149 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 19530 Garrett Highway Oakland, MD MLS# MDGA2010798
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    1 of 43
    $2,500,000
    7,200

    Sq.Ft.

    19530 Garrett Highway

    Oakland, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    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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      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 209 Glendale Road Oakland, MD MLS# MDGA2010922
        Save 209 Glendale Road Oakland, MD MLS# MDGA2010922
        1 of 89
        $2,100,000
        6

        Beds

        4.1

        Baths

        3,882

        Sq.Ft.

        209 Glendale 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 815 Chadderton School Road Oakland, MD MLS# MDGA2011092
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          1 of 110
          $1,900,000
          5

          Beds

          3.1

          Baths

          4,619

          Sq.Ft.

          815 Chadderton School Road

          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
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            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 336 Paradise Heights Oakland, MD MLS# MDGA2010378
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            Save 336 Paradise Heights Oakland, MD MLS# MDGA2010378
            1 of 94
            $1,449,000
            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 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 285 Lake Shore Drive Oakland, MD MLS# MDGA2010466
                Save 285 Lake Shore Drive Oakland, MD MLS# MDGA2010466
                1 of 47
                $1,199,000
                5

                Beds

                4.1

                Baths

                2,593

                Sq.Ft.

                285 Lake Shore Drive

                Oakland, MD

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                View 52 Dam View Drive Oakland, MD MLS# MDGA2011104
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                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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                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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                View 62 Whispering Pines Lane Oakland, MD MLS# MDGA2011182
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                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 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 39 Leo Friend Road Oakland, MD MLS# MDGA2010444
                      Save 39 Leo Friend Road Oakland, MD MLS# MDGA2010444
                      1 of 33
                      $875,000
                      3

                      Beds

                      3.1

                      Baths

                      3,897

                      Sq.Ft.

                      39 Leo Friend Road

                      Oakland, MD

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                      About Oakland

                      Listings in Oakland, MD

                      153

                      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 - 100K34
                      $100K - 200K20
                      $200K - 300K27
                      $300K - 400K13
                      $400K - 500K7
                      $500K - 600K10
                      $600K - 700K10
                      $700K - 800K7
                      $800K - 900K4
                      $900K - 1M2
                      $1M - Max19

                      Homes for Sale by Type in Oakland, MD

                      Property TypeCount
                      Single Family62
                      Townhouse2
                      Condo22
                      Commercial13
                      Rental4
                      Lots and Land54
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family0
                      Mobile Home0
                      Farms0

                      (Data as of 3/1/2026)

                      Find Properties in Oakland, MD

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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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