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    203 Properties
    Map

    203 Properties Available In 21550

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    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
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    MD >21550 >
    Market Insights
    • 321 N 3RD ST, Oakland, MD 21550
      5 Beds2 Baths3,660 SqFt
      1/32 32
      Coming Soon

      $400,000

      321 N 3RD ST, Oakland, MD 21550

      MLS# MDGA2011780

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 400 BEAR DR E, Oakland, MD 21550
      2 Beds2 Baths560 SqFt
      1/42 42
      Open Sat 10AM-12PM

      $289,000

      400 BEAR DR E, Oakland, MD 21550

      MLS# MDGA2011462

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 931 BLACK OAK DR, Oakland, MD 21550
      3 Beds1 Bath990 SqFt
      1/53 53
      Open Sat 10AM-12PM

      $349,999

      931 BLACK OAK DR, Oakland, MD 21550

      MLS# MDGA2010958

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 512 ROANOKE AVE, Oakland, MD 21550
      2 Beds2 Baths960 SqFt
      1/7 7
      Coming Soon

      $185,000

      512 ROANOKE AVE, Oakland, MD 21550

      MLS# MDGA2011860

      Listed by Coldwell Banker Premier

      Bright MLS (BMLS)
    • 17921 GARRETT HWY, Oakland, MD 21550
      4 Beds2 Baths1,563 SqFt
      1/56 56
      New

      $359,000

      17921 GARRETT HWY, Oakland, MD 21550

      MLS# MDGA2011818

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 565 GLENDALE RD #303B, Oakland, MD 21550
      2 Beds1 Bath887 SqFt
      1/34 34
      New

      $399,900

      565 GLENDALE RD #303B, Oakland, MD 21550

      MLS# MDGA2011808

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 2254 GARRETT RD, Oakland, MD 21550
      3 Beds2 Baths1,780 SqFt
      1/52 52
      New

      $399,000

      2254 GARRETT RD, Oakland, MD 21550

      MLS# MDGA2011812

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 29 WOODMONT LN, Oakland, MD 21550
      4 Beds3 Baths2,016 SqFt
      1/50 50
      New

      $325,000

      29 WOODMONT LN, Oakland, MD 21550

      MLS# MDGA2011702

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 127 PARADISE HTS, Oakland, MD 21550
      3 Beds3 Baths2,240 SqFt
      1/24 24
      New

      $1,075,000

      127 PARADISE HTS, Oakland, MD 21550

      MLS# MDGA2011804

      Listed by XRealty.NET LLC

      Bright MLS (BMLS)
    • 105 JASPER RILEY RD, Oakland, MD 21550
      4 Beds2 Baths2,052 SqFt
      1/61 61
      New

      $335,000

      105 JASPER RILEY RD, Oakland, MD 21550

      MLS# MDGA2011740

      Listed by The KW Collective

      Bright MLS (BMLS)
    • 8 HIDDEN COVE CT, Oakland, MD 21550
      4 Beds3 Baths2,856 SqFt
      3D
      Active

      $949,000

      8 HIDDEN COVE CT, Oakland, MD 21550

      MLS# MDGA2011746

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 638 GLENDALE RD, Oakland, MD 21550
      5 Beds3 Baths2,640 SqFt
      1/56 56
      Active

      $745,000

      638 GLENDALE RD, Oakland, MD 21550

      MLS# MDGA2011738

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 3482 OAKLAND SANG RUN RD, Oakland, MD 21550
      3 Beds1 Bath1,920 SqFt
      1/13 13
      Under Contract

      $34,900

      3482 OAKLAND SANG RUN RD, Oakland, MD 21550

      MLS# MDGA2011698

      Listed by Pearson Smith Realty, LLC

      Bright MLS (BMLS)
    • 1295 MOUNTAINVIEW DR, Oakland, MD 21550
      4 Beds3 Baths3,550 SqFt
      1/52 52
      Under Contract

      $920,000

      1295 MOUNTAINVIEW DR, Oakland, MD 21550

      MLS# MDGA2011722

      Listed by Long & Foster Real Estate, Inc.

      Bright MLS (BMLS)
    • 39 LEO FRIEND RD, Oakland, MD 21550
      3 Beds4 Baths3,897 SqFt
      1/59 59
      Active

      $875,000

      39 LEO FRIEND RD, Oakland, MD 21550

      MLS# MDGA2011668

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 312 MOSS CREEK CIR, Oakland, MD 21550
      5 Beds4 Baths4,230 SqFt
      1/10 10
      Coming Soon

      $795,000

      312 MOSS CREEK CIR, Oakland, MD 21550

      MLS# MDGA2011736

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 247 SLOAN TRACT RD, Oakland, MD 21550
      4 Beds2 Baths1,296 SqFt
      1/52 52
      Pending

      $499,900

      247 SLOAN TRACT RD, Oakland, MD 21550

      MLS# MDGA2011700

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 206 MAYHEW INN RD, Oakland, MD 21550
      1 Bed1 Bath1.14 Acres Lot
      1/31 31
      Active

      $224,900

      206 MAYHEW INN RD, Oakland, MD 21550

      MLS# MDGA2011720

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 55 VILLAGE DR #5, Oakland, MD 21550
      3 Beds3 Baths2,280 SqFt
      1/45 45
      Active

      $595,000

      55 VILLAGE DR #5, Oakland, MD 21550

      MLS# MDGA2011682

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 1875 PYSELL CROSSCUT RD, Oakland, MD 21550
      5 Beds5 Baths3,664 SqFt
      1/62 62
      Active

      $735,000

      1875 PYSELL CROSSCUT RD, Oakland, MD 21550

      MLS# MDGA2011686

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 827 PENN POINT RD, Oakland, MD 21550
      5 Beds4 Baths2,832 SqFt
      1/64 64
      Active

      $1,400,000

      827 PENN POINT RD, Oakland, MD 21550

      MLS# MDGA2011664

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 1740 OLD CRELLIN RD, Oakland, MD 21550
      3 Beds3 Baths2,288 SqFt
      1/28 28
      Active

      $335,000

      1740 OLD CRELLIN RD, Oakland, MD 21550

      MLS# MDGA2011680

      Listed by The KW Collective

      Bright MLS (BMLS)
    • 53 MEADOW CT, Oakland, MD 21550
      4 Beds6 Baths3,630 SqFt
      1/82 82
      Pending

      $824,900

      53 MEADOW CT, Oakland, MD 21550

      MLS# MDGA2011658

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 215 H ST, Mountain Lake Park, MD 21550
      3 Beds3 Baths2,388 SqFt
      1/55 55
      Active

      $379,000

      215 H ST, Mountain Lake Park, MD 21550

      MLS# MDGA2011582

      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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    GalleryCollective-Logo-Standard-FullColorProud Partner of FGP

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    Thomas Mathis Lic# MD: 610015 | DC:SP98369045

    +1(202) 367-2045 thomas@gallerycollectivere.com

    466 Brannan St, San Francisco, CA, 94107, USA

    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
        3. Recent Listings
        Communities
        1. Baltimore
        2. Prince George's County
        3. Charles County
        4. Montgomery County
        5. Anne Arundel County
        6. Washington
        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
    GalleryCollective-Logo-Standard-FullColorProud Partner of FGP

    Side Inc.

    Thomas Mathis Lic# MD: 610015 | DC:SP98369045

    +1(202) 367-2045 thomas@gallerycollectivere.com

    466 Brannan St, San Francisco, CA, 94107, USA

    Get My App

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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