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    ZIP Code: 21550
    Map
    213 Properties Available In 21550

    213 Properties Available In 21550

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    • Beds (Most)
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    MD >21550 >
    Market Insights
    47 HOLY CROSS, Oakland, MD 21550
    1/109
    Active
    3D

    $6,499,900

    8 Beds9 Baths11,417 SqFt

    47 HOLY CROSS, Oakland, MD 21550

    MLS# MDGA2010560

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    4009 MAYHEW INN, Oakland, MD 21550
    1/2
    Active

    $6,000,000

    169 Acres Lot

    4009 MAYHEW INN, Oakland, MD 21550

    MLS# MDGA2007236

    Listed by Jason Mitchell Group

    Bright MLS (BMLS)
    1010 HOLY CROSS DR, Oakland, MD 21550
    1/147
    Active
    3D

    $5,150,000

    8 Beds9 Baths10,300 SqFt

    1010 HOLY CROSS DR, Oakland, MD 21550

    MLS# MDGA2011388

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    65 ENTERPRISE DR, Oakland, MD 21550
    1/67
    Active

    $2,799,900

    5.3 Acres Lot

    65 ENTERPRISE DR, Oakland, MD 21550

    MLS# MDGA2010098

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    19530 GARRETT HWY, Oakland, MD 21550
    1/43
    Active

    $2,500,000

    6.62 Acres Lot

    19530 GARRETT HWY, Oakland, MD 21550

    MLS# MDGA2010798

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    83 BETHLEHEM RD, Oakland, MD 21550
    1/43
    New

    $2,499,900

    4 Beds2 Baths2,190 SqFt

    83 BETHLEHEM RD, Oakland, MD 21550

    MLS# MDGA2011892

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    2411 LAKE SHORE DR, Oakland, MD 21550
    1/69
    Under Contract

    $2,390,000

    5 Beds4 Baths3,463 SqFt

    2411 LAKE SHORE DR, Oakland, MD 21550

    MLS# MDGA2011610

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    2725 STOCKSLAGER RD, Oakland, MD 21550
    1/115
    Active

    $2,350,000

    5 Beds7 Baths5,376 SqFt

    2725 STOCKSLAGER RD, Oakland, MD 21550

    MLS# MDGA2008312

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    1038 S BLAKESLEE RD, Oakland, MD 21550
    1/69
    Active

    $2,100,000

    5 Beds5 Baths4,074 SqFt

    1038 S BLAKESLEE RD, Oakland, MD 21550

    MLS# MDGA2011370

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    209 GLENDALE RD, Oakland, MD 21550
    1/89
    Under Contract

    $2,100,000

    6 Beds5 Baths3,882 SqFt

    209 GLENDALE RD, Oakland, MD 21550

    MLS# MDGA2010922

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    12743 GARRETT HWY, Oakland, MD 21550
    1/62
    Active

    $1,999,900

    0.79 Acres Lot

    12743 GARRETT HWY, Oakland, MD 21550

    MLS# MDGA2008424

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    815 CHADDERTON SCHOOL RD, Oakland, MD 21550
    1/110
    Under Contract
    3D

    $1,900,000

    5 Beds4 Baths4,619 SqFt

    815 CHADDERTON SCHOOL RD, Oakland, MD 21550

    MLS# MDGA2011092

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    62 DUCK COVE RD, Oakland, MD 21550
    1/73
    Under Contract
    3D

    $1,899,000

    4 Beds4 Baths4,150 SqFt

    62 DUCK COVE RD, Oakland, MD 21550

    MLS# MDGA2011402

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    499 OAKLAND DR, Oakland, MD 21550
    1/103
    Active

    $1,750,000

    1.37 Acres Lot

    499 OAKLAND DR, Oakland, MD 21550

    MLS# MDGA2003394

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    17848 GARRETT HWY, Oakland, MD 21550
    1/121
    Active
    3D

    $1,700,000

    5.77 Acres Lot

    17848 GARRETT HWY, Oakland, MD 21550

    MLS# MDGA2011286

    Listed by Railey Realty, Inc.

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

    $1,689,000

    5 Beds5 Baths3,714 SqFt

    670 WOODLANDS HILL LN, Oakland, MD 21550

    MLS# MDGA2011904

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    3898 3898 UNDERWOOD RD, Oakland, MD 21550
    1/31
    Price Dropped by $150K

    $1,650,000

    4 Beds6 Baths5,117 SqFt

    3898 3898 UNDERWOOD RD, Oakland, MD 21550

    MLS# MDGA2010508

    Listed by Custer Realty & Auction

    Bright MLS (BMLS)
    827 PENN POINT RD, Oakland, MD 21550
    1/64
    Active

    $1,400,000

    5 Beds4 Baths2,832 SqFt

    827 PENN POINT RD, Oakland, MD 21550

    MLS# MDGA2011664

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    439 PARADISE HTS, Oakland, MD 21550
    1/45
    Active
    3D

    $1,329,000

    6 Beds5 Baths4,113 SqFt

    439 PARADISE HTS, Oakland, MD 21550

    MLS# MDGA2008472

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    660 GLENDALE RD, Oakland, MD 21550
    1/62
    Active

    $1,300,000

    5 Beds3 Baths2,592 SqFt

    660 GLENDALE RD, Oakland, MD 21550

    MLS# MDGA2011188

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    122 WOODLANDS HILL LN, Oakland, MD 21550
    1/38
    Coming Soon

    $1,200,000

    4 Beds4 Baths2,656 SqFt

    122 WOODLANDS HILL LN, Oakland, MD 21550

    MLS# MDGA2011982

    Listed by Taylor-Made Deep Creek Sales

    Bright MLS (BMLS)
    209 BLACK ANGUS DR, Oakland, MD 21550
    1/50
    Under Contract

    $1,200,000

    2 Beds2 Baths1,156 SqFt

    209 BLACK ANGUS DR, Oakland, MD 21550

    MLS# MDGA2012018

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    248 TARN DR, Oakland, MD 21550
    1/70
    New

    $1,189,000

    6 Beds6 Baths3,482 SqFt

    248 TARN DR, Oakland, MD 21550

    MLS# MDGA2011874

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    285 LAKE SHORE DR, Oakland, MD 21550
    1/50
    Price Dropped by $49K

    $1,149,800

    5 Beds5 Baths2,593 SqFt

    285 LAKE SHORE DR, Oakland, MD 21550

    MLS# MDGA2010466

    Listed by Keller Williams Capital Properties

    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.

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    Collini Real Estate

    Justin Selby License ID: 1867481

    +1(856) 364-1548 justinselby@collinirealestate.com

    2165 Asbury Avenue, City, NJ, 08226

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    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.

    SITE MAP

        Home
        Buy
        1. Mortgage Calculator
        2. All Listings
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        4. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
    Collini_logo copy

    Collini Real Estate

    Justin Selby License ID: 1867481

    +1(856) 364-1548 justinselby@collinirealestate.com

    2165 Asbury Avenue, City, NJ, 08226

    Get My App

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

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