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    220 Properties

    220 Properties Available In 21550

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    MD >21550 >
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    • 193 RED RUN RD #1-B-3, Oakland, MD 21550
      1/57 57
      Open Sun 11AM-1PM

      $ 595,000

      2 Beds2 Baths1,340 SqFt

      193 RED RUN RD #1-B-3, Oakland, MD 21550

      Condo

      MLS# MDGA2012232

      Listed by RE/MAX Results

      Bright MLS (BMLS)
    • 321 DEER PARK HOTEL RD, Oakland, MD 21550
      1/47 47
      Open Sat 11AM-2PM

      $ 399,900

      3 Beds2 Baths2,476 SqFt

      321 DEER PARK HOTEL RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012166

      Listed by Houwzer, LLC

      Bright MLS (BMLS)
    • 565 GLENDALE RD #213-A, Oakland, MD 21550
      1/24 24
      Coming Soon

      $ 225,000

      1 Bed1 Bath391 SqFt

      565 GLENDALE RD #213-A, Oakland, MD 21550

      Condo

      MLS# MDGA2012506

      Listed by The KW Collective

      Bright MLS (BMLS)
    • 5154 MARYLAND HWY, Oakland, MD 21550
      1/26 26
      Coming Soon

      $ 460,000

      5 Beds2 Baths2,860 SqFt

      5154 MARYLAND HWY, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012262

      Listed by Coldwell Banker Home Town Realty

      Bright MLS (BMLS)
    • 15 BYRAN DR, Oakland, MD 21550
      Coming Soon

      $ 799,900

      4 Beds4 Baths0.64 Acres Lot

      15 BYRAN DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012464

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 355 MARKWOOD DR, Oakland, MD 21550
      1/72 72
      New

      $ 569,000

      3 Beds3 Baths1,654 SqFt

      355 MARKWOOD DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012466

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 615 E OAK ST, Oakland, MD 21550
      1/60 60
      New

      $ 365,000

      5 Beds3 Baths2,652 SqFt

      615 E OAK ST, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012446

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 210 F ST, Mountain Lake Park, MD 21550
      1/52 52
      Under Contract

      $ 225,000

      3 Beds1 Bath1,260 SqFt

      210 F ST, Mountain Lake Park, MD 21550

      Single Family Home

      MLS# MDGA2012434

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 22 SHADY HILL DR, Oakland, MD 21550
      1/55 55
      Under Contract

      $ 210,000

      2 Beds1 Bath1,056 SqFt

      22 SHADY HILL DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012314

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 206 W LIBERTY ST, Oakland, MD 21550
      1/35 35
      New

      $ 199,000

      2 Beds1 Bath2,008 SqFt

      206 W LIBERTY ST, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012412

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 40 SUNSHINE, Oakland, MD 21550
      1/43 43
      New

      $ 179,000

      3 Beds1 Bath1,516 SqFt

      40 SUNSHINE, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012436

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 718 BOY SCOUT CROSSCUT RD, Oakland, MD 21550
      1/58 58
      Active

      $ 459,900

      3 Beds2 Baths1,458 SqFt

      718 BOY SCOUT CROSSCUT RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012430

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 509 E ST, Mountain Lake Park, MD 21550
      1/42 42
      Under Contract

      $ 139,900

      2 Beds1 Bath816 SqFt

      509 E ST, Mountain Lake Park, MD 21550

      Single Family Home

      MLS# MDGA2012428

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 325 MARKWOOD DR, Oakland, MD 21550
      1/65 65
      Active

      $ 799,000

      4 Beds4 Baths3,376 SqFt

      325 MARKWOOD DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012328

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 112 E PENNINGTON ST, Oakland, MD 21550
      1/63 63
      Active

      $ 350,000

      5 Beds3 Baths2,165 SqFt

      112 E PENNINGTON ST, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012308

      Listed by Lake Homes Realty, LLC

      Bright MLS (BMLS)
    • 187 LOWER PENN POINT DR, Oakland, MD 21550
      1/44 44
      Active

      $ 1,450,000

      3 Beds2 Baths1,695 SqFt

      187 LOWER PENN POINT DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012396

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 995 BETTS LN, Oakland, MD 21550
      1/45 45
      Active

      $ 549,900

      4 Beds3 Baths2,548 SqFt

      995 BETTS LN, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012114

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 37 SKIPPERS POINT RD, Oakland, MD 21550
      1/49 49
      Active

      $ 875,000

      4 Beds3 Baths2,280 SqFt

      37 SKIPPERS POINT RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012292

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 520 PALMER LN, Oakland, MD 21550
      1/72 72
      Under Contract

      $ 325,000

      3 Beds2 Baths1,978 SqFt

      520 PALMER LN, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012340

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 5 LAUREL BROOK DR #5, Oakland, MD 21550
      1/29 29
      Active

      $ 269,900

      2 Beds2 Baths1,400 SqFt

      5 LAUREL BROOK DR #5, Oakland, MD 21550

      Condo

      MLS# MDGA2012388

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 251 ROBINWOOD DR, Oakland, MD 21550
      1/62 62
      Active

      $ 775,000

      5 Beds5 Baths4,284 SqFt

      251 ROBINWOOD DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012378

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 635 DENNETT RD, Oakland, MD 21550
      1/50 50
      Pending

      $ 290,000

      3 Beds2 Baths1,512 SqFt

      635 DENNETT RD, Oakland, MD 21550

      Manufactured Home

      MLS# MDGA2012374

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
    • 610 HARVEY WINTERS DR, Oakland, MD 21550
      1/38 38
      Active

      $ 325,000

      3 Beds2 Baths1,539 SqFt

      610 HARVEY WINTERS DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2012326

      Listed by Taylor-Made Deep Creek Sales

      Bright MLS (BMLS)
    • 135 ROCK RIDGE LANE #13, Oakland, MD 21550
      1/49 49
      Under Contract

      $ 575,000

      4 Beds3 Baths2,383 SqFt

      135 ROCK RIDGE LANE #13, Oakland, MD 21550

      Condo

      MLS# MDGA2012086

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)
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    advisorlogo-HornCaitlin
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    Engel & Völkers Americas
    Caitlin Horn

    +1(843) 566-2228 [email protected]

    138 West St, Annapolis, MD, 21401, USA

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    advisorlogo-HornCaitlin
      • Home
        About
        1. About Us
        2. Contact Us
        3. Reviews
      • Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
      • Sell
        1. Sell My Home
        2. Home Valuation
    Engel & Völkers Americas
    Caitlin Horn

    +1(843) 566-2228 [email protected]

    138 West St, Annapolis, MD, 21401, USA

    Get My App

    Download for iOS
    iOS
    Download for Android
    Android

    Powered by Lofty Inc. Copyright 2026. 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.