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

"And though home is a name, a word, it is a strong one; stronger than magician ever spoke, or spirit answered to, in strongest conjuration." Charles Dickens. This home is not just strong, it is stunning. When you walk through the mahogany-and-glass front door into the wood-paneled, porcelain-tiled two-story entrance foyer and see the spectacular waterfront views of the Bay and Ocean City beyond the wall of windows of the great room, you know immediately you are in the midst of luxury. The house was custom-designed and built by the owners for efficient living and supreme comfort, while providing wonderful high-end finishes and architectural detailing throughout. From the great room with 22-foot ceilings, marble fireplace and convenient wet bar, the space flows openly into the octagonal kitchen, the true hub of the home's living space. The high-end features of this kitchen are almost endless: solid cherry cabinets with granite counter tops; a GE Cafe professional gas cooktop and Abbaka range hood that was made in Denmark; Double appliances throughout, including two refrigerators, two sinks, two dishwashers, two wall ovens, two warming drawers; and there s a built-in under-the-counter ice maker! The flow continues past this incredible kitchen to a family room area with a double sided gas fireplace  seen from the decks casual eating table space with panoramic views. But there s so much more to the first floor, including: a formal dining room,  an adjoining 500-bottle, temperature-controlled wine room; a butler's pantry for convenient dinner service prep; a wood-paneled library/media room with Murphy wall bed and adjoining full bathroom; a huge bedroom suite with water views, a walk-in closet and its own large en-suite bath; three covered porches, one of which houses a complete kitchen with grill for outdoor living; and a generous 3-car garage. The second floor is no less well-appointed than the first! Of course, the centerpiece of this level is the opulent owner's suite, which features a floating king-sized bed that fully takes advantage of the 180-degree water views from the bedroom. There s a custom-built armoire which conceals a wet bar and refrigerator. A 2-way gas fireplace warms both this room and the master bath, which has a giant walk-in shower, soaking tub and more of those gorgeous waterfront views. Adjoined to the master suite via an octagonal foyer is a home gym, office and another bathroom. If that weren't enough for this special home, the other side of the second level contains a full in-law apartment, complete with its own kitchen and living/dining space! This is a one-of-a-kind showpiece home, located in the desirable Turville Creek neighborhood of Ocean Pines. It is rare to have such space, comfort and luxury in a location full of amenities that is very convenient to every point of interest in the Ocean City vicinity. Call to schedule your private viewing of this amazing home that will surely satisfy your every need. ****BE SURE TO CLICK ON THE VIDEO ICON FOR A VIRTUAL WALKTHROUGH****
209 Breezy Creek Court
Ocean Pines, Maryland
  • 6 Beds
  • 6 Baths
  • 6,347 SqFt
  • 0.400 Acres
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 with Hot Tub and Yard overlooking the water.  Ground Floor Master and En Suite with garden tub and dual sinks and separate shower.  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 1 jet ski lift.   Rental Potential $35-$40k/summer .  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
40 Harlan Trace
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 3,344 SqFt
  • 0.500 Acres
PANORMAMIC BAY FRONT views and an astounding perspective of the OCEAN CITY SKYLINE!  House has a southeastern water front exposure and when the sun hits the highrises in Ocean City, you might think you're in the Land of Oz! Approx. 73' of bulkheaded waterfrontage with boat dock (w/ water and electric) and 8,000 lb. boat lift.  For those of you who prefer Kayaking, there's also a winch to help you hoist it into the water. Approx. 4' depth at dock at low tide.  Views of SEVERAL FIREWORK displays from your deck 4th of July! GEO-THERMAL heat pump for low monthly electric bills...  First level offers complete guest quarters with living room, sunroom on the water, kitchenette, bedroom, and full bath.  Another guest room located on first floor.  This house has a COASTAL FLOOR PLAN with the main living area on the second level to take full advantage of the views!  Two bedrooms on second floor includes master bedroom with private bath and an additional bath in the hall.  Both upper baths (get this!) have private sunbathing decks...  Spacious waterfront deck off of the great room, den, and breakfast room 38' wide with newer vinyl decking, stairs to ground level, and vinyl railings.  Paved driveway leads you to A REAL TWO-CAR GARAGE.  Total living space approx. 2,703 sq ft. +-  Tax record indicates 2,256 sq ft.  Appraisal indicates 2,463 sq. ft. not including the 10 X 24 sunroom which is finished and adds 240 sq. ft. for total of approx. 2,703 sq. ft.   Buyers and their agents encouraged to take their own measurements. Lots more information about this bayside retreat upon request and available at the house.   Listing agent must accompany all showings and sellers request you set up appt with your agent and not walk around property unaccompanied.
5 Clubhouse Drive
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,703 SqFt
  • 0.160 Acres
Remarkable 'almost new' construction waterfront home, situated on an oversized corner lot, with views of the St. Martins River.    This 2018 built home offers exceptional quality construction and fit-and-finishes, along with expansive water views, and enough water-frontage to fit multiple boats.   This residence welcomes you with an open floor-plan,  including hardwood floors, and easy access to your private screened porch or waterfront deck.   The main living area features a gourmet kitchen complimented by an eat-in-island area, designer stainless appliances, and a custom tiled backsplash.    The oversized first-floor owners suite offers water views, a spacious walk-in closet and an opulently appointed on-suite bath with a custom-tiled walk-in shower.    With plenty of room for everyone you'll find 3 sizable bedrooms and 2 full bathroom, on the 2nd floor, along with an oversized 2nd floor attic (that could be finished by the new owner).  The north facing deck provides ample room for entertaining, and overlooks a very spacious backyard.       The 2 Car garage offers plenty of room for all of your vehicles and beach toys....   But the upgrades don't stop there.   Note the tankless water heater, and the encapsulated crawlspace.    The seller didn't miss a thing, meaning this home is 'move-in-ready' for it's new owner.
39 Driftwood Lane
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 2,679 SqFt
  • 0.340 Acres
Waterfront elegance at its finest is available for your immediate enjoyment! This extraordinary Coastal Designed 4,000 sq. foot 5 bedroom 3 1/2 bath home with upscale furniture  Negotiable and is  Move In Ready! You are greeted by an open floor plan with Beautiful Water Views from every angle of home. Exceptional features of the home include a large inviting Foyer, Formal Dining Room; Great Room with custom built-in cabinetry and a  granite surround  gas fireplace. Enjoy an enchanting Sunroom with new carpet and French doors for privacy is perfect for your morning coffee or evening cocktail. This open and airy floor plan boasts a gourmet kitchen with granite counters stainless steel appliances upgraded cabinetry with tile floors throughout. Off the kitchen is  a large breakfast room with computer desk as well as  Wet Bar & Solarium  with slider doors that exit out to oversize trek deck with automatic sun setter awning.  Walk just steps to your 10,000 lb. boatlift as well as a dock that can easily accommodate two guest boats. Expansive second floor primary suite boast water views, cathedral ceilings newer carpet ceiling fan and walk in closet. Relax in your jetted whirlpool tub overlooking the serene water with automatic window treatments or enjoy large custom designed tile shower. Second bedroom overlooks the water with a private entrance to 2nd full bath; impressive third bedroom with separate office and sizable 4th bedroom located across from 3rd full bath. Family and guests will enjoy the 5th bedroom on 3rd floor suite with its own HVAC compressor and 3rd floor air handler keeps the 3rd floor as cool/warm as you want year-round. 3 floor suite could be utilized as an entertainment room, workout room, or guest bedroom. Home is complete with crown molding, dual sound system throughout all 3 floors, whole house Aprilaire 800 humidifier and main HVAC Compressor installed 2 years ago; wireless thermostats, heated and aired oversized two car garage, ample storage outdoor sprinkler system, outdoor shower and broad concrete driveway and attractive sidewalk entering onto your spacious front porch. 24kw generator built on its own raised platform adds piece of mind and alleviates power outages and maybe purchased separately.  Please note tax records reflect incorrect square footage.  This exquisite home will not last long so call now for your private showing.
20 Grand Port Road
Ocean Pines, Maryland
  • 5 Beds
  • 4 Baths
  • 3,892 SqFt
  • 0.240 Acres
Check out this must see SHOWPLACE Dream Home! This Absolutely Beautiful 4 Bedroom, 4 Bath Home Features Gorgeous Views, Large Bedrooms with 2 Masters- First on the Entry Level Main Floor and Second on the Upper Level with its own Private Deck and Water View. Updated Bathrooms, Walk-In Closets, Hardwood Floors, Formal Dining, Fireplace, Screened in Porch and Over Sized 2 Car Garage with Storage- you couldn't ask for more! Kitchen has Updated Appliances and Eat In Sitting area that leads to Spacious and Bright Sunroom which is perfect for Entertaining. Enjoy sunsets and wildlife from your screened in porch or back deck area. Private Pier (in process of being extended to 40ft) and Deeded Boat Slip, you can fish and crab right from your own dock. Newest addition is a 30x12 Hardscape Patio with walkway. Nestled in one of the best Communities in Worcester County, it is completely ready for you to make this house your next home. Enjoy all that Ocean Pines has to offer-including Yacht Club, Golf Course, Indoor and Outdoor Swimming Pools, Playground, Basketball, Tennis and Volleyball Courts, Marina, Community Center and much more! This Home won't last long, go see it today!
56 Boston Drive
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 2,813 SqFt
  • 0.180 Acres
Amazing waterfront 5 bed 3 bedroom home located in Ocean Pines on Wide Canal.  Home features, tiled floors, carpeting, sunroom, maintenance free deck with electric awning, screened lower porch, outdoor shower, bar area in lower level and several storage areas.  The boatlift accommodates up to a 32ft boat with availability for jet skis opposite side of pier.  This home is well maintained by original owners.  Call for your private showing today.
26 Windjammer Road
Ocean Pines, Maryland
  • 5 Beds
  • 3 Baths
  • 3,179 SqFt
  • 0.210 Acres
Beautiful Waterfront Home In The Parke, Situated On One Of The Largest Waterfront Lots In The Community At The End Of A Cul-De-Sac,  Large Water Views Of Manklin Creek Throughout,  Compare The Size Of This Ultra Large 3 Season Sunroom With Panoramic Views That Leads Out To A Deck And A Private Pier With 2 Boat Slips, Sand Piper Model With The Loft, New Roof and Sky Lights (2 Years), New Stainless Steal Appliances In Updated Kitchen, Recently Updated Primary Bath With Glass Shower Door And Ceramic Title, Hard Wood Flooring In The Living Room-Dining Room- 1st Floor Primary Bedroom-2nd and 3rd Bedrooms. Ceiling Fans, Fire Place, All Appliances, Two Car Garage, Gutter Helmet System Is Being Installed In May
28 Cape May Place
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,808 SqFt
  • 0.680 Acres
Welcome to this open, airy waterfront home, located one house away from the St. Martin's River.  Elevated living space offers lovely water views.  Open floor plan with a two story stone fireplace as the centerpiece.  The second floor is where the family gathers, and includes the open kitchen, dining and freshly painted living area, as well as two bedrooms and a bath.  Behind the fireplace, you have a nice area for watching the sunsets, reading and having your morning coffee.  The third floor has a large master bedroom, loft area and full bath.   Huge garage provides tons of storage and offers the ability to add 800 s.f. of living space, if desired.  10X20 screened porch adds great outdoor space to enjoy for many months of the year.  Brand new lower deck and dock.  Low traffic street that is one mile from White Horse Park, Farmer's Market & Playground and also about one mile from the beautiful Ocean Pines Yacht Club, which includes a newly renovated restaurant and two of our five swimming pools.  Other amenities include a beachfront restaurant, beach and parking in Ocean City,  two marinas, a premier racquet sports complex, and a Robert Trent Jones Sr.-designed championship golf course.
6 Clubhouse Drive
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 2,454 SqFt
  • 0.220 Acres
Gorgeous, 'like new' home located in a private cul de sac in the exclusive 'Point' section of Ocean Pines.   This immaculate, turn key home features plenty of room for everyone with a spacious livingroom, dining area,  sunroom,  four bedrooms and three full baths.  9 feet ceilings enhance the open and airy floorplan. The master bedroom suite and bath features a walk-in, tiled 7 foot shower.  The upstairs bedroom suite includes a sitting area, full bath and a walk in closet.  A huge, walk in attic offers additional storage.  Enjoy serene, wooded and water views  from the spacious covered front porch, the rear screened porch and open deck.  Two car garage has plenty of additional space  to store all your outdoor gear.  The unique setting along a natural shoreline features a 5 x 40 dock.  Enjoy kayaking and boating right outside your doorstep.  This casually elegant home with a coastal flair is being sold fully furnished.  Kayaks and a grill are included for summer fun.  Make your appointment today to see this gem before it's gone.
518 Tidewater Cov
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,332 SqFt
  • 0.290 Acres
This custom build home is on over ½ Acre of waterfront land located on the desirable Wood Duck Isle and is being sold fully furnished move-in-ready.  Spacious waterfront sunroom with a walkout large deck for entertainment. Hardwood flooring and carpet in the open concept living areas feature spacious cathedral ceilings. Both HVAC and hot water heater were replaced within 5 years The kitchen has a downdraft cooktop and double wall oven. The beautiful landscape includes an outdoor shower. 10,000 lb boat lift. With an acceptable offer the sellers willing to give Duel haul Cat 24.6 ft 2001 Boat. Spacious two-car garage. Minutes from Ocean Pines Golf Club, Ocean Pines Yacht Club, 10+ Parks, and outdoors, indoor pool. Schedule your showing!!
31 Wood Duck Drive
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,404 SqFt
  • 0.520 Acres
Timeless and classic, this custom-built home is situated on a TWO wooded lots in Ocean Pines.  (The current owner had them platted into one parcel).    Lovingly designed and meticulously cared for, you'll notice all of the attentions to detail as your tour this amazing home.    The exterior is highlighted by a well-manicured front yard, with an offset two-car garage.   The sides and back of the property feature a fenced in yard, (perfect for your furry-friends), along with an oversized back-deck that's ready for family BBQ's.   
This home features a formal entry foyer with grand-staircase, hardwood floors throughout the first floor, two stunning wood-burning fireplaces, a formal dining room, family room, and 4-seasons Sunroom.   The country kitchen is the heart of this home, with upgraded appliances, a beautiful oversized island (with cooktop), and room for a kitchen table.     Also located on the first floor is a spacious owners-suite and private laundry room.   Upstairs you'll be pleased to find room for lots of family and friends to spread out.    Four spacious bedrooms, two full baths, plus a bonus storage-room over the garage!    
We can confidently state that there's no other home like this in Ocean Pines!   You're going to want to see this before it's gone.
13 Moonraker Road
Ocean Pines, Maryland
  • 5 Beds
  • 4 Baths
  • 3,358 SqFt
  • 0.610 Acres
Direct riverfront custom-built Coastal Contemporary with unbelievable panoramic views. Built by T&G and has laminate floors thru out and 6 inch walls. Large 20x15 screened porch. First floor Primary bedroom with WIC & walk-in shower. 18x8 separate utility room with outside access door for all your beach toys. Bonus room on 2nd floor could be a study or additional sleeping area if needed. Some furniture negotiable. No dock now but one can be added with permits. Has been a year round rental.  Some blinds in poor condition. Stack Washer and Dryer excluded. Come see and enjoy the view!
12 Clipper Court
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 1,848 SqFt
  • 0.180 Acres
Don't miss out on this beautifully updated waterfront home in the Teal Bay section of Ocean Pines.   Since 2015 the sellers have completed the following updates; new roof and siding, HVAC replaced ('18),  interior and exterior doors, hardwood flooring on 1st floor, total kitchen remodel with high end finishes, paint throughout, boat lift and composite dock as well as outdoor shower and screen porch redo ('19).   The first floor offers an open floor plan for kitchen/living/dining rooms that flows to outdoor living space overlooking the canal, as well as bedroom, guest bath, and laundry room.   Master suite, 2 spacious guest bedrooms and full bath on 2nd floor.  The home is centrally located in amenity rich Ocean Pines, close to the Yacht Club w/ restaurant, bar & marina, White Horse Park - the location of weekly farmers market and other events, Community Center and pools.  This move-in-ready home is updated, well cared for, tastefully decorated AND sold partially furnished.
4 Portside Court
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,481 SqFt
  • 0.280 Acres
One look will do! This beautiful 3-4 bedroom 2.5 bath contemporary style home built by T and G Builders has everything you could want in your new home including oversized rare find "estate" lot. The interior features are stunning with cathedral ceilings, custom tile floors, gas fireplace and built in entertainment center.  The living, kitchen and dining open floor plan gives you the perfect setting for family and friends to gather for all kinds of celebrations. The designer kitchen features beautiful praline maple cabinets, upgraded stainless appliances with wall oven, granite countertops, under cabinet lighting, a wonderful breakfast bar and 8 ft. sliders leading to outdoor living space. First floor primary bedroom with sitting room and a large walk-in closet is spacious and bright. It also has a sliding door that opens to the screen porch area overlooking a private backyard. The primary bathroom has double sink vanity and large walk-in tiled shower.  Additional room on the first floor is being used as an office, but could easily be used as a 4th bedroom.  2 bedrooms upstairs with a really cool bathroom that can be shared by both.  Huge loft with decorative built ins and an area with bar, cabinets and separate refrigerator, making it feel like your own little suite away from the main living space. Walk-in storage is such a convenient and much needed feature of this home. The exterior includes hardi-plank siding, timber tech decking, irrigation, and a 26 x 12 screened porch. Oversized garage with 18 ft. wide and 8 ft. high door, as well as a brand new shed with a deck area perfect for a potting bench and all the space you need for all of your gardening desires. Come check it out and make this your forever home!
207 Charleston Road
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 3,282 SqFt
  • 0.560 Acres
NEW PRICE for this spacious and gracious true Colonial-style custom built home on a short cul de sac street within walking distance to the Yacht Club and Mumford's Landing Pools and great food and weekend live entertainment in season at The Yacht Club.. 4 bedrooms and 3 full baths. 1 bedroom and full bath on the first floor. Hardwood floors on 1st floor except tile in kitchen and sunroom. Separate Utility room. Spacious kitchen with bar seating plus Breakfast room. Large panty, too. Wet Bar between kitchen and dining room for ease of entertaining. Large gracious formal dining room. Covered roof between home and detached garage. Permanent stairs to upper level storage and possibility to finish off into another room and bath. Nice brick patio for outside enjoyment. Dehumidifier in crawl space and new dehumidifier in garage. Some furniture negotiable. Easy to show. The seller owns the vacant lot to the left of the house and will give the new buyer the first right of refusal to purchase the lot at a special price.
1307 Mchenry Court
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,756 SqFt
  • 0.470 Acres
Beautiful large waterfront lot overlooks intersecting canals, and also offers river views!  Just a short distance to the open bay.  The extra large three season sunroom opens onto the spacious rear deck.  This house is much roomier than it appears from the outside.!  Enjoy the wide open living area taking advantage of the views. The lower level features a den/office and a utility room/workshop combo. Host gatherings and watch the wildfowl from the grassy, cleared side yard before launching your boat from your private dock!
18 Grand Port Road
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 1,800 SqFt
  • 0.360 Acres
Spacious custom built home in Whitetail Sanctuary featuring  4 (possibly 5 if add closet)  bedrooms  with 31/2 baths.  The open floor plan offers an easy flow for entertaining or family living.  Home is architectually well appointed with visual focal points to showcase your treasures  and a fireplace in the family room for those chilly evenings.  Home features:  a large owners ensuite located on the first floor of home with laundry located conveniently nearby... a formal entry and dining room...oversized 2 car garage... easily accessible storage in the eaves from 4th bedroom... convenient first floor powder room...if working from home the first floor offers an office space tucked away from living area that may meet your needs...kitchen boasts ample storage and counter area for meal prep or buffet serving(island) with adjacent dining nook overlooking  the deck and yard ...home features many upgrades and hardwood floors throughout most of 1st floor...pull down stairs offers additional storage area ...a second ensuite is located  on second level of home
240 Charleston Road
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 3,174 SqFt
  • 0.340 Acres
BETTER THEN NEW!! This beautiful home shows pride of ownership and is located on a large, private lot. Located in the desirable community of Colonial Village in Mumfords Landing. Walking distance to 2 pools, marinas and the Yacht Club which provides dining & live entertainment. There is an apartment over the garage with an additional 840 s.f. that includes a kitchen, family room, bedroom,  full bath and plenty of storage. Home is in immaculate condition and features many upgrades, including hardwood flooring throughout most of first floor. There is a spacious 1st floor master suite plus another bedroom/office on the 1st floor. The 2nd floor features 2 large bedrooms, a full bath, a bonus room and plenty of storage. You can enjoy relaxing in the 3 season room or patio. Owners have completed many home improvements within the past 4 years, including:  new gas furnace on the 1st floor, refinished the hardwood flooring, new carpet, new appliances in kitchen and laundry room, added granite countertops in the kitchen and bathrooms, repainted the home, installed new blinds throughout the home, replaced ceiling fans, new luxury vinyl plank flooring in the 3 season room, as well as a new gas water heater and  air handler in the apartment over the garage!  This home will not last long!
1619 Mercers Way
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,538 SqFt
  • 0.410 Acres

Get in Touch

Give us a Call