• Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • eXp Realty
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Market Snapshot
  • App
    • Register
    • Sign In
    Filters Reset
    Save Search (1)
    Save your search to get Alerts
    203 Properties

    203 Properties Available In 21550

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    Map
    List
    MD >21550 >
    Market Insights
    • 462 SKIPPERS POINT RD, Oakland, MD 21550
      1/66 66
      Active

      $570,000

      5 Beds2 Baths1,620 SqFt

      462 SKIPPERS POINT RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009418

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 1220 BROADFORD RD, Oakland, MD 21550
      3D
      Price Dropped by $24K

      $375,000

      4 Beds3 Baths2,092 SqFt

      1220 BROADFORD RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009416

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 116 N 8TH ST #2, Oakland, MD 21550
      1/41 41
      Under Contract

      $149,900

      2 Beds1 Bath1,494 SqFt

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

      Single Family Home

      MLS# MDGA2009400

      Listed by Keller Williams Realty Centre

      Bright MLS (BMLS)

      READ MORE

    • 5 ARROWHEAD LN #5, Oakland, MD 21550
      1/92 92
      Active

      $674,900

      3 Beds3 Baths1,650 SqFt

      5 ARROWHEAD LN #5, Oakland, MD 21550

      Condo

      MLS# MDGA2009392

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 39 LEO FRIEND RD, Oakland, MD 21550
      1/34 34
      Active

      $985,000

      3 Beds4 Baths3,897 SqFt

      39 LEO FRIEND RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009372

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 503 SOUTHERN PINES DR, Oakland, MD 21550
      3D
      Active

      $429,900

      3 Beds3 Baths1,642 SqFt

      503 SOUTHERN PINES DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009360

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 254 LITTLE MOUNTAIN RD, Oakland, MD 21550
      1/49 49
      Price Dropped by $10K

      $350,000

      4 Beds2 Baths1,792 SqFt

      254 LITTLE MOUNTAIN RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009344

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 2849 SHINGLE CAMP RD, Oakland, MD 21550
      1/66 66
      Active

      $1,200,000

      3 Beds2 Baths2,034 SqFt

      2849 SHINGLE CAMP RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009324

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 20160 GARRETT HWY #D308/408, Oakland, MD 21550
      1/39 39
      Active

      $495,000

      2 Beds2 Baths1,325 SqFt

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

      Condo

      MLS# MDGA2009336

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 56 BEE TREE LN, Oakland, MD 21550
      3D
      Active

      $2,845,000

      6 Beds8 Baths5,100 SqFt

      56 BEE TREE LN, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009212

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 611 E OAK ST, Oakland, MD 21550
      1/14 14
      Active

      $295,000

      5 Beds3 Baths1,800 SqFt

      611 E OAK ST, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009308

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 245 SANTA FE TRL, Oakland, MD 21550
      1/40 40
      Under Contract

      $629,000

      4 Beds3 Baths2,280 SqFt

      245 SANTA FE TRL, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009286

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 366 GLENDALE RD, Oakland, MD 21550
      1/29 29
      Active

      $369,900

      3 Beds2 Baths1,392 SqFt

      366 GLENDALE RD, Oakland, MD 21550

      Single Family Home, Townhouse

      MLS# MDGA2009278

      Listed by Keller Williams Capital Properties

      Bright MLS (BMLS)

      READ MORE

    • 433 SAN FRANCISCO ST, Oakland, MD 21550
      3D
      Active

      $599,900

      6 Beds3 Baths2,560 SqFt

      433 SAN FRANCISCO ST, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009232

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 321 DEER PARK HOTEL RD, Oakland, MD 21550
      1/104 104
      Price Dropped by $4K

      $386,500

      3 Beds2 Baths2,516 SqFt

      321 DEER PARK HOTEL RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009244

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 216 TARN DR, Oakland, MD 21550
      1/86 86
      Active

      $1,250,000

      6 Beds5 Baths4,769 SqFt

      216 TARN DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009200

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 328 STOOL ROCK RD, Oakland, MD 21550
      1/103 103
      Price Dropped by $10K

      $575,000

      4 Beds3 Baths1,860 SqFt

      328 STOOL ROCK RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009150

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 2719 BROADFORD RD, Oakland, MD 21550
      3D
      Active

      $599,000

      3 Beds3 Baths4,253 SqFt

      2719 BROADFORD RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009220

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 267 WOODLANDS HILL LN, Oakland, MD 21550
      3D
      Active

      $1,135,000

      4 Beds4 Baths2,232 SqFt

      267 WOODLANDS HILL LN, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009170

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 355 LONESOME PINE RD, Oakland, MD 21550
      1/22 22
      Price Dropped by $25K

      $650,000

      2 Beds2 Baths1,584 SqFt

      355 LONESOME PINE RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009210

      Listed by Lake Homes Realty, LLC

      Bright MLS (BMLS)

      READ MORE

    • 3472 LAKE SHORE DR, Oakland, MD 21550
      1/76 76
      Price Dropped by $20K

      $875,000

      5 Beds6 Baths2,904 SqFt

      3472 LAKE SHORE DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009194

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 1764 UNDERWOOD RD, Oakland, MD 21550
      1/45 45
      Price Dropped by $11K

      $298,000

      4 Beds2 Baths2,304 SqFt

      1764 UNDERWOOD RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009166

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 300 SANTA FE TRL, Oakland, MD 21550
      3D
      Price Dropped by $15K

      $476,000

      2 Beds2 Baths1,080 SqFt

      300 SANTA FE TRL, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009022

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 13903 GARRETT HWY, Oakland, MD 21550
      1/62 62
      Under Contract

      $279,000

      1 Bed3 Baths1,536 SqFt

      13903 GARRETT HWY, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009146

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 1
    • 2
    • 3
    • 4
    • 5
    • ...
    • 9

    explore listings in 21550

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    default
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
        App
    eXp Realty

    Matt Kilmer (VA) 0225238026 (WV)WVS2003010

    +1(540) 931-6089 matt@movewithmatt.net

    Get My App

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

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

    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.
    default
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
        App
    eXp Realty

    Matt Kilmer (VA) 0225238026 (WV)WVS2003010

    +1(540) 931-6089 matt@movewithmatt.net

    Get My App

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

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

    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.