183 total properties
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View 52 Dam View Drive Oakland, MD MLS# MDGA2011104
  • New Construction with Virtual Tour
Save 52 Dam View Drive Oakland, MD MLS# MDGA2011104
1 of 75
$1,087,900
4

Beds

4.2

Baths

3,032

Sq.Ft.

52 Dam View Drive

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
View 137 Paradise Gardens Road Oakland, MD MLS# MDGA2011454
    Save 137 Paradise Gardens Road Oakland, MD MLS# MDGA2011454
    1 of 71
    $1,049,000
    4

    Beds

    2.0

    Baths

    2,730

    Sq.Ft.

    137 Paradise Gardens Road

    Oakland, MD

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    Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
    View Glendale Rd Lot 12 Alpine Village Subdivision Oakland, MD MLS# MDGA2011036
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    Save Glendale Rd Lot 12 Alpine Village Subdivision Oakland, MD MLS# MDGA2011036
    1 of 10
    $995,000
    Studio

    Beds

    0.0

    Baths

    Glendale Rd Lot 12 Alpine Village Subdivision

    Oakland, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View 164 Grandview Drive Oakland, MD MLS# MDGA2011052
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    Save 164 Grandview Drive Oakland, MD MLS# MDGA2011052
    1 of 54
    $950,000
    3

    Beds

    2.1

    Baths

    2,368

    Sq.Ft.

    164 Grandview Drive

    Oakland, MD

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    Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
    View 62 Whispering Pines Lane Oakland, MD MLS# MDGA2011182
      Save 62 Whispering Pines Lane Oakland, MD MLS# MDGA2011182
      1 of 77
      $930,000
      4

      Beds

      3.1

      Baths

      2,464

      Sq.Ft.

      62 Whispering Pines Lane

      Oakland, MD

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      View 267 San Francisco Street Oakland, MD MLS# MDGA2011040
        Save 267 San Francisco Street Oakland, MD MLS# MDGA2011040
        1 of 30
        $899,900
        4

        Beds

        2.1

        Baths

        3,278

        Sq.Ft.

        267 San Francisco Street

        Oakland, MD

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        View 113 Jubb Meadows Lane Oakland, MD MLS# MDGA2011494
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        Save 113 Jubb Meadows Lane Oakland, MD MLS# MDGA2011494
        1 of 69
        $899,900
        4

        Beds

        3.1

        Baths

        3,185

        Sq.Ft.

        113 Jubb Meadows Lane

        Oakland, MD

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        View 891 Mountainview Drive Oakland, MD MLS# MDGA2011344
          Save 891 Mountainview Drive Oakland, MD MLS# MDGA2011344
          1 of 82
          $875,000
          3

          Beds

          4.0

          Baths

          3,990

          Sq.Ft.

          891 Mountainview Drive

          Oakland, MD

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          View 39 Leo Friend Road Oakland, MD MLS# MDGA2011668
            Save 39 Leo Friend Road Oakland, MD MLS# MDGA2011668
            1 of 59
            $875,000
            3

            Beds

            3.1

            Baths

            3,897

            Sq.Ft.

            39 Leo Friend Road

            Oakland, MD

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            View 34 Hooppole Court # B-1 Oakland, MD MLS# MDGA2011646
              Save 34 Hooppole Court # B-1 Oakland, MD MLS# MDGA2011646
              1 of 36
              $829,000
              3

              Beds

              2.0

              Baths

              1,355

              Sq.Ft.

              34 Hooppole Court # B-1

              Oakland, MD

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              View 1909 Pysell Crosscut Road Oakland, MD MLS# MDGA2010462
                Save 1909 Pysell Crosscut Road Oakland, MD MLS# MDGA2010462
                1 of 85
                $825,000
                4

                Beds

                4.1

                Baths

                2,970

                Sq.Ft.

                1909 Pysell Crosscut Road

                Oakland, MD

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                View 53 Meadow Court Oakland, MD MLS# MDGA2011658
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                Save 53 Meadow Court Oakland, MD MLS# MDGA2011658
                1 of 82
                $824,900
                4

                Beds

                4.2

                Baths

                3,630

                Sq.Ft.

                53 Meadow Court

                Oakland, MD

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                View 14 Commerce Drive Oakland, MD MLS# MDGA2010002
                  Save 14 Commerce Drive Oakland, MD MLS# MDGA2010002
                  1 of 99
                  $800,000
                  10,000

                  Sq.Ft.

                  14 Commerce Drive

                  Oakland, MD

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                  View 467 Paradise Ridge Road Oakland, MD MLS# MDGA2011164
                    Save 467 Paradise Ridge Road Oakland, MD MLS# MDGA2011164
                    1 of 60
                    $799,900
                    4

                    Beds

                    3.1

                    Baths

                    3,780

                    Sq.Ft.

                    467 Paradise Ridge Road

                    Oakland, MD

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                    View 1001 Sutter Lane Oakland, MD MLS# MDGA2010778
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                    Save 1001 Sutter Lane Oakland, MD MLS# MDGA2010778
                    1 of 94
                    $799,000
                    5

                    Beds

                    4.2

                    Baths

                    6,550

                    Sq.Ft.

                    1001 Sutter Lane

                    Oakland, MD

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                    View 222 Skippers Point Road Oakland, MD MLS# MDGA2011482
                      Save 222 Skippers Point Road Oakland, MD MLS# MDGA2011482
                      1 of 56
                      $779,000
                      5

                      Beds

                      1.1

                      Baths

                      1,278

                      Sq.Ft.

                      222 Skippers Point Road

                      Oakland, MD

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                      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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                        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
                        $749,900
                        5

                        Beds

                        4.0

                        Baths

                        2,364

                        Sq.Ft.

                        25 Silver Tree Lane

                        Oakland, MD

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                        View 130 Timberloft Circle # 14 Oakland, MD MLS# MDGA2011146
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                        Save 130 Timberloft Circle # 14 Oakland, MD MLS# MDGA2011146
                        1 of 79
                        $749,000
                        3

                        Beds

                        3.0

                        Baths

                        1,900

                        Sq.Ft.

                        130 Timberloft Circle # 14

                        Oakland, MD

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                        View 1875 Pysell Crosscut Road Oakland, MD MLS# MDGA2011686
                        • Recently Listed
                        Save 1875 Pysell Crosscut Road Oakland, MD MLS# MDGA2011686
                        1 of 62
                        $735,000
                        5

                        Beds

                        5.0

                        Baths

                        3,664

                        Sq.Ft.

                        1875 Pysell Crosscut Road

                        Oakland, MD

                        Bright
                        Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE

                        About Oakland

                        Listings in Oakland, MD

                        183

                        Estimated median home price

                        $299,000
                        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 - 100K42
                        $100K - 200K20
                        $200K - 300K33
                        $300K - 400K20
                        $400K - 500K8
                        $500K - 600K10
                        $600K - 700K10
                        $700K - 800K8
                        $800K - 900K7
                        $900K - 1M3
                        $1M - Max22

                        Homes for Sale by Type in Oakland, MD

                        Property TypeCount
                        Single Family82
                        Townhouse2
                        Condo23
                        Commercial13
                        Rental6
                        Lots and Land63
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 4/25/2026)

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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.

                        Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

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                        Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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