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Ocean Pines, MD Homes for Sale

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  • /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
  • /72

    $725,900 New Construction

    • 5 Beds
    • 3 Baths
    • 2,442 Sq Ft

    31 Preakness Dr, Ocean Pnes, MD 21811

    Welcome to this Beautiful NEW Construction home in Triple Crown Community in Ocean Pines. Yes! 31 Preakness Dr. is ready for YOU!Discover the exquisite new construction by Country Wide Builders in the sought-after Triple Crown Community of Ocean Pines. This stunning home is designed with a harmonious blend of coastal elegance and modern luxury, offering an idyllic setting surrounded by the

    Sandie Mattes Keller Williams Realty Delmarva

    31 Preakness Dr, Ocean Pnes, MD 21811
  • /34

    $499,000

    • 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
  • /2

    $711,000 New Construction

    • 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
  • /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
  • /79

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,783 Sq Ft

    810 Ocean Pkwy, Berlin, MD 21811

    Charming 3-bedroom, 2-bath home, conveniently located just one mile inside South Ocean Pines! Surrounded by mature trees, this home offers privacy and a peaceful setting with a fully fenced backyard, spacious deck, and patio perfect for relaxing or entertaining. Major updates include a new roof and vinyl siding in 2024 and new HVAC in 2023, offering added value and peace of mind. Inside, you’ll

    Jimbo Weismiller Keller Williams Realty Delmarva

    810 Ocean Pkwy, Berlin, MD 21811
  • /80

    $670,000

    • 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
  • /16

    $499,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,671 Sq Ft

    Ashbrooke Plan at Windmill Creek, Berlin, MD 21811

    The Ashbrooke at Windmill Creek delivers the ease of main-level living with the flexibility today's homeowners crave. This thoughtfully designed single-family home features a private first-floor owner's suite, allowing you to enjoy everyday comfort while still offering space for guests, hobbies, or a home office. At the heart of the home, an open-concept layout connects the great room, dining

    Ryan Homes Builder
    10707 Windmill Creek Ln Unit 40159876, 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
  • /43

    $489,900

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft

    2102 Points Reach, Berlin, MD 21811

    *Sellers have already found their new home** Offering $10k seller concessions*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

    Brenda Moore Coldwell Banker Realty

    2102 Points Reach, Berlin, MD 21811
  • /3

    $975,000

    • Land
    • 14.87 Acres
    • $65,568 per Acre

    Lot 4A and 4B Stephen Decatur Hwy, Ocean Pines, MD 21811

    RARE OPPORTUNITY ALERT-This expansive waterfront estate property on Stephen Decatur Hwy (RT 611) in Berlin, Maryland includes two (2) independent buildable lots (lots 4A and 4B) with a combined size of 14.87 acres. No HOA restrictions. Horses allowed! Picturesque setting on Ayres Creek. Peaceful water, marsh, woods and farm views with boat access to the Atlantic Ocean. Pier and Boatlift in place.

    Jonathan Minerick Homecoin.com

    Lot 4A and 4B Stephen Decatur Hwy, Ocean Pines, MD 21811
  • /48

    $439,900

    • 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
  • /86

    $399,900

    • 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
  • /87

    $409,900

    • 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
  • /72

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft

    14 Trinity Place, Berlin, MD 21811

    Welcome to 14 Trinity Place. Located just inside South Ocean Pines at the end of a quiet cul de sac, this home features a spacious and functional layout with several living spaces and home offices. Step inside to the family style kitchen with great lighting and ample cabinet space. The kitchen was upgraded with stainless GE electric double oven range, LG side-by-side refrigerator and new

    Jimbo Weismiller Keller Williams Realty Delmarva

    14 Trinity Place, Berlin, MD 21811
  • /2

    $383,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 1,224 Sq Ft

    6 Fleet Ct, Berlin, MD 21811

    5‐bedroom, 2‐bathroom home located on a cul‐de‐sac in the desirable Ocean Pines community. Functional layout with access to sought‐after amenities including pools, marina, parks, and beach club—conveniently located near Ocean City.**More Details To Come**

    Rosezette Dennis Coldwell Banker Realty

    6 Fleet Ct, 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
  • /136

    $619,000

    • 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
  • /8

    $120,000

    • Land
    • 8,276 Sq Ft
    • $631,579 per Acre

    226 Charleston Rd, Berlin, MD 21811

    Beautiful, wooded lot with all the peace and tranquility that Whitetail Sanctuary provides. Almost 2500 sq ft of buildable area with plenty of green space surrounding the building envelope for privacy. Close to all the amenities Ocean Pines offers, including marinas, golf club, pools, Yacht Club, and Ocean Club facilities. Build that dream home you always wanted nestled in the woods and watch the

    Kevin Heselbach Engel & Völkers Ocean City

    226 Charleston Rd, Berlin, MD 21811
  • /45

    $374,900

    • 3 Beds
    • 2.5 Baths
    • 1,616 Sq Ft

    5 Little John Ct, Berlin, MD 21811

    Privacy awaits! Located on a cul-de-sac and backing to a scenic 28-acre wooded area, this Cape Cod/Contemporary-style home offers 3 bedrooms and 2.5 bathrooms with cathedral and vaulted ceilings throughout. Features include covered front and rear porches, a main-level primary suite with a walk-in closet and a full bath, a gas fireplace, and a spacious 1-car garage. Recent updates include newer

    Mike Mason Long & Foster Real Estate, Inc.

    5 Little John Ct, Berlin, MD 21811
  • /60

    $369,000

    • 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
  • /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
  • /2

    $700,000 New Construction

    • 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
  • /58

    $439,900

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /63

    $2,395,000

    • 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
  • /10

    $140,000

    • Land
    • 6,534 Sq Ft
    • $933,333 per Acre

    21 Alden Ct, Ocean Pines, MD 21811

    Welcome to 21 Alden Ct, a serene 0.15-acre lot tucked at the end of a peaceful cul-de-sac in the sought-after Ocean Pines community. This prime lot offers the rare benefit of waterfront access, providing the perfect backdrop to design and build your custom home. Situated within the vibrant Ocean Pines, this property grants you access to a wealth of top-notch amenities, including the Ocean Pines

    Broc Schmelyun Keller Williams Keystone Realty

    21 Alden Ct, Ocean Pines, MD 21811
  • /40

    $400,000

    • 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
  • /2

    $130,000

    • Land
    • 9,583 Sq Ft
    • $590,909 per Acre

    92 Ocean Pkwy, Ocean Pines, MD 21811

    Build your dream home in the sought-after community of Ocean Pines! This vacant lot offers the perfect opportunity to enjoy all the amenities this premier coastal community has to offer. Ocean Pines features an 18-hole championship golf course, marina and boat ramp, multiple outdoor pools, playgrounds, walking trails, and more. Residents also enjoy a beach club in Ocean City, just minutes away.

    Brandon Johnson ERA Martin Associates

    92 Ocean Pkwy, Ocean Pines, MD 21811
  • /39

    $650,000

    • 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
  • /3

    $175,000

    • Land
    • 10,018 Sq Ft
    • $760,870 per Acre

    8 Preakness Dr, Ocean Pines, MD 21811

    Lot 37 Triple Crown , 4 Preakness Road , Public Water/Sewer tap on Lot already , Build Now or Years from now , No time limits on Building & No Builder Tie ins , Backs up to an acre of open space /field

    GREG STEEN Steen Realty Inc

    8 Preakness Dr, Ocean Pines, MD 21811
  • /56

    $799,900

    • 4 Beds
    • 2 Baths
    • 1,632 Sq Ft

    11212 Gum Point Rd, Berlin, MD 21811

    Discover the perfect blend of peace, space, and convenience with this rare waterfront opportunity on Turville Creek. This versatile property features a charming single-family home, a detached garage, and a large warehouse offering endless possibilities for personal use, storage, or business potential. The home has been a rental and could use a little love and a personal touch, but it has great

    Kevin Decker Coastal Life Realty Group LLC

    11212 Gum Point Rd, 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
  • /31

    $355,000

    • 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
  • /34

    $433,500

    • 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

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