150 total properties
Did you mean the neighborhood Oakland?
View 56 Bee Tree Lane Oakland, MD MLS# MDGA2009212
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Save 56 Bee Tree Lane Oakland, MD MLS# MDGA2009212
1 of 141
$2,845,000
6

Beds

7.1

Baths

5,100

Sq.Ft.

56 Bee Tree Lane

Oakland, MD

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View 65 Enterprise Drive Oakland, MD MLS# MDGA2010098
    Save 65 Enterprise Drive Oakland, MD MLS# MDGA2010098
    1 of 67
    $2,799,900
    30,000

    Sq.Ft.

    65 Enterprise Drive

    Oakland, MD

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    View 41 Boyd Paugh Lane Oakland, MD MLS# MDGA2007342
      Save 41 Boyd Paugh Lane Oakland, MD MLS# MDGA2007342
      1 of 103
      $2,399,000
      7

      Beds

      5.0

      Baths

      4,691

      Sq.Ft.

      41 Boyd Paugh Lane

      Oakland, MD

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      The time to sell is now! THE TIME TO SELL IS NOW!
      View 2725 Stockslager Road Oakland, MD MLS# MDGA2008312
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      Save 2725 Stockslager Road Oakland, MD MLS# MDGA2008312
      1 of 115
      $2,350,000
      5

      Beds

      6.1

      Baths

      5,376

      Sq.Ft.

      2725 Stockslager Road

      Oakland, MD

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      View 12743 Garrett Highway Oakland, MD MLS# MDGA2008424
        Save 12743 Garrett Highway Oakland, MD MLS# MDGA2008424
        1 of 62
        $1,999,900
        32,544

        Sq.Ft.

        12743 Garrett Highway

        Oakland, MD

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        View 3898 3898 Underwood Rd Oakland, MD MLS# MDGA2010508
          Save 3898 3898 Underwood Rd Oakland, MD MLS# MDGA2010508
          1 of 31
          $1,800,000
          4

          Beds

          4.2

          Baths

          5,117

          Sq.Ft.

          3898 3898 Underwood Rd

          Oakland, MD

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          View 499 Oakland Drive Oakland, MD MLS# MDGA2003394
            Save 499 Oakland Drive Oakland, MD MLS# MDGA2003394
            1 of 103
            $1,750,000
            15,000

            Sq.Ft.

            499 Oakland Drive

            Oakland, MD

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            View 1019 Lake Shore Drive Oakland, MD MLS# MDGA2010014
              Save 1019 Lake Shore Drive Oakland, MD MLS# MDGA2010014
              1 of 75
              $1,749,000
              4

              Beds

              4.1

              Baths

              2,605

              Sq.Ft.

              1019 Lake Shore Drive

              Oakland, MD

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              View 272 Mccomas Beach Terrace Oakland, MD MLS# MDGA2010302
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              Save 272 Mccomas Beach Terrace Oakland, MD MLS# MDGA2010302
              1 of 71
              $1,589,000
              5

              Beds

              3.1

              Baths

              2,448

              Sq.Ft.

              272 Mccomas Beach Terrace

              Oakland, MD

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              View 336 Paradise Heights Oakland, MD MLS# MDGA2010378
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              Save 336 Paradise Heights Oakland, MD MLS# MDGA2010378
              1 of 94
              $1,499,000
              5

              Beds

              3.0

              Baths

              2,826

              Sq.Ft.

              336 Paradise Heights

              Oakland, MD

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              View 439 Paradise Heights Oakland, MD MLS# MDGA2008472
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              Save 439 Paradise Heights Oakland, MD MLS# MDGA2008472
              1 of 45
              $1,329,000
              6

              Beds

              4.1

              Baths

              4,113

              Sq.Ft.

              439 Paradise Heights

              Oakland, MD

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              View 19956 Garrett Highway # 6 Oakland, MD MLS# MDGA2009898
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              Save 19956 Garrett Highway # 6 Oakland, MD MLS# MDGA2009898
              1 of 81
              $1,289,000
              4

              Beds

              4.0

              Baths

              3,000

              Sq.Ft.

              19956 Garrett Highway # 6

              Oakland, MD

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              View 444 Woodlands Hill Lane Oakland, MD MLS# MDGA2010802
                Save 444 Woodlands Hill Lane Oakland, MD MLS# MDGA2010802
                1 of 68
                $1,199,990
                4

                Beds

                4.2

                Baths

                4,744

                Sq.Ft.

                444 Woodlands Hill Lane

                Oakland, MD

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                View 127 Paradise Heights Oakland, MD MLS# MDGA2009010
                  Save 127 Paradise Heights Oakland, MD MLS# MDGA2009010
                  1 of 58
                  $1,100,000
                  3

                  Beds

                  2.1

                  Baths

                  2,240

                  Sq.Ft.

                  127 Paradise Heights

                  Oakland, MD

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                  View 1720 Pysell Crosscut Road Oakland, MD MLS# MDGA2010210
                    Save 1720 Pysell Crosscut Road Oakland, MD MLS# MDGA2010210
                    1 of 114
                    $999,999
                    5

                    Beds

                    5.1

                    Baths

                    8,000

                    Sq.Ft.

                    1720 Pysell Crosscut Road

                    Oakland, MD

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                    View 340 Grandview Drive Oakland, MD MLS# MDGA2010536
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                    Save 340 Grandview Drive Oakland, MD MLS# MDGA2010536
                    1 of 87
                    $949,900
                    6

                    Beds

                    4.0

                    Baths

                    2,536

                    Sq.Ft.

                    340 Grandview Drive

                    Oakland, MD

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                    View 39 Leo Friend Road Oakland, MD MLS# MDGA2010444
                      Save 39 Leo Friend Road Oakland, MD MLS# MDGA2010444
                      1 of 33
                      $919,000
                      3

                      Beds

                      3.1

                      Baths

                      3,897

                      Sq.Ft.

                      39 Leo Friend Road

                      Oakland, MD

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                      View 139 Overlook Ridge Drive Oakland, MD MLS# MDGA2009000
                        Save 139 Overlook Ridge Drive Oakland, MD MLS# MDGA2009000
                        1 of 73
                        $875,000
                        5

                        Beds

                        4.1

                        Baths

                        2,846

                        Sq.Ft.

                        139 Overlook Ridge Drive

                        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
                          $865,000
                          4

                          Beds

                          4.1

                          Baths

                          2,970

                          Sq.Ft.

                          1909 Pysell Crosscut 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
                          $829,000
                          5

                          Beds

                          4.2

                          Baths

                          6,550

                          Sq.Ft.

                          1001 Sutter Lane

                          Oakland, MD

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                          About Oakland

                          Listings in Oakland, MD

                          155

                          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 - 100K33
                          $100K - 200K23
                          $200K - 300K23
                          $300K - 400K12
                          $400K - 500K9
                          $500K - 600K12
                          $600K - 700K8
                          $700K - 800K9
                          $800K - 900K4
                          $900K - 1M3
                          $1M - Max19

                          Homes for Sale by Type in Oakland, MD

                          Property TypeCount
                          Single Family64
                          Townhouse0
                          Condo21
                          Commercial10
                          Rental4
                          Lots and Land60
                          Condo/Town/CoOp0
                          CoOp0
                          Multi Family0
                          Mobile Home0
                          Farms0

                          (Data as of 12/26/2025)

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                          Information deemed reliable but not guaranteed.

                          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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