walking trails, playgrounds, dining, clubhouse, and year-round community events. Located just minutes from Ocean City, you'll have easy access to beautiful beaches, the famous Boardwalk, restaurants, shopping, fishing, boating, and endless entertainment. Offering an exceptional combination of location, updates, views, and lifestyle, 72 Newport Drive is a rare opportunity to own a beautifully renovated golf course home in one of the Eastern Shore's most sought-after coastal communities. Schedule your private tour today!

72 Newport Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$974,900

Exceptional canal-front home with a pier and direct access to the bay. Thoughtfully updated throughout, this spacious 4-bedroom, 2.5-bath home offers the potential for a 5th bedroom and features new windows, flooring, renovated bathrooms, and an updated kitchen. Modern glass stair railings add a stylish contemporary touch, while the primary suite boasts a generous walk-in closet. Enjoy stunning water views from the spacious living areas, screened porch, and multiple decks. Outside, the beautifully landscaped and fenced yard provides the perfect setting for entertaining or relaxing by the water. Additional features include a fireplace, attached 2-car garage, and pier for boating, fishing, and crabbing right from your backyard. Ideally located just around the corner from one of Ocean Pines waterfront beach clubs, residents can enjoy convenient access to a pool, sandy beach area, and waterfront recreation. Enjoy all the amenities Ocean Pines has to offer, including pools, golf, marina, yacht club, parks, and beach club access. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this exceptional waterfront property offers the best of coastal living.

9 Harborview Dr, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

$398,999

Welcome to The Blue Crab Beach House, where coastal charm meets comfort and convenience. Nestled in one of the area's most sought-after communities, you'll enjoy access to resort-style amenities including pools, golf courses, a marina, and nearby beaches—all while being just minutes from shopping, dining, and entertainment. Inside, an open and inviting floor plan creates the perfect setting for both entertaining and everyday living. The main level offers the ease of single-floor living with a spacious primary bedroom, full bathroom, and laundry area. Upstairs, two additional bedrooms share a convenient Jack-and-Jill bathroom, providing plenty of space for family and guests. Step outside and embrace the coastal lifestyle. Start your mornings on the peaceful porch with a cup of coffee, then spend afternoons and evenings enjoying the spacious yard—ideal for games, gatherings, barbecues, and outdoor relaxation. Recent updates provide added value and peace of mind, including: New roof (2023) Fresh interior paint throughout New bedroom light and ceiling fan fixtures Brand-new dishwasher (November 2024) New microwave (March 2025) Newer kitchen appliances Unique features such as custom-built loft twin beds and a cozy wood-burning stove add warmth, character, and charm to this special home. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, The Blue Crab Beach House offers the perfect blend of tranquility, recreation, and coastal convenience. Come experience the best of beach-area living.

3 Starboard Ct, Ocean Pines

Listing courtesy of Newport Bay Realty. Contact: 4102137040

$432,500

4 Beds ⋅ 2 Baths

Located on the eighth fairway of the Ocean Pines Robert Trent Jones Golf Course in sought-after Bay Colony, this exceptional retreat features an open floor plan with cathedral ceilings, skylights, hardwood flooring in the main living areas, and a family room wood burning fireplace, equipped with screen and fireplace tools. The four-bedroom two-bath rancher style home with an open area concept in the kitchen, living and dining rooms. The family and dining room have open access to the Florida four-season sunroom. There is a separate screened in porch creating seamless options for year-round enjoyment. This beautiful home has been updated with a new roof in December 2025 with a 20-year transferrable warranty and sky lights and new gutters with a 5-year warranty, and primary bedroom bathroom upgrade. The Heating Ventilation and Cooling system was replaced in 2016, and the beautifully refinished kitchen is appointed with new cabinetry, and modern appliances with abundant workspace for effortless entertainment. Additional highlights include a separate shed with plentiful storage room and an extra-large concrete driveway with room for six cars. There is plenty of street parking as well. Outside, beautifully shaded landscape with shuffleboard structures in the front and a deck and firepit in the back yards looking out over the golf course. Furnishings can be purchased separately. Community boat ramps exist to launch your personal watercraft. The launch areas have direct access to bay and ocean waters. Boating, fishing, crabbing, and clamming to easy access to the Ocean Pines yacht club, golf course, clubhouse grill, pools, racquet facilities, Ocean City beach club and more are all a part of living in Ocean Pines. The Ocean Pines Beach Club is located between 49th and 50th streets with private parking, pool and changing area flowing out to the beach on the Atlantic Ocean.

48 Battersea Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$374,900

Motivated sellers just made a price reduction! All spruced up and ready to go! Fresh paint and new carpet throughout this 1 level contemporary coastal custom-built 3-bedroom 2 bath home in the community of Ocean Pines. Delightful 14 x 12 screened porch plus a 12 x 12 deck for enjoying the good life here at the beach. Spacious Primary bedroom with a vaulted ceiling has a walk-in-closet and access to the primary bath with a walk-in shower. 8x7 attached shed for all you bike, lawn equipment and beach toys. Gutter guards installed. Asphalt paved driveway for plenty of parking for you, family and friends. 5 x7 laundry room with washer and dryer. HVAC is approximately 5 years old. The complete package is easy to see and ready for your immediate enjoyment.

31 Footbridge, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$624,990

This brand new construction by Gemcraft Homes offers a rear screened porch, and is located on an extra-large cul-de-sac lot overlooking the Ocean Pines Golf Course! The Nottingham is a modern ranch-style home with 3 bedrooms, 2 baths, and a 2 car garage. The expansive Great Room area with 9' ceilings and gas fireplace opens to the Kitchen, that is ready for entertaining and cooking comforting meals for family and friends. An open dinette and large kitchen island offer an abundance of space for informal dining. The private Owner’s Suite includes an ensuite bath featuring a double vanity, water closet, and walk-in closet. For upgraded luxury, the Venetian Owner's Bath includes a Ceramic Tile Base shower with Glass Door, Granite Vanity Top, Rectangular Sink Bowls, and a Tall Vanity with Drawer Base. Two additional bedrooms with a hall bath and laundry room complete the floor plan. The award winning community of Ocean Pines is located just a short drive away from Ocean City's beaches and boardwalk, Assateague Island National Seashore, the historic downtown Berlin! A Gemcraft Smart Home Bundle is included, plus ask about our Builder Incentives! Photos shown are of a similar home. Estimated completion date November 2026.

277 Windjammer Rd, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$330,000

Opportunity awaits with this 3-bedroom, 2-bath home featuring a cozy fireplace, screened-in porch, fenced backyard, and a new hot tub. The functional floor plan and desirable outdoor living spaces provide a great foundation for customization. Located in the popular community of Ocean Pines on a quiet cul de sac, this property provides access to an impressive selection of amenities, including swimming pools, a golf course, a marina, a beach club, parks, and scenic walking paths. Enjoy the best of coastal living with Ocean City’s beaches, restaurants, shops, and entertainment just a short drive away. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this home offers an excellent location with endless possibilities.

11 Bimini Ln, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

$439,000

Located in the Ocean Pines community, this 3-bedroom 2 1/2-bathroom home has so much to offer including a 2-car attached garage! When you enter the home, you will be immediately impressed by the sunny living room featuring vaulted ceilings and skylights! The owner recently upgraded the flooring with luxury vinyl plank which runs through the main level common areas. The kitchen features white cabinetry and stainless-steel appliances. The sunroom also has vaulted ceilings and a gas fireplace with mantel. The sunroom leads to a large deck that is freshly painted. The deck has peaceful views of trees and privacy. The first-floor primary bedroom as features views of the back yard and a walk-in closet. What you will notice most about this home is that it is flooded with natural light. Almost every room features large windows. On the second level of the home there are two bedrooms and a bathroom. There is also a walk-in attic storage room that could be used to conveniently store holiday decorations. This home was built by T&G Builders and is the Skipjack II model. The hot water heater was replaced in 2023 and the roof was replaced in 2026. Builder marketing floorplan shows square footage of 1659, while tax record shows 1494. Make an appointment to see this well maintained home today!

369 Ocean Pkwy, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$399,000

Owners say bring your reasonable offer. This updated 3-bedroom, 2-bath coastal retreat is offered fully-furnished and ready for immediate enjoyment! Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home showcases true pride of ownership with many recent upgrades including a brand NEW kitchen!! New entry doors welcome you into a bright, modern living space centered around the completely renovated kitchen. The family chef will love the stylish new cabinetry, quartz countertops, sleek backsplash, and stainless steel appliances that combine both beauty and functionality. Spacious living and dining areas provide plenty of room to relax, gather, and entertain guests with ease. A versatile three-season room extends the living space and creates the perfect transition between indoors and outdoors. Overlooking the large yard, this inviting space offers peaceful views of mature trees that provide both privacy and a lush natural setting. The home also features a huge driveway with abundant off-street parking, along with a one-car garage for added convenience. All three bedrooms are generously sized and updated with new flooring, while the entire home has been freshly painted and tastefully decorated in a charming beach-inspired style. Simply move in and start enjoying coastal living from day one! Located in the vibrant community of Ocean Pines, residents enjoy an impressive array of amenities including indoor and outdoor pools, tennis and pickleball courts, parks, walking trails, golf, boating, and the famous Ocean Pines Yacht Club and Beach Club!

20 Southwind, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$550,000

Welcome to 7 Long Point Ct. located in the 55+ community of The Parke in Ocean Pines. This spacious Sandpiper model offers 4 BR's & 3BA's with lots of upgrades including a new roof, HVAC system, Leaf Filter gutter guards, gas hot water heater, washer/dryer, Pella windows, skylights, Silestone countertops, LVP in the Kitchen and a new LG refrigerator. Enjoy added privacy and natural surroundings with an all-season porch overlooking a private back yard. HOA Fees include the use of the clubhouse with an indoor pool. fitness center, sauna, billiards room & a library. The Parke also includes cutting your grass, mulching flower beds & snow removal! This well-maintained property is ready for its next owners. Motivated seller says: Make this your next home in Ocean Pines!

7 Long Point Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$525,000

PRICE REDUCTION! SHOW AND SELL!This highly sought after Osprey Model in the Parke at Ocean Pines' over 55 community is situated on a large culdesac wooded lot. It features a first floor primary bedroom with ensuite bathroom including double vanities, soaking tub and walk-in shower. The tray ceiling and and triple windows add to the ambiance of this desirable primary suite which also features a walk-in closet. The spacious foyer opens into a magnificent great room with gas fireplace. The wide open kitchen is equipped with a gas range with self cleaning oven, built-in microwave, brand new dishwasher, and refrigerator with icemaker. A beautiful sunroom with 9 foot windows and a fireplace overlooks wooded yard and circular stone paver patio. There is also a 2nd bedroom with abundant windows, a den or 4th bedroom, another full bath and gleaming hardwood floors on the 1st floor. All of this level has 10 foot ceilings and soaring vaulted ceilings open to a loft above. The upstairs features a family room, a massive third bedroom and another full bath. The house has a two car garage with overhead storage. There is a fist floor laundry room with full size side by side washer and dryer. Can you imagine all of this in an active over 55 adult community with clubhouse, indoor pool, whirlpool, sauna, fitness center, card room. billiard room, library, huge wrap around patio overlooking lake with fountain and outstanding landscaping. In addition to all of these ammenities, The Parke HOA fee includes all grounds keeping and grass mowing and edging, mulching, shrub trimming, gutter cleaning, and snow removal of driveways and walkways all for a low monthly fee of $245.00 per month. The Parke is located within a larger Home Owners Association of Ocean Pines. Ocean Pines features a marina with restaurant and clubhouse, multiple pools, tennis and pickleball courts, dog park, walking trails, 18 hole golf course, playgrounds, stocked fishing lakes, picnic areas and a beach club on the Ocean City beach . The HOA fee for Ocean Pines is $915.00 per year. Some amenities like swim clubs, golf and boat slips have additional reasonable fees for usage. Move in to The Parke at Ocean Pines and start living the dream just minutes to the Ocean City Beach.

95 Chatham Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$549,900

PLEASE NOTE: although this home shows as 3 bedrooms, there is a den on the first floor and a bonus room over the garage that both could be used as a 4th and 5th bedroom. When comparing, please take that into consideration. This exceptional home is located in the Sherwood Forest area of Ocean Pines. If you missed it the first time, now is your second chance. It was temporarily taken off the market to replace the roof. Not only was the roof replaced with 50-year architectural shingles, but the skylights are brand new, and other improvements were made, as well. This home is the perfect blend of comfort, style, and coastal living. If you are looking for a primary home, a forever home, a second home, or an investment property this is the one. This custom home shows pride in ownership; it has 3 bedrooms and 2.5 baths. The first level offers a beautiful wide foyer that leads into an open floor plan, the living/great room, dining area, kitchen, primary bedroom suite, office, and 1/2 bathroom all have new upgraded LVP flooring except the primary, which is hardwood. The living room has a cathedral ceiling and a gas fireplace, which has a blower and provides heat if desired. The gorgeous kitchen has maple cabinetry with pullouts and soft closing doors and drawers, granite countertops and stainless-steel appliances. It has a large center island with a granite counter and maple cabinetry underneath for storage. The first floor also boasts a large laundry room and mud room both with tiled floors and both off of the 2-car garage entrance that leads into the home. One will also appreciate a 3 Season Room that expands across the back of the home overlooking the back yard and excellent for bird watching, all while enjoying your morning cup of coffee. If this isn't enough, one will also enjoy the expansive upstairs for a larger family or for guests. The second floor has a beautiful open hall that overlooks the living/great room and separates the bedrooms on both sides of the home. Upstairs you will find 2 additional bedrooms and a full bath and a large bonus room which could be a fourth bedroom. This home also has many areas for attic storage. All of this in the amenity rich community of Ocean Pines, where one can enjoy the pools (indoor/outdoor), parks/playgrounds, pond, yacht club, boating/fishing/ crabbing and the community center. Don’t miss out on the opportunity to own a beautiful home in Ocean Pines just 8 miles from Ocean city, 10 minutes from Berlin and a short drive to Assateague Island. Make your appointment today.

1210 Ocean Pkwy, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$439,900

What a view looking straight down the 3rd fairway of the Ocean Pines golf course! Walk to the golf club to start your tee time or grab a bite to eat! One level living with a single car garage, rear deck and a fantastic Sun Room with its own mini-split heat pump. The 12x4 entry foyer welcomes you to the open living plan featuring luxury vinyl plank flooring and two sets of sliding glass doors to the rear. Stainless Steel appliances, including a cooktop and wall oven, large breakfast bar, tiled backsplash and double pantry complete the fully functional kitchen. There's lots of room in the 13x15 primary suite, containing a ceramic tiled bath floor and a 4 foot shower. A front loading washer and dryer is located within the guest bathroom, which has a tub/shower. All located within the award winning Ocean Pines community, just a short drive from the beaches of Ocean City and Assateague Island National Seashore!

17 Sundial Cir, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$949,900

5 Beds ⋅ 3 Baths

This beautifully renovated 5-bedroom, 3 full bath canal-front beach retreat is ready for its next chapter. Thoughtfully updated by a trusted local home improvement company, the home is nearly complete. Recent upgrades include a new roof, siding, windows, and doors, along with fully renovated bathrooms, a new kitchen, water heater, and a new lower-level HVAC unit. A brand-new extra-high garage door and an oversized one-car garage provide ample space for storage, including taller vehicles and all your beach and water gear. The main level features an open-concept living space designed for gathering, complemented by three bedrooms, including a private en-suite. The lower level adds exceptional flexibility with a spacious family room, two additional bedrooms, a full bath, and a large laundry/utility room. Experience the best of coastal living with expansive upper and lower decks overlooking the canal and your private dock ready for you to pull up your boat. perfect for relaxing or entertaining. Enjoy your own private boat dock with effortless access to open water—no bridges to slow you down, just smooth sailing right from your backyard. Close to local beaches and all that Ocean City has to offer, you’re just minutes from golf, dining, swimming, and the area’s popular farmer’s market.

8 Grand Port Rd, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000

$384,999

Nestled by green of the 7th hole of the golf course, this charming three-bedroom, two-bathroom home with a loft offers the kind of lifestyle most people only dream about — whether you’re looking for a full-time residence, a weekend escape, or a smart investment property. Step inside and feel the light pour in through a stunning wall of windows that frames the lush outdoor greenery like a living painting. The thoughtfully remodeled kitchen and updated bathrooms bring modern comfort to a home that’s already move-in ready, so you can spend less time renovating and more time enjoying. The real heart of this home? The screened porch. Overlooking the wooded yard, hung with warm string lights, and cooled by a ceiling fan, it’s the kind of space you’ll never want to leave. Cozy rattan furniture, a patterned rug, and an easy, relaxed atmosphere make it perfect for morning coffee, afternoon entertaining, or lingering summer evenings — and the convenient pass-through window to the kitchen means the host never misses a moment. The yard and generous outdoor living areas give you room to breathe — and room to play or entertain. Imagine corn hole, a tiki bar, under mount porch swing, space to set up a fire pit to roast marshmallows or enjoy a brisk Fall evening. And when you’re ready to dream even bigger, the unfinished basement -unheard of in Ocean Pines-offers potential to expand your living space to include a game room for kids (or adults!), a hobby or craft space, or simply storage space (also rare in Ocean Pines). A one-car garage rounds out this comfortable, easy-living layout. Beyond your doorstep, Ocean Pines delivers an extraordinary community lifestyle — golf, multiple pools, parks, marinas, walking trails, tennis, pickleball, seasonal live music, and an exclusive beach club are all part of the package. And when the mood strikes for Ocean City’s restaurants, shops, and beaches? You’re just a short drive away.

5 Falcon Bridge Rd, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$1,089,999

Comfort, privacy, and waterfront living come together in this fully renovated three-level contemporary home, ideally positioned along one of the quietest canals in Ocean Pines with direct access to the bay and beaches of Ocean City. Offering 4 bedrooms, 3.5 baths, and approximately 3,250 square feet, this exceptional residence has been thoughtfully updated to provide the perfect blend of coastal comfort, functionality, and entertaining space. Designed with an open-concept layout, the home features soaring vaulted ceilings, skylights, and expansive windows that fill the interior with natural light while showcasing tranquil water views from all three levels. Multiple gathering areas throughout the home allow family and guests to comfortably spread out, including a spacious great room, waterfront den, and bar area adjacent to the kitchen. The middle level also offers a private guest suite with en suite bath for those wishing to avoid stairs, an additional powder room, laundry room, and direct access to the oversized multi-car garage with front and rear access points. Upstairs, the primary suite serves as a true private retreat, spanning approximately 768 square feet and featuring its own three-season porch overlooking the water. This luxurious space includes a large walk-in closet, natural gas fireplace, and beautifully renovated spa-style bath complete with extensive cabinetry, dual-person Jacuzzi soaking tub, and walk-in wall-jet shower. Two additional bedrooms, two porches, and another full bath complete the upper level. The ground level offers even more flexibility with two freshly renovated waterfront rooms ideal for entertaining, relaxing after a day on the water, or hosting the perfect crab feast. Walls of windows and sliding glass doors provide panoramic canal views and direct access to one of the largest waterfront backyards in Ocean Pines. The oversized .35-acre lot includes a full-length fenced yard, expansive private bulkhead, maintenance-free dock with fish cleaning station, hardscape walkways, and ample room for kayaking, crabbing, pets, and outdoor gatherings. Extensive 2026 renovations include a full interior repaint, all new luxury vinyl plank flooring, carpet, and ceramic tile throughout, remodeled kitchen and baths, a fully renovated third level with dedicated mini-split HVAC system, updated plumbing and lighting fixtures, new vanities with quartz and marble countertops, updated toilets, ceiling fans, and more. Additional highlights include three-zone heating and cooling, instant hot water system, air purification system, dehumidification system, fire and alarm monitoring with cameras, oversized garage with 9-foot door for possible boat storage, and parking accommodations for up to 6+ vehicles. The home also offers a full concrete crawlspace with convenient interior access to mechanical systems including the furnace, plumbing, dehumidifier, air purification equipment, and AirBoss controls. Pride of ownership is evident throughout, with the roof and multi-zone HVAC systems regularly cleaned and professionally serviced. Move-in ready and meticulously maintained, this rare waterfront offering combines peaceful coastal living with convenient access to the bay, ocean, dining, marinas, and entertainment of the greater Ocean City area.

19 Duck Cove, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$417,900

Welcome home to this beautifully maintained 3-bedroom, 2-bath home in the premier bayside community of Ocean Pines. Designed with an open floor plan, this home features an updated kitchen, newer roof and skylights, encapsulated crawlspace and a bright sunroom that opens to a private rear deck overlooking the peaceful backyard. The spacious primary suite is your own private retreat, offering a large wall of closets, private in suite bath, and French doors leading to the rear deck—perfect for enjoying your morning coffee. Two additional guest bedrooms and a full hall bath provide plenty of space for family and visitors. The open living and dining areas flow seamlessly into the updated kitchen, creating an ideal setting for everyday living and entertaining. The rear sunroom is filled with natural light and offers the perfect place to relax while taking in the beauty of the private backyard. A one-car garage provides ample storage for your beach gear, bikes, and outdoor toys. Ocean Pines offers an exceptional lifestyle with multiple outdoor pools, an indoor pool, boat launches, a marina with available boat slips, tennis and pickleball courts, a clubhouse, and a championship golf course. Located just minutes from the beaches of Ocean City, homeowners also have the opportunity to join the exclusive oceanfront Beach Club. Enjoy nearby fine dining, shopping, marinas, and breathtaking sunrises and sunsets, making this coastal retreat the perfect place to call home.

26 Burr Hill Dr, Ocean Pines

Listing courtesy of RE/MAX Eagle Realty. Contact: 3026591320

$510,000

Price Adjustment! Welcome to recently renovated luxurious bayfront condo in the prestigious community of Points Reach in Ocean Pines! This stunning 3-bedroom, 2-bath one-level condominium offers breathtaking unobstructed bay views the moment you enter with an abundance of natural light! The custom finishes throughout, this exceptional home is designed to impress. Beautiful enhancements include stunning new LVP flooring in hall, kitchen. dining room, great room, laundry room, new carpeting in bedrooms and soaring 10-foot ceilings accented with crown molding throughout the home. The expansive gourmet kitchen is perfect for entertaining family and friends, featuring beautiful cabinetry, granite countertops, stainless appliances all overlooking the elegant formal dining room and sun-filled great room complete with a cozy corner gas fireplace for those cool coastal evenings. Retreat to the impressive primary suite offering a private waterfront balcony, oversized walk-in closets, and a luxurious spa-style bath with jetted tub and double vanities. Guests will enjoy spacious second and third bedrooms after a relaxing day at the beach. End your evenings with spectacular sunsets while enjoying your favorite beverage from the expansive covered balcony! Additional upgrades include a newer installed geo-thermal heating and air system for outstanding energy efficiency, and convenient owner storage/bike storage facilities. Condo fees include flood insurance, bi-annual geothermal system inspections, annual gas grill service, water, trash, landscaping, storage, and parking lot maintenance.This second-level condo with elevator access is located within the friendly and active community of Points Reach/Ocean Pines and offers the perfect blend of luxury, comfort, and coastal lifestyle. Rarely available and impeccably maintained, this exceptional bayfront residence will not last long. Schedule your private showing today!

2208 Points Reach Unit #2208, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$499,000

Back to Active and Fully Available! Buyers failed to sell their home. Tucked along the canal in the sought after community of Ocean Pines, this charming A-frame retreat blends rustic cottage character with the laid back waterfront lifestyle you’ve been dreaming of. With soaring vaulted ceilings, oversized windows, and an open layout designed to capture natural light and tranquil water views, this home is ready for relaxing weekends, family gatherings and entertaining after a day on the water. Step outside to enjoy the expansive wraparound deck overlooking the canal, the perfect place for morning coffee or evening sunsets. Boaters will appreciate the shared dock with a dedicated private slip for the home, offering easy access to the water. A cozy fireplace adds warmth and charm to the inviting living space, while the garage provides additional storage for all your beach and boating essentials. The main level features two bedrooms, a full bathroom, and a convenient laundry closet. Upstairs, the loft overlooks both the water and the main living area, creating a bright and airy retreat. The primary suite is also located on the upper level and showcases more dramatic vaulted ceilings that enhance the home’s unique architectural style. Located in Ocean Pines, residents can enjoy access to an incredible lineup of amenities including pools, parks, golf, marinas, trails, a beach club, and more, all just a short drive from the beaches, dining, and entertainment of Ocean City!

101 White Sail Cir, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$1,560,000

One of a kind custom designed home! Walk up the grand stone steps and enter thru double doors to a tile foyer with a walk-in coat closet, half bath, and laundry across from the downstairs ensuite that includes two walk-in closets, and a jacuzzi tub plus shower in it's bath. Step down to the hardwood floors of the dining room, great room- with a floor-to-ceiling stone gas fireplace - and a gourmet kitchen including eating area. Upstairs is another ensuite with double lighted closets, corner jacuzzi tub and shower, and two balconies - one indoor, one out. Also upstairs are two more bedrooms (one with a bonus room), off a hallway with another overlook and three walls of bookcases. There are five sliding glass doors leading to a wrap around deck overlooking a lovely landscaped backyard that includes a large pond with waterfall, and a dock with boat lift on a wide canal. Additionally, this home has a circular driveway, a two car garage with overhead storage, Andersen windows and doors throughout, huge floored attic, five pocket doors, three newish HVAC systems, a central vac system, a direct propane grill hook up, an outdoor shower, and a climatized encapsulated crawl space. All blinds convey. Ocean Pines community has 5 swimming pools, golf course, Yacht Club with restaurant, golf course with club house, and its own fire station and police force. Roof 2yrs old, 3 zone AC and heat 5yrs old, crawl space encapsulation wit dehumidifier

23 Harlan Trce, Ocean Pines

Listing courtesy of NBI Realty, LLC. Contact: 7032440081

$399,000

Nestled in the charming Ocean Pines - Huntington community, this delightful ranch-style home offers a perfect blend of comfort and modern living. With a major renovation just completed, including new plumbing, HVAC and electrical-this residence is poised to become your dream sanctuary. Step inside to discover an inviting open floor plan adorned with luxury vinyl plank flooring throughout that create character and warmth. The spacious living area features a cozy wood fireplace, perfect for those chilly evenings. Natural light floods the home creating a bright and airy atmosphere. The well-appointed kitchen boasts modern appliances, including an oven, refrigerator, dishwasher, and microwave, making meal prep a breeze. Enjoy casual dining in the breakfast area or host gatherings in the living space. This home features three comfortable bedrooms, including an entry-level primary bedroom for convenience. The primary bathroom offers a walk-in shower, providing a spa-like retreat. Outside, the 0.22-acre lot is situated on a peaceful cul-de-sac, offering a serene environment. Enjoy community amenities such as a beach club, outdoor pool, and tennis courts, perfect for an active lifestyle. With ample parking options and a community center nearby, this home is designed for both relaxation and recreation. Experience the perfect blend of comfort, style, and community in this inviting residence. Your new chapter awaits!

9 Yeoman Ct, Ocean Pines

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000

$639,000

This absolutely pristine and well maintained home located in Wood Duck Isle is not only a gem, it comes with a one year AHS home warranty! The interior features a spacious first floor filled with natural light; first-floor primary bedroom with brand new carpet, fresh paint, two spacious custom walk-in closets, and private bath; extra large eat-in kitchen with a large island, breakfast bar, built-in window bench, custom window treatments and easy access to the separate formal dining room. The main living area features brand new carpet, cozy gas fireplace and electronic shades over the skylights; the newly added sunroom complete with custom window treatments, seamlessly connects to the main living area and backyard. Upstairs is a versatile loft offering additional living space, and generously sized bedrooms providing privacy for family members or guests. The meticulously landscaped front yard features a tranquil koi pond, while the backyard showcases beautiful hardscaping, a charming gazebo, beautiful plant beds, and serene views of Manklin Creek. Enjoy direct walking access to Wood Duck Park, where you can kayak, fish, or simply relax and take in the views. Additional highlights include a brand new first floor air condition unit, approximately five year old roof, encapsulated crawl space, two-car garage, plenty of on site parking, abundance of storage, security system, two tastefully remodeled bathrooms, and much more. This is a must see - don't miss out!

6 Heron Isle Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600

$475,000

NEW PRICE! This gracious Tudor styled home is waiting for you to enjoy now at a reduced price. The open living, dining and kitchen greet you as you enter the home. 3 bedrooms, including the Primary one with primary bath, are on the first level along with another full bath for family and guests. Wonderful Sunroom off the dining room plus a screened porch overlooking the private rear yard. Large rear deck for more outside enjoyment. Large 2 car garage has some extra space of tools and storage. Second floor has an open loft with lots of shelves for books or collectables. One more bedroom is the next room and has a full bath plus skylights and a nice size closet. Private office is the next room with separate rear access to the rear stairs. It has a skylight and a small closet and could be another bedroom. Roof is only 2 or 3 years old. Almost all of the furniture in the home will remain. Vacant and easy to see.

127 Nottingham Ln, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$359,900

5 Beds ⋅ 2 Baths

PRICE IMPROVEMENT + HOME WARRANTY INCLUDED! Nestled on a quiet cul-de-sac in the desirable Ocean Pines community, this charming Cape Cod offers approximately 1,224 square feet of comfortable living space with five bedrooms and two full bathrooms. Two main-level bedrooms provide flexibility for one-level living, guest accommodations, or a home office. Natural light fills the home, creating a warm and inviting atmosphere throughout. The functional layout is designed for everyday living, while the expansive deck overlooks a peaceful wooded setting, providing the perfect space for relaxing, entertaining, or enjoying nature. The spacious yard offers additional room for outdoor activities and enjoyment. With a recent price improvement and a home warranty included for added peace of mind, this property presents an excellent opportunity to own in Ocean Pines. Conveniently located near community amenities, golf, marinas, shopping, dining, and the beaches of Maryland's Eastern Shore. Schedule your private tour today!

6 Fleet Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$490,000

A fantastic new price and home warranty coverage for 3 years! Welcome to 2 Moonraker Rd, a bright, airy, and beautiful contemporary home in Ocean Pines with many recent upgrades, including a new HVAC system in 2026. Step inside to find a soaring two-story foyer and flowing LVP floors, just installed at the beginning of 2026. The two-story ceilings continue into the family room with abundundant windows, allowing plenty of natural light, and a gas fireplace for those chilly winter days. The eat-in kitchen boasts a coastal white kitchen with new tile backsplash(2022), all newer stainless steel appliances (2022), a breakfast bar perfect for those quick morning meals, and a spacious dining room flowing off the kitchen, making entertaining a breeze. The first-floor mastersuite is a generous size and offers a large walk-in closet and an en-suite bath with double vanity with new counter tops and new faucets, a tub/shower combo with a jet tub, a water closet for privacy, and a linen closet for additional storage. Also on the first floor is the full laundry room with newer washer and dryer as well as a powder room, giving this home easy one-level living. On the second floor you'll enjoy three guest bedrooms, each quite spacious and with abundant closet space, as well as a full guest bathroom. One of the guest bedrooms could easily be converted to a second master suite as it has a large walk-in closet and an adjoining den that butts up to the guest bathroom, making it easy to convert to a bathroom if desired. Or keep it as a home office, studio, craft room, play room, the options are endless! Enjoy outdoor living with a roomy screened porch with high ceilings, perfect for relaxing and entertaining. This home also offers a spacious side and back yard that is full fenced with a beautiful decorative wood fence (installed in 2024) that comes with an oversized gate for easy access, a fire pit, and recently installed landscaping around the fence and along the road to give added privacy. There is plenty of space to play, relax, and even garden! This section of Ocean Pines is peaceful and tranquil with little to no thru-traffic. The community of Ocean Pines is reknowned for all that it has to offer, from the low HOA fees to the grand amenities package that you can join, including three outdoor pools, an indoor pool, a beach club in Ocean City with an oceanfront pool and clubhouse, a golf club with a Robert Trent Jones Championship course, marinas with boat slips available, plentiful sports courts including tennis, basketball, volleyball, pickelball, and baseball and soccer fields, numerous playgrounds throughout the community, and a community center with popular farmer's market. What are you waiting for? Schedule your private tour today! *Some photos have been virtually staged to show different options.*

2 Moonraker Rd, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040

$657,999

WATERFRONT HOME on Deep Water Canal with Direct Access to the Bay Spacious Rancher, 3 Bedrooms, 2 Baths, Attached oversized 2 car garage, Wide asphalt driveway with parking for 6 vehicles. Move in ready, just add your style. 2 heating systems - baseboard and HVAC heat pump. Updates include new hot water heater, walk in tub, high efficiency HVAC unit, fence, driveway, stove with convection oven and air fry capabilities, large sized washing machine, main living area carpet, granite countertops, and architectural stone foundation. Highlights are ONE FLOOR LIVING SPACE, Spectacular Views of Canal from majority of rooms, Open concept design, Bright & Airy, Dining / Living room combination, which walks directly to the deck spanning entire back of home, Huge kitchen with plenty of cabinets, Large shelved pantry, Spacious foyer, Master bedroom bath has a Walk In Jetted Tub/Shower, Bedrooms are good sized with big closets, Hall bath has jetted tub/ shower, Laundry room on same level with second refrigerator, Anderson casement windows, BOAT DOCK Easy living exterior with vinyl siding, Covered entry and porch, Pine nugget mulch beds, Landscaped. This a rare opportunity to live in Ocean Pines, on the water, in a safe & friendly neighborhood , which has numerous amenities of pools, playgrounds, tennis/ pickleball courts, basketball, baseball fields, dog park, skate park, ponds, restaurants, golf course, soccer fields, community center with indoor basketball, meeting rooms, craft shop, farmers market, beach, walking/ bike trails, boat ramp, post office, library, and our own Police and Fire Departments. All of this only minutes from the Ocean.

19 Pintail Dr, Ocean Pines

Listing courtesy of Save 6, Incorporated. Contact:

$409,000

Welcome to The Townes of Ocean Pines! With 4 bedrooms, 3 ½ baths, a loft and recreation area this townhome has space for all to enjoy. On the main floor you will find a spacious primary bedroom with a large walk-in closet, an ensuite with a double sink vanity, soaking tub, separate shower and water closet. For your convenience, a powder room is located just to the left of the entryway. The kitchen is equipped with brand new Frigidaire range, microwave, dishwasher and refrigerator. Dine at the elevated kitchen island or at your table in the dining area. The freshly carpeted living room area with gas fireplace, sits just off the kitchen, facing the Ocean Pines golf course, creating a warm, inviting gathering space for friends and family. Enjoy your morning coffee on the main floor deck while taking in the view of the 13th green of the golf course. Upstairs is a versatile loft area overlooking the main floor, perfect for a home office, lounge or additional guest bed space. Just off the loft is another bedroom suite complete with a spacious walk-in closet and ensuite bath. Heading downstairs from the main floor is a lovely den or recreation room area with two more bedrooms and shared hall bath. The enclosed laundry area with Whirlpool washer and dryer is on this floor as well. An oversized 2 car garage with plenty of storage space completes this level. This home has easy access to all that the Ocean Pines community has to offer; multiple pools, golf, yacht club with restaurant and special event space, marina, beach club, tennis, pickleball/paddleball, walking trails, parks, playgrounds, boat ramps and many, many community and recreational events. Ocean City and Assateague Island are just minutes away for more outdoor adventures to enjoy. You can’t miss making this home your new adventure! Recent Property Inspection Report indicated two areas of exterior water penetration behind the vinyl siding. As this is common area, the Condo Board contracted to have both areas properly flashed/gutter adjusted with new sheeting installed as necessary. No indications of moisture in drywall. The work was completed July 2nd and Report is attached.

102 Hingham Ln Unit #27, Ocean Pines

Listing courtesy of Rutherford Realty. Contact: (410) 524-1965

$2,250,000

5 Beds ⋅ 7 Baths

Experience breathtaking water views from this expansive three-level waterfront home designed for comfort, convenience, and entertaining. Featuring a private elevator, two garages, concrete driveway, and a whole-house generator, this property offers exceptional space for everyday living and hosting guests. The home has also undergone a complete exterior overhaul, including the installation of a brand-new metal roof, providing both durability and long-term peace of mind. The main living area showcases a spacious island kitchen with granite countertops, stainless steel appliances, and a breakfast room, along with formal living and dining rooms. Additional spaces include a family room, office, sunroom, exercise room, studio, entertainment room, workshop, and abundant storage. Two impressive primary suites provide luxurious retreats. The main suite features a private deck, walk-in closets, gas fireplace with marble hearth, a spa-style bath with whirlpool tub, marble floors and tile, and a separate powder room. The second suite includes a walk-in whirlpool tub/shower combination. Additional highlights include hardwood floors, surround sound, central vacuum, security system, two washer/dryer sets, two water heaters, and three-zone heating and cooling. Outdoor living is just as impressive with five decks, front and rear paver patios, and exceptional boating amenities, including a 90’ vinyl bulkhead, a 6’ x 33’ dock, and two boat lifts installed in 2020. Prepare to be impressed by the space, views, and waterfront lifestyle this remarkable home offers.

26 Leigh Dr, Ocean Pines

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$837,453

Rare opportunity to build your dream home on this homesite with Bay to Beach Builders! Please note: no home is currently built on this property. The list price reflects a proposed construction package and includes the lot, estimated lot preparation/site work, and the featured Bluewater floor plan. The Bluewater offers 1,767 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, a first-floor primary suite, soaring ceilings in the main living area, and timeless coastal-inspired architecture. Designed for comfortable everyday living and effortless entertaining, this home blends modern functionality with classic beach-town charm. The Bluewater is just one of several floor plans that have been reviewed for this lot and meet setback requirements. Additional home designs available through Bay to Beach Builders include The Oxford (1,126 sq. ft.), The Driftwood (1,820 sq. ft.), The Surfside (1,614 sq. ft.), The Fenwick (2,029 sq. ft.), The Chesapeake (2,455 sq. ft.), The Bethany (2,584 sq. ft.), The Rehoboth (2,584 sq. ft.), and The Ocean View (3,424 sq. ft.). The maximum recommended footprint for this homesite is approximately 38' x 66', and these plans have been selected accordingly. Many of these designs are part of Bay to Beach Builders' popular Coastal Collection and Cottage Series, specifically designed to maximize living space on narrower lots. Homes shown on pilings may also be constructed on a traditional foundation depending on buyer preference and site conditions. As a custom builder, Bay to Beach Builders can modify floor plans to better suit your lifestyle, budget, and vision. Buyers are encouraged to explore available floor plans and design options through Bay to Beach Builders and consult directly with the builder regarding pricing, customization opportunities, and included features. Whether you're dreaming of a full-time residence, vacation retreat, or investment property near the coast, this property offers the flexibility to create a home tailored to your needs. The property offers navigable waterfront with the ability to construct a dock and pier. Neighboring owners currently keep a pontoon boat on the creek, demonstrating recreational boating access. Buyers should verify water depths for their specific vessel.

72 Boston, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$349,900

Spacious and open floor plan designed for easy living and effortless entertaining . This inviting home features 3 generously sized bedrooms and 2 full baths * Sliding glass doors open to a large screened porch * The charming front porch is perfect for enjoying your morning coffee or relaxing in the evenings with your favorite beverage * Roof replaced in 2022 with 50 year warranty * Central Heat /AC for year round comfort * Abundant closet space and storage shed for all of your beach and boating essentials * You'll love being part of a vibrant waterfront community offering exceptional amenities including 5 pools, tennis, pickleball, yacht club, restaurants, Robert Trent Jones, Sr designed championship golf course as well as a beachfront pool, parking and restaurant in Ocean City * EVERYTHING you need to embrace the Coastal Lifestyle to the fullest * Ocean Pines is located just 5 miles inland from Ocean City and blends wooded serenity with Coastal Charm * Fresh paint, new carpeting in bedrooms... Let's make this your home yours *

61 Abbyshire Rd, Ocean Pines

Listing courtesy of Sea Grace @ North Beach Realtors. Contact: 443-614-3901

$325,000

BIG PRICE REDUCTION! MOTIVATED SELLER! BRING ALL OFFERS! OVERSIZED FLOOR PLAN! You'll feel like you're in the mountains in this Extra Large Home on an Extra Large lot that backs to Parkland! The second level contains the main living areas, including a tiled backsplash kitchen, a living room with two story ceilings, balcony access, and rustic wooden walls. A large 16x12 Bedroom and 11x8 Bath complete the main floor. Enter the carpeted stairway to a loft area, two additional bedrooms and a full bath on the upper level, overlooking the living room. Accommodate the in-laws / grandparents / large families in the Lower Level living quarters with an additional bedroom, bath, laundry room, kitchen and living area. A one car garage will store all of your beach gear, toys, and tools! Easy access from the South entrance to Ocean Pines. Enjoy top-notch amenities and a short drive to the beaches of Ocean City and Assateague National Seashore. Sold in As-Is condition.

850 Ocean Parkway, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$809,900

5 Beds ⋅ 4 Baths

Brand new construction now! This impressive home offers over 3,400 square feet of living space with 5 bedrooms, 3.5 baths, and a bonus room, providing exceptional flexibility for today’s lifestyle. Located on a quiet cul-de-sac in Triple Crown Estates, a community known for its larger lot sizes, this property features a generous 125’ x 100’ homesite. The home offers two primary suites—one on each level. The first-floor primary suite features a beautifully tiled shower, while all full bathrooms are equipped with double-bowl vanities. The stunning kitchen showcases quartz countertops and stainless steel appliances and flows seamlessly into the dining area, which opens to a screened porch and deck, perfect for indoor-outdoor living. The family room is warm and inviting with a linear electric fireplace and a beam-accented vaulted ceiling. Additional highlights include 9’ ceilings on the first floor, LVP flooring throughout the first floor and staircase, a dedicated laundry room, an 80-gallon hot water heater, and a fully encapsulated crawl space with dehumidifier. The fully insulated, oversized two-car garage features 12’ ceilings, offering excellent potential for additional storage space. The bonus room is separately conditioned with its own split HVAC system, making it ideal for a media room, home office, playroom, or guest retreat. Enjoy all that Ocean Pines has to offer, including multiple pools, golf course, marina, yacht club, beach club in Ocean City, parks, walking trails, and year-round community amenities. Builder Registration #9569

10 Jockey Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$130,000

Build your dream home in the sought-after community of Ocean Pines! This vacant lot offers the perfect opportunity to enjoy all the amenities this premier coastal community has to offer. Ocean Pines features an 18-hole championship golf course, marina and boat ramp, multiple outdoor pools, playgrounds, walking trails, and more. Residents also enjoy a beach club in Ocean City, just minutes away. Conveniently located near shopping, dining, and the beaches of Ocean City, this property is ideal for year-round living or a vacation retreat. Don’t miss your chance to own land in one of Worcester County’s most desirable communities.

92 Ocean Pkwy, Ocean Pines

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$2,100,000

8 Beds ⋅ 9 Baths

Welcome to a rare waterfront masterpiece on a premier point lot in Ocean Pines. Located at 26 W Mallard Drive on a quiet cul-de-sac, this exceptional direct bayfront coastal-style home offers breathtaking, unobstructed views of the Isle of Wight Bay and the Ocean City skyline. Built in 1983 and impeccably maintained, the residence spans just over 5,000 sq. ft. with 8 bedrooms and 8.5 baths, ideal for large gatherings or multi-generational living. Designed to maximize waterfront living, the home features multiple balconies and expansive decks, an outdoor summer kitchen, hot tub, private pier with boat lift, and generous outdoor entertaining spaces perfect for hosting unforgettable bayfront gatherings. Inside, an elevator servicing up to the third level adds convenience and accessibility. The chef’s kitchen is outfitted with 42” cabinetry, granite countertops, stainless steel appliances, multiple ovens, and a GE induction cooktop, complemented by an abundance of storage and prep space. Additional highlights include six refrigerators, a dedicated laundry room, 200-amp whole-house generator, storm shutters, four storage sheds, and an encapsulated crawlspace with dehumidifier and sump pump. Situated within amenity-rich Ocean Pines, residents enjoy access to parks and recreation, aquatics, championship golf, marina, beach club, and more. This extraordinary bayfront property combines space, luxury, and lifestyle—an unparalleled opportunity on Maryland’s Eastern Shore.

26 West Mallard, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$879,900

5 Beds ⋅ 4 Baths

This brand-new 5-bedroom, 3.5-bath coastal farmhouse blends modern luxury with timeless design. Thoughtfully crafted with premium finishes throughout, it features 9-foot ceilings, an 18-foot vaulted great room with a custom fireplace, built-ins, and an open floor plan perfect for entertaining and everyday living. The designer kitchen is truly the heart of the home. It showcases solid wood cabinetry in soft sage and dove tones, Calacatta Prado quartz countertops and backsplash, and a large center island with a built-in microwave, prep sink, and elegant brass chandelier. The kitchen is equipped with high-end GE stainless steel appliances, including a gas range with an air fryer, French door refrigerator, and a quiet dishwasher. A pot filler, brushed brass fixtures, and soft-close cabinetry add to the thoughtful details, while a spacious walk-in pantry provides additional storage and convenience. The first-floor primary suite offers a relaxing retreat with a spa-like bathroom featuring a freestanding soaking tub, double vanity, and tiled shower. Upstairs, you will find additional bedrooms, a versatile loft, and a beautifully appointed bathroom. This home is designed with efficiency and durability in mind, featuring a Bosch dual-zone HVAC system, Rinnai tankless water heater, sound-insulated six-inch exterior walls, and a sprinkler and fire suppression system. Outside, enjoy covered front and rear porches, a finished two-car garage, and a newly paved driveway. Every detail of this home reflects quality, comfort, and thoughtful design, creating an exceptional coastal living experience. Photos are digital renders.

4 Preakness Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$2,295,000