10,386

Ocean Pines, MD Homes

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  • 12545 River Run Ln Unit 68, Berlin, MD 21811
    12545 River Run Ln Unit 68, Berlin, MD 21811
    12545 River Run Ln Unit 68, Berlin, MD 21811
    /44

    $315,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft

    12545 River Run Ln Unit 68, Berlin, MD 21811

    Welcome home to your serene getaway within the heart of River Run, one of the areas most coveted & amenity rich gated-communities. Resort quality features/amenities include views of the St. Martin's River, an 18-hole Gary Player designed golf course, gourmet restaurant, clubhouse, pool, fitness center, kayak launch/storage, community marina access, tennis courts, discounted golf membership/fees,

    Dallas Godman Atlantic Shores Sotheby's International Realty

    12545 River Run Ln Unit 68, Berlin, MD 21811
  • 17 Juneway Ln, Berlin, MD 21811
    17 Juneway Ln, Berlin, MD 21811
    17 Juneway Ln, Berlin, MD 21811
    /45

    $425,000 Sold Nov 03, 2025

    17 Juneway Ln, Berlin, MD 21811

    • 4 Beds
    • 3 Baths
    • 2,671 Sq Ft
    • Built 1996

    Last Sold Summary

    • $159/SF
    • 48 Days On Market

    Last Listing Agent Ryan Haley Atlantic Shores Sotheby's International Realty

    17 Juneway Ln, Berlin, MD 21811
    • 11304 Gum Point Rd, Berlin, MD 21811
      11304 Gum Point Rd, Berlin, MD 21811
      11304 Gum Point Rd, Berlin, MD 21811
      /82

      Est $1,161,653 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,485 Sq Ft

      11304 Gum Point Rd, Berlin, MD 21811

      11304 Gum Point Rd, Berlin, MD 21811
  • 52 Pintail Dr, Berlin, MD 21811
    52 Pintail Dr, Berlin, MD 21811
    52 Pintail Dr, Berlin, MD 21811
    /37

    $1,049,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,704 Sq Ft

    52 Pintail Dr, Berlin, MD 21811

    Your Waterfront Retreat Awaits! Discover the ultimate in coastal living at 52 Pintail Drive! This stunning waterfront home in the highly sought-after Pintail Isle community of Ocean Pines. Perfectly positioned at the end of a quiet cul-de-sac, this property offers unmatched privacy and breathtaking panoramic views of the open bay and the Ocean City skyline. Boaters and water enthusiasts will love

    Ryan Haley Atlantic Shores Sotheby's International Realty

    52 Pintail Dr, Berlin, MD 21811
  • 385 Ocean Pkwy, Berlin, MD 21811
    385 Ocean Pkwy, Berlin, MD 21811
    385 Ocean Pkwy, Berlin, MD 21811
    /66

    $733,000 Sold Dec 05, 2025

    385 Ocean Pkwy, Berlin, MD 21811

    • 3 Beds
    • 3 Baths
    • 1,882 Sq Ft
    • Built 1998

    Last Sold Summary

    • $389/SF
    • 14 Days On Market

    Last Listing Agent Allyson Bernard Coldwell Banker Bud Church Realty,Inc.

    385 Ocean Pkwy, Berlin, MD 21811
    • 3309 Points Reach, Berlin, MD 21811
      3309 Points Reach, Berlin, MD 21811
      3309 Points Reach, Berlin, MD 21811
      /67

      Est $553,912 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,185 Sq Ft

      3309 Points Reach, Berlin, MD 21811

      3309 Points Reach, Berlin, MD 21811
  • 11 Clipper Ct, Berlin, MD 21811
    11 Clipper Ct, Berlin, MD 21811
    11 Clipper Ct, Berlin, MD 21811
    /110

    $729,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    11 Clipper Ct, Berlin, MD 21811

    Location, Location, Location! Welcome to waterfront living at its best in sought-after Ocean Pines. Situated on a protected canal just off the St. Martin River, this home offers direct boating access to the river and to the back bays, in mere seconds. Enjoy great river views from two levels and awesome sunrise views over Ocean City and the water. Boaters will love the private 40-foot dock, which

    Julie Woulfe ERA Martin Associates, Shamrock Division

    11 Clipper Ct, Berlin, MD 21811
  • 840 Ocean Pkwy, Berlin, MD 21811
    840 Ocean Pkwy, Berlin, MD 21811
    840 Ocean Pkwy, Berlin, MD 21811
    /33

    $335,000 Sold Jun 20, 2025

    840 Ocean Pkwy, Berlin, MD 21811

    • 3 Beds
    • 2 Baths
    • 1,118 Sq Ft
    • Built 1994

    Last Sold Summary

    • $300/SF
    • 7 Days On Market

    Current Estimated Value $340,317

    Last Listing Agent Beth Miller Berkshire Hathaway HomeServices PenFed Realty - OP

    840 Ocean Pkwy, Berlin, MD 21811
  • 226 Charleston Rd, Berlin, MD 21811
    226 Charleston Rd, Berlin, MD 21811
    226 Charleston Rd, Berlin, MD 21811
    /8

    $120,000

    • Land
    • 0.19 Acre
    • $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
  • 92 Lookout Point, Berlin, MD 21811
    92 Lookout Point, Berlin, MD 21811
    /2

    $1,200,000 Sold Oct 09, 2025

    92 Lookout Point, Berlin, MD 21811

    • 3 Beds
    • 2.5 Baths
    • 2,517 Sq Ft
    • Built 1992

    Last Sold Summary

    • $477/SF
    • 0 Days On Market

    Current Estimated Value $1,235,071

    Last Listing Agent Erik Windrow Keller Williams Realty

    92 Lookout Point, Berlin, MD 21811
    • 1464 Ocean Pkwy, Berlin, MD 21811
      1464 Ocean Pkwy, Berlin, MD 21811
      1464 Ocean Pkwy, Berlin, MD 21811
      /104

      Est $723,073 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,151 Sq Ft

      1464 Ocean Pkwy, Berlin, MD 21811

      1464 Ocean Pkwy, Berlin, MD 21811
  • 55 High Sheriff Trail, Berlin, MD 21811
    55 High Sheriff Trail, Berlin, MD 21811
    55 High Sheriff Trail, Berlin, MD 21811
    /103

    $406,900 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,584 Sq Ft

    55 High Sheriff Trail, Berlin, MD 21811

    Spacious and updated, this 4-bedroom, 3-bath home sits on a large lot with a bright open floor plan and cathedral ceilings. The remodeled kitchen boasts stainless steel appliances, granite countertops, and a center island with breakfast bar seating. Two primary suites offer flexible living, perfect for guests or multi-generational needs. Elegant white ash hardwood flooring runs throughout, adding

    Bethany Drew Hileman Real Estate-Berlin

    55 High Sheriff Trail, Berlin, MD 21811
  • 702 Ocean Pkwy, Berlin, MD 21811
    702 Ocean Pkwy, Berlin, MD 21811
    702 Ocean Pkwy, Berlin, MD 21811
    /77

    $485,000 Sold Jun 23, 2025

    702 Ocean Pkwy, Berlin, MD 21811

    • 6 Beds
    • 4 Baths
    • 3,360 Sq Ft
    • Built 1984

    Last Sold Summary

    • $144/SF
    • 186 Days On Market

    Current Estimated Value $529,419

    Last Listing Agent Bethany Drew Hileman Real Estate-Berlin

    702 Ocean Pkwy, Berlin, MD 21811
    • 11427 Manklin Creek Rd Unit 3, Berlin, MD 21811
      11427 Manklin Creek Rd Unit 3, Berlin, MD 21811
      11427 Manklin Creek Rd Unit 3, Berlin, MD 21811
      /8

      Est $298,792 Not Listed For Sale

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

      11427 Manklin Creek Rd Unit 3, Berlin, MD 21811

      11427 Manklin Creek Rd Unit 3, Berlin, MD 21811
  • 20 Chatham Ct, Berlin, MD 21811
    20 Chatham Ct, Berlin, MD 21811
    20 Chatham Ct, Berlin, MD 21811
    /65

    $625,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 2,587 Sq Ft

    20 Chatham Ct, Berlin, MD 21811

    Luxurious FIVE bedroom home in The Parke. (OR, if you prefer, 4 bedrooms PLUS den.) This is one of THE nicest lots in the development because it backs up to woods for privacy. At the end of those woods you will see in the aerial photography, the lake called, 'Hidden Lake'. This is a stocked fishing lake for The Parke residents only, and you'll need a fishing license, which is easy to obtain.

    Greg Erdie Berkshire Hathaway HomeServices PenFed Realty - OP

    20 Chatham Ct, Berlin, MD 21811
  • 62 Ocean Pkwy, Berlin, MD 21811
    62 Ocean Pkwy, Berlin, MD 21811
    62 Ocean Pkwy, Berlin, MD 21811
    /64

    $384,900 Sold Nov 10, 2025

    62 Ocean Pkwy, Berlin, MD 21811

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft
    • Built 1973

    Last Sold Summary

    • $306/SF
    • 35 Days On Market

    Last Listing Agent Donna Frankowski ERA Martin Associates, Shamrock Division

    62 Ocean Pkwy, Berlin, MD 21811
    • 1 Starfish Ln, Berlin, MD 21811
      1 Starfish Ln, Berlin, MD 21811
      1 Starfish Ln, Berlin, MD 21811
      /84

      Est $675,044 Not Listed For Sale

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

      1 Starfish Ln, Berlin, MD 21811

      1 Starfish Ln, Berlin, MD 21811
  • 33 Liberty St, Berlin, MD 21811
    33 Liberty St, Berlin, MD 21811
    33 Liberty St, Berlin, MD 21811
    /35

    $358,000

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    33 Liberty St, Berlin, MD 21811

    Enjoy the best of Coastal living in Ocean Pines, one of Marylands premier waterfront communities!This well-maintained property offers comfortable coastal living with access to Ocean Pines ' unmatched amenities. Featuring A light filled living area with fireplace and easy flow into the dining space, the home is ideal for year-round living or a beach retreat. Bright and inviting interior.

    Cass Stuart Sheppard Realty Inc

    33 Liberty St, Berlin, MD 21811
  • 276 Woodhaven Ct, Berlin, MD 21811
    276 Woodhaven Ct, Berlin, MD 21811
    276 Woodhaven Ct, Berlin, MD 21811
    /67

    $210,000 Sold Feb 14, 2025

    276 Woodhaven Ct, Berlin, MD 21811

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft
    • Built 1986

    Last Sold Summary

    • $265/SF
    • 43 Days On Market

    Last Listing Agent Barton Sink At The Beach Real Estate

    276 Woodhaven Ct, Berlin, MD 21811
    • 11429 Manklin Creek Rd, Berlin, MD 21811
      11429 Manklin Creek Rd, Berlin, MD 21811
      11429 Manklin Creek Rd, Berlin, MD 21811
      /34

      Est $305,622 Not Listed For Sale

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

      11429 Manklin Creek Rd, Berlin, MD 21811

      11429 Manklin Creek Rd, 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
    • 0.33 Acre
    • $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
  • 38 Preakness Dr, Berlin, MD 21811
    38 Preakness Dr, Berlin, MD 21811
    38 Preakness Dr, Berlin, MD 21811
    /4

    $160,000 Sold Mar 13, 2025

    38 Preakness Dr, Berlin, MD 21811

    • Land
    • 0.32 Acre
    • $500,000 per Acre

    Last Sold Summary

    • 8 Days On Market

    Last Listing Agent GREG STEEN Steen Realty Inc

    38 Preakness Dr, Berlin, MD 21811
    • 1206 Points Reach, Berlin, MD 21811
      1206 Points Reach, Berlin, MD 21811
      1206 Points Reach, Berlin, MD 21811
      /57

      Est $514,946 Not Listed For Sale

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

      1206 Points Reach, Berlin, MD 21811

      1206 Points Reach, Berlin, MD 21811
  • 1258 Ocean Pkwy, Berlin, MD 21811
    1258 Ocean Pkwy, Berlin, MD 21811
    1258 Ocean Pkwy, Berlin, MD 21811
    /58

    $469,900 Coming Soon

    • 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
  • 360 Timberline Cir, Berlin, MD 21811
    360 Timberline Cir, Berlin, MD 21811
    360 Timberline Cir, Berlin, MD 21811
    /37

    $205,000 Sold Jan 30, 2026

    360 Timberline Cir, Berlin, MD 21811

    • 2 Beds
    • 1 Bath
    • 748 Sq Ft
    • Built 2002

    Last Sold Summary

    • $274/SF
    • 159 Days On Market

    Last Listing Agent Billy Barr Keller Williams Realty Delmarva

    360 Timberline Cir, Berlin, MD 21811
    • 11602 Masters Ln Unit 119, Berlin, MD 21811
      11602 Masters Ln Unit 119, Berlin, MD 21811
      11602 Masters Ln Unit 119, Berlin, MD 21811
      /68

      Est $313,622 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,194 Sq Ft

      11602 Masters Ln Unit 119, Berlin, MD 21811

      11602 Masters Ln Unit 119, Berlin, 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
    /6

    $1,199,000 New Construction

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

    0 River Run Ln, Ocean Pines, 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 Mid-March. 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

    0 River Run Ln, Ocean Pines, MD 21811
  • 10308 Plantation Ln, Berlin, MD 21811
    10308 Plantation Ln, Berlin, MD 21811
    10308 Plantation Ln, Berlin, MD 21811
    /98

    $1,700,000 Sold Aug 28, 2025

    10308 Plantation Ln, Berlin, MD 21811

    • 4 Beds
    • 3.5 Baths
    • 4,977 Sq Ft
    • Built 2008

    Last Sold Summary

    • $342/SF
    • 76 Days On Market

    Current Estimated Value $1,792,487

    Last Listing Agent Kevin Decker Coastal Life Realty Group LLC

    10308 Plantation Ln, Berlin, MD 21811
    • 107 Seafarer Ln, Berlin, MD 21811
      107 Seafarer Ln, Berlin, MD 21811
      107 Seafarer Ln, Berlin, MD 21811
      /97

      Est $562,177 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,822 Sq Ft

      107 Seafarer Ln, Berlin, MD 21811

      107 Seafarer Ln, Berlin, MD 21811
  • 123 Windjammer Rd, Ocean Pines, MD 21811
    123 Windjammer Rd, Ocean Pines, MD 21811
    123 Windjammer Rd, Ocean Pines, MD 21811
    /31

    $645,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,128 Sq Ft

    123 Windjammer Rd, Ocean Pines, MD 21811

    New Construction, Beautiful dry Golf Course lot, featuring the New WAHOO/2 MODEL, all top end finishes, , , this is a 4 bedroom 3 bath 2 story home with 2nd floor bonus room and 2 car garage Features include, custom tile Showers, shaker style cabinets, quartz counters , dry bar off living area, Fireplace, 12x12 screened porch , 2 car garage with EV charger ready , along with a conditioned crawl

    Dan Clayland Coldwell Banker Realty

    123 Windjammer Rd, Ocean Pines, MD 21811
  • 9 Edgewood Dr, Berlin, MD 21811
    9 Edgewood Dr, Berlin, MD 21811
    9 Edgewood Dr, Berlin, MD 21811
    /76

    $387,550 Sold Jun 05, 2025

    9 Edgewood Dr, Berlin, MD 21811

    • 3 Beds
    • 2 Baths
    • 2,047 Sq Ft
    • Built 1999

    Last Sold Summary

    • $189/SF
    • 4 Days On Market

    Current Estimated Value $419,634

    Last Listing Agent Bethany Drew Hileman Real Estate-Berlin

    9 Edgewood Dr, Berlin, MD 21811
    • 60 White Sail Cir, Berlin, MD 21811
      60 White Sail Cir, Berlin, MD 21811
      60 White Sail Cir, Berlin, MD 21811
      /29

      Est $475,386 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,145 Sq Ft

      60 White Sail Cir, Berlin, MD 21811

      60 White Sail Cir, Berlin, MD 21811
  • 80 Teal Cir, Berlin, MD 21811
    80 Teal Cir, Berlin, MD 21811
    80 Teal Cir, Berlin, MD 21811
    /61

    $1,050,000 Pending

    • 5 Beds
    • 3 Baths
    • 2,954 Sq Ft

    80 Teal Cir, Berlin, MD 21811

    Presenting 80 Teal Circle, this home delivers the waterfront lifestyle for which Ocean Pines is known. A beautiful 5 bedroom, 3 full bath home on the water with effortless access to days spent cruising, fishing and relaxing dockside. Designed for boaters and water-sports enthusiasts, the backyard is your private launch point—complete with an 8,000 lb boat lift and two jet ski lifts so days on the

    Tyler Haught HomeSmart

    80 Teal Cir, Berlin, MD 21811
  • 140 Pinehurst Rd, Berlin, MD 21811
    140 Pinehurst Rd, Berlin, MD 21811
    140 Pinehurst Rd, Berlin, MD 21811
    /32

    $455,000 Sold Nov 06, 2025

    140 Pinehurst Rd, Berlin, MD 21811

    • 3 Beds
    • 2.5 Baths
    • 2,053 Sq Ft
    • Built 2003

    Last Sold Summary

    • $222/SF
    • 51 Days On Market

    Last Listing Agent Celeste Dodson Berkshire Hathaway HomeServices PenFed Realty-WOC

    140 Pinehurst Rd, Berlin, MD 21811
    • 62 Drawbridge Rd, Berlin, MD 21811
      62 Drawbridge Rd, Berlin, MD 21811
      62 Drawbridge Rd, Berlin, MD 21811
      /66

      Est $426,630 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,606 Sq Ft

      62 Drawbridge Rd, Berlin, MD 21811

      62 Drawbridge Rd, Berlin, MD 21811
  • 10 Jockey Ct, Ocean Pines, MD 21811
    10 Jockey Ct, Ocean Pines, MD 21811
    10 Jockey Ct, Ocean Pines, MD 21811
    /12

    $849,900 New Construction

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

    10 Jockey Ct, Ocean Pines, MD 21811

    Brand new construction with an anticipated May 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 cul-de-sac in one of Ocean Pines’ premier neighborhoods, Triple Crown Estates, the home includes two primary suites -

    Cindy Poremski Berkshire Hathaway HomeServices PenFed Realty - OP

    10 Jockey Ct, Ocean Pines, MD 21811
  • 101 Sandyhook Rd, Berlin, MD 21811
    101 Sandyhook Rd, Berlin, MD 21811
    101 Sandyhook Rd, Berlin, MD 21811
    /64

    $372,000 Sold Dec 01, 2025

    101 Sandyhook Rd, Berlin, MD 21811

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1992

    Last Sold Summary

    • $277/SF
    • 62 Days On Market

    Last Listing Agent Brian Foley Coastal Life Realty Group LLC

    101 Sandyhook Rd, Berlin, MD 21811
    • 141 Windjammer Rd, Berlin, MD 21811
      141 Windjammer Rd, Berlin, MD 21811
      141 Windjammer Rd, Berlin, MD 21811
      /99

      Est $390,206 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,412 Sq Ft

      141 Windjammer Rd, Berlin, MD 21811

      141 Windjammer Rd, Berlin, MD 21811
  • 152 Camelot Cir, Berlin, MD 21811
    152 Camelot Cir, Berlin, MD 21811
    152 Camelot Cir, Berlin, MD 21811
    /44

    $479,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    152 Camelot Cir, Berlin, MD 21811

    Welcome to 152 Camelot Circle, a beautifully updated 3-bedroom, 2-bath home offering 1,840 sq. ft. of open, comfortable living in the heart of Ocean Pines. Recent upgrades include all-new LVP flooring, granite countertops, soft-close cabinetry, stainless steel appliances, new wiring, plumbing, ductwork, lighting, and expanded closets. The kitchen glows with toe-kick lighting and plenty of prep

    Spike Sands Berkshire Hathaway HomeServices PenFed Realty - OP

    152 Camelot Cir, Berlin, MD 21811

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