117 total properties
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View 13209 Garrett Highway Oakland, MD MLS# MDGA2006142
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    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
      1 of 10
      $649,000
      Studio

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      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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      The time to sell is now! THE TIME TO SELL IS NOW!
      View 65 Village Drive # 6 Oakland, MD MLS# MDGA2008728
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      Save 65 Village Drive # 6 Oakland, MD MLS# MDGA2008728
      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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          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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          Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
          View 355 Lonesome Pine Road Oakland, MD MLS# MDGA2009210
            Save 355 Lonesome Pine Road Oakland, MD MLS# MDGA2009210
            1 of 22
            $585,000
            2

            Beds

            2.0

            Baths

            1,584

            Sq.Ft.

            355 Lonesome Pine Road

            Oakland, MD

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            Courtesy of LAKE HOMES REALTY, LLC
            View 20160 Garrett Highway # F501-701 Oakland, MD MLS# MDGA2010702
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            1 of 68
            $575,000
            3

            Beds

            2.0

            Baths

            1,700

            Sq.Ft.

            20160 Garrett Highway # F501-701

            Oakland, MD

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            View Crosby Drive # 64/65 Oakland, MD MLS# MDGA2010542
            • New Construction
            Save Crosby Drive # 64/65 Oakland, MD MLS# MDGA2010542
            1 of 55
            $550,000
            3

            Beds

            2.0

            Baths

            1,986

            Sq.Ft.

            Crosby Drive # 64/65

            Oakland, MD

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            View 98 Bear Run Road Oakland, MD MLS# MDGA2010728
              Save 98 Bear Run Road Oakland, MD MLS# MDGA2010728
              1 of 30
              $550,000
              3

              Beds

              2.0

              Baths

              1,080

              Sq.Ft.

              98 Bear Run Road

              Oakland, MD

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              View 328 Stool Rock Road Oakland, MD MLS# MDGA2009150
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              1 of 117
              $545,000
              4

              Beds

              2.1

              Baths

              1,860

              Sq.Ft.

              328 Stool Rock Road

              Oakland, MD

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              View 175 Roman Ridge Road # 15 Oakland, MD MLS# MDGA2009508
                Save 175 Roman Ridge Road # 15 Oakland, MD MLS# MDGA2009508
                1 of 55
                $537,500
                4

                Beds

                4.1

                Baths

                3,192

                Sq.Ft.

                175 Roman Ridge Road # 15

                Oakland, MD

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                View 126 Leo Friend Road Oakland, MD MLS# MDGA2009940
                  Save 126 Leo Friend Road Oakland, MD MLS# MDGA2009940
                  1 of 50
                  $529,900
                  4

                  Beds

                  3.0

                  Baths

                  2,235

                  Sq.Ft.

                  126 Leo Friend Road

                  Oakland, MD

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                  View LOT 25 Holy Cross Drive Oakland, MD MLS# MDGA2010144
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                  Save LOT 25 Holy Cross Drive Oakland, MD MLS# MDGA2010144
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                  $499,999
                  Studio

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                  0.0

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                  LOT 25 Holy Cross Drive

                  Oakland, MD

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                  View 0 George Washington Highway Oakland, MD MLS# MDGA2006062
                    Save 0 George Washington Highway Oakland, MD MLS# MDGA2006062
                    1 of 77
                    $490,000
                    Studio

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                    0.0

                    Baths

                    0 George Washington Highway

                    Oakland, MD

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                    View 333 Sloan Tract Road Oakland, MD MLS# MDGA2009836
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                    Save 333 Sloan Tract Road Oakland, MD MLS# MDGA2009836
                    1 of 43
                    $475,000
                    4

                    Beds

                    3.1

                    Baths

                    1,492

                    Sq.Ft.

                    333 Sloan Tract Road

                    Oakland, MD

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                    Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES

                    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. 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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