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    191 Properties
    Map

    191 Properties Available In 21550

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    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    MD >21550 >
    Market Insights
    • 19956 GARRETT HWY #2, Oakland, MD 21550
      4 Beds4 Baths3,012 SqFt
      1/57 57
      Under Contract

      $1,249,000

      19956 GARRETT HWY #2, Oakland, MD 21550

      MLS# MDGA2009438

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 290 CRELLIN UNDERWOOD RD, Oakland, MD 21550
      3 Beds2 Baths2,208 SqFt
      1/65 65
      Active

      $315,000

      290 CRELLIN UNDERWOOD RD, Oakland, MD 21550

      MLS# MDGA2009466

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 473 CUMBERLAND RD, Oakland, MD 21550
      3 Beds2 Baths1,389 SqFt
      1/35 35
      Active

      $315,000

      473 CUMBERLAND RD, Oakland, MD 21550

      MLS# MDGA2009464

      Listed by Mr. Lister Realty

      Bright MLS (BMLS)
    • 723 KINGS, Oakland, MD 21550
      4 Beds3 Baths1,824 SqFt
      1/67 67
      Active

      $387,700

      723 KINGS, Oakland, MD 21550

      MLS# MDGA2009442

      Listed by Long & Foster Real Estate, Inc.

      Bright MLS (BMLS)
    • 462 SKIPPERS POINT RD, Oakland, MD 21550
      5 Beds2 Baths1,620 SqFt
      1/66 66
      Active

      $570,000

      462 SKIPPERS POINT RD, Oakland, MD 21550

      MLS# MDGA2009418

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 1220 BROADFORD RD, Oakland, MD 21550
      4 Beds3 Baths2,092 SqFt
      3D
      Active

      $399,000

      1220 BROADFORD RD, Oakland, MD 21550

      MLS# MDGA2009416

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 116 N 8TH ST #2, Oakland, MD 21550
      2 Beds1 Bath1,494 SqFt
      1/41 41
      Under Contract

      $149,900

      116 N 8TH ST #2, Oakland, MD 21550

      MLS# MDGA2009400

      Listed by Keller Williams Realty Centre

      Bright MLS (BMLS)
    • 5 ARROWHEAD LN #5, Oakland, MD 21550
      3 Beds3 Baths1,650 SqFt
      1/92 92
      Active

      $674,900

      5 ARROWHEAD LN #5, Oakland, MD 21550

      MLS# MDGA2009392

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 39 LEO FRIEND RD, Oakland, MD 21550
      3 Beds4 Baths3,897 SqFt
      1/34 34
      Active

      $985,000

      39 LEO FRIEND RD, Oakland, MD 21550

      MLS# MDGA2009372

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 503 SOUTHERN PINES DR, Oakland, MD 21550
      3 Beds3 Baths1,642 SqFt
      1/60 60
      Active

      $429,900

      503 SOUTHERN PINES DR, Oakland, MD 21550

      MLS# MDGA2009360

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 254 LITTLE MOUNTAIN RD, Oakland, MD 21550
      4 Beds2 Baths1,792 SqFt
      1/49 49
      Active

      $360,000

      254 LITTLE MOUNTAIN RD, Oakland, MD 21550

      MLS# MDGA2009344

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 2849 SHINGLE CAMP RD, Oakland, MD 21550
      3 Beds2 Baths2,034 SqFt
      1/66 66
      Active

      $1,200,000

      2849 SHINGLE CAMP RD, Oakland, MD 21550

      MLS# MDGA2009324

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 20160 GARRETT HWY #D308/408, Oakland, MD 21550
      2 Beds2 Baths1,325 SqFt
      1/39 39
      Active

      $495,000

      20160 GARRETT HWY #D308/408, Oakland, MD 21550

      MLS# MDGA2009336

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 116 WANDERER LN #F5, Oakland, MD 21550
      3 Beds2 Baths1,440 SqFt
      3D
      Under Contract

      $725,000

      116 WANDERER LN #F5, Oakland, MD 21550

      MLS# MDGA2009190

      Listed by Coldwell Banker Home Town Realty

      Bright MLS (BMLS)
    • 56 BEE TREE LN, Oakland, MD 21550
      6 Beds8 Baths5,100 SqFt
      3D
      Active

      $2,845,000

      56 BEE TREE LN, Oakland, MD 21550

      MLS# MDGA2009212

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 501 SPRUCE ST, Mountain Lake Park, MD 21550
      3 Beds2 Baths1,176 SqFt
      1/42 42
      Under Contract

      $224,900

      501 SPRUCE ST, Mountain Lake Park, MD 21550

      MLS# MDGA2009282

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 611 E OAK ST, Oakland, MD 21550
      5 Beds3 Baths1,800 SqFt
      1/14 14
      Active

      $295,000

      611 E OAK ST, Oakland, MD 21550

      MLS# MDGA2009308

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 245 SANTA FE TRL, Oakland, MD 21550
      4 Beds3 Baths2,280 SqFt
      1/40 40
      Price Dropped by $40K

      $629,000

      245 SANTA FE TRL, Oakland, MD 21550

      MLS# MDGA2009286

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 366 GLENDALE RD, Oakland, MD 21550
      3 Beds2 Baths1,392 SqFt
      1/29 29
      Active

      $369,900

      366 GLENDALE RD, Oakland, MD 21550

      MLS# MDGA2009278

      Listed by Keller Williams Capital Properties

      Bright MLS (BMLS)
    • 22 BLACK OAK DR, Oakland, MD 21550
      3 Beds2 Baths1,296 SqFt
      1/29 29
      Under Contract

      $249,000

      22 BLACK OAK DR, Oakland, MD 21550

      MLS# MDGA2009276

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)
    • 2353 BOY SCOUT RD, Oakland, MD 21550
      3 Beds3 Baths3,096 SqFt
      1/32 32
      Pending

      $1,699,900

      2353 BOY SCOUT RD, Oakland, MD 21550

      MLS# MDGA2009240

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 433 SAN FRANCISCO ST, Oakland, MD 21550
      6 Beds3 Baths2,560 SqFt
      1/66 66
      Active

      $599,900

      433 SAN FRANCISCO ST, Oakland, MD 21550

      MLS# MDGA2009232

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 321 DEER PARK HOTEL RD, Oakland, MD 21550
      3 Beds2 Baths2,516 SqFt
      1/100 100
      Price Dropped by $7K

      $390,500

      321 DEER PARK HOTEL RD, Oakland, MD 21550

      MLS# MDGA2009244

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 216 TARN DR, Oakland, MD 21550
      6 Beds5 Baths4,769 SqFt
      1/83 83
      Active

      $1,250,000

      216 TARN DR, Oakland, MD 21550

      MLS# MDGA2009200

      Listed by Taylor Made Deep Creek Vacations & Sales

      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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    Colony Realty

    Jeanne Mezzatesta Lic# 0225251371

    +1(540) 664-6464 jeanne@colonysells.com

    114 N Cameron St, Winchester, VA, 22601, USA

    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

    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. Martinsburg
        2. Winchester
        3. Stephens City
        4. Berryville
        5. Front Royal
        Services
        Sell My Home
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    Logo - BrokerProud Partner of FGP (White)

    Colony Realty

    Jeanne Mezzatesta Lic# 0225251371

    +1(540) 664-6464 jeanne@colonysells.com

    114 N Cameron St, Winchester, VA, 22601, USA

    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