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204 Properties

204 Properties Available In 21550

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  • 320 COOLIDGE AVE, Oakland, MD 21550
    1/28 28
    New

    $139,000

    2 Beds1 Bath720 SqFt

    320 COOLIDGE AVE, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009796

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 62 MIDDLETON RD, Oakland, MD 21550
    1/67 67
    New

    $849,900

    3 Beds3 Baths2,397 SqFt

    62 MIDDLETON RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009756

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 170 TANNERY RD, Oakland, MD 21550
    1/71 71
    New

    $219,000

    3 Beds2 Baths1,206 SqFt

    170 TANNERY RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009740

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 5914 MARYLAND HWY, Oakland, MD 21550
    1/38 38
    Under Contract

    $139,000

    4 Beds2 Baths1,775 SqFt

    5914 MARYLAND HWY, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009752

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)

    READ MORE

  • 590 S BLAKESLEE RD, Oakland, MD 21550
    1/64 64
    New

    $1,249,000

    4 Beds4 Baths3,071 SqFt

    590 S BLAKESLEE RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009738

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)

    READ MORE

  • 612 HARVEY WINTERS DR, Oakland, MD 21550
    1/70 70
    New

    $475,000

    4 Beds3 Baths2,473 SqFt

    612 HARVEY WINTERS DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009746

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 501 CHRISTOPHERS WAY, Oakland, MD 21550
    1/39 39
    New

    $259,000

    3 Beds2 Baths1,617 SqFt

    501 CHRISTOPHERS WAY, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009724

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)

    READ MORE

  • 531 S 3RD ST, Oakland, MD 21550
    1/56 56
    New

    $354,000

    5 Beds3 Baths2,477 SqFt

    531 S 3RD ST, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009682

    Listed by Charis Realty Group

    Bright MLS (BMLS)

    READ MORE

  • 1100 S BLAKESLEE RD, Oakland, MD 21550
    1/127 127
    Coming Soon

    $2,775,000

    5 Beds6 Baths6,572 SqFt

    1100 S BLAKESLEE RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009688

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 413 D ST, Oakland, MD 21550
    1/32 32
    New

    $279,900

    4 Beds2 Baths1,760 SqFt

    413 D ST, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009720

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)

    READ MORE

  • 4 LAUREL BROOK DR #4, Oakland, MD 21550
    1/22 22
    New

    $235,000

    2 Beds2 Baths

    4 LAUREL BROOK DR #4, Oakland, MD 21550

    Condo

    MLS# MDGA2009716

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)

    READ MORE

  • 52 DAM VIEW DR, Oakland, MD 21550
    1/11 11
    New

    $1,147,000

    4 Beds6 Baths3,032 SqFt

    52 DAM VIEW DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009714

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)

    READ MORE

  • 101 SUNSET DR, Oakland, MD 21550
    3D
    New

    $499,000

    3 Beds3 Baths3,024 SqFt

    101 SUNSET DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009668

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 2571 SHADY DELL RD, Oakland, MD 21550
    1/18 18
    Active

    $299,900

    2 Beds2 Baths1,678 SqFt

    2571 SHADY DELL RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009710

    Listed by Garrett Land Sales, PC

    Bright MLS (BMLS)

    READ MORE

  • 45 VILLAGE DR #4, Oakland, MD 21550
    1/35 35
    Active

    $450,000

    2 Beds2 Baths1,096 SqFt

    45 VILLAGE DR #4, Oakland, MD 21550

    Condo

    MLS# MDGA2009698

    Listed by RE/MAX Realty Group

    Bright MLS (BMLS)

    READ MORE

  • 4012 MARYLAND HWY, Oakland, MD 21550
    1/55 55
    Active

    $299,900

    3 Beds1 Bath1,824 SqFt

    4012 MARYLAND HWY, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009634

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 81 TIMBER LN, Oakland, MD 21550
    1/20 20
    Pending

    $125,000

    4 Beds2 Baths1,860 SqFt

    81 TIMBER LN, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009696

    Listed by Lake Homes Realty, LLC

    Bright MLS (BMLS)

    READ MORE

  • 600 HOPE AVE, Oakland, MD 21550
    1/44 44
    Active

    $249,900

    3 Beds3 Baths2,480 SqFt

    600 HOPE AVE, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009596

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)

    READ MORE

  • 636 PARADISE HTS, Oakland, MD 21550
    3D
    Under Contract

    $1,099,000

    4 Beds2 Baths2,028 SqFt

    636 PARADISE HTS, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009588

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 17 DRIFTWOOD LN, Oakland, MD 21550
    1/3 3
    Coming Soon

    $379,000

    3 Beds2 Baths1,092 SqFt

    17 DRIFTWOOD LN, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009650

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 531 GLENDALE RD #B302, Oakland, MD 21550
    1/29 29
    Active

    $369,000

    2 Beds1 Bath887 SqFt

    531 GLENDALE RD #B302, Oakland, MD 21550

    Condo

    MLS# MDGA2009640

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)

    READ MORE

  • 969 HOYES RUN RD, Oakland, MD 21550
    1/56 56
    Active

    $725,000

    5 Beds3 Baths3,614 SqFt

    969 HOYES RUN RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009606

    Listed by RE/MAX Results

    Bright MLS (BMLS)

    READ MORE

  • 939 GLENDALE RD #13, Oakland, MD 21550
    1/44 44
    Active

    $615,000

    2 Beds2 Baths1,027 SqFt

    939 GLENDALE RD #13, Oakland, MD 21550

    Townhouse

    MLS# MDGA2009602

    Listed by Lake Homes Realty, LLC

    Bright MLS (BMLS)

    READ MORE

  • 315 COOLIDGE AVE, Oakland, MD 21550
    1/53 53
    Active

    $269,500

    3 Beds2 Baths1,600 SqFt

    315 COOLIDGE AVE, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2009614

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)

    READ MORE

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Douglas Realty

Stephanie Smith

+1(410) 562-5870 stephaniesmithrealty22@gmail.com

License ID: 5008852

Brokerage Address (street, city zipcode)

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      Home
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      1. All Listings
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      1. About Us
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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Douglas Realty

Stephanie Smith

+1(410) 562-5870 stephaniesmithrealty22@gmail.com

License ID: 5008852

Brokerage Address (street, city zipcode)

Get My App

      Home
      Listings
      1. All Listings
      2. Featured Listings
      Selling
      1. Sell My Home
      2. Home Evaluation
      Zillow Reviews
      About
      1. About Us
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