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    228 Properties
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    228 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 355 LONESOME PINE RD, Oakland, MD 21550
      2 Beds2 Baths1,584 SqFt
      1/22 22
      Active

      $599,000

      355 LONESOME PINE RD, Oakland, MD 21550

      MLS# MDGA2009210

      Listed by Lake Homes Realty, LLC

      Bright MLS (BMLS)
    • 1764 UNDERWOOD RD, Oakland, MD 21550
      4 Beds2 Baths2,304 SqFt
      1/47 47
      Under Contract

      $275,000

      1764 UNDERWOOD RD, Oakland, MD 21550

      MLS# MDGA2009166

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 3930 MAYHEW INN RD, Oakland, MD 21550
      3 Beds3 Baths2,227 SqFt
      1/63 63
      Active

      $399,900

      3930 MAYHEW INN RD, Oakland, MD 21550

      MLS# MDGA2009118

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 25 SILVER TREE LN, Oakland, MD 21550
      5 Beds4 Baths2,364 SqFt
      3D
      Price Dropped by $7K

      $759,900

      25 SILVER TREE LN, Oakland, MD 21550

      MLS# MDGA2009038

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 41 FOX DEN RD, Oakland, MD 21550
      2 Beds1 Bath1,569 SqFt
      1/25 25
      Active

      $239,000

      41 FOX DEN RD, Oakland, MD 21550

      MLS# MDGA2009016

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 565 GLENDALE RD #124, Oakland, MD 21550
      1 Bed1 Bath382 SqFt
      1/30 30
      Active

      $175,000

      565 GLENDALE RD #124, Oakland, MD 21550

      MLS# MDGA2009032

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 155 BASSWOOD WAY, Oakland, MD 21550
      5 Beds3 Baths2,792 SqFt
      3D
      Active

      $699,900

      155 BASSWOOD WAY, Oakland, MD 21550

      MLS# MDGA2009018

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 139 OVERLOOK RIDGE DR, Oakland, MD 21550
      5 Beds5 Baths2,846 SqFt
      1/72 72
      Active

      $875,000

      139 OVERLOOK RIDGE DR, Oakland, MD 21550

      MLS# MDGA2009000

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 127 PARADISE HTS, Oakland, MD 21550
      3 Beds3 Baths2,240 SqFt
      1/58 58
      Active

      $1,199,000

      127 PARADISE HTS, Oakland, MD 21550

      MLS# MDGA2009010

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 247 WINDING TRAIL LN #6B, Oakland, MD 21550
      5 Beds5 Baths3,300 SqFt
      3D
      Under Contract

      $569,900

      247 WINDING TRAIL LN #6B, Oakland, MD 21550

      MLS# MDGA2008902

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 36 RIDGEWOOD DR, Oakland, MD 21550
      3 Beds4 Baths1,713 SqFt
      3D
      Under Contract

      $525,000

      36 RIDGEWOOD DR, Oakland, MD 21550

      MLS# MDGA2008900

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 565 GLENDALE RD #312, Oakland, MD 21550
      1 Bed1 Bath785 SqFt
      1/31 31
      Price Dropped by $30K

      $229,000

      565 GLENDALE RD #312, Oakland, MD 21550

      MLS# MDGA2008890

      Listed by EXP Realty, LLC

      Bright MLS (BMLS)
    • 130 TIMBERLOFT CIR #14, Oakland, MD 21550
      3 Beds3 Baths1,900 SqFt
      1/79 79
      Active

      $749,000

      130 TIMBERLOFT CIR #14, Oakland, MD 21550

      MLS# MDGA2008826

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 3084 LAKE SHORE DR, Oakland, MD 21550
      4 Beds3 Baths2,464 SqFt
      3D
      Active

      $625,000

      3084 LAKE SHORE DR, Oakland, MD 21550

      MLS# MDGA2008870

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 180 PARADISE RIDGE RD, Oakland, MD 21550
      3 Beds2 Baths1,152 SqFt
      1/98 98
      Active

      $425,000

      180 PARADISE RIDGE RD, Oakland, MD 21550

      MLS# MDGA2008834

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 65 VILLAGE DR #6, Oakland, MD 21550
      3 Beds3 Baths1,740 SqFt
      3D
      Active

      $650,000

      65 VILLAGE DR #6, Oakland, MD 21550

      MLS# MDGA2008728

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 565 GLENDALE RD #212, Oakland, MD 21550
      1 Bed1 Bath527 SqFt
      1/20 20
      Active

      $215,000

      565 GLENDALE RD #212, Oakland, MD 21550

      MLS# MDGA2008680

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 1118 LAKE SHORE DR, Oakland, MD 21550
      3 Beds2 Baths2,446 SqFt
      3D
      Active

      $649,000

      1118 LAKE SHORE DR, Oakland, MD 21550

      MLS# MDGA2008542

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 20698 GARRETT HWY, Oakland, MD 21550
      4 Beds3 Baths1,844 SqFt
      1/49 49
      Active

      $1,299,000

      20698 GARRETT HWY, Oakland, MD 21550

      MLS# MDGA2008636

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 15 VILLAGE DR #1, Oakland, MD 21550
      2 Beds1 Bath
      3D
      Active

      $440,000

      15 VILLAGE DR #1, Oakland, MD 21550

      MLS# MDGA2008612

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 1240 BOY SCOUT RD, Oakland, MD 21550
      7 Beds7 Baths5,695 SqFt
      1/149 149
      Active

      $4,390,000

      1240 BOY SCOUT RD, Oakland, MD 21550

      MLS# MDGA2008536

      Listed by The KW Collective

      Bright MLS (BMLS)
    • 2463 MAYHEW INN RD, Oakland, MD 21550
      6 Beds6 Baths5,389 SqFt
      1/144 144
      Pending

      $2,199,900

      2463 MAYHEW INN RD, Oakland, MD 21550

      MLS# MDGA2008556

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 439 PARADISE HTS, Oakland, MD 21550
      6 Beds5 Baths4,113 SqFt
      3D
      Active

      $1,359,000

      439 PARADISE HTS, Oakland, MD 21550

      MLS# MDGA2008472

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 2829 SHADY DELL RD, Oakland, MD 21550
      4 Beds4 Baths5,576 SqFt
      1/137 137
      Active

      $1,950,000

      2829 SHADY DELL RD, Oakland, MD 21550

      MLS# MDGA2008460

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
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    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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    Samson Properties

    Brock Harris Lic# 0225227555

    +1(703) 517-0452 bh@brockharrishomes.com

    2 N Ken St Winchester VA 22601

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    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        3. Property Portfolio
        Communities
        1. Winchester
        2. Stephens City
        3. Front Royal
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        About
        1. Client Survey
        2. Testimonials
        3. My Story
        4. My Resume
        5. Contact Me
        Marketing Your Home
        Living in Winchester
    Broker Logo - White (2)Fusion

    Samson Properties

    Brock Harris Lic# 0225227555

    +1(703) 517-0452 bh@brockharrishomes.com

    2 N Ken St Winchester VA 22601

    Get My App

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility