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34 Properties

34 Properties Available In 21550

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MD >21550 >
Market Insights
  • 308 WINDING TRAIL LN #11B, Oakland, MD 21550
    1/61 61
    5 Beds 5 Baths 3,300 SqFt
    $615,000
    New

    308 WINDING TRAIL LN #11B, Oakland, MD 21550

    MLS# MDGA2012146

    Listed by Taylor-Made Deep Creek Sales

    Condo

    Bright MLS (BMLS)
  • 511 HILLTOP RD, Oakland, MD 21550
    1/51 51
    4 Beds 3 Baths 2,406 SqFt
    $434,900
    Active

    511 HILLTOP RD, Oakland, MD 21550

    MLS# MDGA2012082

    Listed by Taylor-Made Deep Creek Sales

    Single Family Home

    Bright MLS (BMLS)
  • 20160 GARRETT HWY #H706, Oakland, MD 21550
    3D
    1 Bed 1 Bath 550 SqFt
    $309,000
    Active

    20160 GARRETT HWY #H706, Oakland, MD 21550

    MLS# MDGA2011894

    Listed by Taylor-Made Deep Creek Sales

    Condo

    Bright MLS (BMLS)
  • 312 MOSS CREEK CIR, Oakland, MD 21550
    1/55 55
    5 Beds 4 Baths 4,230 SqFt
    $795,000
    Active

    312 MOSS CREEK CIR, Oakland, MD 21550

    MLS# MDGA2011736

    Listed by Taylor-Made Deep Creek Sales

    Single Family Home

    Bright MLS (BMLS)
  • 17921 GARRETT HWY, Oakland, MD 21550
    1/56 56
    4 Beds 2 Baths 1,563 SqFt
    $325,000
    Price Dropped by $34K

    17921 GARRETT HWY, Oakland, MD 21550

    MLS# MDGA2011818

    Listed by Taylor-Made Deep Creek Sales

    Single Family Home

    Bright MLS (BMLS)
  • 8 HIDDEN COVE CT, Oakland, MD 21550
    3D
    4 Beds 3 Baths 2,856 SqFt
    $949,000
    Under Contract

    8 HIDDEN COVE CT, Oakland, MD 21550

    MLS# MDGA2011746

    Listed by Railey Realty, Inc.

    Single Family Home

    Bright MLS (BMLS)
  • 638 GLENDALE RD, Oakland, MD 21550
    1/56 56
    5 Beds 3 Baths 2,640 SqFt
    $745,000
    Active

    638 GLENDALE RD, Oakland, MD 21550

    MLS# MDGA2011738

    Listed by Taylor-Made Deep Creek Sales

    Single Family Home

    Bright MLS (BMLS)
  • 1295 MOUNTAINVIEW DR, Oakland, MD 21550
    1/52 52
    4 Beds 3 Baths 3,550 SqFt
    $920,000
    Pending

    1295 MOUNTAINVIEW DR, Oakland, MD 21550

    MLS# MDGA2011722

    Listed by Long & Foster Real Estate, Inc.

    Single Family Home

    Bright MLS (BMLS)
  • 55 VILLAGE DR #5, Oakland, MD 21550
    3D
    3 Beds 3 Baths 2,280 SqFt
    $585,000
    Price Dropped by $10K

    55 VILLAGE DR #5, Oakland, MD 21550

    MLS# MDGA2011682

    Listed by Railey Realty, Inc.

    Condo

    Bright MLS (BMLS)
  • 1010 HOLY CROSS DR, Oakland, MD 21550
    3D
    8 Beds 9 Baths 10,300 SqFt
    $5,150,000
    Active

    1010 HOLY CROSS DR, Oakland, MD 21550

    MLS# MDGA2011388

    Listed by Railey Realty, Inc.

    Single Family Home

    Bright MLS (BMLS)
  • 113 JUBB MEADOWS LN, Oakland, MD 21550
    3D
    4 Beds 4 Baths 3,185 SqFt
    $899,900
    Active

    113 JUBB MEADOWS LN, Oakland, MD 21550

    MLS# MDGA2011494

    Listed by Railey Realty, Inc.

    Single Family Home

    Bright MLS (BMLS)
  • 565 GLENDALE RD #124, Oakland, MD 21550
    1/30 30
    1 Bed 1 Bath 382 SqFt
    $144,000
    Price Dropped by $15K

    565 GLENDALE RD #124, Oakland, MD 21550

    MLS# MDGA2011422

    Listed by Taylor-Made Deep Creek Sales

    Townhouse

    Bright MLS (BMLS)
  • 163 MITCHELL DR, Oakland, MD 21550
    3D
    3 Beds 3 Baths 2,242 SqFt
    $289,000
    Price Dropped by $10K

    163 MITCHELL DR, Oakland, MD 21550

    MLS# MDGA2011294

    Listed by Railey Realty, Inc.

    Single Family Home

    Bright MLS (BMLS)
  • 164 GRANDVIEW DR, Oakland, MD 21550
    1/50 50
    3 Beds 3 Baths 2,368 SqFt
    $950,000
    Active

    164 GRANDVIEW DR, Oakland, MD 21550

    MLS# MDGA2011052

    Listed by Taylor-Made Deep Creek Sales

    Single Family Home

    Bright MLS (BMLS)
  • 157 JEFFREY LN #21B, Oakland, MD 21550
    1/29 29
    2 Beds 1 Bath 550 SqFt
    $297,000
    Price Dropped by $2K

    157 JEFFREY LN #21B, Oakland, MD 21550

    MLS# MDGA2011174

    Listed by Taylor-Made Deep Creek Sales

    Condo

    Bright MLS (BMLS)
  • 505 SOUTHERN PINES DR, Oakland, MD 21550
    1/38 38
    3 Beds 2 Baths 1,248 SqFt
    $287,500
    Price Dropped by $5K

    505 SOUTHERN PINES DR, Oakland, MD 21550

    MLS# MDGA2011242

    Listed by Taylor-Made Deep Creek Sales

    Single Family Home

    Bright MLS (BMLS)
  • 52 DAM VIEW DR, Oakland, MD 21550
    3D
    4 Beds 6 Baths 3,032 SqFt
    $1,074,900
    Price Dropped by $13K

    52 DAM VIEW DR, Oakland, MD 21550

    MLS# MDGA2011104

    Listed by Railey Realty, Inc.

    Single Family Home

    Bright MLS (BMLS)
  • 815 CHADDERTON SCHOOL RD, Oakland, MD 21550
    3D
    5 Beds 4 Baths 4,619 SqFt
    $1,900,000
    Under Contract

    815 CHADDERTON SCHOOL RD, Oakland, MD 21550

    MLS# MDGA2011092

    Listed by Railey Realty, Inc.

    Single Family Home

    Bright MLS (BMLS)
  • 130 TIMBERLOFT CIR #14, Oakland, MD 21550
    3D
    3 Beds 3 Baths 1,900 SqFt
    $749,000
    Active

    130 TIMBERLOFT CIR #14, Oakland, MD 21550

    MLS# MDGA2011146

    Listed by Railey Realty, Inc.

    Condo

    Bright MLS (BMLS)
  • 130 MYSTIC CREEK TRL #1B, Oakland, MD 21550
    3D
    5 Beds 5 Baths 2,200 SqFt
    $639,000
    Pending

    130 MYSTIC CREEK TRL #1B, Oakland, MD 21550

    MLS# MDGA2011072

    Listed by Railey Realty, Inc.

    Single Family Home, Townhouse

    Bright MLS (BMLS)
  • 232 JEFFREY LN #33, Oakland, MD 21550
    1/39 39
    2 Beds 3 Baths 2,960 SqFt
    $414,999
    Pending

    232 JEFFREY LN #33, Oakland, MD 21550

    MLS# MDGA2011030

    Listed by Samson Properties

    Condo

    Bright MLS (BMLS)
  • 20160 GARRETT HWY #F501-701, Oakland, MD 21550
    3D
    3 Beds 2 Baths 1,700 SqFt
    $575,000
    Active

    20160 GARRETT HWY #F501-701, Oakland, MD 21550

    MLS# MDGA2010702

    Listed by Railey Realty, Inc.

    Condo

    Bright MLS (BMLS)
  • 47 HOLY CROSS, Oakland, MD 21550
    3D
    8 Beds 9 Baths 11,417 SqFt
    $6,499,900
    Active

    47 HOLY CROSS, Oakland, MD 21550

    MLS# MDGA2010560

    Listed by Railey Realty, Inc.

    Single Family Home

    Bright MLS (BMLS)
  • 5024 CRANESVILLE RD, Oakland, MD 21550
    3D
    3 Beds 3 Baths 2,128 SqFt
    $399,000
    Under Contract

    5024 CRANESVILLE RD, Oakland, MD 21550

    MLS# MDGA2010510

    Listed by Railey Realty, Inc.

    Single Family Home

    Bright MLS (BMLS)
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Real
      About
      Buy
      1. Property Search
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Real Broker

Giovanni Maggipinto License ID: 1644529

+1(908) 872-7635 gio@revisionhomes.com

165 Passaic Avenue, Suite 205, Fairfield, NJ 07004

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Powered by Lofty Inc. Copyright 2026. 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.
Real
      About
      Buy
      1. Property Search
      2. Mortgage Calculator
      Sell
      1. Sell Your House
      2. Home Valuation
      Market Snapshot
      Blog
      Contact
Real Broker

Giovanni Maggipinto License ID: 1644529

+1(908) 872-7635 gio@revisionhomes.com

165 Passaic Avenue, Suite 205, Fairfield, NJ 07004

Get My App

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

Powered by Lofty Inc. Copyright 2026. 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.