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    222 Properties
    Map

    222 Properties Available In 21550

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    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
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    MD >21550 >
    Market Insights
    • 355 LONESOME PINE RD, Oakland, MD 21550
      2 Beds2 Baths1,584 SqFt
      1/22 22
      Price Dropped by $25K

      $650,000

      355 LONESOME PINE RD, Oakland, MD 21550

      MLS# MDGA2009210

      Listed by Lake Homes Realty, LLC

      Bright MLS (BMLS)
    • 3472 LAKE SHORE DR, Oakland, MD 21550
      5 Beds6 Baths2,904 SqFt
      1/76 76
      Price Dropped by $26K

      $849,000

      3472 LAKE SHORE DR, Oakland, MD 21550

      MLS# MDGA2009194

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 1764 UNDERWOOD RD, Oakland, MD 21550
      4 Beds2 Baths2,304 SqFt
      1/47 47
      Price Dropped by $9K

      $289,000

      1764 UNDERWOOD RD, Oakland, MD 21550

      MLS# MDGA2009166

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 300 SANTA FE TRL, Oakland, MD 21550
      2 Beds2 Baths1,080 SqFt
      3D
      Pending

      $476,000

      300 SANTA FE TRL, Oakland, MD 21550

      MLS# MDGA2009022

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 3930 MAYHEW INN RD, Oakland, MD 21550
      3 Beds3 Baths2,227 SqFt
      1/58 58
      Active

      $449,900

      3930 MAYHEW INN RD, Oakland, MD 21550

      MLS# MDGA2009118

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 565 GLENDALE RD #307, Oakland, MD 21550
      1 Bed1 Bath832 SqFt
      1/43 43
      Active

      $329,900

      565 GLENDALE RD #307, Oakland, MD 21550

      MLS# MDGA2009110

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 707 SUNSHINE DR, Oakland, MD 21550
      3 Beds2 Baths2,052 SqFt
      1/68 68
      Under Contract

      $299,900

      707 SUNSHINE DR, Oakland, MD 21550

      MLS# MDGA2009138

      Listed by Burch Real Estate Group, LLC

      Bright MLS (BMLS)
    • 565 GLENDALE RD #125, Oakland, MD 21550
      1 Bed1 Bath496 SqFt
      1/55 55
      Active

      $349,900

      565 GLENDALE RD #125, Oakland, MD 21550

      MLS# MDGA2009108

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 25 SILVER TREE LN, Oakland, MD 21550
      5 Beds4 Baths2,364 SqFt
      3D
      Active

      $775,000

      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
      Price Dropped by $26K

      $239,000

      41 FOX DEN RD, Oakland, MD 21550

      MLS# MDGA2009016

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 20160 GARRETT HWY #H712, Oakland, MD 21550
      1 Bed1 Bath450 SqFt
      1/28 28
      Under Contract

      $339,000

      20160 GARRETT HWY #H712, Oakland, MD 21550

      MLS# MDGA2008986

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 565 GLENDALE RD #124, Oakland, MD 21550
      1 Bed1 Bath382 SqFt
      1/30 30
      Price Dropped by $7K

      $192,000

      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

      $714,900

      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
      1/73 73
      Price Dropped by $20K

      $899,000

      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
      Price Dropped by $51K

      $1,199,000

      127 PARADISE HTS, Oakland, MD 21550

      MLS# MDGA2009010

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 15 D ST, Mountain Lake Park, MD 21550
      3 Beds2 Baths1,680 SqFt
      1/44 44
      Pending

      $159,900

      15 D ST, Mountain Lake Park, MD 21550

      MLS# MDGA2008992

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 607 K, Mountain Lake Park, MD 21550
      4 Beds2 Baths1,332 SqFt
      1/19 19
      Under Contract

      $165,000

      607 K, Mountain Lake Park, MD 21550

      MLS# MDGA2008908

      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
      Price Dropped by $15K

      $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
      Active

      $550,000

      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
      Active

      $259,999

      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
      Price Dropped by $31K

      $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
      Price Dropped by $40K

      $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
      1/82 82
      Active

      $425,000

      180 PARADISE RIDGE RD, Oakland, MD 21550

      MLS# MDGA2008834

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 29 SLOAN TRACT RD, Oakland, MD 21550
      3 Beds2 Baths960 SqFt
      1/32 32
      Pending

      $324,900

      29 SLOAN TRACT RD, Oakland, MD 21550

      MLS# MDGA2008812

      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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    Sampson Properties

    Brock Harris Lic# 0225227555

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

    2 N Ken St Winchester VA 22601

    Get My App

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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
        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. Contact Me
        Marketing Your Home
        Living in Winchester
    Broker Logo - White (2)Fusion

    Sampson 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