Refine Search
Map
Sort by
$359,000
3 Beds ⋅ 3 Baths ⋅ MDWO2041382 MLS ⋅ Mumfords Woods BLDG.
Professional photos coming !! Welcome home to 204 Mumfords Landing Rd — a beautifully maintained 3 bedroom, 2.5 bath interior townhome offering the perfect blend of privacy and convenience. Tucked against a wooded backdrop, this home offers a peaceful, natural setting rarely found so close to everything Ocean Pines has to offer, with the Yacht Club just a walk away. Step outside to your own private retreat: a screened-in porch and back deck featuring a full-sized Ca-Spa hot tub with UV oxidizer, ideal for unwinding after a day at the beach or entertaining under the trees. Inside, the thoughtful layout offers comfortable living across three bedrooms and two and a half baths, cozy up to the gas fireplace, and with extra storage space in the garage giving you room for all your beach gear. This home has been lovingly cared for and was used only as a second home, making it feel like new. Recent updates include a roof replacement in 2020, an updated crawlspace vapor barrier with a newly added dehumidifier in 2022, and recently updated sprinkler heads — meaning the big-ticket items are already done for you. With the HOA covering landscaping, maintenance-free living lets you spend more time enjoying the community and less time on yard work. Whether you're looking for the ultimate beach getaway or a full-time residence, 204 Mumfords Landing Rd delivers low-maintenance living in a quiet, wooded setting just minutes from the water. Don't miss this rare opportunity — schedule your showing today!

204 Mumfords Ld Rd North Rd Unit #0002, Ocean Pines
$353,000
3 Beds ⋅ 2 Baths ⋅ MDWO2041462 MLS
Looking for a permanent home or a vacation get away? This is it! Offering both convenience and relaxation this home has one level living with an open floor plan, vaulted ceilings, a combined dining and kitchen area, a gas fireplace for cozy evenings and a screen porch to enjoy through all the seasons. This coastal contemporary has three bedrooms and two full baths. The luxury vinyl plank flooring, vanity lights, fixtures, ceiling fans and appliances are only about a year old. Ocean Pines has all the amenities you could ever hope for: volleyball, parks, a marina, a golf course, both indoor and outdoor pools, walking trails and a variety of clubs and activities. Easy access to nearby beaches and attractions come fall in love with the magic of Ocean Pines living.

1142 Ocean Pkwy, Ocean Pines
$459,000
3 Beds ⋅ 2 Baths ⋅ MDWO2041524 MLS
Welcome to this inviting 3-bedroom, 2-bath ranch-style home in the desirable Ocean Pines community. Recently refreshed with new carpet and fresh paint throughout, along with a new roof, this home offers a great combination of comfort and functionality. The floor plan connects the living, dining, and kitchen areas, while skylights bring plenty of natural light into the home. A cozy gas fireplace adds warmth and character to the main living space. The spacious primary suite features a walk-in closet and private bath. Step outside to enjoy the screened porch and spacious deck, offering a great spot for relaxing, grilling, or entertaining. An attached two-car garage and concrete driveway provide plenty of parking and additional storage. Enjoy all that Ocean Pines has to offer, including pools, parks, sports courts, walking and biking trails, golf, marinas, and more. With a functional single-level layout, fresh updates, and inviting indoor and outdoor living spaces, this home is ready to welcome its next owners.

36 Fairway Ln, Ocean Pines
$524,900
3 Beds ⋅ 2 Baths ⋅ MDWO2041478 MLS
WHERE ELEGANCE MEETS THE WATER… Wake up to Beautiful views of Manklin Creek and experience the exceptional lifestyle offered by this stunning Osprey model in The Parke at Ocean Pines. This beautifully enhanced 3-bedroom, 2-bath, one-level waterfront residence offers the rare combination of sophisticated comfort, spectacular scenery, and effortless living in the premier 55+ community of Ocean Pines. From the moment you arrive, you’ll appreciate the attention to detail and meticulous care that define this exceptional property. The spacious open-floor plan flows beautifully for both everyday living and entertaining, while the inviting sunroom provides the perfect place to relax and take in the ever-changing beauty of the water. The home has been extensively enhanced with an impressive list of improvements, including a new roof and hot water heater in 2020; replacement of all crawl-space flex ducts, new floor boots, and an Aprilaire dehumidifier in 2021; and numerous 2022 upgrades including a new sump pump, refrigerator, air-fryer range, microwave, washer and dryer, garage refrigerator/freezer, garbage disposal, under-sink water filtration system, Mohawk carpeting in the bedrooms and den, and comfort-height toilets. A new HVAC system installed by Arctic in 2023 adds another level of comfort and peace of mind. The oversized garage—with a 4-foot extension—provides exceptional space for vehicles, storage, and hobbies. Step outdoors and discover your own private retreat, featuring an expansive custom designed stone patio with hardwire lighting, additional landscaping, and a six-zone irrigation system. It’s an ideal setting for morning coffee, alfresco dining, evening cocktails, or entertaining friends while enjoying the tranquil waterfront surroundings.But the true luxury is the view. Manklin Creek becomes your ever-changing backdrop, offering spectacular water vistas and a sense of serenity rarely found in a low-maintenance community setting. Whether you’re relaxing in the sunroom or gathering on the patio, this home invites you to slow down and savor the coastal lifestyle.Located in The Parke at Ocean Pines, a premier 55+ community offering an exceptional array of amenities and a convenient location just minutes from the beaches, dining, shopping, and entertainment of Ocean City. This is more than a home—it’s the waterview lifestyle you’ve been waiting for.

19 Easton Ave, Ocean Pines
$412,500
4 Beds ⋅ 3 Baths ⋅ MDWO2040638 MLS
Nestled in the charming community of Ocean Pines, this delightful 4-bedroom, 2.5-bathroom home offers a perfect blend of comfort and convenience. With 1,660 square feet of living space, this traditional-style residence is designed for both relaxation and entertaining. The inviting fireplace serves as a cozy focal point, perfect for gathering with loved ones on chilly evenings. The roof 2023 and windows were replaced in 2018; a New water heater in 2025; the living room was remodeled in 2023; the dining and kitchen flooring were replaced in 2026; the stove and dishwasher are newer, and the bathrooms have all been newly renovated. The owner installed Blink security cameras that are ready to be switched over. Ocean Pines is more than just a neighborhood; it's a vibrant community brimming with amenities. Enjoy sunny days at the community beach or take a stroll along the scenic bike trails. For the active lifestyle, the area boasts baseball fields, basketball courts, tennis courts, and pickleball courts, ensuring there's always something to do. The community center and library provide spaces for social gatherings and learning, while the dog park is perfect for furry friends to play. With community pools, both indoor and outdoor, residents can enjoy refreshing swims year-round. The Ocean Pines Golf Club adds an extra touch of leisure, with membership options available for golf enthusiasts. This home is not just a place to live; it's a gateway to a lifestyle filled with community spirit and recreational opportunities. Experience the warmth and charm of Ocean Pines, where every day feels like a vacation.

63 Newport Dr, Ocean Pines
$379,999
3 Beds ⋅ 2 Baths ⋅ MDWO2041446 MLS ⋅ Ocean Pines -Sherwood Forest BLDG.
This beautiful rancher has been remodeled, renovated and upgraded by the acclaimed design company, Woven Sand Studios. New LVP flooring, lighting, bathrooms, bedrooms and an open floorplan kitchen was designed with the next owner in mind. 81 Ocean Parkway is coastal with a touch of farmhouse, and best of all, the beautiful furnishings convey to the next owner. The home boasts a new roof installed in July 2026 and a new stone parking pad for additional parking with enough space for a large boat or RV. Located just inside the North Gate makes this home easily accessible. This beautiful home is the definition of move in ready!

81 Ocean Pkwy, Ocean Pines
$495,000
3 Beds ⋅ 3 Baths ⋅ MDWO2041376 MLS
Welcome to 105 Tail of the Fox, a spacious 3-bedroom, 3-bath home tucked away on a quiet cul-de-sac in Ocean Pines. Offering approximately 1,980 square feet, this home features a versatile layout with two primary suites, providing added privacy and flexibility for both owners and guests. One of the primary suites features two closets, offering plenty of storage space. Cathedral ceilings enhance the bright, open feel of the home, while new flooring and neutral paint throughout create a fresh, move-in-ready backdrop ready for any style. The kitchen features a large center island with abundant storage, providing plenty of space for cooking, gathering, and everyday living. A lovely porch is the perfect place to enjoy the peaceful surroundings. Additional highlights include a large attached garage, spacious storage shed, and new refrigerator, washer, and dryer. Enjoy all that Ocean Pines has to offer, including pools, parks, playgrounds, golf, marinas, walking and biking trails, and more. With generous living space, great storage, and a peaceful cul-de-sac setting, 105 Tail of the Fox is ready to welcome its next owners.

105 Tail Of The Fox Dr, Ocean Pines
$399,900
3 Beds ⋅ 2 Baths ⋅ MDWO2040916 MLS
Located just inside South Ocean Pines, this charming and beautifully updated 3-bedroom, Cape Cod home is sold furnished and completely move-in-ready. Meticulously maintained and decorated, this beach home offers the option of a first-floor or second-floor primary bedroom. The bright, open interior features all new light fixtures and fans, a cozy wood burning fireplace and fresh paint throughout. Great natural light from the dining room bay window and kitchen sink window overlooking the back deck and fully fenced yard. The stylish kitchen features stainless steel appliances, blue cabinetry and new butcherblock countertops, sink and faucet. Major upgrades include new roof in 2024, crawlspace encapsulation in 2025, and both bathrooms remodeled with new showers and vanities in 2023-24. The spacious, fully fenced backyard features great outdoor space to entertain, including a hot tub, playground equipment and firepit. Store beach toys, yard tools and outdoor essentials in the large, attached shed, conveniently located off the back deck. Take advantage of all the great amenities Ocean Pines offers: beach club, marina and yacht club, tennis courts, swimming pools, golf course and more!

838 Ocean Pkwy, Ocean Pines
$309,900
4 Beds ⋅ 1 Baths ⋅ MDWO2041252 MLS
99 White Horse Drive is an adorable A frame home in the community of Ocean Pines, Maryland. The home boasts 4 bedrooms, an open floor plan, a front deck and a screened in porch (20' x 8'). The roof is only 10 years old, HVAC was new in 2019, water heater new in 2021, dishwasher is new. Outside also has lots to offer, from a large stone driveway offering lots of parking, to a fire pit in the backyard and a large shed to provide plenty of storage. Home has been well maintained and would be a great full time residence, or a vacation rental. White Horse Park is only a little over half a mile away. Great for ease of access to farmer’s market, playground, community center, skatepark etc.

99 White Horse Dr, Ocean Pines
$499,000
3 Beds ⋅ 2 Baths ⋅ MDWO2041234 MLS
Welcome to this beautifully maintained and much sought after one level Royal Tern 3-bedroom, 2-bath model home nestled on a private lot in The Parke at Ocean Pines’ premier 55+ community. Designed for effortless one-level living, this exceptional home offers a perfect blend of comfort, style, and functionality with numerous upgrades throughout. Step inside to freshly painted interiors, gleaming hardwood floors, ceramic tile, and elegant crown molding. The inviting dining room features beautiful built-in cabinetry, while the dedicated office provides additional built-in storage and workspace. The upgraded kitchen is a chef’s delight, showcasing abundant cabinetry with convenient pull-outs, granite countertops, newer appliances 2020, and six stunning pendant lights. A transom window has been added between the kitchen and sunroom, bringing an abundance of natural light into the space.The sunroom is sure to become a favorite gathering place, featuring a gorgeous double-sided fireplace and direct access to the private rear deck with awning—perfect for relaxing or entertaining while enjoying the peaceful setting. The spacious primary suite offers tray ceilings accented with beautiful painted ceiling artwork, hardwood flooring, and generous walk-in closets enhanced with custom closet organizers. The luxurious primary bath features a spa-style jetted tub, double-sink vanity, and plenty of space to unwind.Additional highlights include a large laundry room with front-load washer and dryer and laundry tub, plus an oversized garage with a 4-foot extension, extensive shelving for storage, and an additional refrigerator. Recent HVAC improvements include a new air-conditioning system and furnace 2024, along with a whole-home dehumidifier for year-round comfort. Solar panels add energy efficiency and help reduce utility costs. Located in the sought-after Parke at Ocean Pines, this home offers the ideal combination of privacy, convenience, community, and coastal living. Beautifully appointed and meticulously cared for, this is a home where you can truly move in, relax, and enjoy the best of the Eastern Shore lifestyle.

63 Chatham Ct, Ocean Pines
$1,100,000
6 Beds ⋅ 3 Baths ⋅ MDWO2041082 MLS
WATERFRONT LIVING AT ITS BEST IN OCEAN PINES! Located in desirable Wood Duck Isle I, this impressive waterfront residence offers over 4,000 sq. ft. of living space, 6 bedrooms, 3 full baths, and over 100 feet of bulkhead with direct access to the Bay. Boaters will appreciate the 55' x 3' dock and 8,000-lb. boat lift with remote, installed in 2021. With multiple outdoor living spaces, a 3-season room, expansive decks, and a Crow’s Nest boasting panoramic water views, there is no shortage of places to relax or entertain. Inside, the spacious floor plan offers generous gathering areas, a Gourmet Kitchen, hardwood floors, upgraded carpeting, and abundant storage. The upstairs bonus area features a full wet bar, creating the perfect space for entertaining, game nights, or additional living space. The encapsulated crawlspace with dehumidifier provides added peace of mind. Major updates include the roof (2018), 8,000-lb. boat lift with remote (2021), EV charger (2024), and downstairs HVAC (2026). Mostly furnished and turn-key, this exceptional waterfront home is ready to enjoy. Bring the boat, bring the family, and experience the best of coastal living with easy access to the Bay!

33 Wood Duck Dr, Ocean Pines
$399,000
3 Beds ⋅ 2 Baths ⋅ MDWO2041300 MLS ⋅ Ocean Pines -Sherwood Forest BLDG.
Coming soon. Please feel free to ask questions or ask for a preview. Nearly everything is NEW. New: windows, interior & exterior paint, flooring, cabinets, appliances, lighting, deck. Top to bottom remodel and very well done.

21 Harpoon Rd, Ocean Pines
$1,276,000
4 Beds ⋅ 3 Baths ⋅ MDWO2041266 MLS
WATERFRONT LUXURY | 73' BULKHEAD | BOAT LIFT | BAY ACCESS | 2.5-CAR GARAGE | OCEAN PINES! Experience the best of Eastern Shore waterfront living at 14 Goldeneye Court, an exceptional 4-bedroom, 2.5-bath residence in the desirable Wood Duck I community of Ocean Pines. Set on a generous waterfront lot with 73 feet of bulkhead, a private boat lift, and direct access to the bay, this property is designed for those who appreciate boating, beautiful water views, and an elevated coastal lifestyle. From sunrise over the water to evening gatherings on the expansive outdoor spaces, the setting is truly the centerpiece of this home. Multiple decks, balconies, and gathering areas provide exceptional opportunities to relax, entertain, and enjoy the waterfront. The second-level sun deck offers sweeping water views and an impressive vantage point for taking in the surrounding coastal landscape. Inside, soaring ceilings, abundant natural light, and an open-concept floor plan create a spacious and inviting atmosphere. The main living areas flow seamlessly for everyday living and entertaining, while the bright sunroom provides an additional year-round space to enjoy the waterfront surroundings. A versatile home office offers flexibility for remote work, hobbies, or additional sleeping space. The home has been thoughtfully updated and is move-in ready. The kitchen features custom cabinetry, quartz countertops, and newer appliances, while the bathrooms have been upgraded with updated fixtures, cabinetry, tile, lighting, and finishes. A major bonus is the oversized detached 2.5-car garage, complete with a new garage door and a second-level storage area. With parking for approximately 8 vehicles, there is plenty of room for cars, boats, trailers, and all the equipment that comes with an active coastal lifestyle. Located in Ocean Pines, a premier coastal community with an exceptional array of amenities, residents enjoy access to golf, multiple pools and aquatics programs, nature trails, racquet sports, marinas, community events, markets, yacht and beach clubs, and the Ocean Pines Beach Club and restaurant in Ocean City. Whether you're looking for a waterfront primary residence, coastal getaway, or an exceptional property for enjoying the boating lifestyle, 14 Goldeneye Court offers the combination of waterfront setting, outdoor living, privacy, storage, and community amenities that make Eastern Shore living so special. CenterConsole Boat for sale separately. Schedule your private showing and experience this exceptional Ocean Pines waterfront property for yourself!

14 Goldeneye Ct, Ocean Pines
$1,275,000
4 Beds ⋅ 3 Baths ⋅ MDWO2041270 MLS
From sunrise to sunset, this property offers breathtaking, wide-angle river vistas, while maintaining a secure, protected harbor for your watercraft and a picturesque wide lagoon for peaceful relaxation. Character, warmth, and craftsmanship define this uniquely designed home. Crowning the roofline is a custom cupola that evokes a classic maritime-inspired charm. Quality-built with 2x6 exterior wall framing set upon an elevated 5-course masonry foundation. On the lower level you will find shiplap walls, one full and one half bath, plus four flexible rooms. Use them as extra bedrooms, a quiet home office, or a creative hobby space to fit your lifestyle. Upstairs, the open concept living areas take advantage of the remarkable water views. The family room is positioned as a vast, casual gathering hub. This large open area blends every day comfort with custom architectural elements. Newly remodeled 4 years ago, the kitchen contains tile, granite, a classic farmhouse sink, Samsung stainless steel appliances, spacious pantry, and vaulted ceilings. Sliding glass doors open to a balcony that is equipped with a spiral stairway serving as a secondary means of egress to the rear yard. The 17x12 primary bedroom boasts a large sitting room, walk-in closet (with a view!) and an impressive tiled bath with whirlpool tub, skylight, and separate tiled walk- in shower. There’s plenty of room for storage in the double car garage with cabinets , shelving, workbench, and a whole house water filter. A second garage door opens to a smaller 14x9 storage area. Best of all, you’ll feel the cool breeze, hear the sound of ripples hitting the dock and breathe the clean, crisp scent of the water from your backyard 16x10 pergola. Where else can you enjoy 110 feet of water frontage overlooking your own private boat dock with two slips and a 10,000 pound lift!? The roof was replaced in 2023, Water Heater in 2021, HVAC in 2021 and 2018. All of this is located in the award-winning, amenity-filled community of Ocean Pines, and just a short drive to the beaches and boardwalk of Ocean City, and Assateague Island National Seashore!

15 Riverside Ct, Ocean Pines
$334,900
3 Beds ⋅ 2 Baths ⋅ MDWO2041278 MLS
Now’s your time to be part of life in Ocean Pines! You’ll love the convenience of one-level living in this updated 3 bedroom 1.5 bath rancher in Sherwood Forest. Relax or entertain in your spacious sun-drenched family room that leads into an eat-in kitchen with updated appliances and enclosed laundry room. From the kitchen, step into the spacious screened-in porch and large partially fenced back yard overlooking trees. Ocean Pines offers an exceptional array of amenities including multiple pools, boat ramps, playgrounds, walking trails, a community center, and much more. All of this is only a few miles from Ocean City where you’ll find the Ocean Pines beach club with a pool, restaurant, locker rooms and other activities. Ocean Pines isn���t just a neighborhood it’s a vibrant community with something for everyone. If you’re looking for an investment, this property has been partially rented generating a steady income.

1228 Ocean Pkwy, Ocean Pines
$375,000
3 Beds ⋅ 2 Baths ⋅ MDWO2040914 MLS
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
$509,900
3 Beds ⋅ 2 Baths ⋅ MDWO2041126 MLS ⋅ Points Reach BLDG.
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
$485,000
3 Beds ⋅ 2 Baths ⋅ MDWO2040904 MLS
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
$394,500
3 Beds ⋅ 2 Baths ⋅ MDWO2041054 MLS
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
$510,500
3 Beds ⋅ 2 Baths ⋅ MDWO2041014 MLS
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
$399,900
4 Beds ⋅ 3 Baths ⋅ MDWO2039216 MLS
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
$399,000
3 Beds ⋅ 2 Baths ⋅ MDWO2041088 MLS
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
$335,000
3 Beds ⋅ 2 Baths ⋅ MDWO2040910 MLS
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
$415,000
3 Beds ⋅ 2 Baths ⋅ MDWO2041040 MLS
$5000.00 CLOSING COST CREDIT Move-In Ready & Furnished in Ocean Pines! NEW ROOF, VAPOR BARRIER AND DEHUMIDIFIER 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 was installed September 8, 2026 as well as a new vapor barrier and dehumidifier in the crawl space. This 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
$379,900
3 Beds ⋅ 2 Baths ⋅ MDWO2040878 MLS
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 electric awning. Inside, enjoy Corian countertops, new cabinets, tile backsplash, 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
$360,000
3 Beds ⋅ 2 Baths ⋅ MDWO2040960 MLS
This charming Cape Cod home, built in 1990, offers a delightful blend of comfort and functionality. Nestled on a 0.18-acre lot, the property features a partly wooded rear yard, perfect for outdoor gatherings or quiet moments in nature. Enjoy the inviting deck, ideal for morning coffee or evening relaxation. Inside, the spacious layout includes three bedrooms and two full bathrooms, complemented by a well-equipped kitchen featuring ENERGY STAR stainless steel appliances, including a self-cleaning oven and dishwasher. The community boasts a fantastic in-ground pool, providing a refreshing retreat during warm months. Local parks and schools are just a stone's throw away, enhancing the neighborhood's appeal. With convenient access to public services and a friendly atmosphere, this home is a perfect sanctuary for those seeking a vibrant community. Experience the warmth and comfort of this lovely residence, where every detail invites you to create lasting memories.

857 Ocean Parkway, Ocean Pines
$799,000
2 Beds ⋅ 2 Baths ⋅ MDWO2040964 MLS
**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
$389,900
3 Beds ⋅ 2 Baths ⋅ MDWO2040848 MLS
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
$650,000
3 Beds ⋅ 3 Baths ⋅ MDWO2040806 MLS
Enjoy waterfront living in this inviting 3-bedroom, 3-bath canal-front home located just a short distance from the open bay. Designed to make the most of its waterfront setting, the home features a spacious screened porch, upper-level deck, and patio with built-in seating, providing multiple places to relax, entertain, and enjoy the views. Inside, the kitchen offers tile flooring and pantry storage and opens to the dining area for easy everyday living. The upper level features a bedroom, full bath, and versatile loft space. Additional highlights include a newer roof installed in 2017, HVAC system replaced in 2018, water heater installed in 2024, and partial furnishings included. Whether you are searching for a primary residence or waterfront getaway, this home offers comfort, flexibility, and an ideal coastal lifestyle.

6 Harborview Dr, Ocean Pines
$412,000
4 Beds ⋅ 3 Baths ⋅ MDWO2040764 MLS
Seller is offering closing cost assistance to Buyer with an acceptable offer. 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