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191 Properties

191 Properties Available In 21550

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MD >21550 >
Market Insights
  • 247 WINDING TRAIL LN #6B, Oakland, MD 21550
    1/82 82
    Price Dropped by $15K

    $ 584,900

    5 Beds5 Baths3,300 SqFt

    247 WINDING TRAIL LN #6B, Oakland, MD 21550

    Condo

    MLS# MDGA2008902

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 45 VILLAGE DR #4, Oakland, MD 21550
    1/33 33
    Active

    $ 475,000

    2 Beds2 Baths1,096 SqFt

    45 VILLAGE DR #4, Oakland, MD 21550

    Condo

    MLS# MDGA2008882

    Listed by RE/MAX Realty Group

    Bright MLS (BMLS)
  • 36 RIDGEWOOD DR, Oakland, MD 21550
    1/60 60
    Active

    $ 550,000

    3 Beds4 Baths1,713 SqFt

    36 RIDGEWOOD DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008900

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 565 GLENDALE RD #312, Oakland, MD 21550
    1/31 31
    Active

    $ 259,999

    1 Bed1 Bath785 SqFt

    565 GLENDALE RD #312, Oakland, MD 21550

    Condo

    MLS# MDGA2008890

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
  • 130 TIMBERLOFT CIR #14, Oakland, MD 21550
    1/67 67
    Active

    $ 780,000

    3 Beds3 Baths1,900 SqFt

    130 TIMBERLOFT CIR #14, Oakland, MD 21550

    Condo

    MLS# MDGA2008826

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 3084 LAKE SHORE DR, Oakland, MD 21550
    3D
    Price Dropped by $40K

    $ 625,000

    4 Beds3 Baths2,464 SqFt

    3084 LAKE SHORE DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008870

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 180 PARADISE RIDGE RD, Oakland, MD 21550
    1/82 82
    Under Contract

    $ 425,000

    3 Beds2 Baths1,152 SqFt

    180 PARADISE RIDGE RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008834

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 114 WATERWHEEL RD, Oakland, MD 21550
    1/32 32
    Price Dropped by $20K

    $ 269,000

    3 Beds1 Bath960 SqFt

    114 WATERWHEEL RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008830

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 29 SLOAN TRACT RD, Oakland, MD 21550
    1/32 32
    Under Contract

    $ 324,900

    3 Beds2 Baths960 SqFt

    29 SLOAN TRACT RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008812

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 5459 HUTTON RD, Oakland, MD 21550
    1/42 42
    Under Contract

    $ 175,000

    4 Beds2 Baths2,000 SqFt

    5459 HUTTON RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008794

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • 65 VILLAGE DR #6, Oakland, MD 21550
    1/53 53
    Active

    $ 725,000

    3 Beds3 Baths1,740 SqFt

    65 VILLAGE DR #6, Oakland, MD 21550

    Condo

    MLS# MDGA2008728

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 6652 GEORGE WASHINGTON HWY, Oakland, MD 21550
    1/33 33
    Active

    $ 760,000

    6 Beds3 Baths2,672 SqFt

    6652 GEORGE WASHINGTON HWY, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008742

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 1359 CEDAR LN, Oakland, MD 21550
    1/72 72
    Price Dropped by $5K

    $ 299,900

    2 Beds2 Baths1,600 SqFt

    1359 CEDAR LN, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008730

    Listed by Home Towne Real Estate

    Bright MLS (BMLS)
  • 465 KING WILDESEN RD, Oakland, MD 21550
    1/40 40
    Under Contract

    $ 429,900

    2 Beds1 Bath768 SqFt

    465 KING WILDESEN RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008706

    Listed by BHHS Touchdown Home Pros Realty

    Bright MLS (BMLS)
  • 511 MAIN ST, Deer Park, MD 21550
    1/33 33
    Active

    $ 235,000

    5 Beds2 Baths1,536 SqFt

    511 MAIN ST, Deer Park, MD 21550

    Single Family Home

    MLS# MDGA2008298

    Listed by 1 Real Estate Source LLC

    Bright MLS (BMLS)
  • 145 LOWER PENN POINT DR, Oakland, MD 21550
    1/71 71
    Pending

    $ 899,900

    3 Beds4 Baths2,106 SqFt

    145 LOWER PENN POINT DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008610

    Listed by Real Broker, LLC

    Bright MLS (BMLS)
  • 565 GLENDALE RD #212, Oakland, MD 21550
    1/20 20
    Price Dropped by $6K

    $ 215,000

    1 Bed1 Bath527 SqFt

    565 GLENDALE RD #212, Oakland, MD 21550

    Condo

    MLS# MDGA2008680

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 202 DEERFIELD DR, Oakland, MD 21550
    1/72 72
    Under Contract

    $ 299,500

    4 Beds3 Baths2,720 SqFt

    202 DEERFIELD DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008628

    Listed by Coldwell Banker Home Town Realty

    Bright MLS (BMLS)
  • 1118 LAKE SHORE DR, Oakland, MD 21550
    1/98 98
    Active

    $ 675,000

    3 Beds2 Baths2,446 SqFt

    1118 LAKE SHORE DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008542

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 20698 GARRETT HWY, Oakland, MD 21550
    1/49 49
    Active

    $ 1,399,000

    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)
  • 15 VILLAGE DR #1, Oakland, MD 21550
    1/37 37
    Active

    $ 499,000

    2 Beds1 Bath

    15 VILLAGE DR #1, Oakland, MD 21550

    Condo

    MLS# MDGA2008612

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 1240 BOY SCOUT RD, Oakland, MD 21550
    1/119 119
    Active

    $ 4,750,000

    7 Beds7 Baths3,695 SqFt

    1240 BOY SCOUT RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008536

    Listed by The KW Collective

    Bright MLS (BMLS)
  • 4960 HUTTON RD, Oakland, MD 21550
    1/32 32
    Active

    $ 165,000

    2 Beds1 Bath1,080 SqFt

    4960 HUTTON RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008596

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 2463 MAYHEW INN RD, Oakland, MD 21550
    1/141 141
    Price Dropped by $150K

    $ 2,199,900

    6 Beds6 Baths5,389 SqFt

    2463 MAYHEW INN RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008556

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
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Engel & Völkers Annapolis

Kara Shaffer

+1(443) 926-3287 [email protected]

License ID: 633377

138 West St, Annapolis, MD, 21401, USA

Kara Shaffer

mobile: +1 (443) 926-3287

email: [email protected]

office: +1 (443) 292-6767

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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.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

advisorlogo-shafferkara
Engel & Völkers Annapolis

Kara Shaffer

+1(443) 926-3287 [email protected]

License ID: 633377

138 West St, Annapolis, MD, 21401, USA

Kara Shaffer

mobile: +1 (443) 926-3287

email: [email protected]

office: +1 (443) 292-6767

Get My App

Download for iOS
iOS
Download for Android
Android
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Mortgage Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. Reviews
      2. About Me
      3. Contact Us
      4. Resources
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.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility