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

This exquisitely designed home is the total expression of resort style living. It is positioned flawlessly on a 90' coastal lot. The showplace professional open kitchen is the center of this home with multiple entertaining spaces. Distinguished design choices and attention to details are prevalent throughout. Sundrenched decks add to the appeal of this home. Special features include a fully equipped dock with a Golden top mounted 16,000lb boat lift and two swivel PWC lifts complete the ultimate outdoor pleasure. Lasting memories will undeniably be created enjoying this tranquil oasis.
22 Leigh Drive
Ocean Pines, Maryland
  • 6 Beds
  • 5 Baths
  • 7,312 SqFt
  • 0.360 Acres
An artist lives here, and this home is a work of art; that artistic touch extends from the professionally landscaped lot to all the details inside and outside the home. The home has five bedrooms, three and a half baths and is situated on a wide protected canal with easy access to the bay and Ocean City. It has a pier, two boat lifts, hot tub, and an outdoor gas fire pit. Inside on the first floor, you find a formal living room with a gas fireplace, a formal dining room, study/office with built in bookshelves, guest half bath and a remodeled kitchen (2012) with a dining space overlooking the water. The breakfast area leads to a four-season room and to the two decks. There is also a master suite overlooking the canal with access to the decks. The master bath is exquisite; remodeled in 2013, it has double sinks, walk in shower, and a Japanese soaking tub. Upstairs you find four more bedrooms. One was turned into a second master/guest suite (2018) and one is currently used as an art studio and of course another beautiful full bath. Off the art studio there is a stairway to the attic for storage. A new Rinnai tankless water heater was installed in 2021. This home is designed to give you the best of living on the shore. It is a must see.
29 Wood Duck Drive
Ocean Pines, Maryland
  • 5 Beds
  • 4 Baths
  • 3,331 SqFt
  • 0.440 Acres
To Be Built!  This home, custom built by Luxury Homebuilder Mills Creek Builders, is a two Story 3 bedroom, 2 1/2 bath home, with an option for a fourth bedroom upstairs if desired. Just one mile from the South Gate, making access to restaurants, the grocery store, banks and so much more, easy for you! Located in in the Triple Crown section of amenity rich Ocean Pines.  Ocean Pines offers multiple pools, tennis and pickleball courts, golf membership is available, a boat ramp, community center and multiple playground/parks.  See photos and documents for details!  This house plan has an active building permit and is ready to break ground whenever you are!  Lot 29 is also available!
69 King Richard
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 2,453 SqFt
  • 0.290 Acres
READY SET GO! Your dream waterfront home is now ready for you to enjoy. Contemporary 1 level living with a split bedroom floor plan and a 2 car garage. Delightful newer 18.5 x 15 screened porch plus private side deck with a Firepit included. 20x6 Boat dock with a lift and about 125 feet on the bulkhead. Updated and upgraded over their years of ownership, so it is in bandbox condition and it won't last long on the market.  Wall A/C unit in 22x18 garage so working in there is pleasant with a great work bench and lots of cabinets for all your stuff. Freezer is included. New architectural shingle roof done in August 2020 and new HVAC in October 2022. Average utility bills for gas is $80 per month and Electric is $140. Tankless Hot Water Heater installed when they moved in and regularly service. Some new hardwood floors were done to now match all other wood  floors in the home. 2 smaller Beverage refrigerators included. Some furniture is negotiable to be left there if buyers desires that. House is slightly larger than tax records show and built by Commonwealth Builders. Home sits at the end of a cul-de-sac where 2 canals merge with scenic views. There are no bridges and easy access to St Martin River, Bay and ocean.
16 Waters Edge Court
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 1,821 SqFt
  • 0.340 Acres
Check out this custom built home by T&G builders located in the Sanctuary of Ocean Pines. Large, almost 5000 square foot home with lots of thought put into the design and layout. Primary bedroom and full bathroom on each floor, two-sided gas fireplace creates an amazing ambience, large deck off the back overlooking the stream and equipped with a full bathroom making those crab feasts an easy cleanup. The house is adorned with hardwood floors, kitchen has granite countertops and stainless appliances, cathedral ceiling in the living area, large bedrooms, loft area, walk in closets, and views of the water from many windows. You can also store all of your cars and toys in the attached, 3 car garage. You have to see this one in person to truly see all it has to offer.
261 Charleston Road
Ocean Pines, Maryland
  • 4 Beds
  • 5 Baths
  • 4,760 SqFt
  • 0.530 Acres
Bring your paint bush and ideas for updates to this custom-built 3 bedroom plus bonus room 2 1/2 bath 1 1/2 story waterfront home with a 2 car garage and added Sunroom. Seller added a 1/2 bath on first floor so Primary bedroom has a private bath. Dock just power washer and easy boat access to the River, Bay and Ocean with no bridges to go under. Washer and dryer in garage. Sellers are cleaning out the property. Dishwasher was not used for years.  Seller is aware of 1 broker window in Bonus room. Seller is purchasing a HVAC window unit for Bonus room. Access to bonus room is thru one of the bedrooms. Bonus room has storage closets.
153 Teal Circle
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 1,950 SqFt
  • 0.170 Acres
Lovely well maintained 3 bedroom 2 bath home.  The home comes completely furnished and ready for move in.  This home has a boat lift and a waterway with direct access to Saint Martins River and out to the Atlantic  Ocean.  No bridges to go under in Ocean Pines allowing boats with tall top decks and outriggers.  The home has a sunroom and enjoyable outside deck facing the water.  Ocean Pines owns a city block at 49th street on the Atlantic Ocean with a beach club, parking and a pool.  Ocean Pines has a total of 5 pools including an indoor pool.  Two Pools are located at the Ocean Pines Yacht Club.  There is a Bobby Trent Jones Golf Course and Clubhouse only 5 blocks away from this home.  HVAC, Water Heater and Roof are all only a few years old.  This home is perfect as a vacation home or retirement home.
321 Ocean Parkway
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 1,584 SqFt
  • 0.210 Acres
Welcome to the "Beacha Hut" - The quintessential Ocean Pines waterfront cottage!  Live the coastal lifestyle & enjoy peace of mind with this very well cared for & charming home! Waterviews, vaulted ceiling, gas fireplace, comfortable furnishings, and a creative floorplan make the Beacha Hut feel open and spacious. The upper level bedroom is massive, it's equipped with "trundle" beds to maximize sleep space when needed. The large rear deck overlooks the waterfront and is perfect for entertaining, dining, and outdoor living.  Extensive hardscape with commercial weed barrier on entire site keeps maintenance requirements easy. New roof and upper siding installed in 2023.  Interior updates include: flooring, bathrooms, washer and dryer, gas range & stainless appliances. Water heater and HVAC system are both just 4 years old.  Keep your boat or PWC high and dry with your deeded boat slip with lift.  Ocean Pines has lots of amenities including golf, tennis & pickleball, walking trails, parks/playgrounds, dog park, boat ramps, community center, fire and police stations, pools, beach club and so much more! Just a short walk to the OP Swim & Racquet Club pool & sandy beach.  Home is being sold furnished!
10 Driftwood Ln
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 1,392 SqFt
  • 0.210 Acres
Lovely, well-maintained, best of shore living home situated across from a wide protected canal providing serene water views.  You can enjoy kayaking and  SUP and easy access to the bay. The main level offers comfort and functionality, boasting a welcoming family room with a cozy gas fireplace and custom built-in shelving. An office offers a versatile space, while a delightful four-season sunroom provides year-round enjoyment with its serene woodland backdrop.  There is large kitchen with an island and convenient pantry. The owner’s suite includes new carpeting, a walk-in closet, and an expansive bathroom featuring a double sinks, shower and a separate soaking tub. Additionally, there's a well-placed half bath and a generously sized laundry room on this level. Upstairs you’ll find three more bedrooms, full bath, office space and a spacious loft area drenched in sunlight with canal views. There is ample amount of closets and storage space throughout the home.  The property's charm extends outdoors with two-car garage and both a front porch to watch the sunrise and back deck to birdwatch and relax with the sounds of nature all around. This home is perfect as a vacation home, retirement home or a growing family.
688 Ocean Parkway
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,834 SqFt
  • 0.220 Acres
Imagine owning a spectacular 4 bedroom, 2.5 bath home in Ocean Pines that has been remodeled from top to bottom and is better than New construction! Look no further this bright and airy home nestled on the 9th hole of a Robert Trent golf course! Home boasts dual heat and air, refinished solid hardwood floors, new carpeting, freshly painted interior, designer custom tile in baths, new light fixtures, new ceiling fans, plantation shutters and more. Entertaining in this home will be effortless with a state-of-the-art gourmet kitchen including ALL NEW stainless-steel appliances, wall convection "Air Fryer" oven, microwave, 5 burner island gas cooktop with downdraft, stunning quartz counter tops, and new cabinetry hardware! Dining room is directly off the kitchen where you will enjoy family meals and memories that last a lifetime.   Adjoining the kitchen and dining room is a spacious step-down great room with impressive cathedral ceilings, brand new sliding glass doors, and wood stove for those chilly evenings. Step out to an expansive double deck that leads out to a beautifully landscaped fenced yard or enjoy a morning cup of coffee on the oversized screen porch! Relax in the first level large primary suite with bay window, walk in closet and new custom tiled shower, new floors, and two separate vanities. Plenty of room for family and guests on the second floor, with loft area and 3 full bedrooms and shared bath! Home is complete with newer Architectural roof, newly drywalled oversize garage, HVAC service warranty and termite warranty. Come take a look today before this amazing property is sold!
74 Battersea Road
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,204 SqFt
  • 0.270 Acres
Welcome to Your Dream Home in Ocean Pines! This captivating 4-bedroom, 2.5-bath contemporary home combines comfort, style, and functionality. The kitchen features Corian countertops, newer stainless steel appliances, ceramic tile flooring, and a convenient pantry. Opened to the kitchen is a dining area that leads to the living room with gas fireplace and vaulted ceiling. On the first floor, the primary suite is a true sanctuary, boasting a spacious layout, a large walk-in closet, and a primary bath with a relaxing soaking tub. It's your private oasis to escape to after a long day. 
A screened porch offers a tranquil retreat where you can sip your morning coffee or unwind in the evening while overlooking the backyard. It's the perfect spot for outdoor dining, entertaining friends, or simply enjoying the breeze. This home also offers ample storage space throughout, ensuring that you have room for all your belongings. The 2-car garage adds to the convenience, providing shelter for your vehicles and additional storage options. One noteworthy feature of this property is the new roof installed in 2021, providing peace of mind and enhancing the home's overall value. Contact us today for a private tour.
55 Pinehurst Road
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,584 SqFt
  • 0.220 Acres
Nestled on an oversized lot, this spacious 5 bedroom, 3 bathroom home boasts a beautiful remodeled kitchen, updated bathroom vanities, a spacious laundry room, and a host of other incredible features. The first floor has been enhanced with luxury vinyl plank flooring, not only adding a touch of elegance but also offering durability and easy maintenance. What sets this home apart is the expansive screened porch overlooking the oversized yard - a great place for morning coffee or evening cocktails. The fenced yard not only provides privacy but also creates a secure environment for children and pets to play freely. The kitchen has just been updated in Sept. 2023 and included white cabinetry, granite countertops and stainless steel appliances including a built in microwave. The main level offers two generously sized bedrooms, one being the primary suite. Upstairs, you'll find three more bedrooms and a full bathroom. This home includes a new roof in 2021, new hot water heater in 2022 and a new washer and dryer in 2019. Additional features include a walk in closet, coat closet, patio, shed and an attic with pull down stairs for storage. Ocean Pines, a sought-after community, offers an array of amenities, from golf courses and swimming pools to tennis courts and parks. Plus, you're just a short drive from the famous Ocean City boardwalk, pristine beaches, and lots of great dining and entertainment options.
92 Seafarer Lane
Ocean Pines, Maryland
  • 5 Beds
  • 3 Baths
  • 2,864 SqFt
  • 0.240 Acres
MAJOR PRICE ADJUSTMENT! Extraordinary gem of a home in the Premier Plus 55 Community of the Parke of Ocean Pines. This much  sought after Osprey floor plan boast a two level 3 bedroom,3 bath home plus large Den! Home features an open floor plan with A Gorgeous Great Room, Chef style Kitchen, Breakfast Room, Sunroom with double sided fireplace and First level Owner Suite and is available for immediate enjoyment. Home showcases natural light throughout with cathedral ceilings in great room, kitchen and breakfast room! Exceptional features to the home include, gracious hardwood foyer, crown molding, , upgraded cabinetry with pull outs, large pantry, extended breakfast bar and breakfast room. Enjoy entertaining family and friends in your serene and  private  Sunroom over looking the beautiful wooded lot.  Relax in the secluded Primary Suite featuring tray ceiling; designer ceiling fan and custom window treatments and bumped out Bay Window. Master bath includes 5 foot soaking tub, seated tiled shower and double vanities. Split floor plan with one large bedroom and bumped out Bay Window , bath with shower/tub and Den on first level and huge loft with full bedroom and bath on second floor will give privacy to your guests and family! Home is complete with a newer hot water heater, refrigerator, oversized two car garage and extended paved driveway that will accommodate all your friends and family. Some furniture maybe available to purchase. . Enjoy the Parke and Ocean Pines with all its amenities home is MOVE IN READY. So why wait to enjoy the  lifestyle you deserve now ! Home is aggressively priced to sell quickly. Seller says bring us an offer!
26 Chatham Court
Ocean Pines, Maryland
  • 3 Beds
  • 3 Baths
  • 2,357 SqFt
  • 0.160 Acres
Set inside of the North Gate of Ocean Pines is this tastefully remodeled 1700 Sq. ft.  3 bed 2 bath home with four season room, screened porch, and attached oversized garage.   Upgraded siding, new roof, gutter  & downspouts , with the upgraded front door and railings  are great features of the outside of the home, but what might be most prevalent is the large 1/2 acre lot with fenced in rear yard.  The lot has been cleared and trees have been trimmed to have plenty of yard to utilize.  Step inside and immediately you will notice the new lifeproof floors, fresh paint, and all new electrical outlets, switches, lights, fans.  Enter the  completely renovated new kitchen with quartz countertops, custom tile backsplash,  under cabinet light,   soft close cabinets and the custom shiplap accent wall, stainless steel appliances and custom center  island.    Located just off the kitchen is the bonus room that could also serve as a 4th bedroom that has its own entry and a passthrough to the screened porch both with beautiful custom ceilings.  Walk out into your back yard with fire pit area, and shed.  Don't forget to look in your extremely clean encapsulated crawl space. 
 Returning to inside the home you will see the gas fireplace, and on the other side of the kitchen is a large open pantry and laundry area for all your extra items.  New carpet in all three bedrooms. Both bathrooms have been updated with new floors, vanity, electric, lighting and more. Drop down stairs with plywood throughout entire attic for extra storage. Don't miss out on this beautiful home on a corner lot with an expanded paved driveway to park your boat or RV off to the side with plenty of room to drive into your garage with the freshly painted floors.
1 Bayou Court
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 1,656 SqFt
  • 0.370 Acres
New hardwood red oak flooring in living room, kitchen and hallway.  Kitchen: New 42" sunnywood kitchen cabinets.  New stainless steel Samsung appliances - French door refrigerator with ice and water dispenser through door.  New microwave above stove.  New slide in range.  New stainless steel dishwasher.  New quartz calacatta  gray countertops.  New wine cooler.  New lighting fixtures throughout.  New ceramic tile in bathrooms.  New bathroom vanities with quartz countertops.  New bathroom fixtures throughout. New carpet in bedrooms.  Screened in porch and deck.  Lower level has new vinyl plank flooring and gas fireplace.   New roof with architectural shingles.  Seller prefers to use Jacquies Title Group for settlement.
90 Abbyshire Road
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 2,312 SqFt
  • 0.220 Acres
A wonderful contemporary rancher with an open floor plan  on over a half acre lot in Ocean Pines.  You'll love the private back yard with new fencing  and screened porch plus a large sunny deck.   Vaulted ceilings in the great room, primary bedroom and the 2nd bedroom.  The kitchen has maple cabinetry, Silas Stone countertops and just 2 year old stainless steel appliances.  There is a separate laundry room that gives access to the 2 car garage.   The Great Room features hardwood flooring, a gas fireplace and two sky lights.  Plenty of storage in the floored attic with new temp and humidity control automatic roof fan.  Nice long paved driveway for extra parking.  You may want to take advantage of the assumable mortgage with a balance of approximately $235,000 at only a 2.25% interest rate!  Save your cash and to buy a 2nd home somewhere else!  Updates: 30 year Roof 2015, Ridge vent and attic fan 2023, natuaral gas heating system 2016, dehumidifier in crawl space 2018, electric water heater 2023, garage door opener and keypad opener 2023, new walk in shower in primary bathroom 2022,  washing machine 2019.   Come live the  dream near the beach in this welcoming home.
75 Pinehurst Road
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 1,592 SqFt
  • 0.540 Acres
Are you searching for a BRAND NEW home? Under construction now and will be ready within 1 month!  
Don't miss this one with super easy access just inside the North Gate! Enjoy the spacious open front and rear screened porch for your outdoor fun! This is a coastal style home with an open concept floor plan... Dining,Kitchen and Living areas all flow together  and are finished in a beautiful  Luxury Vinyl Plank flooring . Enjoy the delightful custom Kitchen with white shaker style cabinetry, beautiful  granite countertops, a high efficiency Stainless appliance pkg, a large center island with tons of cabinet space and a bonus built-in wall buffet for additional storage.  This home has a  larger separate Laundry Rm as well. The Master Bedroom / Bath with walk-in closet/built in shelving are in rear of the home for added privacy. Upgraded lighting throughout with abundant recessed lights! Windows are double hung by Viwinco , 2 x 6 Wall Construction and entry doors are fiberglass. To top it off Lind enterprise homes have a fully encapsulated, crawlspace along with a dehumidifier with a smart system install allowing you to check temperature, crawlspace, atmosphere any time  .  Attached Storage in Rear. Surely you wont want to miss  this opportunity to buy a brand NEW home... so there is nothing to worry about when you visit your place at the beach!  So why buy anything  else,  when you can buy new!! Completion approximately  Mid-October 2023! 

This home sits on an oversized lot, very deep with plenty of room in rear for either 1 car/or 2 car garage with driveway running down left sign of home (of course all with proper permitting)
70 Pinehurst Road
Ocean Pines, Maryland
  • 3 Beds
  • 2 Baths
  • 1,680 SqFt
  • 0.340 Acres
This lovely home offers 1900 square feet of living space and comprises four bedrooms and two bathrooms with an open floor plan. The home is conveniently located near Bainbridge Park and features a spacious living and dining area with vaulted ceilings that seamlessly connect with the open kitchen, making it perfect for entertaining guests. Additionally, there's a large, screened porch off the kitchen for those who enjoy the outdoors. The lower level features three bedrooms, including a sizable primary suite with a large walk-in closet. The upper level includes a spacious loft perfect for a Media room and a fourth bedroom. The house also provides ample storage space with large closets and an exterior shed for extra storage. The home comes furnished as shown and is ready for immediate occupancy.  Pictures coming soon
42 Pinehurst
Ocean Pines, Maryland
  • 4 Beds
  • 2 Baths
  • 1,900 SqFt
  • 0.230 Acres
Price Adjustment!! Your Private Oasis awaits! This cul-de-sac lot features a stunning 2 bedroom, 2 bath home with sunroom and one-car garage. The Dunlin model home located at the Parke of Ocean Pines, a Premier 55 Plus Community, is available and Move-in Ready. The Open Floor Plan boasts 10-foot ceilings throughout, crown molding, luxury vinyl plank flooring, as well as, a freshly-painted formal living room, dining room, breakfast room and sunroom. The chef of the family will enjoy this kitchen featuring a tile backsplash, island, granite counters, upgraded cabinetry, and computer desk area, all overlooking a spacious family room! This home is perfect for entertaining family and guests! Enjoy your double- sided, mantled fireplace in the family room or sunroom. If outdoor space delights, the serenity of the outdoor patio and garden will provide hours of peace and relaxation. Enjoy your expansive primary suite with large windows, double tray ceilings, walk-in closet and en suite bath. There is plenty of room for family and friends to visit with a second spacious bedroom and private bath with a tub/shower combo. The home comes with a newer hot water heater in the large laundry room, newer heat pump, and oversize one car garage with custom shelving for storage and asphalt driveway. Enjoy all the amenities the Parke and Ocean Pines has to offer! This home has been lovingly maintained by original owners with Heat, Air and termite warranties in place for your peace of mind.  Do not pass on an opportunity to make this house your home! Call now for your private showing.
10 Montclair Court
Ocean Pines, Maryland
  • 2 Beds
  • 2 Baths
  • 1,688 SqFt
  • 0.140 Acres
Looking for your beach get-away? Well, this is the one! 4 bedroom, 3 full bathroom Cottage style home in Ocean Pines. Many newer updates make this charmer a must-see! Updated kitchen with large built-in pantry. Certainteed roof with 50 year Warranty and gutters in 2020. Complete crawl space encapsulation with dehumidifier and sump pump. Enjoy the large screened in porch for all your gatherings.
25 Falcon Bridge Road
Ocean Pines, Maryland
  • 4 Beds
  • 3 Baths
  • 1,471 SqFt
  • 0.220 Acres