• Home
  • Buy
    1. All Listings
    2. Mortgage Calculator
    3. Sold Listings
    4. Featured Listings
    5. Utilities
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Providing Exceptional Service throughout Maryland & Pennsylvania
  • About
    1. Office Locations
    2. Reviews
    3. Our Team
  • Contact
  • Social
    1. VYBE Realty on Instagram
    2. VYBE Realty on Facebook
    3. VYBE Realty on TikTok
    4. VYBE Realty on Google
    • Register
    • Sign In
    Filters Reset
    Save Search (1)
    Save your search to get Alerts
    215 Properties

    215 Properties Available In 21550

    • Default
    • Newest Listings
    • Price-High To Low
    • Price-Low To High
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    Map
    List
    MD >21550 >
    Market Insights
    • 20676 GARRETT HWY, Oakland, MD 21550
      1/25 25
      Open Sun 4PM-7PM

      $1,499,950

      5 Beds5 Baths2,280 SqFt

      20676 GARRETT HWY, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009852

      Listed by HomeZu by Simple Choice

      Bright MLS (BMLS)

      READ MORE

    • 531 S 3RD ST, Oakland, MD 21550
      1/56 56
      Open Sat 11AM-1PM

      $348,000

      5 Beds3 Baths2,477 SqFt

      531 S 3RD ST, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009682

      Listed by Charis Realty Group

      Bright MLS (BMLS)

      READ MORE

    • 321 DEER PARK HOTEL RD, Oakland, MD 21550
      1/104 104
      Open 6/28 11AM-1PM

      $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

    • 25 SILVER TREE LN, Oakland, MD 21550
      3D
      Open 6/28 12PM-3PM

      $775,000

      5 Beds4 Baths2,364 SqFt

      25 SILVER TREE LN, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009038

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 20698 GARRETT HWY, Oakland, MD 21550
      1/49 49
      Open 7/2 12PM-3PM

      $1,299,000

      4 Beds3 Baths1,844 SqFt

      20698 GARRETT HWY, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2008636

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 1001 SUTTER LN, Oakland, MD 21550
      1/82 82
      New

      $899,900

      5 Beds6 Baths6,588 SqFt

      1001 SUTTER LN, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009800

      Listed by Northrop Realty

      Bright MLS (BMLS)

      READ MORE

    • 20160 GARRETT HWY #H708, Oakland, MD 21550
      3D
      New

      $300,000

      1 Bed1 Bath550 SqFt

      20160 GARRETT HWY #H708, Oakland, MD 21550

      Condo

      MLS# MDGA2009826

      Listed by The KW Collective

      Bright MLS (BMLS)

      READ MORE

    • 1484 PARADISE POINT RD, Oakland, MD 21550
      1/47 47
      New

      $1,799,900

      5 Beds5 Baths3,360 SqFt

      1484 PARADISE POINT RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009848

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 793 MOUNTAINVIEW DR, Oakland, MD 21550
      1/42 42
      New

      $576,000

      3 Beds3 Baths1,564 SqFt

      793 MOUNTAINVIEW DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009762

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 511 E GREEN ST, Oakland, MD 21550
      1/37 37
      New

      $309,000

      4 Beds2 Baths1,880 SqFt

      511 E GREEN ST, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009822

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 17 DRIFTWOOD LN, Oakland, MD 21550
      1/3 3
      New

      $379,000

      3 Beds2 Baths1,092 SqFt

      17 DRIFTWOOD LN, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009650

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 237 GLENDALE RD, Oakland, MD 21550
      1/100 100
      New

      $2,159,000

      7 Beds7 Baths3,735 SqFt

      237 GLENDALE RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009792

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 1100 S BLAKESLEE RD, Oakland, MD 21550
      1/127 127
      Under Contract

      $2,775,000

      5 Beds6 Baths6,572 SqFt

      1100 S BLAKESLEE RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009688

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 333 SLOAN TRACT RD, Oakland, MD 21550
      1/40 40
      New

      $475,000

      4 Beds4 Baths1,492 SqFt

      333 SLOAN TRACT RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009836

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 1681 SHADY DELL RD, Oakland, MD 21550
      1/31 31
      Under Contract

      $189,000

      3 Beds1 Bath960 SqFt

      1681 SHADY DELL RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009834

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 408 SHENANDOAH, Loch Lynn Heights, MD 21550
      1/43 43
      Under Contract

      $105,000

      2 Beds1 Bath960 SqFt

      408 SHENANDOAH, Loch Lynn Heights, MD 21550

      Single Family Home

      MLS# MDGA2009810

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 609 SOUTHERN PINES DR, Oakland, MD 21550
      1/57 57
      New

      $460,000

      4 Beds3 Baths2,030 SqFt

      609 SOUTHERN PINES DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009816

      Listed by BHHS Touchdown Home Pros Realty

      Bright MLS (BMLS)

      READ MORE

    • 285 WINDING TRAIL LN #10A, Oakland, MD 21550
      1/50 50
      New

      $589,000

      5 Beds5 Baths3,300 SqFt

      285 WINDING TRAIL LN #10A, Oakland, MD 21550

      Condo

      MLS# MDGA2009744

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 320 COOLIDGE AVE, Oakland, MD 21550
      1/28 28
      New

      $139,000

      2 Beds1 Bath720 SqFt

      320 COOLIDGE AVE, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009796

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 62 MIDDLETON RD, Oakland, MD 21550
      1/67 67
      Active

      $849,900

      3 Beds3 Baths2,397 SqFt

      62 MIDDLETON RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009756

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 5914 MARYLAND HWY, Oakland, MD 21550
      1/38 38
      Under Contract

      $139,000

      4 Beds2 Baths1,775 SqFt

      5914 MARYLAND HWY, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009752

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 590 S BLAKESLEE RD, Oakland, MD 21550
      1/64 64
      Active

      $1,249,000

      4 Beds4 Baths3,071 SqFt

      590 S BLAKESLEE RD, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009738

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

    • 612 HARVEY WINTERS DR, Oakland, MD 21550
      1/70 70
      Under Contract

      $475,000

      4 Beds3 Baths2,473 SqFt

      612 HARVEY WINTERS DR, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009746

      Listed by Railey Realty, Inc.

      Bright MLS (BMLS)

      READ MORE

    • 501 CHRISTOPHERS WAY, Oakland, MD 21550
      1/39 39
      Active

      $259,000

      3 Beds2 Baths1,617 SqFt

      501 CHRISTOPHERS WAY, Oakland, MD 21550

      Single Family Home

      MLS# MDGA2009724

      Listed by Taylor Made Deep Creek Vacations & Sales

      Bright MLS (BMLS)

      READ MORE

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

    explore listings in 21550

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    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.
    zoom-png-color (1)

    Locally Owned & Operated

    VYBE Realty

    +1(410) 220-4648 hello@justvybe.com

    502 Washington Ave #101 Towson, MD 21204, USA
        Home
        Buy
        1. All Listings
        2. Mortgage Calculator
        3. Sold Listings
        4. Featured Listings
        5. Utilities
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. Office Locations
        2. Reviews
        3. Our Team
        Contact
        Social
        1. VYBE Realty on Instagram
        2. VYBE Realty on Facebook
        3. VYBE Realty on TikTok
        4. VYBE Realty on Google

    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.
    zoom-png-color (1)

    Locally Owned & Operated

    VYBE Realty

    +1(410) 220-4648 hello@justvybe.com

    502 Washington Ave #101 Towson, MD 21204, USA
        Home
        Buy
        1. All Listings
        2. Mortgage Calculator
        3. Sold Listings
        4. Featured Listings
        5. Utilities
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. Office Locations
        2. Reviews
        3. Our Team
        Contact
        Social
        1. VYBE Realty on Instagram
        2. VYBE Realty on Facebook
        3. VYBE Realty on TikTok
        4. VYBE Realty on Google

    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