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    ZIP Code: 21550
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    196 Properties Available

    196 Properties Available

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    565 GLENDALE RD #124, Oakland, MD 21550
    1/30
    Open Sun 12PM-2PM

    $159,000

    1 Bed1 Bath382 SqFt

    565 GLENDALE RD #124, Oakland, MD 21550

    MLS# MDGA2011422

    Listed by Taylor Made Deep Creek Real Estate

    Bright MLS (BMLS)
    931 BLACK OAK DR, Oakland, MD 21550
    1/53
    Open 5/16 10AM-12PM

    $349,999

    3 Beds1 Bath990 SqFt

    931 BLACK OAK DR, Oakland, MD 21550

    MLS# MDGA2010958

    Listed by Taylor Made Deep Creek Real Estate

    Bright MLS (BMLS)
    1875 PYSELL CROSSCUT RD, Oakland, MD 21550
    1/62
    New

    $735,000

    5 Beds5 Baths3,664 SqFt

    1875 PYSELL CROSSCUT RD, Oakland, MD 21550

    MLS# MDGA2011686

    Listed by Taylor Made Deep Creek Real Estate

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

    $1,400,000

    5 Beds4 Baths2,832 SqFt

    827 PENN POINT RD, Oakland, MD 21550

    MLS# MDGA2011664

    Listed by Taylor Made Deep Creek Real Estate

    Bright MLS (BMLS)
    1740 OLD CRELLIN RD, Oakland, MD 21550
    1/28
    New

    $335,000

    3 Beds3 Baths2,288 SqFt

    1740 OLD CRELLIN RD, Oakland, MD 21550

    MLS# MDGA2011680

    Listed by The KW Collective

    Bright MLS (BMLS)
    39 LEO FRIEND RD, Oakland, MD 21550
    1/59
    Coming Soon

    $875,000

    3 Beds4 Baths3,897 SqFt

    39 LEO FRIEND RD, Oakland, MD 21550

    MLS# MDGA2011668

    Listed by Taylor Made Deep Creek Real Estate

    Bright MLS (BMLS)
    53 MEADOW CT, Oakland, MD 21550
    1/82
    New

    $824,900

    4 Beds6 Baths3,630 SqFt

    53 MEADOW CT, Oakland, MD 21550

    MLS# MDGA2011658

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    215 H ST, Mountain Lake Park, MD 21550
    1/55
    New

    $379,000

    3 Beds3 Baths2,388 SqFt

    215 H ST, Mountain Lake Park, MD 21550

    MLS# MDGA2011582

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    505 SHENANDOAH AVE, Mt Lake Park, MD 21550
    1/35
    Under Contract

    $165,000

    3 Beds1 Bath1,632 SqFt

    505 SHENANDOAH AVE, Mt Lake Park, MD 21550

    MLS# MDGA2011654

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    34 HOOPPOLE CT #B-1, Oakland, MD 21550
    1/36
    Under Contract

    $829,000

    3 Beds2 Baths1,355 SqFt

    34 HOOPPOLE CT #B-1, Oakland, MD 21550

    MLS# MDGA2011646

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    170 CHERRYWOOD DR, Oakland, MD 21550
    1/67
    New

    $699,000

    5 Beds3 Baths2,560 SqFt

    170 CHERRYWOOD DR, Oakland, MD 21550

    MLS# MDGA2011178

    Listed by Taylor Made Deep Creek Real Estate

    Bright MLS (BMLS)
    1204 ALEXANDER LN, Oakland, MD 21550
    1/64
    Pending

    $399,900

    3 Beds2 Baths2,266 SqFt

    1204 ALEXANDER LN, Oakland, MD 21550

    MLS# MDGA2011628

    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)
    660 GLENDALE RD, Oakland, MD 21550
    1/62
    New

    $1,300,000

    5 Beds3 Baths2,592 SqFt

    660 GLENDALE RD, Oakland, MD 21550

    MLS# MDGA2011188

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    891 MOUNTAINVIEW DR, Oakland, MD 21550
    1/82
    New

    $875,000

    3 Beds4 Baths3,990 SqFt

    891 MOUNTAINVIEW DR, Oakland, MD 21550

    MLS# MDGA2011344

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    8956 OAKLAND SANG RUN RD, Oakland, MD 21550
    1/67
    New

    $265,000

    3 Beds2 Baths1,064 SqFt

    8956 OAKLAND SANG RUN RD, Oakland, MD 21550

    MLS# MDGA2011566

    Listed by Taylor Properties

    Bright MLS (BMLS)
    5151 HUTTON RD, Oakland, MD 21550
    1/28
    New

    $120,000

    2 Beds1 Bath1,029 SqFt

    5151 HUTTON RD, Oakland, MD 21550

    MLS# MDGA2011602

    Listed by Julian Agency Real Estate

    Bright MLS (BMLS)
    565 GLENDALE RD #306, Oakland, MD 21550
    1/32
    Active

    $249,900

    2 Beds1 Bath772 SqFt

    565 GLENDALE RD #306, Oakland, MD 21550

    MLS# MDGA2011544

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    654 N BRADLEY LN, Oakland, MD 21550
    1/17
    Active

    $449,900

    3 Beds2 Baths1,464 SqFt

    654 N BRADLEY LN, Oakland, MD 21550

    MLS# MDGA2011266

    Listed by Taylor Made Deep Creek Real Estate

    Bright MLS (BMLS)
    552 BLACK OAK DR, Oakland, MD 21550
    1/46
    Active

    $359,000

    3 Beds2 Baths1,152 SqFt

    552 BLACK OAK DR, Oakland, MD 21550

    MLS# MDGA2011470

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    2332 PARADISE POINT RD, Oakland, MD 21550
    1/74
    Under Contract

    $1,399,000

    3 Beds2 Baths2,064 SqFt

    2332 PARADISE POINT RD, Oakland, MD 21550

    MLS# MDGA2011510

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    18025-B GARRETT HWY #B, Oakland, MD 21550
    1/54
    Pending

    $425,000

    3 Beds2 Baths1,920 SqFt

    18025-B GARRETT HWY #B, Oakland, MD 21550

    MLS# MDGA2011518

    Listed by Taylor Made Deep Creek Real Estate

    Bright MLS (BMLS)
    400 BEAR E, Oakland, MD 21550
    1/42
    Active

    $299,900

    2 Beds2 Baths560 SqFt

    400 BEAR E, Oakland, MD 21550

    MLS# MDGA2011462

    Listed by Taylor Made Deep Creek Real Estate

    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)
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    Ray Dockery "Your Favorite Delaware Realtor"
    Ray Dockery | License ID: RS-0038296
    200 Continental Drive Suite 401 Newark DE 19713

    +1(302) 409-2511

    dockeryrealtygroup@gmail.com

    Get My App

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

    Ray Dockery "Your Favorite Delaware Realtor"
    Ray Dockery | License ID: RS-0038296
    200 Continental Drive Suite 401 Newark DE 19713

    +1(302) 409-2511

    dockeryrealtygroup@gmail.com

    Get My App

    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.

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

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