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191 Properties

191 Properties Available

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  • Beds (Most)
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  • 439 PARADISE HTS, Oakland, MD 21550
    1/45 45
    Price Dropped by $20K

    $ 1,359,000

    6 Beds5 Baths4,113 SqFt

    439 PARADISE HTS, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008472

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 340 GRANDVIEW DR, Oakland, MD 21550
    1/25 25
    Price Dropped by $170K

    $ 980,000

    6 Beds4 Baths2,536 SqFt

    340 GRANDVIEW DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008438

    Listed by Jason Mitchell Group

    Bright MLS (BMLS)
  • 20 MAPLE DEL LN, Oakland, MD 21550
    1/17 17
    Active

    $ 549,000

    2 Beds1 Bath1.02 Acres Lot

    20 MAPLE DEL LN, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008386

    Listed by Jason Mitchell Group

    Bright MLS (BMLS)
  • 2829 SHADY DELL RD, Oakland, MD 21550
    1/137 137
    Active

    $ 1,950,000

    4 Beds4 Baths5,576 SqFt

    2829 SHADY DELL RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008460

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 400 BEAR DR E, Oakland, MD 21550
    1/46 46
    Active

    $ 324,900

    2 Beds2 Baths560 SqFt

    400 BEAR DR E, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008462

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 621 PARADISE HTS, Oakland, MD 21550
    3D
    Active

    $ 725,000

    4 Beds3 Baths3,242 SqFt

    621 PARADISE HTS, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008332

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 2725 STOCKSLAGER RD, Oakland, MD 21550
    1/108 108
    Active

    $ 2,750,000

    5 Beds7 Baths5,376 SqFt

    2725 STOCKSLAGER RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008312

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 3554 LAKE SHORE DR, Oakland, MD 21550
    1/48 48
    Price Dropped by $10K

    $ 589,000

    3 Beds2 Baths1,296 SqFt

    3554 LAKE SHORE DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008322

    Listed by Keller Williams Realty Centre

    Bright MLS (BMLS)
  • 339.03+/- ACRES-442 BAKER FARM RD, Oakland, MD 21550
    1/150 150
    Active

    $ 1,899,900

    6 Beds3 Baths3,800 SqFt

    339.03+/- ACRES-442 BAKER FARM RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008302

    Listed by Hurley Real Estate & Auctions

    Bright MLS (BMLS)
  • 3539 UNDERWOOD RD, Oakland, MD 21550
    1/73 73
    Active

    $ 350,000

    6 Beds4 Baths3,662 SqFt

    3539 UNDERWOOD RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2008088

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 5 LAUREL BROOK DR #5, Oakland, MD 21550
    1/29 29
    Price Dropped by $15K

    $ 199,000

    2 Beds2 Baths1,400 SqFt

    5 LAUREL BROOK DR #5, Oakland, MD 21550

    Townhouse

    MLS# MDGA2008150

    Listed by Berkshire Hathaway HomeServices Homesale Realty

    Bright MLS (BMLS)
  • 1931 LAKESHORE DR, Oakland, MD 21550
    3D
    Active

    $ 3,689,000

    5 Beds6 Baths5,100 SqFt

    1931 LAKESHORE DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2007848

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 522 E GREEN ST, Oakland, MD 21550
    1/49 49
    Active

    $ 349,000

    3 Beds4 Baths1,503 SqFt

    522 E GREEN ST, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2007728

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 1674 PARADISE POINT RD, Oakland, MD 21550
    3D
    Active

    $ 1,599,900

    4 Beds3 Baths2,340 SqFt

    1674 PARADISE POINT RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2007732

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 464 LAKE FOREST DR, Oakland, MD 21550
    1/26 26
    Under Contract

    $ 1,725,000

    4 Beds4 Baths2,496 SqFt

    464 LAKE FOREST DR, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2007712

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 403 O ST, Oakland, MD 21550
    1/47 47
    Active

    $ 289,990

    4 Beds4 Baths2,240 SqFt

    403 O ST, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2007582

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 234 MAPLE DEL LN, Oakland, MD 21550
    1/51 51
    Under Contract

    $ 475,000

    4 Beds3 Baths2,750 SqFt

    234 MAPLE DEL LN, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2007558

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 98 BEAR RUN ROAD, Oakland, MD 21550
    1/42 42
    Active

    $ 268,500

    3 Beds2 Baths1,080 SqFt

    98 BEAR RUN ROAD, Oakland, MD 21550

    Manufactured Home

    MLS# MDGA2007434

    Listed by The Mike Haywood Group

    Bright MLS (BMLS)
  • 41 BOYD PAUGH LN, Oakland, MD 21550
    1/103 103
    Price Dropped by $300K

    $ 2,399,000

    7 Beds5 Baths4,691 SqFt

    41 BOYD PAUGH LN, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2007342

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 565 GLENDALE RD #115A, Oakland, MD 21550
    1/63 63
    Active

    $ 299,000

    1 Bed1 Bath484 SqFt

    565 GLENDALE RD #115A, Oakland, MD 21550

    Condo

    MLS# MDGA2007036

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 10 LAUREL BROOK DR #10, Oakland, MD 21550
    1/39 39
    Under Contract

    $ 229,900

    2 Beds2 Baths

    10 LAUREL BROOK DR #10, Oakland, MD 21550

    Condo

    MLS# MDGA2006786

    Listed by Jason Mitchell Group

    Bright MLS (BMLS)
  • 58 GLENDALE WOODS RD, Oakland, MD 21550
    1/32 32
    Active

    $ 759,000

    4 Beds4 Baths3,020 SqFt

    58 GLENDALE WOODS RD, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2006686

    Listed by Gates Realty

    Bright MLS (BMLS)
  • 500 SENECA AVE, Oakland, MD 21550
    1/13 13
    Price Dropped by $3K

    $ 64,500

    3 Beds1 Bath1,284 SqFt

    500 SENECA AVE, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2006254

    Listed by Garrett Land Sales, PC

    Bright MLS (BMLS)
  • 637 BETTS LN, Oakland, MD 21550
    1/38 38
    Price Dropped by $15K

    $ 475,000

    3 Beds2 Baths1,377 SqFt

    637 BETTS LN, Oakland, MD 21550

    Single Family Home

    MLS# MDGA2006170

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
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Engel & Völkers Annapolis

Kara Shaffer

+1(443) 926-3287 [email protected]

License ID: 633377

138 West St, Annapolis, MD, 21401, USA

Kara Shaffer

mobile: +1 (443) 926-3287

email: [email protected]

office: +1 (443) 292-6767

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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.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

advisorlogo-shafferkara
Engel & Völkers Annapolis

Kara Shaffer

+1(443) 926-3287 [email protected]

License ID: 633377

138 West St, Annapolis, MD, 21401, USA

Kara Shaffer

mobile: +1 (443) 926-3287

email: [email protected]

office: +1 (443) 292-6767

Get My App

Download for iOS
iOS
Download for Android
Android
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Mortgage Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      About
      1. Reviews
      2. About Me
      3. Contact Us
      4. Resources
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