Ocean Pines Real Estate Search

Ocean Pines, MD Real Estate & Community Guide

Located just minutes inland from the beaches of Ocean City, Maryland, Ocean Pines is a premier 3,000-acre master-planned residential resort community in Worcester County. Known for its heavily wooded lots, deep-water canals, top-tier amenities, and strong sense of community, Ocean Pines provides the ideal setting for year-round residents, retirees, and vacation homeowners.

With over 8,400 platted lots, Ocean Pines combines quiet coastal woodland living with immediate access to golf, boating, swimming, and private beach parking in Ocean City.

Why Buyers Choose Ocean Pines, MD 

 Ocean Pines offers one of the most comprehensive amenity packages on the Delmarva Peninsula, making it a standout choice for single-family living near the beach.

Unrivaled Resort Amenities

  • Ocean Pines Beach Club: A private oceanfront beach club located at 49th Street in Ocean City, featuring a private pool, restaurant, bar, and beach access exclusively for community residents and guests.

  • Golf & Racquet Sports: Home to a 18-hole championship golf course designed by Robert Trent Jones Sr., complete with a clubhouse, pro shop, and driving range, alongside extensive tennis and pickleball courts.

  • Aquatics & Parks: Five community swimming pools (including an indoor heated pool), multiple playgrounds, walking trails, a dog park, and a community marina with boat slips.

Diverse Property Styles & Waterfront Access

  • Waterfront & Canal Homes: Hundreds of homes feature private boat docks, lifts, and direct navigable access to St. Martin River and Isle of Wight Bay.

  • Golf Course & Wooded Lots: Enjoy private views overlooking fairway greens or quiet pine-forested lots.

  • Single-Family & Low-Maintenance Living: Choose between detached single-family homes, single-level ranch style layouts, or low-maintenance townhomes and condominiums.

Frequently Asked Questions About Ocean Pines, MD Real Estate

Where is Ocean Pines located in relation to Ocean City, MD?

Ocean Pines is situated in Worcester County directly across the Isle of Wight Bay, accessible via the Route 90 bridge. Residents are typically just a 10 to 15-minute drive from the beaches and boardwalk of Ocean City.

What does the Ocean Pines HOA fee cover?

The Ocean Pines Association (OPA) annual assessment covers the maintenance of community infrastructure, roads, drainage systems, parks, 24/7 private police department protection, fire/EMS facilities, and common grounds. Specific amenity memberships (golf, pool passes, boat slips) can be added based on resident preference.

What school district serves Ocean Pines?

Ocean Pines is served by the acclaimed Worcester County Public Schools district. Students typically attend Showell Elementary School, Stephen Decatur Middle School, and Stephen Decatur High School.

Local Resources & Helpful Links

Ocean Pines Newest Listings

$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
$89,000
MDWO2041514 MLS
Calling all boat owners—why rent when you can own? Enjoy your own 24' deeded private boat slip at beautiful Pines Point Marina, complete with water, electric, approx. 52' steering room, and pump-out station. Included is an approximately 3-year-old, 10,000-lb capacity Golden 4-post/2-motor boat lift with convenient GEM remote operation. Dock box to convey. Lift has been inspected annually and impeccably maintained. Marina amenities include ample parking, nearby fueling and ramp, marina supply store, bath facilities, drinks and quick-service dining, plus plenty of seating to relax and enjoy the panoramic bay and skyline views. Quick and easy access to open water and the ocean. No residency requirement. A fantastic opportunity to own your slip and lift and enjoy the boating lifestyle.

39 Pines Point B Unit #BSB39, 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
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