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$375,000
3 Beds 2 Baths
Often, buying a home isn’t about finding the extras—it’s about finding the right place to begin. Tucked into the sought-after Ocean Pines community, this comfortable ranch offers an opportunity to trade renting for homeownership, put down roots, and enjoy the pride and freedom that come with having a place of your own. This attractive ranch style home, offers an easy, single-level layout and keeps everyday living simple and comfortable, while giving you the freedom to add your own personality and style over time. Imagine choosing the colors, décor and little touches that make a house feel like your home—the place where everyday moments become favorite memories. The open floorplan makes the most of the living space with an easy connection between kitchen, deck and living areas. The partially wooded lot adds to the home’s relaxed setting, offering a yard where you can enjoy the seasons, spend time outdoors or create a backyard space that’s all your own. This location may be what really wins you over. Just a short walk away is Huntington Park, with its playground, picnic areas and wide-open green space. Whether it’s an afternoon outside, playtime at the park, a picnic or simply a walk through the neighborhood, having this wonderful community space so close to home is a special bonus. Living in Ocean Pines means there’s even more to enjoy. The community offers an impressive array of recreational amenities, including pools, parks and playgrounds, marinas, racquet sports, golf and more, plus the Ocean Pines Beach Club in nearby Ocean City. When the beach is calling, the sand and surf are only about 15 minutes away! Historic Berlin, area schools, shopping, dining and everyday conveniences are also within easy reach, giving you the best of both worlds: a neighborhood to call home and all the attractions of Maryland’s Eastern Shore nearby. For the buyer who has been waiting for the chance to stop renting, have a yard of their own, settle into a great community and finally say, “This is ours,” this could be the opportunity you’ve been waiting for. Every homeowner remembers their first home or first vacation home, maybe this is where your story begins.

36 Birdnest Dr, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$509,900
3 Beds 2 Baths
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
3 Beds 2 Baths
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
3 Beds 2 Baths
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
3 Beds 2 Baths
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
3 Beds 2 Baths
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

$399,900
4 Beds 3 Baths
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
3 Beds 2 Baths
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
3 Beds 2 Baths
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
3 Beds 2 Baths
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

$360,000
3 Beds 2 Baths
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

$419,999
4 Beds 3 Baths
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
3 Beds 2 Baths
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
3 Beds 2 Baths
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
3 Beds 3 Baths
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
4 Beds 4 Baths
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
4 Beds 3 Baths
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
3 Beds 3 Baths
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
3 Beds 2 Baths
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
3 Beds 2 Baths
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
3 Beds 3 Baths
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
3 Beds 2 Baths
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
3 Beds 3 Baths
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