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

Fantastic Opportunity to make this 2016 OC Art League Sandcastle Tour Home built by Lynn Crockett YOURS!  This Key West Inspired interior was decorated by Adele Zaniewski is offered fully furnished and ready to enjoy RIGHT NOW!  Here are just a few  features added in the past 5 years.......
Dual Zone Heat and Air, 1st Floor Gas Heat and Electric AC, 2nd Floor Heat Pump for Heat & Air Remote Gas Fireplace, Gas Hot Water Heater, Kitchen Cabinets, Quartz Counter-tops and Kitchen-Aid Appliances,  All new Flooring throughout Home, Smart Home System with hidden in wall speakers in deck flowerpots, Garage Door, 22 replaced windows, Exterior Door on 2nd floor Front Balcony, Composite Rear Deck, Electronic Underground Pet Fence, Custom Window Treatments throughout,  Exterior Landscape Lighting. Other Features include a 2013 installed roof with ''GAF Slateline'' Lifetime shingles, 5 East Coast Hurricane Shutters, Alutech Electric Patio Awning, Rainmaker Lawn Irrigation, 8000 LB Boat Lift, 1 Jet Ski Lift. Flood Zone X current policy is assignable at settlement to new owner.
4 Leigh Drive
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,733 SqFt
  • 0.320 Acres
Immaculately maintained and tastefully upgraded waterfront home in Ocean Pines' premier neighborhood, Tern's Landing. 4 bedrooms, 2.5 baths, featuring a 1st floor master suite and breathtaking water views. Maintenance free exterior, energy efficient Geothermal heating/cooling system, and a 2 car garage. Private dock with boat and jet ski lift for quick and direct access to the bay.
18 Harlan Trace
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,545 SqFt
  • 0.280 Acres
Spacious waterfront! This 4,141 sq.ft. home is an entertainer's dream with its more than ample space for family and guests. Many recent updates to include new LVP flooring throughout the 1st floor, new carpet, new light fixtures, newer roof. Open dining/kitchen area features new granite countertops, newer ss appliances, lots of cabinetry, and large center island with breakfast bar. 1st floor primary bedroom includes two closets, bathroom with soaking tub, dual sink vanity and a separate shower. Bright and airy sunroom overlooks the canal. Cool office space or play room featuring a glass block wall that lets the natural light in. Lots of possibilities for living quarters on the 2nd floor where 2nd primary bedroom and bonus room has its own entrance.  Use it as two separate rooms or as an in-law/guest quarters. The 2nd primary bathroom is renovated with all new surround tile shower, new vanity, and tile flooring. Large walk-in, insulated attic can be easily converted into the 6th bedroom.  Enjoy the relaxing location at the canal with new bulkhead , dock and includes a boat lift. Keep your lawn nourished with irrigation system with new electronics. Other features include tankless water heater , multi-zoned HVAC system, security alarm, and 2-car garage. Check out the sizes of the rooms when reviewing this listing!!  Call for your personal tour!
53 Wood Duck Drive
Ocean Pines, Maryland
  • 5 Beds
  • 4 Baths
  • 4,141 SqFt
  • 0.260 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
Waterfront Tern;s Landing Profile custom built with Expansive SE Views of Open Water toward Isle of Wight Bay - Newer Bulkhead and Boatlift and Open Concept floorplan creates an Elegant yet Casual Coastal feel with Vaulted Ceilings and Window Walls for natural lighting and Waterfront Vistas from all the Living Areas.
Bulkhead Replaced 2016 ($31,000) - 10,000 lb Boatlift 2013 ($13,600) , 50 gal Hot Water 2018, 2 HVAC Units ($12,000), ALL Carpet.
Furniture List should be submitted by the  Buyer if negotiating furniture.
26 Harlan Trace
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 2,902 SqFt
  • 0.280 Acres
Awesome large home with Southern exposure and cruise ship views directly on the water on a double lot in Ocean Pines.  The open floor plan of the first floor leads to a large back porch where you can enjoy your morning coffee or evening cocktails with expansive bayviews.  Plenty of room for a growing family or for lots of visitors.  Large yard and big kitchen to enjoy! Would even make a great investment property!  Property is being sold AS IS and deck on the second floor needs repair.  However, there is a separate set of stairs leading up to that deck directly for convenience.  There is a roughed in bathroom in the master on the 2nd floor as well.  Nestled close to the South Gate entrance of Ocean Pines, you will have easy access to all of the amenities available in the Pines as well as every day needs.  Both public and private schools in the area are fantastic!  Call Listing Agent for more details or schedule an appointment to see TODAY!
60 Watertown Road
Ocean Pines, Maryland
  • 5 Beds
  • 2 Baths
  • 2,912 SqFt
  • 0.290 Acres
Amazing custom built 4 bedroom 3 bath home in Whitetail Sanctuary in Ocean Pines, MD.  This home has  a 300' common dock that leads to Manklin Creek.  Geothermal heat and air conditioning plus 6" exterior walls for extra insulation make this  a very energy efficient home.  Enter the home from a covered porch to a hardwood entry way.   A large sitting area flows to the Great Room which has coffered ceilings, hardwood floors,  built in bookcases and cabinets and a gas fireplace.  The dining area is open to the Great Room and kitchen.  The kitchen has granite counter seating, stainless steel appliances including a gas stove, maple cabinets with tile back-splash and a pantry.  A laundry area is between the 2 car garage and kitchen.  All the downstairs rooms have 9' ceilings.  Off of the dining area is a tiled sunroom that leads to the screened porch with a 300 gallon hot tub.  A composite back deck takes you to a side stone patio.  The master bedroom located on the first floor has an attached sitting room connected by a custom archway.  The master bathroom boasts a walk in closet, built in sauna, tiled shower and floors.  Finishing up inside on the first floor  is an additional bedroom and bathroom.  On the second floor there are two more bedrooms, a tiled bathroom, a second sitting room and a walk in attic/storage area.   An additional 500 sq. ft. of storage is  over the garage which can be finished to add another room.  Come enjoy the serenity of this home.
103 Port Arthur Court
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 3,303 SqFt
  • 0.260 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
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
Spectacular Teal Bay waterfront home located on a protected & deep water canal that leads directly to the Saint Martin River in Ocean Pines.  Take advantage of the coastal life from your backyard with sizable deck, private pier, two PWC floating docks, and a powerful electric boat lift.  Enjoy the spacious floorplan, vaulted ceilings, and stunning waterviews from multiple locations throughout the home including the first-floor master bedroom suite.   Plenty of room for friends & family with three additional bedrooms & two full bathrooms on the 2nd floor.  Dining options include a sun-filled formal dining room, a breathtaking screened-porch overlooking the water, or simply enjoy the breakfast bar from your updated kitchen!  The over-sized garage provides plenty of storage & security to meet your needs.
39 Moonshell Drive
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 1,851 SqFt
  • 0.120 Acres
Impeccable Ocean Pines Ranch style home in move in ready condition. This fine homes site on a landscaped lot with dock (owner has / uses 21 foot fishing boat) on Manklin Creek stream/waterway which leads to the Bay. Shows outstanding , popular open floor plan with vaulted ceilings and bamboo hardwood floors..  The interior offers a beautiful updated kitchen with slate gray appliances,custom cabs,and granite counters. There is recessed lighting , vaulted ceilings and a 2 sided gas fireplace with stone walls on each side and much more.Super primary bedroom suite with tray ceilings 2 closets  and super bath.There is a tray ceiling in both the kitchen and sunroom.Lots of windows and natural lighting plus custom deck with retractable awnings overlooks creek/waterway that is a nature lovers paradise. There is natural gas cooking and fireplace. The crawl space has been encapsulated.There are two hot water heaters. One for the primary suite and and one for the rest of the house.There is also additional attic  storage over the garage.Super community ammentities:5 pools , parks , beach club with beach front parking  , marina , yacht club ,fantastic Ocean Pines Golf Course(membership available).Great place to live!!!!!!!!!!!!!
22 Boston Drive
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 2,373 SqFt
  • 0.270 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
This stunning waterfront home on a lovely wide canal includes a dock, 2 boat slips, an 8000 pound lift, an oversized one car garage, two waterfront decks and a screened porch.  It is a quick boat trip out to the open water of the St Martin River and the bay.  The shady front yard with beautiful landscaping leads to a sunny back yard with an expansive green yard, more attractive perennial gardens, a newly stained waterfront deck with shade canopy, and a large waterfront screened porch with a new hot tub.  Inside this home you will find solid wood flooring in the large front hall, and gorgeous new hardwood flooring in the great room, in the primary bedroom suite, and in the hallway.  The first floor is updated and shows off beautiful art work and furniture, most of which come with the house.  The newer designer kitchen boasts upgraded stainless steel appliances, new soft close cabinets, stunning tiled floors and backsplash, and handsome red washer and dryer.  There is room to install a powder room to the right of the W&D.  The vaulted great room looks over the water, and calls out to you with special fixtures, expansive windows with glare reducing protection, a newer sliding glass door out to the decks, a striking new gas fireplace, built-in bookshelves, and a spacious dining area.  A large first floor primary suite shows beautiful doors and newer master bathroom with double granite sinks and tile flooring.  There is a loft overlooking the great room, which boasts an amazing sliding barn door which closes off the upstairs 3 bedrooms from the rest of the house, and helps to cut down on energy usage. Above the garage is a bonus room, which can be used as an office, a playroom, or a fifth bedroom. The bonus room leads to an upstairs waterfront deck, with gorgeous views of the 4 way canal intersection. The Seller will leave all the furniture for you, and some of the art work, to be determined by Seller as move out occurs.  Seller's personal items and kitchen items are not included.  Seller prefers a 60+ day settlement time period.
6 Sandy Circle
Ocean Pines, Maryland
  • 4 Beds
  • 2 Baths
  • 2,238 SqFt
  • 0.240 Acres
Striking contemporary waterfront on extra wide open canal. Dock your boat right in your backyard! Fully furnished and move-in ready. Multiple accesses to rear  decks and balcony.  Unique floor plan features vaulted ceilings, ceramic tile, wood-burning fireplace, and Jack & Jill bath.  Built-in kitchen shelving,  bedroom closets and drawers.  Large primary suite on the second level includes a private balcony, walk in closet, office/studio area, step up whirlpool tub with separate shower, double vanity and skylight. New Roof, Fiberglass doors, Washer, Dryer, and Refrigerator.   Enjoy the un-ordinary!!
30 Windjammer Road
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 1,488 SqFt
  • 0.210 Acres
Amazing Waterfront! This 3 bedroom, 2.5 bath home features newly remodeled kitchen with new stainless appliances,  huge center island, Corian countertops, sleek cabinets, and a pantry with barn-style chalkboard door. Exposed beams, built-ins and an electric log insert brick fireplace adorn the living room. 1st floor primary bedroom overlooks the canal through large patio doors. Newly remodeled primary bath has tiled shower and heated floor and new floating vanity and mirror. Cozy screened porch is perfect for outdoor enjoyment along with huge deck both overlooking the water. The dock is perfect for your boat and parallels to the wide canal water way. Other features include open floor plan, life proof laminate floors throughout the 1st floor, and cool light fixtures. Fresh paint and new carpet are the finishing touches to this one of a kind waterfront property. Bonus--Oversized 1-car garage has extra room for storage. Call for your personal tour.
27 Duck Cove Circle
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 1,736 SqFt
  • 0.250 Acres
THERE'S ROOM FOR EVERYONE in this Teal Bay Waterfront Home with Direct access to the Saint Martins River!  Wide Views of intersecting canals!  Five Bedrooms (One has no closet), huge, sunny Dining Room, Eat-in Kitchen, Screened Porch and Front Deck.  Extra large  ground level rear Deck and private Boat Dock.  The bottom level offers an abundance  of secure storage, almost like having a double garage! Both baths have been nicely updated.  All upper level bedrooms feature brand new carpeting, vaulted ceiling, crown molding, and exposed beams.   Wood burning fireplace, waterfront bedroom & brand new plank flooring through the main level. The perfect getaway!!
229 Teal Circle
Ocean Pines, Maryland
  • 5 Beds
  • 2 Baths
  • 1,720 SqFt
  • 0.210 Acres
Large 4 bedroom coastal retreat backing to Bainbridge Park located in the amenity filled community of Ocean Pines.  Let?s start with the amazing curb appeal of this home accentuated by the stacked stone exterior, vinyl maintenance-free cedar shake siding, and metal accent roof over the attached garage.  A large composite front porch leads to a calming foyer and the first of two living rooms.  Move further into the home to view the kitchen with most appliances upgraded to stainless steel in 2018.  Pass through the kitchen to view the dining area featuring hardwood floors and a second living room with additional space for entertaining, ceramic tile flooring, and a gas fireplace.  This home includes two owner's suites, one upstairs and one downstairs providing plenty of room for guests.  The upstairs owner's suite will make you think you are staying in a bed and breakfast 365 days a year with a double sided gas fireplace that can be enjoyed from the bedroom or the large whirlpool tub.  An oversized closet offers room for your entire wardrobe.  Two guest bedrooms and a separate bathroom are also located on the second floor with one "secret" bedroom hidden behind a bookshelf that seconds as a bedroom door.  Step outside onto the second floor balcony to take in the views of the spacious and private fenced in backyard backing to woods.  Outside you will notice the detached garage in addition to the attached garage that boasts an abundance of additional storage.  With all of this interior and exterior space you will take advantage of the giant paved driveway that accommodates six parked cars for occupants and guests.  Come see this well maintained beautiful home today!  Please note some furnishings are included with the sale, a list of which are attached.  Tax record shows interior square footage of 2467, however, Seller's most appraisal shows 2826.
32 Pinehurst Road
Ocean Pines, Maryland
  • 4 Beds
  • 4 Baths
  • 2,826 SqFt
  • 0.230 Acres
Lovely Waterfront  3bed 2 bath ranch.  Brand new kitchen with white cabinets, sea glass back splash and granite  counters. New vinyl flooring in open concept great room and kitchen. Recently added 4 season sun room overlooking canal and 57' of bulkhead with pier and 8-10k lb boat lift. Easy access to St. Martin River with no bridges. Also large deck, spacious garage, floored attic, and no flood insurance required.
299 Ocean Parkway
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 1,380 SqFt
  • 0.210 Acres
This post and beam home is located on a waterfront corner lot with sandy beaches and multiple decks.  A shared boat dock with an 8000 lb. boat lift is included. No bridges to navigate under with a clear route to the bay. Pine ceilings with exposed beams throughout.  Enter to hardwood floors  in the living and dining areas. The dining area has an abundance of built in cabinets and countertops with a pantry.  The kitchen has Corian counters and Kraftmaid custom cabinets with a new stove and microwave. The whole back of the home consists of a tile floored sunroom that looks out to the backyard and water. The primary bedroom is on the first floor with also an additional bedroom. Walking up to the second floor is a large loft area that could be used as an office.  Two good sized bedrooms with walk in closets and a full bathroom finished out the second floor. This home has been freshly painted with all new carpet.  Store your water toys in the one car attached garage.
20 Seabreeze Road
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 1,887 SqFt
  • 0.190 Acres
Wow, what a view! End unit custom-built 3 level townhouse fee simple and no additional fees. Entry left side door and go up to Living Room with a Gas Fireplace and a slider to a balcony deck, Dining room, Kitchen with Breakfast area and bonus office space plus a half bath all on this level. On first level is a full bath and bedroom and sunroom with great views of the marsh and Manklin Creek.  Third level is the Primary bedroom with large private bath with tub and walk-in shower plus the third bedroom with its own private bath. Single car garage has a nice sized bonus workshop area plus a closet.  HVAC has recently been serviced. 1 Yr Clinch Home Warranty included. Central Vac system does not work and included in as-is condition. Furniture remaining is negotiable. Easy to show. Vacant.
5 The Point
Ocean Pines, Maryland
  • 3 Beds
  • 4 Baths
  • 2,043 SqFt
  • 0.150 Acres

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