Ocean Pines, MD Homes for Sale

About Ocean Pines Maryland

Ocean Pines is a premier exclusive homeowners association community located in Worcester County in Maryland. What began as a small resort in the ’60s, Ocean Pines has now become the largest residential community in the county with an unparalleled reputation that sits on prime land that meanders along Maryland’s Eastern Shore.

As a private homeowners association, Ocean Pines prides itself for its exclusivity which requires interested homeowners to apply for approval from the board of directors. Ocean Pines neighborhood has its own police department, fire department, water system, and other essential services managed and operated by the Homeowner’s Association of Ocean Pines Association Inc.

The residential community of Ocean Pines presents options to choose between living on its 18-hole golf course and building their property on their 9-mile long waterfront or a more secluded area in the woods. Ocean Pines mainly houses single-family homes and townhomes with an occasional luxury condominium in the market.

Although it is a private residential neighborhood, living in Ocean Pines feels like living in the city as it is already complete with shops, restaurants, and entertainment where families can spend quality time together. Ocean Pines residents can wine and dine at Taylor’s Neighborhood Restaurant or at their very own Ocean Pines Yacht Club. The exclusive community also has its own Racquet Sports Complex equipped with courts for tennis, platform tennis, and pickleball.

Amenities:

Parks
Sports Complex
Yacht Club
Marinas
Police Force
Fire Station
Community Garden

School Information:

Most Blessed Sacrament Catholic School
Showell Elementary School

Ocean Pines, MD Homes for Sale for Sale

Gorgeous waterfront home in Terns Landing Community on quiet cul de sac.   Southern Exposure with Open Bay Views and Deep Water Boat Dock make this home a Special Gem.  Enjoy Gourmet Kitchen with Breakfast Area and open to Living Room with Fireplace and Cathedral Ceilings plus additional family room for entertaining - all offering a wall of sliders to the Large Deck and Yard overlooking the water.  Also, Ground Floor Master with En Suite.  Second Master Suite with Balcony on 2nd level plus 2 large bedrooms and additional Family Room.  Third Level has massive gameroom area for entertaining and a 5th Bedroom.  The Large Yard can accommodate a private pool.  The Waterfront also has 2 jet ski lifts.   Buyer may opt for $35-$40k summer rentals or cancel and move in!  Don't miss this amazing location in the Amenity Filled Ocean Pines Community with Yacht Club, Pools, Beach Club at 45th St in OC,
30 Leslie Mews
Ocean Pines, Maryland
  • 5 Beds
  • 4 Baths
  • 4,400 SqFt
  • 0.320 Acres
Waterfront home with beautiful curb appeal, located in Ocean Pines most prestigious neighborhood. First time offered by original owners. Home is gently used, and was custom designed and quality built.  Home features an open floorplan,  spacious 1st floor master suite, large deck, three season room and 2nd floor deck. There is a boat dock with boat lift for direct and quick access to the bay. The first floor features an open kitchen with center island and granite counters, and plenty of windows to take advantage of the water views and natural light. Every bedroom connects directly to a bathroom and features walk in closets. Additional details include hardwood flooring, gas fireplace, Andersen windows & doors, 3 linen closets and large laundry room with sink. 2nd floor heat pump is only 2 years old. Beautifully landscaped with lawn irrigation. Enjoy all the community of Ocean Pines has to offer including Yacht Club and restaurant, 5 swimming pools (1 enclosed), Robert Trent Jones golf course, marina, community center, beach club, skate park, dog park, community police and fire departments. Playgrounds and athletic fields.
8 Harlan Trace
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 3,033 SqFt
  • 0.280 Acres
Every corner of this gorgeous home is graced with luxury and fine craftmanship! Traditional elegance greets you as you walk through the door and into the generous foyer.  The gourmet kitchen  will delight the chef within! Ample, beautiful Granite and Quartz countertops including an oversized island, compliment the space and gleaming stainless steel, upper end appliances provide everything you need in a kitchen and more.  Chill your wine in its own under counter fridge and enjoy the  abundance of cabinet space.  Cozy up to the warmth of one of three fireplaces in the lovely, southern styled Keeping Room off of the kitchen, serve your guest in the formal dining room or entertain in the living room also enjoying a cozy fireplace. Your sweeping master bedroom is full of light. The master bath has a marble, double sized shower, radiant heated floors and a private sauna. The upper level has two more bedroom suites, an exercise area and a sitting room. All bedrooms include custom organization, walk in closets.  AND you cannot overstate the awesomeness of the custom crafted entertainment room! Delight your guests or use as your own private hideaway.  The custom floored garage has a car lift for the car enthusiast!  Moving to the outside, you will find a fabulous extension of the home.  On an acre and a half, nestled in the trees, an outdoor living space with a big screen overlooking the fireplace and hot tub bring the fun to the outdoors. Must see to appreciate.  Call for your private tour!
407 Charlotte Court
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 3,621 SqFt
  • 1.550 Acres
Welcome to casual elegance in the upscale community of  "The Point".  This home boasts 4 car garage.  Attached 2 car, polymer flooring, cabinetry, over door storage & extra refrigerator.  Detached 2 car with stairs to 2nd floor.   Relax on the covered front porch in the evening or watch the sun rise over the pond in the morning.  INTERIOR FEATURES: Entrance & Great Room with two-story ceiling, gas fireplace, built in bar with lighting & room wired for stereo surround.   9' ceilings on 1st floor, tilt-clean single hung windows, hardwood flooring, open concept, coffered ceiling in Dining Room.  The kitchen is a cooks delight with granite counters, gas stove, under counter lighting , pendant lighting over/under island bar, sink hot water dispenser & large pantry.  Dual zone HVAC system with infrared light to kill bacteria & viruses attached to 2 vents in garage, 8 ceiling fans & auto lawn sprinklers.  1st floor Master retreat, huge shower, spa tub, separate sinks, water closet and large walk in closet.   Work from home in the 1st fl front office with muraled beach theme & French doors. Private 3 season tiled back porch with insulated windows.  Step out to the newly replaced composite (no wood fillers) Decking for outside dining.   Gutter guards with screens means NO cleaning.  Fully encapsulated crawl space with dehumidifier, 3 yrs old.  Step up the elegant stairway with trim work and low lights.  2nd floor hall overlooks the lower level and has 4 additional bedrooms.  BR 1 upstairs has a private bath.  BR 2 shares a Jack & Jill Bath that can be used as a master or hall entrance. BR3 & 4 share the hall bath. 
The Point is at the tip of Ocean Pkwy on the southside by the bay.  The upscale neighborhood includes amenities such as street lights, large fishing pond and private open area for recreation & gatherings.
1437 Ocean Parkway
Ocean Pines, Maryland
  • 5 Beds
  • 4 Baths
  • 3,210 SqFt
  • 0.280 Acres
Spacious waterfront home in Terns Landing needing a little sprucing up and TLC being sold "AS IS".
16 Harlan Trace
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 3,097 SqFt
  • 0.280 Acres
Unique Ocean Pines waterfront home located in the serene section of Pintail Isle. This home features 4 bedrooms, 2 bathrooms, and a master suite with spectacular water views. Stretch out on a half acre lot located at the end of the cul-de-sac. Admire the panoramic views of Ocean Pines and Ocean City. Approximately 150 feet of bulkhead, private dock with boat and jet ski lift for quick and direct access to the bay.
51 Pintail Drive
Ocean Pines, Maryland
  • 4 Beds
  • 2 Baths
  • 2,248 SqFt
  • 0.500 Acres
WOW! What more could you ask for in a Waterfront home? This gorgeous maintenance free 4 bedroom 3.5 bath home offers direct access to the St. Martins River. Two master bedrooms featured (one on each level) with luxury baths and customized closets. Custom kitchen features island with large butcher block top.   Stainless appliances with new refrigerator and dishwasher. Commercial Maytag washer and dryer. Designer window treatments and Hunter Douglas plantation shutters throughout. Newly renovated office/flex room with newly added side window and barn door for privacy for working remotely from home.  Additional flex room upstairs could be another office or playroom or 5th bedroom.  Professionally landscaped yard with Vinyl-tech sunroom/screen porch and oversized deck for entertaining. Large Boat dock and 8,000 lb boat lift also convey. Natural Gas Heat and fireplace. Loads of storage throughout. No detail was left out. Home was custom built by Piney Island Builders. This property has it all ! Professional interior photos coming Tuesday next week!!
337 Ocean Parkway
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 2,491 SqFt
  • 0.210 Acres
New price! Waterfront  contemporary with many new updates and the entire 1st floor redone. New vinyl siding done 2 years ago. New kitchen with bar center island. New 1st floor tile full bath with walk-in shower.  Huge living and dining area with great water views. Large 25 x 4 dock with easy access to river, bay and ocean. Screened porch with unique design. Attached 38 x 12 car port. Roof new in 2012.  Owners would consider decorator allowance for upstairs painting which they never got to do. Office/workroom, which was a garage, with lots of built-in cabinets and storage. 1 year Cinch Home Warranty included. Multizone Heat Pump. Furniture negotiable. Short walk to White Horse Park with Community Center, playground, skate bowl park, Craft Shop, walking trails and Farmer's market on weekends weather permitting. Close to Ocean Pines Boat Ramp. Easy to see.
8 Crows Nest Lane
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 2,400 SqFt
  • 0.270 Acres
Newly remodeled contemporary waterfront home in the peaceful Bay Colony neighborhood of Ocean Pines.  This uniquely constructed home allows for beautiful water views from many rooms including the screen porch, wrap around deck and back patio.  The private 20 x 6 dock and electric boat lift allows you to enjoy and explore the canal with direct access to the bay.   1875 Square ft

This 3 bedroom 2 1/2 bath home has been beautifully maintained inside and out. The owners have recently installed new hardwood floors and upgrades throughout (2019), HVAC & hot water heater just 3 years old and gutters replaced in 2014. The main level features cathedral ceilings, skylights, and plenty of windows that allow for lots of natural light. The living room has exposed beams and French doors leading to a large screen porch and deck.  The kitchen features an eating area, all stainless steel appliances, cabinets, built-in pantry, built-in microwave, and backsplash JUST ONE YEAR OLD.  The first floor bedroom has a walk-in closet, master bath, and entryway to the deck.  There is also a main level laundry area and half bath.

The walk-out lower level features a family room, two more bedrooms, a newly remodeled full bath with double sinks ONE YEAR OLD, storage area, and an entryway to the covered patio, landscaped yard with fire pit, and water for enjoyable outdoor living.   

There is plenty of off street parking and storage with the oversized one car garage and driveway that will accommodate many cars.  NO FLOOD INSURANCE REQUIRED.  Residence is not in a special flood hazard area (FEMA documentation).

Close to the Ocean Pines golf course, one mile from the community center, and three miles from the Ocean Pines Yacht Club.
6 Brookside Road
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 1,875 SqFt
  • 0.250 Acres
One of a Kind, beautiful custom designed home, located in one of Ocean Pines most popular neighborhoods, The Point!  This spacious home takes full advantage of outdoor living with an inviting wrap around front porch, screened porch, rear paver patio and back yard. The two car garage includes a full set of stairs leading to ample storage space (350 s.f.). You will have plenty of room for family or a home office, in this 5 bedroom home. There is a 1st floor master suite, and 4 large bedrooms on the 2nd floor. The large kitchen features solid surface counters, beautiful tile backsplash, stainless steel appliances and a counter bar. There are plenty of windows for natural sunlight. There is a fire sprinkler system installed for extra safety measures. This home offers great closet space and has a laundry room on both floors.  The ceramic tile, carpet and luxury vinyl plank flooring has been updated in the past 4 years, and the other rooms feature hardwood flooring. Very well cared for home shows pride of ownership!
131 Pine Forest Drive
Ocean Pines, Maryland
  • 5 Beds
  • 4 Baths
  • 2,909 SqFt
  • 0.210 Acres
This spacious Coastal Style home is bright and open with hardwood floors, tall windows for lots of natural lighting, large rooms as well as spacious outdoor spaces.  It has a warm and well-equipped kitchen with a breakfast area, island with seating for 4, granite countertops, white cabinets, stainless appliances, a gas cook top and decorative glass shelving.  There is a gas stone fireplace in the living area.  The balcony on the second floor looks over the main level.  There is an second floor outdoor deck off 2 bedrooms. The detached 2 car garage with a long paved driveway completes the look!
301 Sunrise Court
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 2,877 SqFt
  • 0.220 Acres
Located in the highly sought after community of Nantucket in Ocean Pines. Minutes from the Ocean City beaches by car or boat, This well kept 4 bedroom 2.5 bathroom home boasts a first floor master bedroom with its own access to the deck/pool. The floor to ceiling windows cast natural light throughout the great room with cathedral ceilings. Enjoy entertaining in the open concept kitchen with gas stove. The large deck wraps around a beautiful inground pool that overlooks the waters of Manklin Creek and The Isle of Wight Bay. Bring your boat!
74 Boston Drive
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,300 SqFt
  • 0.180 Acres
This is the perfect waterfront home in Ocean Pines. Just minutes to the open bay no bridges to go under. Nice size lot with a fence for the pups. Lots of outdoor living space 2 decks and a screened in porch. This beautiful 4 bedroom and 2.5 bath home has had lots of updates: new kitchen, new carpet,  roof in 2012 with a  30 year Architectural  shingle, gutter guards, new windows: kitchen, laundry and master bedroom, pier replaced in 2017, hot water heater replaced in 2017. The views from this property are spectacular you look directly down the canal nothing obstruction your water view. Ocean pines has lots of amenities: outdoor and indoor pools, marina, yacht club, parks, private beach club and so much more!
9 Harborview Drive
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 1,996 SqFt
  • 0.230 Acres
Built in 1983 by Ruark builders, 4 bedrooms, 3 1/2 baths, living room, dining room, kitchen, laundry, office, hardwood and vinyl floors, carpet upstairs, concrete driveway. Kitchen and laundry updated in last 15 years (Corian counter, white appliances, original custom oak cabinets), single car garage, cedar closet on 2nd floor hall, patio (10 years old), deck (newish trek decking boards), newish retractable awning, 2 zoneHVAC (one new, other 15 years old), newer hot water heater and garage door , 2 gas fireplaces, Pella windows.  New roof 12 years ago.  Well maintained  house.  Rainbird irrigation for yard, wheelchair lift from garage into house.  2 bedrooms downstairs, 2 very large bedrooms upstairs (room for queen size bed and daybed or sleep sofa in each room.  5 ft crawlspace with easy access, never flooded, stairs and decking leading to bulkhead with lamppost with 220V for future boat lift, but no pier.  The house originally had ADT security alarm system.
14 Dove Lane
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 2,360 SqFt
  • 0.250 Acres
Absolutely STUNNING  Waterfront  (Beachwood Built) home located within the highly demanded community of Ocean Pines!  Find yourself relaxing in comfort within your Amenity filled neighborhood.  Beach Clubs, Pools, Golf Clubs, Yach Club, Fitness Center, Indoor and Outdoor pools available.  These are only a few of the amazing opportunities you would have at your fingertips.   Extremely OPEN concept, large bedrooms and wonderful Kitchen!   This home sits tucked into a cul-de-sac and has the most beautiful Waterfront views leading out to the Assawoman Bay.  Protected grounds just outback, stunningly filled with wildlife will leave you with this view for many years to come.  Large and finished off (not included in tax listed footage) sunroom    Located 5 minutes from Ocean City's lovely sandy beaches, two minutes from dining, shopping and entertainment.   If you want everything you need at your doorstep...this home is for you!   Home furnishings are Negotiable with accepted offer.
19 Mist Flower Road
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,484 SqFt
  • 0.250 Acres
Ocean Pines New Construction on the Golf Course,  Starting Mid March, Very Popular Open Floor Plan, Built to the New Stringent Energy Code, 2x6 Exterior Walls, 9 Foot Ceilings, Coastal Windows, Super Efficient HVAC System, 4 Bedrooms, 3 Full Baths, First Floor Master Suite and Bath with Custom 7 Foot Tile Shower, Huge Kitchen Island, Stainless Steel Appliances, Laminate Vinyl Plank Flooring, Huge Rear Deck, Real 2 Car Garage 24'x24', Super Quiet Location on Cul-De-Sac Street. Pre-Construction Pricing, Call for Details
235 Windjammer Road
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,150 SqFt
  • 0.230 Acres
Luxurious living is guaranteed in this amazing waterfront home. It offers a perfect balance of style, functionality and space with ease of transition between indoor and outdoor living.  Since it is all about the water, you will love the 40 foot dock with electric boat lift up to 10,000 pound capacity. This home was configured for outdoor entertaining and includes a 50 foot freshly painted waterfront deck, a screened porch overlooking the water, a sunroom with the water view, a rooftop balcony with sliders from the master bedroom, a storage shed, upgraded LED outdoor lighting and a sunny front porch for rest and relaxation that was also just painted.  Space is plentiful inside this 1,888 square foot home with 3 bedrooms, 3 FULL bathrooms, living room, family room and country kitchen with new light fixture.  Special features include a whirlpool tub, cedar closet, pellet stove, hardwood floors, six ceiling fans and an attached garage with tons of storage.  Residents of this exclusive, amenity rich community called Ocean Pines enjoy indoor and outdoor swimming pools, a beach club in Ocean City, a Robert Trent Jones championship golf course, a new clubhouse, tennis courts, pickleball, a dog park, a yacht club with marina and much more.  This home is move in ready and priced to sell.  Schedule a tour today.  Furniture and furnishings are negotiable as  a purchase separate from the home sale.  The boat lift has a broken mount.
366 Ocean Parkway
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 1,888 SqFt
  • 0.210 Acres
WATERFRONT OCTAGON SHAPED HOME WITH WRAP AROUND PORCH, PATIO, 150 WATERFRONT FOOTAGE, OPENS UP TO TRANQUIL CANAL, ALL LOCATED ON A CUL DE SAC.   THIS 3 BEDROOM 2 FULL BATH HOME HAS OPEN FLOOR PLAN, ON BOTH LEVELS, OVER 2100 SQ FT.  CEDAR WOOD TONGUE AND GROOVE PLANK WALLS IN LIVING ROOM, MASTER BEDROOM, AND HALLWAY BATH. SPACIOUS ROOMS,  SURROUNDED BY 8FT SLIDING GLASS DOORS, EQUIPPED TO OPEN UP THAT WATERFRONT VIEW, AND NATURAL LIGHT.
19 Sandpiper Lane
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 2,782 SqFt
  • 0.380 Acres
Beautiful well kept home.  Great views of the St Martins River from front of the house. {it's across the street} Teal Bay neighborhood. Review on line pictures. Home has a complete entrance level living area. Perfect for large family or in law suite, with plenty of room for the grand kids. Second floor has another complete main living area with living, dining, master, bedroom, and a kitchen. Total living area is around 3,000 square feet. The Pines has  Boating, Pools, {one in doors}, Beach Club, Yacht Club with a great restaurant. Close to the beach, so come enjoy all that it offer.
178 Teal Circle
Ocean Pines, Maryland
  • 3 Beds
  • 4 Baths
  • 3,028 SqFt
  • 0.170 Acres
New Construction Energy efficient 4-bedroom 3 full bath home on an oversized lot located in the popular resort community of Ocean Pines. Scheduled to start construction in early February with a completion date of late May.  Home features poured Solid Concrete Foundation, 9 Foot Ceilings, High Efficiency HVAC System, architectural shingles. Spacious 1st floor master bedroom with custom 7-foot Tile Shower. Additional features are a large kitchen with granite counters, stainless steel appliances, 42 inch sold wood cabinets, Pergo waterproof flooring, tiled bathrooms, covered front entrance porch, 2 car attached storage, deck, double hung energy efficient windows and doors, washer/dryer and bonus area. Conveniently located within minutes of Ocean City, shopping, restaurants, and medical facilities.   Voted the safest place to live in Maryland the community offers an abundance of amenities such as multiple pools, a private beach club, Golf Course, multiple marinas to name a few.  Please call listing agent for more details.
31 King Richard Road
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,175 SqFt
  • 0.250 Acres

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