115

Ocean Pines, MD Homes for Sale with Pool

Section Image
  • 4 Preakness Dr, Ocean Pines, MD 21811
    4 Preakness Dr, Ocean Pines, MD 21811
    4 Preakness Dr, Ocean Pines, MD 21811
    /113

    $899,900

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,135 Sq Ft

    4 Preakness Dr, Ocean Pines, MD 21811

    This brand-new 5-bedroom, 3.5-bath coastal farmhouse blends modern luxury with timeless design. Thoughtfully crafted with premium finishes throughout, it features 9-foot ceilings, an 18-foot vaulted great room with a custom fireplace, built-ins, and an open floor plan perfect for entertaining and everyday living.The designer kitchen is truly the heart of the home. It showcases solid wood

    Bethany Drew Hileman Real Estate-Berlin

    4 Preakness Dr, Ocean Pines, MD 21811
  • 0 River Run Ln, Ocean Pines, MD 21811
    0 River Run Ln, Ocean Pines, MD 21811
    0 River Run Ln, Ocean Pines, MD 21811
    /4

    $985,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    0 River Run Ln, Ocean Pines, MD 21811

    NEW CUSTOM-BUILT HOME/LOT PACKAGE NOW AVAILABLE BY TWO DUDES BUILDERS! Visit this site and view location for a beautiful custom-built home in Coastal River Run Golf community near Ocean City, Ocean Pines & Berlin. This stunning two-level planned residence boasts an impressive 3,000 square feet of thoughtfully designed living space to create the home you have always wanted! Peaceful water views

    Sandy Dougan Berkshire Hathaway HomeServices PenFed Realty - OP

    0 River Run Ln, Ocean Pines, MD 21811
  • 8 Edgewood Dr, Berlin, MD 21811
    8 Edgewood Dr, Berlin, MD 21811
    8 Edgewood Dr, Berlin, MD 21811
    /34

    $499,000

    $50K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,272 Sq Ft

    8 Edgewood Dr, Berlin, MD 21811

    Beautifully maintained 5 bedroom, two-and-a-half-bath custom-built home ideally located near the North Gate entrance of Ocean Pines, offering both convenience and privacy. This home features a spacious and functional layout with a natural gas working fireplace that adds warmth and character to the main living area. The interior has been thoughtfully refreshed with the home painted with new carpet

    Katie Priestley Keller Williams Realty Delmarva

    8 Edgewood Dr, Berlin, MD 21811
  • 72 Boston Dr, Berlin, MD 21811
    72 Boston Dr, Berlin, MD 21811
    /2

    $711,000

    New Construction $13K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,767 Sq Ft

    72 Boston Dr, Berlin, MD 21811

    Anna Spann Coldwell Banker Realty

    72 Boston Dr, Berlin, MD 21811
  • 63 Drawbridge Rd, Berlin, MD 21811
    63 Drawbridge Rd, Berlin, MD 21811
    63 Drawbridge Rd, Berlin, MD 21811
    /102

    $499,000

    • 4 Beds
    • 3 Baths
    • 3,041 Sq Ft

    63 Drawbridge Rd, Berlin, MD 21811

    Nestled on a quiet cul-de-sac in the desirable community of Ocean Pines, this custom-built 4-bedroom, 3 full bath home offers a rare opportunity to enjoy golf course living at its finest. Perfectly positioned along the 4th hole of the prestigious Robert Trent Jones Golf Course, the property showcases sweeping fairway views and a serene setting.Designed with both comfort and functionality in mind,

    Deborah Bennington Berkshire Hathaway HomeServices PenFed Realty - OP

    63 Drawbridge Rd, Berlin, MD 21811
  • 1210 Carrollton Ln, Berlin, MD 21811
    1210 Carrollton Ln, Berlin, MD 21811
    1210 Carrollton Ln, Berlin, MD 21811
    /80

    $670,000

    $5K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,036 Sq Ft

    1210 Carrollton Ln, Berlin, MD 21811

    Welcome to 1210 Carrollton Lane, a beautifully maintained home in the desirable Colonial Village area of Ocean Pines, where timeless design meets modern updates. Curb appeal abounds with mature trees, a classic white picket fence, a paver driveway, brick walkways, and extensive hardscaping that enhances the beautifully landscaped backyard—an ideal retreat for outdoor living. Step inside to a

    Ann Buxbaum Northrop Realty

    1210 Carrollton Ln, Berlin, MD 21811
  • 11427 Manklin Creek Rd Unit 7, Berlin, MD 21811
    11427 Manklin Creek Rd Unit 7, Berlin, MD 21811
    11427 Manklin Creek Rd Unit 7, Berlin, MD 21811
    /42

    $299,000

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

    11427 Manklin Creek Rd Unit 7, Berlin, MD 21811

    Spacious first-floor condo located in the desirable Meadows section of Ocean Pines. This 3-bedroom, 2-bath home features an open floor plan with a well-equipped kitchen offering a pantry, center island, breakfast bar, and dining area that flows into the great room. The primary suite includes a private bath and walk-in closet. The second bedroom is generously sized and located near the full hall

    Sharon Fisher RE/MAX Advantage Realty

    11427 Manklin Creek Rd Unit 7, Berlin, MD 21811
  • 26 Burr Hill Dr, Ocean Pines, MD 21811
    26 Burr Hill Dr, Ocean Pines, MD 21811
    /2

    $434,500

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,758 Sq Ft

    26 Burr Hill Dr, Ocean Pines, MD 21811

    Sean Mccracken RE/MAX Eagle Realty

    26 Burr Hill Dr, Ocean Pines, MD 21811
  • 2102 Points Reach, Berlin, MD 21811
    2102 Points Reach, Berlin, MD 21811
    2102 Points Reach, Berlin, MD 21811
    /43

    $489,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    2102 Points Reach, Berlin, MD 21811

    Enjoy coastal living at its best in this beautifully maintained 3-bedroom, 2-bath condominium located in Points Reach, Berlin, MD, offering peaceful water views of the bay and surrounding canals. This light-filled residence features an open-concept living and dining area, perfect for everyday living or entertaining, with large windows and sliding glass doors that frame the serene waterfront

    Brenda Moore Coldwell Banker Realty

    2102 Points Reach, Berlin, MD 21811
  • 120 Robin Hood Trail, Berlin, MD 21811
    120 Robin Hood Trail, Berlin, MD 21811
    120 Robin Hood Trail, Berlin, MD 21811
    /48

    $429,900

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,402 Sq Ft

    120 Robin Hood Trail, Berlin, MD 21811

    Don't miss out on this incredible opportunity to own a piece of Ocean Pines paradise. With its unbeatable location, stunning design, and endless possibilities, this remodeled 4 bedroom, 2 bath home is the perfect haven for anyone looking to experience the best of coastal living. This home has a new architectural roof, new siding and shutters, high efficiency tilt in windows, new flooring

    Jenny Sheppard Sheppard Realty Inc

    120 Robin Hood Trail, Berlin, MD 21811
  • 37 Watertown Rd, Berlin, MD 21811
    37 Watertown Rd, Berlin, MD 21811
    37 Watertown Rd, Berlin, MD 21811
    /86

    $399,900

    $19K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,630 Sq Ft

    37 Watertown Rd, Berlin, MD 21811

    This stunning 4-bedroom, 2.5-bath contemporary single-family home offers the perfect blend of modern updates, open living spaces, and turnkey convenience in the sought-after community of Ocean Pines. Designed with an inviting open-concept layout, the home features a bright and airy living room with cathedral ceilings, skylights, and large windows that fill the space with natural light, along with

    Whitney Jarvis Coldwell Banker Realty

    37 Watertown Rd, Berlin, MD 21811
  • 29 Pinehurst Rd, Berlin, MD 21811
    29 Pinehurst Rd, Berlin, MD 21811
    29 Pinehurst Rd, Berlin, MD 21811
    /87

    $409,900

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,224 Sq Ft

    29 Pinehurst Rd, Berlin, MD 21811

    Welcome to 29 Pinehurst, a spacious and inviting 4–5 bedroom, 2-bath home designed for comfortable everyday living. A first-floor bedroom provides added flexibility for guests, a home office, or convenient main-level living. Upstairs, you’ll find 3–4 additional bedrooms, allowing you to configure the space to fit your needs—whether for sleeping, working, or hobbies.The open living room and

    Bethany Drew Hileman Real Estate-Berlin

    29 Pinehurst Rd, Berlin, MD 21811
  • 10909 Player Ln, Berlin, MD 21811
    10909 Player Ln, Berlin, MD 21811
    10909 Player Ln, Berlin, MD 21811
    /129

    $679,900

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    10909 Player Ln, Berlin, MD 21811

    Just minutes from the beaches of Ocean City, 10909 Player Lane offers the perfect blend of coastal living and peaceful golf course views in the sought-after River Run Golf Community. This beautifully updated four-bedroom, two-and-a-half-bath home features over 2,300 square feet of bright, comfortable living space overlooking the 16th green and a tranquil pond. Whether you are looking for a

    Chris Ouellet RE/MAX One

    10909 Player Ln, Berlin, MD 21811
  • 7 Jockey Ct, Berlin, MD 21811
    7 Jockey Ct, Berlin, MD 21811
    7 Jockey Ct, Berlin, MD 21811
    /4

    $785,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    7 Jockey Ct, Berlin, MD 21811

    Crafted by Ultimate Homes, LLC, "The Hunter II" is a masterfully designed 4-bedroom, 2.5-bath with den/office all in this sprawling rancher located in the prestigious new section of Triple Crown Estates in Ocean Pines. Blending timeless craftsmanship with refined modern finishes, this residence offers an elevated lifestyle just moments from the coast. Inspired Design. Exceptional Comfort, From

    Jenny Sheppard Sheppard Realty Inc

    7 Jockey Ct, Berlin, MD 21811
  • 414 Ocean Pkwy, Berlin, MD 21811
    414 Ocean Pkwy, Berlin, MD 21811
    414 Ocean Pkwy, Berlin, MD 21811
    /136

    $612,000

    $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,498 Sq Ft

    414 Ocean Pkwy, Berlin, MD 21811

    Welcome to waterfront living at its best in the sought-after Teal Bay section of Ocean Pines! This adorable, low-maintenance single-story home is perfectly positioned along a wide, lagoon-style canal—offering peaceful water views and easy boating access to the St Martin River and the back bays of Ocean City. Lovingly cared for by the same owners for 30 years, this 3-bedroom, 2-bath home is truly

    Julie Woulfe ERA Martin Associates, Shamrock Division

    414 Ocean Pkwy, Berlin, MD 21811
  • 2208 Points Reach, Berlin, MD 21811
    2208 Points Reach, Berlin, MD 21811
    2208 Points Reach, Berlin, MD 21811
    /83

    $520,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    2208 Points Reach, Berlin, MD 21811

    Welcome to recently renovated luxurious bayfront condo in the prestigious community of Points Reach in Ocean Pines! This stunning 3-bedroom, 2-bath one-level condominium offers breathtaking unobstructed bay views the moment you enter with an abundance of natural light! The custom finishes throughout, this exceptional home is designed to impress. Beautiful enhancements include stunning new LVP

    Deborah Bennington Berkshire Hathaway HomeServices PenFed Realty - OP

    2208 Points Reach, Berlin, MD 21811
  • 26 Castle Dr, Berlin, MD 21811
    26 Castle Dr, Berlin, MD 21811
    26 Castle Dr, Berlin, MD 21811
    /60

    $369,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    26 Castle Dr, Berlin, MD 21811

    Welcome to 26 Castle Drive in Ocean Pines — a beautifully renovated 3-bedroom, 2-bath home originally built in 1984 and thoughtfully updated from top to bottom. Listed at $379,000, this property offers peace of mind with major upgrades already completed, including a new roof, new siding, new windows and doors, new duct work. Inside, you’ll find fresh paint throughout, modern railings, a

    Shawn Kotwica Coldwell Banker Realty

    26 Castle Dr, Berlin, MD 21811
  • Lot #165 River Run Ln, Ocean Pines, MD 21811
    Lot #165 River Run Ln, Ocean Pines, MD 21811
    Lot #165 River Run Ln, Ocean Pines, MD 21811
    /42

    $249,000

    • Land
    • 14,374 Sq Ft
    • $754,545 per Acre

    Lot #165 River Run Ln, Ocean Pines, MD 21811

    Lot #165 – River Run, Berlin, Maryland -A Rare Opportunity to Build in One of the Eastern Shore’s Most Coveted Golf Communities.Just Released - Lot #165 in River Run, a pristine new homesite in one of the most desirable and well-preserved golf course communities on Maryland’s Eastern Shore. Never before offered for public sale, this exceptional lot represents a rare opportunity to secure

    Grant Fritschle Keller Williams Realty Delmarva

    Lot #165 River Run Ln, Ocean Pines, MD 21811
  • 5 Seattle Slew Ln, Berlin, MD 21811
    5 Seattle Slew Ln, Berlin, MD 21811
    /2

    $700,000

    New Construction Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,103 Sq Ft

    5 Seattle Slew Ln, Berlin, MD 21811

    (Professional photos coming soon) Welcome to 5 Seattle Slew Lane, a newly constructed coastal rancher in the highly sought-after Triple Crown community of Ocean Pines, Berlin, Maryland. Another quality home built by local builder Del Mar Construction, this 4-bedroom, 2.5-bath residence offers approximately 2,200 square feet of thoughtfully designed living space, blending modern style with

    Dale Hunter Bayside Realty

    5 Seattle Slew Ln, Berlin, MD 21811
  • 1258 Ocean Pkwy, Berlin, MD 21811
    1258 Ocean Pkwy, Berlin, MD 21811
    1258 Ocean Pkwy, Berlin, MD 21811
    /58

    $439,900

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,230 Sq Ft

    1258 Ocean Pkwy, Berlin, MD 21811

    Great 4-bedroom, 3-bathroom home in Ocean Pines is an ideal choice for a primary residence, vacation getaway, or high-yield rental property. Spanning 2,230 square feet, the home features two separate living areas designed for large families or group entertaining. Key Renovations & Upgrades in 2021 include granite countertops, custom tile backsplash, and stainless steel appliances (including a new

    Jenny Sheppard Sheppard Realty Inc

    1258 Ocean Pkwy, Berlin, MD 21811
  • 18 Southwind Ct, Berlin, MD 21811
    18 Southwind Ct, Berlin, MD 21811
    18 Southwind Ct, Berlin, MD 21811
    /32

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft

    18 Southwind Ct, Berlin, MD 21811

    3 bedroom, 2 bathroom rancher nestled in a cul de sac in Ocean Pines Community. Gas fireplace, skylight, enclosed rear porch, Laundry room, over sized one car garage. Primary bedroom and primary bathroom. This property is a Fannie Mae Homepath property.

    LaVon Adkins ERA Martin Associates

    18 Southwind Ct, Berlin, MD 21811
  • 12021 River Run Ln, Berlin, MD 21811
    12021 River Run Ln, Berlin, MD 21811
    12021 River Run Ln, Berlin, MD 21811
    /7

    $1,249,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,268 Sq Ft

    12021 River Run Ln, Berlin, MD 21811

    Take a drive thru the prestigious Golf community of River Run into the newer section in rear- Two Dudes building a stunning new custom home to be completed by early May. Nestled within the highly sought-after waterfront lots of River Run, this spacious residence boasts 5 bedrooms and 3.5 baths. Thoughtfully designed over two levels, with the luxurious master suite conveniently located on the

    Sandy Dougan Berkshire Hathaway HomeServices PenFed Realty - OP

    12021 River Run Ln, Berlin, MD 21811
  • 10 Jockey Ct, Ocean Pines, MD 21811
    10 Jockey Ct, Ocean Pines, MD 21811
    10 Jockey Ct, Ocean Pines, MD 21811
    /25

    $849,900

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,457 Sq Ft

    10 Jockey Ct, Ocean Pines, MD 21811

    Brand new construction almost near completion - just in time for the summer season! This impressive home offers over 3,400 square feet of living space with 5 bedrooms, 3.5 baths, and a bonus room, providing exceptional flexibility for today’s lifestyle. Located on a quiet cul-de-sac in Triple Crown Estates, a community known for its larger lot sizes, this property features a generous 125’ x 100’

    Cindy Poremski Berkshire Hathaway HomeServices PenFed Realty - OP

    10 Jockey Ct, Ocean Pines, MD 21811
  • 6 Heron Isle Ct, Berlin, MD 21811
    6 Heron Isle Ct, Berlin, MD 21811
    6 Heron Isle Ct, Berlin, MD 21811
    /39

    $710,000

    • 4 Beds
    • 2.5 Baths
    • 3,002 Sq Ft

    6 Heron Isle Ct, Berlin, MD 21811

    This pristine home located in Wood Duck Isle I is perfect for entertaining or large family, offering the ideal blend of comfort, style, and location. The meticulously landscaped front yard features a tranquil koi pond, while the backyard showcases beautiful hardscaping, a charming gazebo, and serene views of Manklin Creek from the patio. Enjoy direct access to Wood Duck Park, where you can kayak,

    Celeste Dodson Berkshire Hathaway HomeServices PenFed Realty-WOC

    6 Heron Isle Ct, Berlin, MD 21811
  • 16 Juniper Ct, Berlin, MD 21811
    16 Juniper Ct, Berlin, MD 21811
    16 Juniper Ct, Berlin, MD 21811
    /44

    $395,900

    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft

    16 Juniper Ct, Berlin, MD 21811

    Charming 3 bedroom, 2 bath home nestled on a quiet cul-de-sac in the desirable Ocean Pines community. Offering 1,300 sq ft of living space, this well-maintained property features a comfortable and functional layout ideal for year-round living or a coastal getaway. The home includes a bright kitchen with a convenient center island and a spacious pantry, providing ample storage and workspace. A

    Terri Moran Coldwell Banker Realty

    16 Juniper Ct, Berlin, MD 21811
  • 61 Abbyshire Rd, Berlin, MD 21811
    61 Abbyshire Rd, Berlin, MD 21811
    61 Abbyshire Rd, Berlin, MD 21811
    /40

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    61 Abbyshire Rd, Berlin, MD 21811

    Spacious and open floor plan designed for easy living and effortless entertaining . This inviting home features 3 generously sized bedrooms and 2 full baths * Sliding glass doors open to a large screened porch * The charming front porch is perfect for enjoying your morning coffee or relaxing in the evenings with your favorite beverage * Central Heat /AC for year round comfort * Abundant closet

    Grace Masten Sea Grace @ North Beach Realtors

    61 Abbyshire Rd, Berlin, MD 21811
  • 36 Leigh Dr, Berlin, MD 21811
    36 Leigh Dr, Berlin, MD 21811
    36 Leigh Dr, Berlin, MD 21811
    /63

    $2,395,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq Ft

    36 Leigh Dr, Berlin, MD 21811

    The opportunity to own the premier property in Ocean Pines comes around only once in a blue moon. Situated on a point lot on Leigh Drive with the most unobstructed views in the Tern’s Landing neighborhood. The 3 level Mediterranean masterpiece has been tastefully curated blending elevated style, design, and architecture. Privately nestled at the end of a cul-de-sac, this 4-bedroom home promotes

    Dylan Markward Coldwell Banker Realty

    36 Leigh Dr, Berlin, MD 21811
  • Lot #180 River Run Ln, Ocean Pines, MD 21811
    Lot #180 River Run Ln, Ocean Pines, MD 21811
    Lot #180 River Run Ln, Ocean Pines, MD 21811
    /40

    $400,000

    $75K PRICE INCREASE
    • Land
    • 21,780 Sq Ft
    • $800,000 per Acre

    Lot #180 River Run Ln, Ocean Pines, MD 21811

    Welcome to Lot 180, an extraordinary new offering in the exclusive River Run community in Berlin, Maryland. This is one of the few remaining waterfront lots in the entire community—and certainly one of the finest. Perfectly positioned along the tranquil banks of the St. Martin River, Lot 180 boasts serene water views, easy access for launching kayaks or paddleboards, and a peaceful, natural

    Grant Fritschle Keller Williams Realty Delmarva

    Lot #180 River Run Ln, Ocean Pines, MD 21811
  • 5 Falcon Bridge Rd, Berlin, MD 21811
    5 Falcon Bridge Rd, Berlin, MD 21811
    /2

    $422,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    5 Falcon Bridge Rd, Berlin, MD 21811

    Welcome to this charming golf course home located in the wonderful community of Ocean Pines! This spacious three-bedroom, two-bathroom property offers the perfect opportunity for a primary residence, vacation getaway, or investment property. The remodeled kitchen and updated bathroom add modern touches and make this home move-in ready. Enjoy beautiful golf course views along with plenty of

    Jennifer Kukel Keller Williams Realty Delmarva

    5 Falcon Bridge Rd, Berlin, MD 21811
  • 28 Salt Spray Dr, Berlin, MD 21811
    28 Salt Spray Dr, Berlin, MD 21811
    28 Salt Spray Dr, Berlin, MD 21811
    /52

    $158,000

    Coming Soon
    • 2 Beds
    • 1 Bath
    • 708 Sq Ft

    28 Salt Spray Dr, Berlin, MD 21811

    Welcome to White Horse Park — UNBELIEVABLE!! one of the area’s most affordable and amenity-rich coastal getaway communities! This great beach house offers the rare opportunity to own both the home and the land — no ground rent! Featuring 2 bedrooms and 1 bath, this fully furnished property is move-in ready!!Enjoy peaceful river views from the back deck and relax knowing the newer addition was

    Billy Barr Keller Williams Realty Delmarva

    28 Salt Spray Dr, Berlin, MD 21811
  • Lot #192 Medinah Ln, Berlin, MD 21811
    Lot #192 Medinah Ln, Berlin, MD 21811
    Lot #192 Medinah Ln, Berlin, MD 21811
    /39

    $650,000

    $51K PRICE INCREASE
    • Land
    • 25,264 Sq Ft
    • $1,120,690 per Acre

    Lot #192 Medinah Ln, Berlin, MD 21811

    A true showcase among the newly released home sites in the highly sought-after River Run community in Berlin, Maryland. This is not just another lot—it’s one of the premier waterfront parcels in the entire neighborhood, offering an unparalleled combination of location, view, and lifestyle. With sweeping, unobstructed vistas of the St. Martin River, proximity to the clubhouse and amenities, and

    Grant Fritschle Keller Williams Realty Delmarva

    Lot #192 Medinah Ln, Berlin, MD 21811
  • 23 Harlan Trace, Berlin, MD 21811
    23 Harlan Trace, Berlin, MD 21811
    23 Harlan Trace, Berlin, MD 21811
    /55

    $1,560,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 4,440 Sq Ft

    23 Harlan Trace, Berlin, MD 21811

    single family home in ocean pines community, waterfront with a extra wide canal, minutes to the bay. Stone front with a large circular driveway. Landscaped with a fish pond with running water features. Community has 5 swimming pools, golf course, Yacht club and restaurant, golf club house. Ocean pines has its own police and fire departments. Close to great medical facilities.

    Augusto Arostegui NBI Realty, LLC

    23 Harlan Trace, Berlin, MD 21811
  • 32 Whaler Ln, Berlin, MD 21811
    32 Whaler Ln, Berlin, MD 21811
    32 Whaler Ln, Berlin, MD 21811
    /50

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    32 Whaler Ln, Berlin, MD 21811

    Welcome to this charming 3-bedroom, 2-bath home in the heart of Ocean Pines, sitting well back from the road and surrounded by natural beauty! Gently used as a vacation home by the owner for many years, this property has been very well maintained, with service contracts on all major systems for peace of mind. A new roof was added in 2019, newer windows providing efficiency and comfort, newer

    Julie Woulfe ERA Martin Associates, Shamrock Division

    32 Whaler Ln, Berlin, MD 21811
  • 92 High Sheriff Trail, Berlin, MD 21811
    92 High Sheriff Trail, Berlin, MD 21811
    92 High Sheriff Trail, Berlin, MD 21811
    /31

    $345,900

    $34K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,342 Sq Ft

    92 High Sheriff Trail, Berlin, MD 21811

    WELCOME HOME... this might just be THE BEST BUY IN OCEAN PINES RIGHT NOW!Set on a QUIET, spacious 1⁄4-acre CORNER LOT in the stylish community of Ocean Pines, this comfortable single-level home checks all the boxes! Offering 3 bedrooms and 2 baths, plus an oversized separate 11⁄2-car garage—perfect for your beach toys, jet skis, workshop, motorcycle, or even that classic car you’ve been

    Craig Hyatt Coldwell Banker Realty

    92 High Sheriff Trail, Berlin, MD 21811
  • 4 Fantail Ct, Berlin, MD 21811
    4 Fantail Ct, Berlin, MD 21811
    4 Fantail Ct, Berlin, MD 21811
    /34

    $433,500

    $16K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,766 Sq Ft

    4 Fantail Ct, Berlin, MD 21811

    SIMPLY BEAUTIFUL! AND NOW A NEW PRICE!! If you are looking for the ultimate in privacy, value, comfort and gracious living, this home is for you. Whether it's your primary nest or weekend retreat, everything you need is here. There's a lovely gracious interior with a vaulted ceiling in the living area, 4 bedrooms for plenty of sleeping space and a wonderful Florida Room plus a screened porch

    Marlene Ott Berkshire Hathaway HomeServices PenFed Realty - OP

    4 Fantail Ct, Berlin, MD 21811
  • 70 Capetown Rd, Berlin, MD 21811
    70 Capetown Rd, Berlin, MD 21811
    70 Capetown Rd, Berlin, MD 21811
    /50

    $459,000

    • 4 Beds
    • 3 Baths
    • 2,894 Sq Ft

    70 Capetown Rd, Berlin, MD 21811

    If you are looking for space, you’ve found it in this home nestled on a serene wooded lot in Ocean Pines! At nearly 2,900 square feet, this two-story house features 4 bedrooms, 3 full baths, a 2-car garage, and a versatile sunroom. The bright and airy living space boasts soaring ceilings and tons of windows that allow natural light to fill the inside. The thoughtfully designed floorplan includes

    Tom Polcari Atlantic Shores Sotheby's International Realty

    70 Capetown Rd, Berlin, MD 21811
  • 72 Boston Dr, Berlin, MD 21811
    72 Boston Dr, Berlin, MD 21811
    72 Boston Dr, Berlin, MD 21811
    /25

    $269,000

    • Land
    • 7,840 Sq Ft
    • $1,494,444 per Acre

    72 Boston Dr, Berlin, MD 21811

    Design and build your custom coastal retreat on this rare 0.18-acre waterfront lot offering expansive views of peaceful Manklin Creek. Nestled on Boston Drive in the sought-after Ocean Pines community, this homesite promises privacy and tranquility with unspoiled nature views and minimal development across the creek, a true luxury along the coast. Enjoy the best of coastal living with Ocean

    Anna Spann Coldwell Banker Realty

    72 Boston Dr, Berlin, MD 21811
  • 19 Duck Cove Cir, Berlin, MD 21811
    19 Duck Cove Cir, Berlin, MD 21811
    19 Duck Cove Cir, Berlin, MD 21811
    /82

    $1,159,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,249 Sq Ft

    19 Duck Cove Cir, Berlin, MD 21811

    Comfort, privacy, and waterfront living come together in this fully renovated three-level contemporary home, ideally positioned along one of the quietest canals in Ocean Pines with direct access to the bay and beaches of Ocean City. Offering 4 bedrooms, 3.5 baths, and approximately 3,250 square feet, this exceptional residence has been thoughtfully updated to provide the perfect blend of coastal

    Ryan Haley Atlantic Shores Sotheby's International Realty

    19 Duck Cove Cir, Berlin, MD 21811
  • 1465 Ocean Pkwy, Berlin, MD 21811
    1465 Ocean Pkwy, Berlin, MD 21811
    1465 Ocean Pkwy, Berlin, MD 21811
    /67

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,684 Sq Ft

    1465 Ocean Pkwy, Berlin, MD 21811

    Move right in to this beautifully renovated 4-bedroom, 2.5-bath home offering over 2,600 square feet of comfortable living space on a spacious corner lot. Recent upgrades include a brand-new roof, new HVAC systems, luxury vinyl plank flooring, updated lighting, fresh paint, and stylish new bathroom vanities throughout. The kitchen features gorgeous quartz countertops, stainless steel appliances,

    Bethany Drew Hileman Real Estate-Berlin

    1465 Ocean Pkwy, Berlin, MD 21811
  • Lot #78 Muirfield Ln, Ocean Pines, MD 21811
    Lot #78 Muirfield Ln, Ocean Pines, MD 21811
    Lot #78 Muirfield Ln, Ocean Pines, MD 21811
    /47

    $259,900

    • Land
    • 16,552 Sq Ft
    • $683,947 per Acre

    Lot #78 Muirfield Ln, Ocean Pines, MD 21811

    Incredible Opportunity in River Run! Discover this exceptional 16,414 sq. ft. homesite overlooking a tranquil pond in the prestigious, gated River Run community. Offering beautiful water views, this property is already enhanced with a smokeless fire pit area - complete with chairs that convey - as well as lawn irrigation and electric in place. Build your dream home with the builder of your

    Cindy Poremski Berkshire Hathaway HomeServices PenFed Realty - OP

    Lot #78 Muirfield Ln, Ocean Pines, MD 21811

Showing Results 41 - 80, Page 2 of 3

Maryland Worcester County Ocean Pines

Homes for Sale with Pool in Ocean Pines, MD

How to Buy a Home How to Finance a Home How to Sell a Home

In Ocean Pines, there are currently 115 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Ocean Pines, MD and discover your ideal residence.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group