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

"The Castle on the St Martin's River" Million Dollar panoramic view , Privacy at the end of Skyline Court in  Prestigious Community of Harbor Village , Dense plantings  screening on left side and 10 acres of Forest preservation area on the right, 5 Large master sized rooms with a huge children's dormitory style room over garage that sleeps up to 8 with built in beds and storage cabinets, 6 1/2 Baths , Upgrades to all interior finishing's, Swarovski Crystal Chandeliers, Bathroom Knobs on fixtures & Cabin  throughout house, a 30x18 Pool surrounded by a huge  deck over looking The St Martin's River and  your 120 foot pier with boat lift , 300 feet of Private sandy Beach , large backyard on the River with view of the  OC Skyline  across the water, House was Built for Entertaining, Pool/ Deck Parties  & Waking up to Beautiful Sunrises
68 SKYLINE COURT
OCEAN PINES, Maryland
  • 6 Beds
  • 7 Baths
  • 5,354 SqFt
  • 0.450 Acres
Luxury Waterfront Living at its finest! Let the Wight Bay and Ocean City skyline be the panoramic views you wake up to and the sunsets you enjoy in this 5,400+sqft custom home in prestigious Terns Landing.  Experience all your Outdoor Living Dreams come to life here with a 10,000lb  Boat Lift, 2 Jet Ski Lifts, Heated Outdoor Saltwater Pool, Outdoor Sound System and spacious Deck and Yard space for entertaining. With custom finishes in every room, the interior of this extraordinary home offers an ideal floor plan for every lifestyle. Enter the home through etched glass doors into a cathedral ceiling Great Room with floor to ceiling windows that showcase the sparkling Wight Bay and imagine being serenaded by the piano sitting in the entryway under the sweeping, curved staircase of your grand foyer. The spacious open layout of the first floor is designed to entertain, offering a First Floor In-Law Suite, a Billiard room connecting the Great Room with a 2-way Gas Fireplace, Formal Dining Room with back-lit tray ceiling, Breakfast Room, Family Room with Gas Fireplace and a fully equipped   Luxury/Commercial Kitchen featuring 2 Islands with Granite Counters, Viking Appliances, 6-burner gas stove and full size wine fridge.  On the second floor you'll find a luxurious Bay Front Master Suite with his/hers walk-in closets, Gym Room, heated tile floors, granite double vanities, 3-fixture shower and a Mansfield Jacuzzi tub. Second floor also offers 2 more Suite-style Bedrooms with private bath, a Theater Room/Game Room with separate bath (or 5th Bedroom) and second Laundry Room.  Additional Features include: 3 Car Garage, Mud Room with Laundry Room and Dog Bath, 6 Zone GeoThermal Heating system, Instant Hot Water, 10 Zone In-Ground Irrigation, 3 Zone Indoor/Outdoor Sound System and Video Security System.
38 ALTON POINT
OCEAN PINES, Maryland
  • 5 Beds
  • 7 Baths
  • 5,400 SqFt
  • 0.360 Acres
This contempory 5 bedroom, 3.5 bath 4000 sq. ft. house or a house/builder of your choice can be built on this beautiful one of a kind 40,225 sq. ft. point lot with 250 ft. of waterfront including panoramic views of canal, bay, creek and the Ocean City skyline. Also included is an 80 ft. dock on navigable deep water with easy access to restaurants on the bay and the Ocean City inlet.. Located in the Ocean Pines community with many amenities including: Golf, Yacht Club/restaurant, oceanfront beach club, indoor and outdoor pools, playgrounds, hiking trails and community police, fire and emergency services. See MLS #1001559396 for the purchase of only the  lot and the disclosures without the house.
4 CANVASSBACK COURT
OCEAN PINES, Maryland
  • 5 Beds
  • 4 Baths
  • 4,000 SqFt
  • 0.920 Acres
Imagine living in this Luxurious waterfront home with breathtaking views of spectacular sunsets over the canal, bay. An extraordinary One Level living home boasts  over 3600 square of exquisite living space with boat dock and 8,000 lb boat lift  and over 100  feet of bulkhead with Direct access to the Bay!!! .  This 4 bedroom 2.5 Designer Baths, Den, Oversize bonus room is move in ready for your summer enjoyment.  There are glass sliders and a wall of windows to optimize all the water views off living room, great room, kitchen and breakfast room.. Entertaining in this home will be effortless with great room to enjoy the warmth of the gas fireplace, full entertainment system with built in TV and surround sound located off expansive kitchen and breakfast bar seating, two separate dining areas, upgraded cabinetry with under mount and over mount lighting. This dazzling kitchen features both granite countertops as well as teak designed bar seating. The soft Caribbean feel of paint colors are showcased throughout the home. After a full day of boating, fishing or sunning enjoy some relaxation in the most amazing waterfront Master Suite and Master Bath..  This home has many  enhancements  throughout including heated tile master bath floors, Air Jetted tub, separate make up vanity, newer carpet, cortex flooring in kitchen, owned solar panels,  baffle geothermal heat and air, newer heat pump for bonus room, 2x6 construction on exterior walls, expansive screen porch with vinyl tech windows, pull down attic, leaf gutter guard, Lawn Irrigation system, wired for security system, surround sound system oversize 2 car garage, paved driveway to accommodate at least 6 cars. One level Paradise Living at it~s Finest Awaits your arrival! Call now for your private showing
10 MALLARD DRIVE W
OCEAN PINES, Maryland
  • 4 Beds
  • 3 Baths
  • 3,699 SqFt
  • 0.490 Acres
WOW! Tern's Landing waterfront beauty! Enter this remodeled home via a closed foyer with stained glass door to your new home.  Once inside you will find an over 3000 sq ft home with hardwood floors in living room, dining area, first floor master bedroom and family room. Two fireplaces. Open floor plan with cathedral ceiling and 3 skylights.  Updated kitchen with solid surface counters, plenty of storage including a built in pantry.  Full season canal front Florida Room with tiled floors. Enclosed 3 season sun porch is large enough for your crab table.  This home has first and second floor master bedroom suites with private baths. The first floor master bath has a dual vanity and beautifully tiled walk-in shower.  Second floor master with luxury, free standing soaking tub, designer sinks, and separate shower all surrounded with beautiful decorator tile.  There is also access from the bedroom area to the upper canal front deck. There are two additional oversized bedrooms to accommodate the entire family.  All bedrooms have walk-in closets with built in designer cabinets.  There is a loft area with a built in office desk and cabinets.  Hunter Douglas window treatments on all windows and sliding doors. There is a two car garage with storage cabinets. Outside there is landscaping with a French drain, a large canal front deck with composite decking, a patio, a vinyl bulkhead, dock and PWC lifts.  This is a must see if you are looking for a beautiful home in Tern's Landing.
10 STACY COURT
OCEAN PINES, Maryland
  • 4 Beds
  • 4 Baths
  • 3,108 SqFt
  • 0.260 Acres
Magnificent home on both the water and on the golf course! This home has beautiful 2015 updates and amazing waterfront privacy.  Three master bedrooms suites, two of which are waterfront.  The huge open great room with hickory hardwood flooring has a sitting area with vented gas fireplace, a dining area, and a waterfront entertaining area. The recent kitchen update includes quartz counter tops, superior SS appliances, and breakfast bar -- leading to the entertainment island with granite counter top.  This home is filled with beautiful windows and abundant sunlight. There are two waterfront decks with awnings and with awesome views of the 4th tee.  Additional features of this home: Dual HVAC, new Rinnai tankless hot water heater, crown molding, tray ceiling, 2 pantries, 7 ceiling fans, 4 beautiful full bathrooms, abundant closets and attic storage, maintenance free outside, boat dock and boat lift, southern exposure for all day sunshine, sunset views to the right up the canal,  vegetable and flower gardens.
76 NEWPORT DRIVE
OCEAN PINES, Maryland
  • 5 Beds
  • 4 Baths
  • 3,379 SqFt
  • 0.280 Acres
Priced Reduced! Have you been looking for a home that combines elegant coastal living with casual beach enjoyment? If yes, this home is it! Located directly on the St Martin River water views are everywhere you look. Step in to the Great Room that combines Living and Dining with a cathedral ceiling with skylights to bring in the light and huge accent windows for panoramic views of the river.  Enjoy the huge kitchen, perfect for entertaining and where friends and family will feel right at home. This home has it all  -  except you!
27 HARBORVIEW DRIVE
OCEAN PINES, Maryland
  • 4 Beds
  • 4 Baths
  • 2,100 SqFt
  • 0.110 Acres
BRING ALL OFFERS!!! Seller offering $5,000 concession for updates. A well-proportioned home in the heart of sought after Tern's Landing. 4 bedrooms, 3.5 bath, with a master suite on each level. The home features an eat-in kitchen with granite countertops, 2 car garage, and an office/study area. Situated on a spacious .43-acre lot for optimal tranquility, with an abundant back deck. Additionally, over 100 feet of deep water frontage capable of accommodating a sizable boat, with quick and direct bay access. 1 year HMS warranty included.
4 ALTON POINT
OCEAN PINES, Maryland
  • 4 Beds
  • 4 Baths
  • 2,722 SqFt
  • 0.430 Acres
This absolutely is one of a kind huge waterfront home in Ocean Pines. If you like entertaining and enjoying life, this is the home for you! Situated on the point of a wide canal, you are mere minutes and easy access to the open bay, without any bridges. Two personal jetski lifts and own boat slip with lift right outside your door. The lower level is perfect for the good life and has a sauna, bar, pool table, tv viewing area - plenty of space for all your guests to hang out after a day on the water. The main living area boasts granite kitchen, waterfront master bedroom, a great room with fireplace with ceiling to wall windows to take in the wonderful water views. Or step out onto one of balconies to sit and watch boats. Upstairs are additional bedrooms with more views. Don't miss seeing this very unique home! 1 Year Warranty Included.
409 OCEAN PARKWAY
OCEAN PINES, Maryland
  • 5 Beds
  • 4 Baths
  • 4,104 SqFt
  • 0.280 Acres
Fantastic 5 Bedroom Waterfront Home in Terns Landing with OC Skyline Views! A room for every occasion! Floor to ceiling stone fireplace, wet bar & ceramic tile in Living Room.  Waterfront Sun Room and Large loft area. Inviting Kitchen has a breakfast bar, Stainless Steel appliances, menu-planning desk, granite countertops & a large pantry. Private balconies complement 3 of the Bedrooms! Private Boat dock and Boat Lift. Expansion possibilities with lots of unused buildable area. Bulkhead is made of long-lasting interlocking plastic panels. One Year AHS Shield Plus Warrantly provided to buyer.  Andersen Windows. Brand new 2nd floor A/C unit.  Recent fireplace/chimney inspection and cleaning.
18 LESLIE MEWS
OCEAN PINES, Maryland
  • 5 Beds
  • 4 Baths
  • 3,000 SqFt
  • 0.300 Acres
Active Solar Contemporary located at the end of a cul-de-sac with over 130 ft. of bulkhead and two 10,000 lb. boat lifts, just around the corner from open water. Home offers 2 masters, one on each level. Newer HVAC with a pellet stove in the Great Room and a wood burning fireplace in the Sitting Room/Loft Area. The air lock foyer, 2in.x6in. exterior walls, Andersen windows/sliders, Southeast exposure, and solar panels assist greatly with your utility costs. Hobbyists and Craftsman will appreciate the over-sized 2 car garage w/2 Electric Panels @ 200amp each and I-Beam w/Chain Hoist, concrete floored crawl space 6 blocks high, and the 18ft.x7ft. Hobby Room on the 2nd level adjacent to the walk-in cedar closet. This is a very unique home that shows well on a very nice bulkheaded waterfront lot. Furniture negotiable outside Contract.
18 WATERS EDGE COURT
OCEAN PINES, Maryland
  • 3 Beds
  • 3 Baths
  • 2,789 SqFt
  • 0.390 Acres
Beautiful, Large home with many recent upgrades and recent remodel/enlarged. Wonderful waterfront with Boat lift. Excellent views of Pintail Park across wide Canal. Property must be seen to appreciate the fantastic livability and space it offers. Also has a large walk in storage area as well as an outside storage shed! 2 car garage with work bench! Deck outside Master bedroom on 2nd. Floor /  Actually 2 Master Bedroom Suites!!One on first Floor!! Deck with Patio doors from Kitchen and also from Great room!!
15 PINTAIL DRIVE N
OCEAN PINES, Maryland
  • 4 Beds
  • 5 Baths
  • 2,884 SqFt
  • 0.330 Acres
Sensational waterfront Penthouse!  Enjoy panoramic Bay views to the Ocean City sky line. Always beautiful-Day & Night!  The 39' wall of windows in the living room is impressive with remote controlled Hunter Douglas blinds. NEW hardwood flooring in the living areas. 10.5' ceilings and 8.5' solid core interior doors.  Upgraded kitchen with cherry cabinetry, double oven & downdraft cooktop.  Gas fireplace in living room & built-in gas grill on your balcony.  Custom built entertainment center & den book case. The master suite opens to a waterfront balcony and the bath features a stone shower spa, separate whirlpool tub & marble vanities & flooring.  California Closets in the Master too. Roll away screened doors.  Lg capacity washer & dryer. Hurricane sliders, crown molding, storage unit& more!
2305 POINTS REACH
OCEAN PINES, Maryland
  • 3 Beds
  • 4 Baths
  • 3,105 SqFt
This well maintained home offers fantastic views of the St. Martins Neck River. Perfect property for the avid boater and fisherman. A 114' 2 year old bulkhead wraps around the front of this property and has 2 docks and 2 lifts, one 8,000 lb and one 3600 lb capacity. The views from the front yard, deck,living room, dining and kitchen are second to none. This home offer an open floorplan, large  lkitchen with island, adjoining open dining room , living room with fireplace and 4 bedrooms and 3 baths which includes a first floor master suite.Situated in Ocean Pines which offers a complete package of amenities plus a public library, Post Office and its own fire company. 5 minutes to shopping, restaurants and medical facilities.
94 LOOKOUT POINT
OCEAN PINES, Maryland
  • 4 Beds
  • 3 Baths
  • 2,128 SqFt
  • 0.350 Acres
Be captivated by this custom waterfront  4 BR/3 Ba home, designed to take advantage of St. Martin River views, especially from the main living level on 2nd floor.  The spacious, open flow plan allows large families and guests to mingle easily and relax when not using the boat or enjoying the many attractions to be found in Ocean Pines! Skylights, cathedral ceiling and arched windows bring in abundant natural light. Kitchen was fully remodeled in 2016, wood floors throughout, and new maintenance free upper balcony with French Doors installed. Heavy duty  lift handles up to 12,500 lb. boat. Spacious 2 Car garage, outside shower. New roof  by Spicer Bros. in 2017. Dual zone Heating/Cooling. Gas HWH, range and dryer. Most furniture pictured has been removed; what remains can convey with sale. View this extraordinary waterfront home soon!
46 LOOKOUT POINT
OCEAN PINES, Maryland
  • 4 Beds
  • 3 Baths
  • 2,260 SqFt
  • 0.130 Acres
$50k Price Reduction! Move in ready custom built waterfront home with wide scenic views of Manklin Creek! This well maintained home features high quality construction by Martin Groff Construction and is being sold by the original owners. Never a rental! Home has been remodeled over the years and includes a brand new 2018 high end roof, newly remodeled bathrooms with marble & tile,1st and 2nd floor master suites, Brazilian cherry hardwood floors, updated hvac, new natural gas fireplace, screened in porch, boat dock & more.  Creek has direct bay access and is great for crabbing, kayaking, paddle boarding & boating. Perfect for pontoon boat. Includes a 1 yr warranty! Sold partially furnished. Priced to sell!
56 BOSTON DRIVE
OCEAN PINES, Maryland
  • 4 Beds
  • 4 Baths
  • 2,813 SqFt
  • 0.180 Acres
Beautifully maintained one-of-a-kind Spanish Colonial style waterfront home in the heart of Ocean Pines. This oversized pie-shaped lot boasts plenty of bulkhead, a boat lift, and direct access (no bridges!) to the St. Martin's River. One Story living with Three Bedrooms all having water views, Two Baths, Formal Dining Room, Formal Living Room, Family Room, Sun Room, Den with built-in bookshelf/bar and great water views, Eat-in Kitchen, and a back deck to sit out and enjoy the lazy summer evenings. Front courtyard was once a koi pond and could easily be again if new owner desires it. Newish appliances, wood burning stove insert, nice sized two car garage, dual zone heating, and a central vacuum.  New roof was put on in 2017. Great location just down the street from The Swim and Racket Club and Swim and Racket Marina, and close to White Horse Park, Community Center, and renown Ocean Pines Farmer's Market. This unique home has so much to offer and is just waiting for the right buyer to come along. Schedule a showing today!
28 GRAND PORT ROAD
OCEAN PINES, Maryland
  • 3 Beds
  • 2 Baths
  • 2,834 SqFt
  • 0.520 Acres
LOCATION LOCATION LOCATION - Just relax while owning this carefully remodeled home on a PREMIUM lot in OP. Charming and nicely appointed with gorgeous custom kitchen, upgraded appliances, granite.  Open floor plan with so many views of the wide canal\lagoon from the many windows and sliders.  Main level master bedroom and remodeled bath and laundry. Lots of closet space. Upstairs has three spacious rooms and a remodeled full bath. Attached 1+ car garage has part of the interior converted for finished storage/office space but could easily convert back to space for car.  New bulkhead and dock in 2016  Additional pilings in place for future boat lift. The bright sun room off of the living area can be enjoyed year round. Recently updated low maintenance deck offers one of the best views in OP.  Wide view to trees and quick access to river.  Recent awnings on deck allow for sun or shade.  Spacious double wide driveway for guests+.  Property is sold furnished.  A few items will be excluded.  This is a special opportunity to own a premium location in OP.    Listing agent related to seller. Sold with some furnishings.
8 CARRIAGE LANE
OCEAN PINES, Maryland
  • 4 Beds
  • 3 Baths
  • 2,465 SqFt
  • 0.210 Acres
Spacious and bright contemporary waterfront home  offers three-bedrooms in the main house with an in-law suite or guest quarters above the garage.   The natural southern exposure combined with extra windows, offers homeowners lots of natural light.   High-efficiency design utilized a conditioned crawlspace, passive solar heating, and a new 17-SEER 4-zone HVAC system for inexpensive year-round comfort.   Inverted floorplan offers a spacious and open 2nd floor with elevated views of the water, prime for entertaining.   Solid stone countertops, new 30yr roof, upgraded appliances, maintenance free gutters, energy star sliders, and many more upgrades await in this extremely energy efficient home.
27 SEABREEZE ROAD
OCEAN PINES, Maryland
  • 4 Beds
  • 3 Baths
  • 2,650 SqFt
  • 0.230 Acres
The Point is one of the best areas in Ocean Pines and this home is the one to live in! This spacious Coastal Style home is bright and open with beautiful hardwood floors, tall windows for lots of natural lighting, large rooms as well as spacious outdoor spaces. Entertain your family and guests in the warm and well-equipped kitchen with a breakfast area, large kitchen island with seating for 4, granite countertops, lovely white cabinets, stainless appliances and a NEW refrigerator, washer and dryer. Other NEW upgrades include: a gas cook top, sink faucet, water purification system and decorative glass shelving. A very friendly home with lots of light and space includes a lovely stone fireplace and gracious living area.From the balcony on the second floor, look over the main level and feel the openness. The upstairs balcony also features a waterfront view. This home has been freshly and fully repainted and power washed within the last six months with newly installed landscaping and new hard wood flooring in the master suite. A detached 2 car garage with a long paved driveway completes the picture in this gorgeous home, but the real bonus it a 2.875 assumable VA loan to qualified buyers.
301 SUNRISE COURT
OCEAN PINES, Maryland
  • 4 Beds
  • 4 Baths
  • 2,698 SqFt
  • 0.220 Acres

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