151 total properties
Did you mean the neighborhood Oakland?
View 220 Woodlands Hill Lane Oakland, MD MLS# MDGA2010752
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Save 220 Woodlands Hill Lane Oakland, MD MLS# MDGA2010752
1 of 85
$775,000
5

Beds

3.0

Baths

2,660

Sq.Ft.

220 Woodlands Hill Lane

Oakland, MD

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Courtesy of RE/MAX REALTY GROUP
View 1875 Pysell Crosscut Road Oakland, MD MLS# MDGA2010078
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    1 of 67
    $769,000
    5

    Beds

    5.0

    Baths

    3,664

    Sq.Ft.

    1875 Pysell Crosscut Road

    Oakland, MD

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    View 939 Glendale Road # 19 Oakland, MD MLS# MDGA2010096
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      1 of 30
      $765,000
      3

      Beds

      2.0

      Baths

      1,432

      Sq.Ft.

      939 Glendale Road # 19

      Oakland, MD

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      Courtesy of RICHARD DAVIS & ASSOCIATES
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 519 Paradise Heights Oakland, MD MLS# MDGA2010792
        Save 519 Paradise Heights Oakland, MD MLS# MDGA2010792
        1 of 17
        $765,000
        4

        Beds

        3.0

        Baths

        2,112

        Sq.Ft.

        519 Paradise Heights

        Oakland, MD

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        Courtesy of APPALACHIAN REALTY
        View 25 Silver Tree Lane Oakland, MD MLS# MDGA2009038
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        Save 25 Silver Tree Lane Oakland, MD MLS# MDGA2009038
        1 of 52
        $759,900
        5

        Beds

        4.0

        Baths

        2,364

        Sq.Ft.

        25 Silver Tree Lane

        Oakland, MD

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        View 329 Lemley Drive Oakland, MD MLS# MDGA2010512
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        Save 329 Lemley Drive Oakland, MD MLS# MDGA2010512
        1 of 81
        $750,000
        4

        Beds

        3.1

        Baths

        2,632

        Sq.Ft.

        329 Lemley Drive

        Oakland, MD

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        Courtesy of RAILEY REALTY, INC.
        View 465 Pergin Farm Road Oakland, MD MLS# MDGA2010680
          Save 465 Pergin Farm Road Oakland, MD MLS# MDGA2010680
          1 of 80
          $749,000
          3

          Beds

          3.1

          Baths

          2,960

          Sq.Ft.

          465 Pergin Farm Road

          Oakland, MD

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          View Memorial Drive Oakland, MD MLS# MDGA2010668
            Save Memorial Drive Oakland, MD MLS# MDGA2010668
            1 of 26
            $699,000
            Studio

            Beds

            0.0

            Baths

            Memorial Drive

            Oakland, MD

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            View 621 Paradise Heights Oakland, MD MLS# MDGA2008332
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            1 of 117
            $695,000
            4

            Beds

            3.0

            Baths

            3,242

            Sq.Ft.

            621 Paradise Heights

            Oakland, MD

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            View 155 Basswood Way Oakland, MD MLS# MDGA2009018
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            Save 155 Basswood Way Oakland, MD MLS# MDGA2009018
            1 of 54
            $674,900
            5

            Beds

            3.0

            Baths

            2,792

            Sq.Ft.

            155 Basswood Way

            Oakland, MD

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            View 13209 Garrett Highway Oakland, MD MLS# MDGA2006142
              Save 13209 Garrett Highway Oakland, MD MLS# MDGA2006142
              1 of 6
              $649,000

              13209 Garrett Highway

              Oakland, MD

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              View 13209 Garrett Highway Oakland, MD MLS# MDGA2008426
                Save 13209 Garrett Highway Oakland, MD MLS# MDGA2008426
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                $649,000
                Studio

                Beds

                0.0

                Baths

                13209 Garrett Highway

                Oakland, MD

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                View 1118 Lake Shore Drive Oakland, MD MLS# MDGA2008542
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                1 of 101
                $649,000
                3

                Beds

                2.0

                Baths

                2,446

                Sq.Ft.

                1118 Lake Shore Drive

                Oakland, MD

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                View 65 Village Drive # 6 Oakland, MD MLS# MDGA2008728
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                1 of 55
                $625,000
                3

                Beds

                3.0

                Baths

                1,740

                Sq.Ft.

                65 Village Drive # 6

                Oakland, MD

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                View 66 Paradise Ridge Road Oakland, MD MLS# MDGA2010278
                  Save 66 Paradise Ridge Road Oakland, MD MLS# MDGA2010278
                  1 of 24
                  $619,900
                  4

                  Beds

                  4.0

                  Baths

                  2,550

                  Sq.Ft.

                  66 Paradise Ridge Road

                  Oakland, MD

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                  Courtesy of HAWKINS REAL ESTATE COMPANY
                  View 2701 Old Crellin Road Oakland, MD MLS# MDGA2007826
                    Save 2701 Old Crellin Road Oakland, MD MLS# MDGA2007826
                    1 of 63
                    $600,000
                    4,700

                    Sq.Ft.

                    2701 Old Crellin Road

                    Oakland, MD

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                    View 3084 Lake Shore Drive Oakland, MD MLS# MDGA2008870
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                    Save 3084 Lake Shore Drive Oakland, MD MLS# MDGA2008870
                    1 of 71
                    $599,900
                    4

                    Beds

                    3.0

                    Baths

                    2,464

                    Sq.Ft.

                    3084 Lake Shore Drive

                    Oakland, MD

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                    View 433 San Francisco Street Oakland, MD MLS# MDGA2009232
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                    Save 433 San Francisco Street Oakland, MD MLS# MDGA2009232
                    1 of 66
                    $599,900
                    6

                    Beds

                    2.1

                    Baths

                    2,560

                    Sq.Ft.

                    433 San Francisco Street

                    Oakland, MD

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                    View 77 Meadow Court Oakland, MD MLS# MDGA2010516
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                    Save 77 Meadow Court Oakland, MD MLS# MDGA2010516
                    1 of 65
                    $599,900
                    4

                    Beds

                    3.0

                    Baths

                    2,436

                    Sq.Ft.

                    77 Meadow Court

                    Oakland, MD

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                    View 189 Red Run Road # 1-C-2 Oakland, MD MLS# MDGA2009502
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                    Save 189 Red Run Road # 1-C-2 Oakland, MD MLS# MDGA2009502
                    1 of 50
                    $589,000
                    2

                    Beds

                    2.0

                    Baths

                    1,200

                    Sq.Ft.

                    189 Red Run Road # 1-C-2

                    Oakland, MD

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                    About Oakland

                    Listings in Oakland, MD

                    161

                    Estimated median home price

                    $299,500
                    Oakland MD Homes for Sale & Properties

                    Weichert Realtors is one of the nation's leading providers of Oakland, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oakland, MD.

                    Homes for Sale by Price in Oakland, MD

                    PriceCount
                    $0 - 100K34
                    $100K - 200K24
                    $200K - 300K24
                    $300K - 400K13
                    $400K - 500K9
                    $500K - 600K12
                    $600K - 700K8
                    $700K - 800K11
                    $800K - 900K4
                    $900K - 1M3
                    $1M - Max19

                    Homes for Sale by Type in Oakland, MD

                    Property TypeCount
                    Single Family68
                    Townhouse0
                    Condo22
                    Commercial10
                    Rental1
                    Lots and Land61
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family0
                    Mobile Home0
                    Farms0

                    (Data as of 12/20/2025)

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                    Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

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