10,403

Ocean Pines, MD Homes

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  • /25

    $500,000

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft

    1 Windward Ct, Berlin, MD 21811

    Welcome to 1 Windward Ct, Ocean Pines, MD – where waterfront living meets unmatched community amenities! This charming split-level home boasts 3 bedrooms, 3 full baths, and 1,728 square feet of thoughtfully designed living space. The large living room has strong natural light, while the kitchen offers a serene view of the water out back – perfect for savoring the moments while cooking and

    Broc Schmelyun Keller Williams Keystone Realty

    1 Windward Ct, Berlin, MD 21811
  • /66

    $444,000 Sold May 30, 2025

    • 2,033 Sq Ft
    • $218/SF
    • 2 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2005

    8 Chatham Ct, Berlin, MD 21811

    This 3 bedroom, 3 full bath single family home is located in The Parke, a 55 plus community in Ocean Pines MD. This two story home features a first floor primary en suite bedroom with an oversized bathroom. The living area features an open floor plan with a family room, updated kitchen, and a sun-room which shares a double sided fireplace with the family room. A formal living room, separate

    J.D. Wells Berkshire Hathaway HomeServices PenFed Realty

    8 Chatham Ct, Berlin, MD 21811
    • /69

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 748 Sq Ft

      7 Deep Sea Dr, Berlin, MD 21811

      7 Deep Sea Dr, Berlin, MD 21811
  • /56

    $499,900 Pending

    • 5 Beds
    • 4 Baths
    • 3,047 Sq Ft

    26 Alden Ct, Berlin, MD 21811

    Charming 5-Bedroom Retreat on the Water in Ocean PinesWelcome to 26 Alden Court, a spacious and versatile waterfront home tucked away inside the desirable South Gate of Ocean Pines. Perfectly positioned at the end of a peaceful cul-de-sac, this 5-bedroom, 4-bathroom property sits on an oversized lot and offers the rare combination of space, privacy, and natural beauty—making it ideal for

    Grant Fritschle Keller Williams Realty Delmarva

    26 Alden Ct, Berlin, MD 21811
  • /85

    $388,900 Sold May 30, 2025

    • 1,280 Sq Ft
    • $304/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    26 Gatehouse Trail, Berlin, MD 21811

    Welcome to this well-maintained 3-bedroom, 2-bathroom ranch-style home nestled in the heart of Ocean Pines! Designed with a split-bedroom floor plan for added privacy, this home offers functionality, updates, and plenty of charm. Step into a bright and open living area featuring laminate flooring, a cozy layout, and a seamless flow into the dining and kitchen spaces. The kitchen is a equipped

    Bethany Drew Hileman Real Estate-Berlin

    26 Gatehouse Trail, Berlin, MD 21811
    • /44

      Est $459,619 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,500 Sq Ft

      27 Harbormist Cir, Berlin, MD 21811

      27 Harbormist Cir, Berlin, MD 21811
  • /5

    $449,750 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,059 Sq Ft

    13121 Fancourt Ln Unit 150, Berlin, MD 21811

    Welcome to River Run, an amenity-rich golf course community nestled along the Shingle Landing Prong in Berlin, Maryland—just minutes from Ocean City! This spacious 4-bedroom, 3-bath townhome features a detached 1-car garage and a rare oversized second-story loft, ideal for guests, a home office, or recreation space. Inside, enjoy a bright, open layout with plenty of natural light, generously

    Erik Windrow Keller Williams Realty

    13121 Fancourt Ln Unit 150, Berlin, MD 21811
  • /49

    $445,000 Sold May 30, 2025

    • 1,750 Sq Ft
    • $254/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    216 Ocean Pkwy, Berlin, MD 21811

    Welcome to 216 Ocean Parkway, Berlin, MD Experience the charm of this beautifully renovated single-family home, nestled in the desirable Ocean Pines community. With three spacious bedrooms, two elegantly tiled full baths, and a wealth of modern upgrades, this property offers comfort, style, and convenience.Highlights of This Stunning Home:Completely Renovated in 2021: Every detail has been

    Shelley Mastro RE/MAX Real Estate Connections

    216 Ocean Pkwy, Berlin, MD 21811
    • /54

      Est $378,705 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,290 Sq Ft

      82 Windjammer Rd, Berlin, MD 21811

      82 Windjammer Rd, Berlin, MD 21811
  • /5

    $467,500 New Construction

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    24 Admiral Ave, Ocean Pines, MD 21811

    NEW CONSTRUCTION just minutes from OP's north gate entrance.This new one level, 3 bedroom 2 bath home features an attached garage, large living room with cathedral ceilings, covered front porch and am additional 16x12 rear screened-room .Plan for your mid-July move-in!

    Roger Sansom ERA Martin Associates

    24 Admiral Ave, Ocean Pines, MD 21811
  • /61

    $457,500 Sold May 30, 2025

    • 2,631 Sq Ft
    • $174/SF
    • 141 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2005

    22 Chatham Ct, Berlin, MD 21811

    MOTIVATED SELLER ALL REASONABLE OFFERS WILL BE CONSIDERED ! MAJOR PRICE ADJUSTMENT! Discover this stunning Royal Tern model home featuring four spacious bedrooms and three bathrooms. Located in a vibrant 55+ community The Parke at Ocean Pines just minutes away from the beautiful beaches of Ocean City. Enjoy the grandeur of cathedral ceilings and a skylight that brightens the living space.

    Deborah Bennington Berkshire Hathaway HomeServices PenFed Realty - OP

    22 Chatham Ct, Berlin, MD 21811
    • /35

      Est $722,082 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,953 Sq Ft

      1503 Paca Ct, Berlin, MD 21811

      1503 Paca Ct, Berlin, MD 21811
  • /76

    $469,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    26 Capetown Rd, Berlin, MD 21811

    This stunning 3-bedroom home is nestled on a beautifully landscaped lot in the heart of Ocean Pines, offering privacy, comfort, and style. The fenced-in rear yard and sun-filled enclosed sunroom provide a perfect retreat, while plantation shutters and upscale furnishings throughout make this home completely turn-key—just move right in! Sold fully furnished with a few exclusions. New cedar

    Whitney Jarvis Coldwell Banker Realty

    26 Capetown Rd, Berlin, MD 21811
  • /118

    $875,000 Sold May 29, 2025

    • 2,116 Sq Ft
    • $414/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    16 Windjammer Rd, Berlin, MD 21811

    Seeking a WATERFRONT DREAM in the sought-out Ocean Pines Community, look no further! This one-of-a-kind, WATER FRONT features endless WATERFRONT views, enhanced with boat dock! So, enjoy boat access just minutes to the bay. This Stunning GEM offers three bedrooms, and two full bathrooms, and a half bathroom. This one is ready to enjoy! Immaculate, well kept and shows pride of ownership. The

    Karen Oass Long & Foster Real Estate, Inc.

    16 Windjammer Rd, Berlin, MD 21811
    • /27

      Est $139,081 Not Listed For Sale

      1303 Mchenry Ct, Berlin, MD 21811

      1303 Mchenry Ct, Berlin, MD 21811
  • /62

    $485,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 2,184 Sq Ft

    8 Candytuft Ln, Berlin, MD 21811

    Welcome to this stunning 5-bedroom, 3-bathroom contemporary home that perfectly blends modern comfort with thoughtful design. Boasting an expansive layout, this home offers plenty of space for your family to grow, gather, and relax.Step into the inviting family room where cathedral ceilings and skylights flood the space with natural light, creating an airy, open feel. A dedicated dining room and

    Margo Sarbanes Berkshire Hathaway HomeServices PenFed Realty - OP

    8 Candytuft Ln, Berlin, MD 21811
  • /57

    $867,060 Sold May 29, 2025

    • 2,332 Sq Ft
    • $372/SF
    • 2 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2018

    518 Tidewater Cove, Ocean Pines, MD 21811

    Gorgeous, immaculately kept home nestled in a private cul-de-sac in the exclusive "Point" section of Ocean Pines. This FULLY FURNISHED home boasts an open floor plan with 9 FOOT CEILINGS . The spacious living room, dining room and kitchen create a concept perfect for living and entertaining. The screened in porch offers private space for morning coffee and reading as well as afternoon and

    Vicki Miller Sheppard Realty Inc (I)

    518 Tidewater Cove, Ocean Pines, MD 21811
    • /7

      Est $725,308 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,706 Sq Ft

      1205 Carrollton Ln, Berlin, MD 21811

      1205 Carrollton Ln, Berlin, MD 21811
  • /49

    $469,900 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,496 Sq Ft

    46 White Sail Cir, Berlin, MD 21811

    Welcome to 46 White Sail Circle in Ocean Pines! This well-maintained 4-bedroom, 2-bathroom home is set in a peaceful location and offers beautiful views of the St. Martins Neck River from both levels.Step outside to enjoy brand new decks on the upper and lower levels, perfect for relaxing or entertaining while taking in the peaceful water views. Inside, the home features a functional layout with

    Ashley Brosnahan Long & Foster Real Estate, Inc.

    46 White Sail Cir, Berlin, MD 21811
  • /31

    $699,900 Sold May 23, 2025

    • 3,060 Sq Ft
    • $229/SF
    • 18 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2018

    1308 Mchenry Ct, Berlin, MD 21811

    Stunning 5-Bedroom, 3.5-Bath Home in Colonial Village – A Premier Ocean Pines Property!Welcome to your dream home in the highly sought-after neighborhood of Colonial Village, nestled within the prestigious Ocean Pines Community. Built in 2018, this immaculate 5-bedroom, 3.5-bath residence offers modern elegance, spacious living, and a prime location on a peaceful cul-de-sac. Whether you’re

    Shawn Kotwica Coldwell Banker Realty

    1308 Mchenry Ct, Berlin, MD 21811
    • /65

      Est $710,461 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,000 Sq Ft

      1227 Carrollton Ln, Berlin, MD 21811

      1227 Carrollton Ln, Berlin, MD 21811
  • /2

    $339,900 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,115 Sq Ft

    56 Quarter Staff Place, Berlin, MD 21811

    Welcome to this well-maintained 3-bedroom, 2-bath contemporary home featuring an open floor plan and soaring cathedral ceilings. Luxury vinyl plank flooring was installed throughout in 2020, creating a seamless and modern look. The spacious living and dining areas flow effortlessly; ideal for both everyday living and entertaining. Enjoy peace of mind with major updates already completed,

    Bethany Drew Hileman Real Estate-Berlin

    56 Quarter Staff Place, Berlin, MD 21811
  • /64

    $350,000 Sold May 23, 2025

    • 1,034 Sq Ft
    • $338/SF
    • 93 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1983

    602 Ocean Pkwy, Berlin, MD 21811

    Discover Your Dream Home in Ocean Pines! Welcome to your serene oasis! This charming property features four spacious bedrooms and two modern baths, perfectly designed for comfort and style. Nestled in the beautiful community of Ocean Pines, you'll enjoy the tranquility of suburban living while being just steps away from the kayak launch and park. Imagine relaxing in your large flat and private

    Chantal Apple Engel & Völkers Ocean City

    602 Ocean Pkwy, Berlin, MD 21811
    • /4

      Est $442,426 Not Listed For Sale

      102 Port Arthur Ct, Berlin, MD 21811

      102 Port Arthur Ct, Berlin, MD 21811
  • /77

    $1,165,000 Open Fri 4PM - 6PM

    • 3 Beds
    • 3.5 Baths
    • 2,732 Sq Ft

    7 Widows Watch Ct, Berlin, MD 21811

    Spacious Waterfront Home with Private Boat Slip in Ocean Pines!Welcome to this beautifully maintained 3-bedroom, 3-bath waterfront gem offering space, comfort, and stunning canal views. Ideally located in amenity-rich Ocean Pines, this home includes its own private boat slip—perfect for boating, crabbing, or simply enjoying the peaceful waterfront lifestyle.The main level features a

    Sherry Thens Coldwell Banker Realty

    7 Widows Watch Ct, Berlin, MD 21811
  • /79

    $689,000 Sold May 23, 2025

    • 3,708 Sq Ft
    • $186/SF
    • 217 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    108 Parkside Cir, Ocean Pines, MD 21811

    Located in the Point neighborhood in Ocean Pines, this beautiful 4 bedroom , 3 1/2 bath home is exceptional. Beautifully designed home, with a long paved driveway leading to the detached garage. Composite decking & vinyl railing outside, double hung windows and veneer stacked stone on the front of the house. This two story home is spacious throughout. The kitchen/dining/living room space is a

    Sherri Smith Iron Valley Real Estate Ocean City

    108 Parkside Cir, Ocean Pines, MD 21811
    • /71

      Est $1,146,729 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,287 Sq Ft

      107 Port Arthur Ct, Berlin, MD 21811

      107 Port Arthur Ct, Berlin, MD 21811
  • /58

    $424,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,836 Sq Ft

    13 Raft Rd, Berlin, MD 21811

    Charming 4 bedroom, 2 bath home nestled in the heart of Ocean Pines! This custom built home features an inviting open floor plan, cathedral ceilings, stainless steel appliances, granite countertops, remodeled downstairs bathroom and kitchen, a sunroom, a pellet stove, and TWO FIRST FLOOR bedrooms! The two upstairs bedrooms and the loft offer plenty of privacy. There's also a paved driveway, an

    Dan O'Hare Berkshire Hathaway HomeServices PenFed Realty - OP

    13 Raft Rd, Berlin, MD 21811
  • /48

    $545,000 Sold May 23, 2025

    • 2,304 Sq Ft
    • $237/SF
    • 306 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1992

    91 Boston Dr, Berlin, MD 21811

    MULTIPLE PRICE REDUCTIONS, MOTIVATED SELLERS!!!!!!!!!!! STOP your search in Ocean Pines, this is the one. 91 Boston is calling your name! This home has been completely redone in almost every aspect since its last purchase in 2018. You name it, they've done it. This is an immaculate 5 bedroom home with tons of living space and a very desirable location in Ocean Pines! This home has an awesome open

    Chase Church Coldwell Banker Bud Church Realty,Inc.

    91 Boston Dr, Berlin, MD 21811
    • /97

      Est $1,909,270 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 4,630 Sq Ft

      31 Leigh Dr, Berlin, MD 21811

      31 Leigh Dr, Berlin, MD 21811
  • /54

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    50 Cresthaven Dr, Berlin, MD 21811

    This 3 bedroom, 2 bath home has a second floor bonus room that could easily function as a forth bedroom. Larger than indicated in the public record, this home offers a bit more than 1400 sq/ft of finished living area. The large, high ceiling, family area has a gas fireplace and room for everyone. This property will make a great beach getaway or family home. Spend your days on the beach in

    J.D. Wells Berkshire Hathaway HomeServices PenFed Realty

    50 Cresthaven Dr, Berlin, MD 21811
  • /43

    $450,000 Sold May 21, 2025

    • 2,053 Sq Ft
    • $219/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1993

    91 Watertown Rd, Berlin, MD 21811

    BEST & FINAL OFFERS DUE BY 10:00AM SUNDAY, APRIL 13, 2025This spacious and inviting 4 bedroom, 2.5 bathroom home is perfectly nestled in the heart of Ocean Pines, offering peaceful water views and a warm, friendly atmosphere.Step inside to discover a thoughtfully designed layout, featuring a flex room on the main level—ideal for a home office, playroom, or guest space. The kitchen and dining

    Katie Priestley Keller Williams Realty Delmarva

    91 Watertown Rd, Berlin, MD 21811
    • /13

      Est $2,263,813 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 7,312 Sq Ft

      22 Leigh Dr, Berlin, MD 21811

      22 Leigh Dr, Berlin, MD 21811
  • /53

    $225,000

    • 1 Bed
    • 1 Bath
    • 833 Sq Ft

    117 Pinehurst Rd, Berlin, MD 21811

    Nestled on a serene and wooded .31-acre lot in Ocean Pines, 117 Pinehurst Road is a charming A-frame retreat that blends natural beauty with comfortable living. This distinctive home showcases dramatic architecture, highlighted by soaring cathedral ceilings and a striking wall of glass windows and dual sliding doors that flood the space with natural light and offer peaceful views of the

    Kristen Gebhart Northrop Realty

    117 Pinehurst Rd, Berlin, MD 21811
  • /32

    $355,000 Sold May 20, 2025

    • 1,220 Sq Ft
    • $291/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    54 Moonraker Rd, Berlin, MD 21811

    Welcome to your new paradise in Ocean Pines, MD! This charming three-bedroom, two-bathroom home offers the perfect blend of comfort and convenience, nestled in a community that provides a wealth of amenities. With an annual fee, enjoy access to golf courses, indoor and outdoor heated swimming pools, a beach club with a pool, restaurants, a marina, parks, a community center, and playgrounds.

    Ted Smith Holiday Real Estate

    54 Moonraker Rd, Berlin, MD 21811
    • /32

      Est $872,392 Not Listed For Sale

      35 Leslie Mews, Berlin, MD 21811

      35 Leslie Mews, Berlin, MD 21811
  • /83

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,559 Sq Ft

    6 Quincy Ct, Berlin, MD 21811

    This charming, meticulously-maintained cedar sided home is on a quiet cul-de-sac. Entertain your friends with a giant open kitchen, huge deck, perfect landscaping, and one of the largest lots and nicest private backyards in all of Ocean Pines. Brand new stainless steel GE Profile appliances are ready for your enjoyment. Just minutes to Assateague National Seashore (with the wild ponies!),

    Jeffrey Annis Jeff Annis Real Estate, LLC

    6 Quincy Ct, Berlin, MD 21811
  • /37

    $499,900 Sold May 20, 2025

    • 1,896 Sq Ft
    • $264/SF
    • 42 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    1105 Points Reach Unit 1105, Berlin, MD 21811

    Please continue to show. Contingent contract with 72 hour kick out clause for the sale of an out of state home. As you walk into this beautiful multi-story lobby with circular staircase and elevator you will be astonished by it's dramatic beauty. This gorgeous 3 bedroom condominium in the highly sought after waterfront community of Points Reach will truly amaze you.. This lovely open floor plan

    Joyce Melbourne Husman Berkshire Hathaway HomeServices PenFed Realty - OP

    1105 Points Reach Unit 1105, Berlin, MD 21811
    • /18

      Est $553,665 Not Listed For Sale

      4 Leslie Mews, Berlin, MD 21811

      4 Leslie Mews, Berlin, MD 21811
  • /39

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,174 Sq Ft

    94 Ocean Pkwy, Berlin, MD 21811

    Nestled in the highly sought-after Ocean Pines community, Charming, move‐in ready ranch-style home built in 1993, offering a thoughtfully designed living space with three bedrooms, two full baths, and a welcoming front porch that sets a warm tone from the moment you arrive. Beautiful kitchen and baths, along with newer appliances, roof, and HVAC installed in 2012, deliver a turnkey living

    Robert McArtor RE/MAX Components

    94 Ocean Pkwy, Berlin, MD 21811

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