118

Ocean Pines, MD Homes for Sale with Pool

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  • /59

    $684,900

    New Construction $15K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,442 Sq Ft

    31 Preakness Dr, Ocean Pnes, MD 21811

    Welcome to Triple Crown in Ocean Pines! This newly constructed 5 bedroom, 3 full bath home offers over 2,440+ square feet of thoughtfully designed living space and an oversized 2-car garage. The open concept floor plan features luxury vinyl plank flooring, abundant natural light and a beautifully appointed kitchen with stainless steel appliances, custom cabinetry, tile backsplash and a large

    Leo Kuneman Meredith Fine Properties

    31 Preakness Dr, Ocean Pnes, MD 21811
  • /31

    $375,000

    • 2 Beds
    • 2 Baths
    • 1,616 Sq Ft

    170 Windjammer Rd, Berlin, MD 21811

    Enjoy easy one-level living in this charming 2-bedroom, 2-bath rancher located in the sought-after community of Ocean Pines. The functional floor plan offers comfortable living spaces, abundant natural light, and low-maintenance living—perfect as a primary residence, vacation getaway, or investment property. Large deck with storage shed attached. Ocean Pines residents enjoy an exceptional

    Dawn Holloway Coldwell Banker Bud Church Realty,Inc.

    170 Windjammer Rd, Berlin, MD 21811
  • /91

    $2,250,000

    • 5 Beds
    • 7 Baths
    • 7,441 Sq Ft

    26 Leigh Dr, Berlin, MD 21811

    Experience breathtaking water views from this expansive three-level waterfront home designed for comfort, convenience, and entertaining. Featuring a private elevator, two garages, concrete driveway, and a whole-house generator, this property offers exceptional space for everyday living and hosting guests. The home has also undergone a complete exterior overhaul, including the installation of a

    Von Kirchhoff EXP Realty, LLC

    26 Leigh Dr, Berlin, MD 21811
  • /18

    $180,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    224 Timberline Cir, Berlin, MD 21811

    Welcome to White Horse Park ! Charming coastal cottage located in the sought-after White Horse Park community! This adorable 2-bedroom, 1 full bath home offers the perfect beach getaway retreat. Nestled on a private lot backing to trees, you’ll enjoy a peaceful setting with plenty of room to relax and unwind. The spacious deck is ideal for outdoor dining—perfect for enjoying steamed crabs after a

    Tracy Zell Long & Foster Real Estate, Inc.

    224 Timberline Cir, Berlin, MD 21811
  • /42

    $160,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 627 Sq Ft

    389 Seahawk Ln, Berlin, MD 21811

    OPEN SAT 05/09, 1:30-3:30!! MUST CHECK IN AT FRONT OFFICE RO ENTER THE PARK FOR OPEN HOUSE. ARE YOU KIDDING ME!! CHECK OUT THIS UNBELIEVABLE DEAL!! REDUCED!! Welcome to your perfect beach getaway in the amenity-packed community of White Horse Park! This well-maintained 2-bedroom, 1-bath home is located just 12 minutes from the beach and offers the rare opportunity to own both the home and the

    Billy Barr Keller Williams Realty Delmarva

    389 Seahawk Ln, Berlin, MD 21811
  • /23

    $335,000

    • Land
    • 9,147 Sq Ft
    • $1,595,238 per Acre

    392 Ocean Pkwy, Ocean Pnes, MD 21811

    Welcome to this beautiful waterfront lot in Ocean Pines Teal Bay Community. This pristine lot is available to Build your dream home on .21 acres with a bullhead. Cleared and ready for you to invest in the beach life and the great community of Ocean Pines. The community offers so many amenities for all ages and interests. You have the option to enjoy multiple pools, trails, parks, restaurants,

    Sandie Mattes Keller Williams Realty Delmarva

    392 Ocean Pkwy, Ocean Pnes, MD 21811
  • /2

    $499,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    72 Newport Dr, Berlin, MD 21811

    Professional photos and full remarks coming soon.

    Adam monico Coldwell Banker Realty

    72 Newport Dr, Berlin, MD 21811
  • /90

    $389,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    25 Rabbit Run Ln, Berlin, MD 21811

    With new improved pricing you can experience the ultimate beach lifestyle in this completely remodeled 3-bedroom, 2-bath coastal retreat loaded with over $142,000 in recent enhancements and upgrades. From the moment you enter, you’ll appreciate the stunning HDPA 3 patio sliding glass doors that fill the home with natural light and seamlessly connect indoor and outdoor living spaces. Cathedral

    Deborah Bennington Berkshire Hathaway HomeServices PenFed Realty - OP

    25 Rabbit Run Ln, Berlin, MD 21811
  • /7

    $391,000

    • Land
    • 12,196 Sq Ft
    • $1,396,429 per Acre

    100 Robin Hood Trail, Ocean Pines, MD 21811

    It's a rare gem to have a fully buildable .28 acre lot in the highly desired Sherwood Forest section of Ocean Pines -- and with some amazing views you have to see to believe! Public water and sewer access are ready for your new construction, and while awaiting move-in day, take time to familiarize yourself with the abundant amenities Ocean Pines offers. Plan your dream home today and take

    Donna Harrington Coldwell Banker Realty

    100 Robin Hood Trail, Ocean Pines, MD 21811
  • /25

    $449,000

    • 4 Beds
    • 3.5 Baths
    • 2,872 Sq Ft

    102 Hingham Ln Unit 27, Berlin, MD 21811

    Welcome to The Townes of Ocean Pines! With 4 bedrooms, 3 1⁄2 baths, a loft and recreation area this townhome has space for all to enjoy. On the main floor you will find a spacious primary bedroom with a large walk-in closet, an ensuite with a double sink vanity, soaking tub, separate shower and water closet. For your convenience, a powder room is located just to the left of the entryway. The

    Mike Foelber Rutherford Realty

    102 Hingham Ln Unit 27, Berlin, MD 21811
  • /64

    $649,899

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    32 Driftwood Ln, Berlin, MD 21811

    Amazing Waterfront 3-Bedroom, 2-Bath Cottage in Ocean Pines Resort! Experience waterfront living at its finest in this charming 3-bedroom, 2-bath cottage featuring an expansive bulkhead with room for both your boat and Jet Skis. Whether you're heading out for a day on the water or enjoying the peaceful views from home, this property offers the perfect coastal lifestyle. The oversized rear deck

    Carol Proctor Berkshire Hathaway HomeServices PenFed Realty

    32 Driftwood Ln, Berlin, MD 21811
  • /56

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,738 Sq Ft

    25 Seabreeze Rd, Berlin, MD 21811

    Welcome to 25 Seabreeze Road, an inviting three-bedroom, two bath home nestled in the amenity-rich community of Ocean Pines, where comfortable coastal living meets an exceptional lifestyle. With its Eichler-inspired mid-century modern influence, soaring wood-beamed cathedral ceilings, beautiful hardwood flooring, walls of glass, and a cozy wood-burning fireplace, this home offers architectural

    James Littlefield Northrop Realty

    25 Seabreeze Rd, Berlin, MD 21811
  • /66

    $512,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    42 Harpoon Rd, Berlin, MD 21811

    Beautifully maintained and gently used as a second home, this home offers nearly 1,700 square feet of comfortable living space in the amenity-filled community of Ocean Pines. Built in 2013 and situated on a generously sized 10,923-square-foot lot, the property enjoys a private wooded backyard setting. The open floor plan features cathedral ceilings, laminate flooring and a spacious kitchen with

    Cindy Poremski Berkshire Hathaway HomeServices PenFed Realty - OP

    42 Harpoon Rd, Berlin, MD 21811
  • /110

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    31 Driftwood Ln, Berlin, MD 21811

    Come Enjoy Coastal Living in the Sought-Out Community of Ocean Pines! This 3 Bedroom 2 Full Bath WATERFRONT move-in Ready Home shows pride of ownership and is waiting for you! Live the good life you have been waiting for! Boat Dock, Boat Lift, Detached Garage, Three Season porch, all conveniently located in the amenity strong community of Ocean Pines. Close distance to the Ocean City, Beach and

    Karen Oass Long & Foster Real Estate, Inc.

    31 Driftwood Ln, Berlin, MD 21811
  • /90

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 2,359 Sq Ft

    11029 Augusta Ln Unit 4, Berlin, MD 21811

    Welcome to 11029 Augusta Lane #4 in the prestigious River Run community, where golfing and boating come together along the scenic St. Martin River. Residents enjoy an 18-hole Gary Player championship golf course, a community marina with 36 boat slips, a kayak launch, a clubhouse/pro shop with a popular restaurant, an outdoor pool, a fitness center, tennis courts, and gorgeous grounds maintained

    Julie Woulfe ERA Martin Associates, Shamrock Division

    11029 Augusta Ln Unit 4, Berlin, MD 21811
  • /63

    $585,000

    Open Sun 1PM - 3PM $15K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,178 Sq Ft

    2 Crab Cay Ct, Berlin, MD 21811

    You MUST see this amazing property**Very large custom cape with dynamite water view**Sellers have improved every inch of this wonderful property**Sellers are using the upper level bedroom #2 as the primary suite**Main level primary bedroom & bath**Large side load garage**New patio and fence in rear**Office area in large upper level hallway**Some fresh paint**Some new appliances**Some new fixtures

    Kenneth Roche Berkshire Hathaway HomeServices PenFed Realty

    2 Crab Cay Ct, Berlin, MD 21811
  • /37

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,181 Sq Ft

    11421 Manklin Creek Rd Unit 1, Berlin, MD 21811

    Amazing opportunity to own a beautifully updated condo in the Meadows at Manklin Creek. Conveniently located just inside South Ocean Pines, close to restaurants, parks, pools and shopping center. Meticulously maintained and major upgrades throughout: new stainless kitchen appliances in 2019, LVP flooring in 2019, all new windows in 2022, new HVAC in 2022, hot water heater in 2026, tiled shower

    Jimbo Weismiller Keller Williams Realty Delmarva

    11421 Manklin Creek Rd Unit 1, Berlin, MD 21811
  • /81

    $325,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,571 Sq Ft

    2 Heron Isle Ct, Berlin, MD 21811

    Calling all investors! This 3-bedroom 2 bath Rancher with a one car garage and three season room is in need of some cosmetic updating but has excellent potential and is priced to sell! The Ocean Pines Community is located just minutes from Ocean City, Maryland and the BEACH! Ocean Pines Beach Club is right in the town of Ocean City direct Ocean front on 49th St. So, pack your beach bags, and

    Karen Oass Long & Foster Real Estate, Inc.

    2 Heron Isle Ct, Berlin, MD 21811
  • /46

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,302 Sq Ft

    22 Sailors Way, Berlin, MD 21811

    Welcome to 22 Sailors Way, a well-maintained one-level 3-bedroom, 2-bath home tucked away on a quiet cul-de-sac in the heart of Ocean Pines. Designed for easy living, this ranch-style home features cathedral ceilings, a spacious primary suite, Andersen windows, a wood-burning fireplace, and an oversized one-car garage. Freshly painted throughout with brand-new carpet in the bedrooms, this home is

    Amanda Harrington Bunting Realty, Inc.

    22 Sailors Way, Berlin, MD 21811
  • /56

    $680,000

    New Construction $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    6 Preakness Dr, Ocean Pines, MD 21811

    Welcome to 6 Preakness Drive, a stunning newly constructed coastal ranch in the highly desirable Triple Crown community of Ocean Pines, Berlin, Maryland. Built by respected local builder Del Mar Construction, this thoughtfully designed home offers approximately 2,200 +/- square feet of refined living space plus a spacious 518-square-foot attached garage. Step inside to an impressive open-concept

    Dale Hunter Bayside Realty

    6 Preakness Dr, Ocean Pines, MD 21811
  • /101

    $950,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 2,529 Sq Ft

    20 Fishing Creek Ln, Berlin, MD 21811

    Let the fireworks begin! Welcome to one of Ocean Pines' most spectacular waterfront offerings—a luxurious 4-bedroom, 3-bath direct bayfront townhome nestled within the prestigious gated community of Osprey Point. Perfectly positioned to capture sweeping panoramic bay views, breathtaking sunsets, and the glittering skyline of Ocean City, this exceptional residence offers a front-row seat to the

    Deborah Bennington Berkshire Hathaway HomeServices PenFed Realty - OP

    20 Fishing Creek Ln, Berlin, MD 21811
  • /50

    $399,900

    $28K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,944 Sq Ft

    50 Admiral Ave, Berlin, MD 21811

    New price , great value , and newer look .Expanded 600 sq. ft . addition brings the total finished square footage to 1944 estimated .Impeccable Ocean Pines Rambler with 3 / 4 possible bedrooms and 3 full baths .There are Brazilian hardwood floors main living area and they look great. The roof was replaced in 2018 and adds to the fine Curb Appeal. There is also a living room wood burning brick

    Michael Ray Sunshine Properties Inc.

    50 Admiral Ave, Berlin, MD 21811
  • /55

    $119,000

    • 2 Beds
    • 1.5 Baths
    • 665 Sq Ft

    18 Deep Sea Dr, Berlin, MD 21811

    Arguably the best opportunity in White horse Park! Priced to sell quickly. Fixer-upper or simply replace it's all about location. Literally steps from the boat docks and ramp. Along with the common amenities your HOA due cover water and sewer. Amenities include a large outdoor pool, playground, basketball court, crabbing / fishing pier, laundry facility, security, gated entries and much more.

    George Rines Coldwell Banker Realty

    18 Deep Sea Dr, Berlin, MD 21811
  • /93

    $1,100,000

    $225K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,350 Sq Ft

    8 Leslie Mews, Berlin, MD 21811

    Boaters & Beach Lovers Dream!!!"Terns Landing" Coastal Style Waterfront home with beach inspired elements! Prime location with easy access to the bay and beach, this property is the ideal retreat! Your vessel awaits you on your updated boat lift with effortless access to the bay at your back door. Ease and comfort abound as you cross the threshold of this stunning 3-bedroom (with room for a

    Sue Herrick RE/MAX Executive

    8 Leslie Mews, Berlin, MD 21811
  • /48

    $415,800

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    9 Yeoman Ct, Berlin, MD 21811

    Nestled in the charming Ocean Pines - Huntington community, this delightful ranch-style home offers a perfect blend of comfort and modern living. With a major renovation just completed, including new plumbing, HVAC and electrical-this residence is poised to become your dream sanctuary. Step inside to discover an inviting open floor plan adorned with luxury vinyl plank flooring throughout that

    Lasonya Snead Coldwell Banker Premier - Rehoboth

    9 Yeoman Ct, Berlin, MD 21811
  • /23

    $389,999

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,353 Sq Ft

    220 Ocean Pkwy, Berlin, MD 21811

    This inviting ranch-style home in the heart of Ocean Pines Resort offers the ideal combination of comfort, style, and convenience. Step inside to discover a bright, open floor plan featuring an updated kitchen and bathrooms. The home includes four spacious bedrooms and three full baths, with two bedrooms offering private en-suite bathrooms and a third full bath conveniently located off the

    Joan Russell Coldwell Banker Realty

    220 Ocean Pkwy, Berlin, MD 21811
  • /119

    $3,129,000

    $170K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,744 Sq Ft

    11640 Gum Point Rd, Berlin, MD 21811

    Nestled along the serene Turville Creek, this exquisite 5-bedroom, 4.5-bathroom residence offers a luxurious lifestyle defined by elegance and comfort, spanning over 4,400 square feet and situated on just under a 1 acre lot with No HOA. The expansive circular driveway leads to an oversized, fully Heated and Cooled garage, providing ample parking for guests and substantial storage space for all of

    Lauren Hudson Keller Williams Realty Delmarva

    11640 Gum Point Rd, Berlin, MD 21811
  • /5

    $119,900

    $15K PRICE DROP
    • Land
    • 9,147 Sq Ft
    • $570,952 per Acre

    1 Watergreen Ln, Ocean Pines, MD 21811

    Great Corner lot located in Ocean Pines, ready to build on, with views of the golf course. Ideally situated just one minute from the Ocean Pines Golf Club and golf course, this property is tucked away in a private, secluded enclave on a quiet street. Enjoy convenient access to the Ocean Pines amenities, including the boat ramp, swimming pools, marina, yacht club, and more. This is a rare

    Ed Balcerzak Berkshire Hathaway HomeServices PenFed Realty-WOC

    1 Watergreen Ln, Ocean Pines, MD 21811
  • /68

    $394,900

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    151 Sandyhook Rd, Berlin, MD 21811

    This exceptional one level home sits on an extra large corner lot, enhanced with gorgeously landscaped grounds! Two white gravel driveways offer lots of parking for cars or boats. There are 2 storage sheds (one with kayak storage), and plenty of room to add a garage. You will find luxury vinyl plank flooring and ceramic tile throughout. Stainless steel appliances, granite countertops, and an

    Cynthia Crockett Hileman Real Estate-Berlin

    151 Sandyhook Rd, Berlin, MD 21811
  • /39

    $680,000

    • Land
    • 25,264 Sq Ft
    • $1,172,414 per Acre

    Lot #191 Medinah Ln, Ocean Pines, MD 21811

    Some lots give you room to build. A small handfull give you a reason to stay.... forever. Lot #191 at River Run, is the latter of the two. Build...stay... and be impressed!Positioned directly on the St. Martin River inside one of the Eastern Shore’s most established and respected golf course communities, this is far more than just another vacant lot. It’s one of the premier waterfront

    Grant Fritschle Keller Williams Realty Delmarva

    Lot #191 Medinah Ln, Ocean Pines, MD 21811
  • /83

    $515,000

    Open Sat 10AM - 12PM $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,712 Sq Ft

    2 Moonraker Rd, Berlin, MD 21811

    Welcome to 2 Moonraker Rd, a bright, airy, and beautiful contemporary home in Ocean Pines with many recent upgrades, including a new HVAC system in 2026. Step inside to find a soaring two-story foyer and flowing LVP floors, just installed at the beginning of 2026. The two-story ceilings continue into the family room with abundundant windows, allowing plenty of natural light, and a gas fireplace

    Rhonda Frick Long & Foster Real Estate, Inc.

    2 Moonraker Rd, Berlin, MD 21811
  • /36

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    31 Footbridge Trail, Berlin, MD 21811

    All spruced up and ready to go! Fresh paint and new carpet throughout this 1 level contemporary coastal custom-built 3-bedroom 2 bath home in the community of Ocean Pines. Delightful 14 x 12 screened porch plus a 12 x 12 deck for enjoying the good life here at the beach. Spacious Primary bedroom with a vaulted ceiling has a walk-in-closet and access to the primary bath with a walk-in shower. 8x7

    Marlene Ott Berkshire Hathaway HomeServices PenFed Realty - OP

    31 Footbridge Trail, Berlin, MD 21811
  • /47

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,181 Sq Ft

    11421 Manklin Creek Rd Unit 4, Berlin, MD 21811

    Welcome home to Unit 4 in the 11421 Building of the Meadows at Manklin, the epitome of low-maintenance living located just inside of the South Gate entrance of Ocean Pines. This bright and airy 3 bedroom 2 full bathroom condo unit is just waiting for it's new owners to come and introduce themselves! With a ground-level entry, you'll walk inside, and then upstairs to an open concept floorplan, an

    William Brown EXP Realty, LLC

    11421 Manklin Creek Rd Unit 4, Berlin, MD 21811
  • /90

    $1,100,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,308 Sq Ft

    10 Stacy Ct, Berlin, MD 21811

    Exceptional waterfront living in sought-after Terns Landing, this elegantly updated 4-bedroom, 3.5-bath coastal residence offers refined interiors, generous gathering spaces, and direct deep-water access to the ocean with no Ocean Pines bridges to navigate.Offered furnished and move-in ready, this inviting waterfront retreat showcases an open floor plan enhanced by cathedral ceilings, three

    Steve Howse Berkshire Hathaway HomeServices PenFed Realty - OP

    10 Stacy Ct, Berlin, MD 21811
  • /4

    $414,900

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,672 Sq Ft

    262 Mumfords Landing Rd, Ocean Pines, MD 21811

    Rare End-Unit Gem in the Heart of Ocean Pines! This 3BR/2.5BA townhome in Mumford’s Woods offers the perfect blend of location and luxury. Steps from the Yacht Club and two community pools, the home features a desirable first-floor primary bedroom and a bright, open floor plan. Incredible outdoor living space includes a large screened porch plus a deck with an awning and a private hot tub.

    Donna Frankowski ERA Martin Associates, Shamrock Division

    262 Mumfords Landing Rd, Ocean Pines, MD 21811
  • /29

    $124,900

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 618 Sq Ft

    148 Ocean Oval Dr, Ocean Pines, MD 21811

    Awesome vacation get-away or second home! White Horse Park is a fantastic waterfront community that sits off the beaten path, yet just minutes to Ocean City! Boaters will love the option to have their boat, trailer or kayaks on-site for a small annual fee. Many other community amenities as well, including on-site management office, marina, outdoor pool, laundry facilities and separate community

    Jim Stephens EXP Realty, LLC

    148 Ocean Oval Dr, Ocean Pines, MD 21811
  • /85

    $949,990

    New Construction Open Sat 10AM - 1PM $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,317 Sq Ft

    11818 River Run Ln, Berlin, MD 21811

    Presenting an amazing Lot-Home Package in the waterfront community of River Run! Built by award-winning builder, Capstone Homes, this custom Hannah floor plan on lot 168 with golf course views will be the first of its kind. The Hannah is Capstone's modernized farmhouse floorplan and boasts an elegant two-story great room, first floor primary suite, office space, and a spacious kitchen layout

    Bradley Absher Keller Williams Realty

    11818 River Run Ln, Berlin, MD 21811
  • /67

    $535,000

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    11 Burr Hill Dr, Ocean Pines, MD 21811

    Buyer Contract fell Thru11 Burr Drive, is a meticulously cared-for home sold beautifully furnished and thoughtfully updated for effortless living. From the moment you arrive, the home’s inviting curb appeal captures your attention with beautifully landscaped grounds, a charming brick paver walkway, and brick steps leading to the welcoming entrance. Mature landscaping, an herb garden, and a

    Cindy DelZoppo Northrop Realty

    11 Burr Hill Dr, Ocean Pines, MD 21811

Showing Results 81 - 118, Page 3 of 3

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