193 total properties
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View Glendale Rd Lot 12 Alpine Village Subdivision Oakland, MD MLS# MDGA2011036
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$975,000
Studio

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0.0

Baths

Glendale Rd Lot 12 Alpine Village Subdivision

Oakland, MD

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View 1250 Pergin Farm Road Oakland, MD MLS# MDGA2012178
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    1 of 110
    $975,000
    3

    Beds

    2.1

    Baths

    2,520

    Sq.Ft.

    1250 Pergin Farm Road

    Oakland, MD

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    View 251 Robinwood Drive Oakland, MD MLS# MDGA2011890
      Save 251 Robinwood Drive Oakland, MD MLS# MDGA2011890
      1 of 61
      OPEN HOUSE: Friday 7/3 11:00 AM - 1:00 PM
      $969,000
      5

      Beds

      4.1

      Baths

      4,284

      Sq.Ft.

      251 Robinwood Drive

      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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      View 208 Cliff Drive Oakland, MD MLS# MDGA2011858
        Save 208 Cliff Drive Oakland, MD MLS# MDGA2011858
        1 of 80
        $950,000
        4

        Beds

        3.0

        Baths

        2,219

        Sq.Ft.

        208 Cliff Drive

        Oakland, MD

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        View 8 Hidden Cove Court Oakland, MD MLS# MDGA2011746
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        Save 8 Hidden Cove Court Oakland, MD MLS# MDGA2011746
        1 of 65
        $949,000
        4

        Beds

        3.0

        Baths

        2,856

        Sq.Ft.

        8 Hidden Cove Court

        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 62 Whispering Pines Lane Oakland, MD MLS# MDGA2011182
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          1 of 77
          $899,000
          4

          Beds

          3.1

          Baths

          2,464

          Sq.Ft.

          62 Whispering Pines Lane

          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 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 62 Middleton Road Oakland, MD MLS# MDGA2011994
                Save 62 Middleton Road Oakland, MD MLS# MDGA2011994
                1 of 38
                $799,900
                3

                Beds

                2.1

                Baths

                1,929

                Sq.Ft.

                62 Middleton Road

                Oakland, MD

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                View 312 Moss Creek Circle Oakland, MD MLS# MDGA2011736
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                1 of 56
                $795,000
                5

                Beds

                3.1

                Baths

                4,230

                Sq.Ft.

                312 Moss Creek Circle

                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 64
                  $769,900
                  4

                  Beds

                  3.1

                  Baths

                  3,780

                  Sq.Ft.

                  467 Paradise Ridge Road

                  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
                    $760,000
                    4

                    Beds

                    4.1

                    Baths

                    2,970

                    Sq.Ft.

                    1909 Pysell Crosscut Road

                    Oakland, MD

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                    View 25 Silver Tree Lane Oakland, MD MLS# MDGA2009038
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                    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 222 Skippers Point Road Oakland, MD MLS# MDGA2011482
                      Save 222 Skippers Point Road Oakland, MD MLS# MDGA2011482
                      1 of 66
                      $749,900
                      5

                      Beds

                      1.1

                      Baths

                      1,278

                      Sq.Ft.

                      222 Skippers Point Road

                      Oakland, MD

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                      View 130 Timberloft Circle # 14 Oakland, MD MLS# MDGA2011146
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                      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 638 Glendale Road Oakland, MD MLS# MDGA2011738
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                      Save 638 Glendale Road Oakland, MD MLS# MDGA2011738
                      1 of 56
                      $745,000
                      5

                      Beds

                      3.0

                      Baths

                      2,640

                      Sq.Ft.

                      638 Glendale Road

                      Oakland, MD

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                      View 12 Arrowhead Lane # 12 Oakland, MD MLS# MDGA2012110
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                      Save 12 Arrowhead Lane # 12 Oakland, MD MLS# MDGA2012110
                      1 of 59
                      $739,000
                      3

                      Beds

                      3.0

                      Baths

                      1,650

                      Sq.Ft.

                      12 Arrowhead Lane # 12

                      Oakland, MD

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                      View 1875 Pysell Crosscut Road Oakland, MD MLS# MDGA2011686
                        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

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                        About Oakland

                        Listings in Oakland, MD

                        194

                        Estimated median home price

                        $295,000
                        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 - 100K45
                        $100K - 200K23
                        $200K - 300K32
                        $300K - 400K26
                        $400K - 500K7
                        $500K - 600K8
                        $600K - 700K8
                        $700K - 800K13
                        $800K - 900K3
                        $900K - 1M7
                        $1M - Max22

                        Homes for Sale by Type in Oakland, MD

                        Property TypeCount
                        Single Family86
                        Townhouse2
                        Condo24
                        Commercial14
                        Rental6
                        Lots and Land68
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 7/2/2026)

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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.

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