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    Know Your Buying Power — Don’t Go House Shopping Without a Wallet!

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    ZIP Code: 21550
    Price Reduced
    Map
    44 Properties Available

    44 Properties Available

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    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    206 W LIBERTY ST, Oakland, MD 21550
    1/35
    Price Dropped by $10K

    $189,000

    2 Beds1 Bath2,008 SqFt

    206 W LIBERTY ST, Oakland, MD 21550

    MLS# MDGA2012412

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    40 SUNSHINE, Oakland, MD 21550
    1/43
    Price Dropped by $10K

    $169,000

    3 Beds1 Bath1,516 SqFt

    40 SUNSHINE, Oakland, MD 21550

    MLS# MDGA2012436

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    187 LOWER PENN POINT DR, Oakland, MD 21550
    1/44
    Price Dropped by $25K

    $1,425,000

    3 Beds2 Baths1,695 SqFt

    187 LOWER PENN POINT DR, Oakland, MD 21550

    MLS# MDGA2012396

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    943 PARADISE HTS, Oakland, MD 21550
    1/62
    Price Dropped by $20K
    3D

    $745,000

    5 Beds3 Baths2,200 SqFt

    943 PARADISE HTS, Oakland, MD 21550

    MLS# MDGA2012214

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    17240 GARRETT HWY, Oakland, MD 21550
    1/104
    Price Dropped by $49K

    $899,000

    6 Beds5 Baths5,547 SqFt

    17240 GARRETT HWY, Oakland, MD 21550

    MLS# MDGA2012252

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    193 RED RUN RD #1-B-3, Oakland, MD 21550
    1/57
    Price Dropped by $25K

    $550,000

    2 Beds2 Baths1,340 SqFt

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

    MLS# MDGA2012232

    Listed by RE/MAX Results

    Bright MLS (BMLS)
    321 DEER PARK HOTEL RD, Oakland, MD 21550
    1/47
    Price Dropped by $15K

    $384,500

    3 Beds2 Baths2,476 SqFt

    321 DEER PARK HOTEL RD, Oakland, MD 21550

    MLS# MDGA2012166

    Listed by Houwzer, LLC

    Bright MLS (BMLS)
    428 SAM SNEAD CIR, Oakland, MD 21550
    1/86
    Price Dropped by $20K
    3D

    $579,000

    5 Beds4 Baths3,542 SqFt

    428 SAM SNEAD CIR, Oakland, MD 21550

    MLS# MDGA2012104

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    1499 FOSTER RD, Oakland, MD 21550
    1/64
    Price Dropped by $23K

    $375,000

    4 Beds2 Baths2,234 SqFt

    1499 FOSTER RD, Oakland, MD 21550

    MLS# MDGA2012068

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    511 HILLTOP RD, Oakland, MD 21550
    1/51
    Price Dropped by $15K

    $399,900

    4 Beds3 Baths2,406 SqFt

    511 HILLTOP RD, Oakland, MD 21550

    MLS# MDGA2012082

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    251 ROBINWOOD DR, Oakland, MD 21550
    1/63
    Price Dropped by $69K

    $899,900

    5 Beds5 Baths4,284 SqFt

    251 ROBINWOOD DR, Oakland, MD 21550

    MLS# MDGA2011890

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    670 WOODLANDS HILL LN, Oakland, MD 21550
    1/72
    Under Contract

    $1,499,000

    5 Beds5 Baths3,714 SqFt

    670 WOODLANDS HILL LN, Oakland, MD 21550

    MLS# MDGA2011904

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    127 PARADISE HTS, Oakland, MD 21550
    1/24
    Price Dropped by $50K

    $1,025,000

    3 Beds3 Baths2,240 SqFt

    127 PARADISE HTS, Oakland, MD 21550

    MLS# MDGA2011804

    Listed by XRealty.NET LLC

    Bright MLS (BMLS)
    660 GLENDALE RD, Oakland, MD 21550
    1/62
    Price Dropped by $101K

    $999,000

    5 Beds3 Baths2,592 SqFt

    660 GLENDALE RD, Oakland, MD 21550

    MLS# MDGA2011188

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    552 BLACK OAK DR, Oakland, MD 21550
    1/46
    Price Dropped by $10K

    $349,000

    3 Beds2 Baths1,152 SqFt

    552 BLACK OAK DR, Oakland, MD 21550

    MLS# MDGA2011470

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    400 BEAR DR E, Oakland, MD 21550
    1/42
    Price Dropped by $19K

    $249,900

    2 Beds2 Baths560 SqFt

    400 BEAR DR E, Oakland, MD 21550

    MLS# MDGA2011462

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    113 JUBB MEADOWS LN, Oakland, MD 21550
    1/69
    Price Dropped by $30K
    3D

    $869,900

    4 Beds4 Baths3,185 SqFt

    113 JUBB MEADOWS LN, Oakland, MD 21550

    MLS# MDGA2011494

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    1167 TALL OAKS DR, Oakland, MD 21550
    1/59
    Price Dropped by $10K
    3D

    $359,000

    2 Beds3 Baths1,920 SqFt

    1167 TALL OAKS DR, Oakland, MD 21550

    MLS# MDGA2011356

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    157 JEFFREY LN #21B, Oakland, MD 21550
    1/29
    Price Dropped by $3K

    $294,000

    2 Beds1 Bath550 SqFt

    157 JEFFREY LN #21B, Oakland, MD 21550

    MLS# MDGA2011174

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    127 S OAKHALL DR, Oakland, MD 21550
    1/57
    Price Dropped by $16K

    $249,000

    4 Beds2 Baths1,913 SqFt

    127 S OAKHALL DR, Oakland, MD 21550

    MLS# MDGA2011068

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    181 JEFFREY LN #23A, Oakland, MD 21550
    1/25
    Price Dropped by $10K

    $249,900

    2 Beds1 Bath670 SqFt

    181 JEFFREY LN #23A, Oakland, MD 21550

    MLS# MDGA2010704

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    961 CEDAR LN, Oakland, MD 21550
    1/56
    Price Dropped by $40K

    $299,000

    4 Beds3 Baths1,920 SqFt

    961 CEDAR LN, Oakland, MD 21550

    MLS# MDGA2010426

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    126 LEO FRIEND RD, Oakland, MD 21550
    1/50
    Price Dropped by $30K

    $499,900

    4 Beds3 Baths2,235 SqFt

    126 LEO FRIEND RD, Oakland, MD 21550

    MLS# MDGA2009940

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    315 COOLIDGE AVE, Oakland, MD 21550
    1/53
    Price Dropped by $5K

    $264,500

    3 Beds2 Baths1,600 SqFt

    315 COOLIDGE AVE, Oakland, MD 21550

    MLS# MDGA2009614

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
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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.
    eXp Realty - White
    The Expert Sales Team
    Carlo Drogo
    +1(856) 692-4368
    carlo.drogo@exprealty.com
    903 S Central Ave, Minotola, NJ 08341-1240

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        About
        1. OUR TEAM
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        YOUR HOMES VALUE
        Join eXp Realty
      • BUYERS
        1. THE HOME BUYING PROCESS
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        SELLERS
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      • LISTINGS
        1. Counties & Neighborhoods
        2. FEATURED LISTINGS
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        CONTACT
        Rental Homes Available

    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.
    eXp Realty - White
    The Expert Sales Team
    Carlo Drogo
    +1(856) 692-4368
    carlo.drogo@exprealty.com
    903 S Central Ave, Minotola, NJ 08341-1240

    Get My App

      • Home
        About
        1. OUR TEAM
        2. OUR PARTNERS
        3. NEWS & ARTICLES
        YOUR HOMES VALUE
        Join eXp Realty
      • BUYERS
        1. THE HOME BUYING PROCESS
        2. MORTGAGES
        3. TITLE INSURANCE
        SELLERS
        1. HOME VALUATION
        2. HOME SELLING FAQ
        Community Events
      • LISTINGS
        1. Counties & Neighborhoods
        2. FEATURED LISTINGS
        3. SEARCH FOR HOMES
        4. FEATURED TOWNS
        CONTACT
        Rental Homes Available

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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