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$369,900
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
$469,900
3 Beds ⋅ 3 Baths
Imagine coming home to your own secluded haven surrounded by nature. This impeccably maintained 3-bedroom, 3-bath home delivers effortless one-level living designed around quality, comfort, and coastal entertainment. Step inside to an airy, open layout bathed in natural light, highlighted by updated LVP flooring throughout and a cozy fireplace serving as the warm focal point of the living space. The gourmet kitchen is a true chef’s delight, featuring an expansive island and stunning quartz countertops—making it an absolute dream for hosting and daily prep. Outdoor living is at its finest; relax on the awning-covered front deck or retreat to the generous screened porch to take in the serene, wooded views. Located in an amenity-rich Ocean Pines community, you'll love having pools, golf, and marinas right at your fingertips —all just a short drive from the beaches and excitement of Ocean City!

39 King Richard Rd, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000
$389,000
3 Beds ⋅ 2 Baths
This beautifully updated 3-bedroom, 2-bath home is tucked away on a quiet cul-de-sac and sits on an oversized lot with a 2-car garage. Enjoy outdoor living at its best with a screened porch, spacious deck, and a fully fenced backyard that's perfect for kids and pets to play safely. Inside, you'll find new luxury vinyl plank flooring throughout, fresh paint, updated light fixtures, and solid surface countertops in both the kitchen and primary bath. The hall bath features a new vanity, while the kitchen is equipped with a brand-new range. The hot water heater is approximately two years old, providing added peace of mind. Storage is plentiful with a coat closet, linen closet, and attic with pull-down stairs. Located in the highly desirable Ocean Pines community, residents enjoy an exceptional lifestyle with amenities that include golf, marinas, parks, swimming pools, pickleball and tennis courts, a yacht club, beach club, farmers market, and miles of scenic walking trails—all just minutes from the beaches, boardwalk, dining, and entertainment of Ocean City.

10 Stonemeadow Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$388,000
3 Beds ⋅ 2 Baths
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
$525,000
3 Beds ⋅ 3 Baths
Seller and family are working to remove their personal items collected over their many years of ownership and enjoyment. Some minor handyman work being taken care of also and it should be available to see and fall in love in a few weeks. 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.

62 Martinique Cir, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$539,900
3 Beds ⋅ 2 Baths
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
$379,000
3 Beds ⋅ 2 Baths
NEW ROOF WITH THE SALE! This single-story ranch home offers 3 bedrooms, 2 full baths, and approximately 1,456 square feet of comfortable living space on a generous 0.26-acre lot. Built in 1988, it provides the perfect blend of coastal convenience and relaxed living—just minutes from Ocean City beaches, with easy access to all the wonderful amenities Ocean Pines has to offer. Step inside to discover an inviting open floor plan that flows beautifully between the living and dining areas, ideal for everyday living and entertaining. A cozy gas fireplace adds warmth and ambiance to the main living space. The kitchen features beautiful countertops and ample storage, and all appliances are included for your convenience. The spacious primary bedroom is a true retreat, boasting a private full bath, an oversized walk-in closet, and sliding glass doors that open directly to the large back deck and enclosed 3-season room. This versatile sunroom is perfect for year-round enjoyment, casual dining, or relaxing with views of the backyard. The two additional bedrooms are well-sized and share a second full bath, offering flexibility for family, guests, or a home office. A charming front porch ideal for rocking chairs and neighborhood watching. A large 2-car attached garage with laundry room access—great for parking, storage, or projects. Extra attic storage space. Public water and sewer. Ocean Pines is a premier community with an array of amenities including multiple pools, marinas, a yacht club, tennis/pickleball courts, a championship golf course, parks, walking trails, and a beach club in Ocean City. Low HOA fees of approximately $76/month support this vibrant lifestyle. Whether you're seeking a primary residence, vacation getaway, or income-generating rental property near the beach, this home delivers comfort, charm, and unbeatable location. Sold as-is and ready for your personal touches!

779 Ocean Pkwy, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$389,900
3 Beds ⋅ 2 Baths
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
$425,000
3 Beds ⋅ 2 Baths
Welcome to 42 Quarter Staff Place! Conveniently located on South Gate near grocery stores, restaurants, medical services and MORE! This lovely rancher has 3 bedrooms, 2 full baths, beautiful stone front with a welcoming front porch, open floorplan and backs to forestry (yard is half fenced and half undisturbed forestry). This 1200sqft+ home features engineered hardwood, masonry, wood burning, stone fireplace, large primary suite with ensuite bath featuring walk-in tiled shower, soaking tub, granite tops and warm wood cabinets. Modern kitchen with warm wood cabinetry, stainless appliances and granite counter tops! As an added bonus, the home features a 2-car garage and new roof in 2025! Ocean Pines is Worcester County's largest community offering the most extensive amenity package that includes plenty for the outdoor enthusiast! Nature trails, bike trails, boat ramp, marina, basket ball courts, tennis club, several tot lots/playgrounds, skate park, 5 pools (1 year-round indoor, 1 oceanfront), Lake for fishing, community center, oceanfront beach club in Ocean City (48th Street) with snack bar, bathhouse and showers Ocean Pines is located off Racetrack Road (Rt. 589) offering plenty of services, including farmer's market, library, post office, fire dept. police dept., restaurants, grocery options! JUST 8.9 miles to the beach! Better act FAST! This one won't last!

42 Quarter Staff Pl, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$359,900
3 Beds ⋅ 2 Baths
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
$325,000
3 Beds ⋅ 2 Baths
Calling all investors! This 3-bedroom 2 bath Rancher with a one car garage and three season room is in need of some cosmetic updating but has excellent potential and is priced to sell! The Ocean Pines Community is located just minutes from Ocean City, Maryland and the BEACH! Ocean Pines Beach Club is right in the town of Ocean City direct Ocean front on 49th St. So, pack your beach bags, and spend the day at the beach... Beach Club offers community parking, outdoor pool, volleyball even a restaurant and bar.... AT THE BEACH! What more could you ask for? The Community is Packed with amenities... features indoor and outdoor community pools, Community Center, Recreation and Parks. Ocean Pines Yacht Club, and Golf Course. The Ocean Pines Community has a community Police Department, and Fire Department within the Community. Ocean Pines Public Library, and Ocean Pines Post Office. Grocery Store and The Manklin Creek Shopping Center within the community.

2 Heron Isle Ct, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707
$369,900
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
$494,999
3 Beds ⋅ 2 Baths
Beautifully maintained and gently used as a second home, this home offers nearly 1,700 square feet of comfortable living space in the amenity-filled community of Ocean Pines. Built in 2013 and situated on a generously sized 10,923-square-foot lot, the property enjoys a private wooded backyard setting. The open floor plan features cathedral ceilings, laminate flooring and spacious kitchen with solid surface countertops, stainless steel appliances, a breakfast bar, and abundant cabinet space. The large primary suite includes a private bath with double vanities, while the laundry room is conveniently located just off the attached two-car garage. Hot water heater was replaced in 2022. Enjoy outdoor living from the screened porch and adjoining deck. Additional features include a fully encapsulated crawlspace, low-maintenance exterior, and move-in-ready condition. Conveniently located near Ocean Pines' many amenities, including pools, parks, marina facilities, yacht club, golf course, walking trails, and more. Whether you're looking for a primary residence or vacation getaway, this well-cared-for home is ready for its next owner.

42 Harpoon Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$479,750
3 Beds ⋅ 2 Baths
Welcome to 9 Lookout Point, nestled in the highly desirable Teal Bay section of Ocean Pines. Situated on an oversized lot and boasting one of the larger fenced rear yards in the community, this well-maintained ranch-style home offers the perfect blend of comfort, convenience, and coastal lifestyle. From the moment you arrive, you’ll appreciate the expansive front yard with plenty of room for beach toys, watercraft storage, and all of your outdoor recreational needs. Step onto the inviting front porch, the perfect spot to enjoy your morning coffee while taking in the peaceful surroundings. Inside, the thoughtfully designed floor plan features three bedrooms, two full baths, an open-concept kitchen with breakfast nook, a separate dining room, and a spacious living room highlighted by elevated ceilings and a cozy fireplace. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Step outside onto the generous rear deck where family and friends can gather for summer cookouts, outdoor dining, and entertaining. Whether you’re grilling during the warmer months or relaxing by the fireplace during the cozy winter season, this home is designed for year-round enjoyment. Located within the amenity-rich community of Ocean Pines, residents enjoy access to parks, pools, golf, marinas, walking trails, and more—all just minutes from Ocean City beaches, dining, shopping, and entertainment. If you’re looking for ease, comfort, and the coastal lifestyle you’ve been dreaming of, 9 Lookout Point deserves a place at the top of your list.

9 Lookout Point, Ocean Pines

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com
$424,900
3 Beds ⋅ 2 Baths
Don't let this one pass you by! This home is Nestled in a tranquil setting within the sought-after Ocean Pines community, this beautifully maintained 3-bedroom, 2-bath home offers comfortable coastal living. Just five years young, the home features an open-concept floor plan designed with an electric fireplace for easy everyday living and entertaining. Relax on the inviting front porch or enjoy the peaceful surroundings from the spacious three-season room overlooking the pond. There is an Encapsulated Crawl Space, pull down stairs for attic storage, outside shed attached to the home. Situated across the street from the water, this property provides a serene backdrop while remaining close to all the amenities Ocean Pines has to offer. A wonderful opportunity to enjoy a low-maintenance lifestyle in a picturesque location. Views of the Water, great location to access Restaurant, shopping, local attractions and so much more....

45 Watertown, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$434,900
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
3 Beds ⋅ 2 Baths
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
$394,000
3 Beds ⋅ 2 Baths
Beautifully maintained and move-in ready home located in the amenity-filled community of Ocean Pines! Recent improvements provide peace of mind, including a new roof (April 2026), new luxury vinyl plank flooring and carpet (2025), new water heater (2025), and new dishwasher (2025). Additional features include an encapsulated crawlspace with sump pump, Andersen windows, interior repainting, and stainless steel appliances, including a refrigerator, microwave, and stove (2020). The thoughtfully designed floor plan offers vaulted ceilings, a breakfast bar, separate laundry room, coat closet, two linen closets, and a floored attic for additional storage. Enjoy outdoor living from the covered front porch or the ground-level deck, perfect for relaxing, entertaining, or enjoying the coastal lifestyle. Conveniently located near Ocean Pines' many amenities, including pools, parks, marina facilities, yacht club, golf course, walking trails, and more. Whether you're searching for a primary residence, vacation getaway, or investment property, this well-cared-for home is ready for its next owner. Most furnishings are available for purchase separately for $6,000, offering an easy turnkey opportunity.

43 Briarcrest Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$340,000
3 Beds ⋅ 2 Baths
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, 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
$399,000
3 Beds ⋅ 2 Baths
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
$449,900
3 Beds ⋅ 2 Baths
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
$345,000
3 Beds ⋅ 2 Baths
Price Reduction, Motivated Seller! Welcome to this charming 3-bedroom, 2-bath home in the heart of Ocean Pines, sitting well back from the road and surrounded by natural beauty! Gently used as a vacation home by the owner for many years, this property has been very well maintained, with service contracts on all major systems for peace of mind. A new roof was added in 2019, newer windows providing efficiency and comfort, newer protective gutter guards, and storage is abundant with a pull-down attic with flooring. Tucked away in a tranquil wooded setting, this home offers fantastic privacy while still being close to everything the Eastern Shore has to offer. There’s ample room to build a garage or park your boat here, giving you great options to expand (see updated survey). Inside, you’ll find spacious bedrooms and a warm living area complete with a cozy fireplace—perfect for relaxing evenings or gathering with friends. The open layout creates excellent entertaining space, while the front porch, back deck and patio, and outside shower (with both hot and cold water) invite you to enjoy coastal living at its best. This home truly combines comfort, convenience, and community—ready for you to make it your own! Ocean Pines amenities are second to none, including: five pools, a racquet center with pickleball, tennis & paddle courts; several kayak launches; a yacht club with dining and a marina, and many parks right at your fingertips. Beyond the neighborhood, you’re just minutes from the historic town of Berlin, MD, and a short drive to the beaches of Ocean City and Assateague.

32 Whaler Ln, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000
$699,999
3 Beds ⋅ 2 Baths
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:

$379,900
3 Beds ⋅ 2 Baths
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
$425,000
4 Beds ⋅ 2 Baths
Don't miss out on this incredible opportunity to own a piece of Ocean Pines paradise. With its unbeatable location, stunning design, and endless possibilities, this remodeled 4 bedroom, 2 bath home is the perfect haven for anyone looking to experience the best of coastal living. Brand new 2.5 ton Rheem heat pump system and Honeywell thermostat just installed June 2026. This home in 2022 went under major rehab with new architectural roof, new siding and shutters, high efficiency tilt in windows, new flooring throughout, vanities and a beautiful gourmet kitchen with a large granite breakfast bar that seats 6. One of the larger lots in the Pines with the home situated to easily add a two-car garage. South gate living at its best and just a few houses over from the bay. Schedule a showing today and make your dreams a reality!

120 Robin Hood, Ocean Pines

Listing courtesy of Sheppard Realty Inc. Contact: 4437830299