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

    13209 Garrett Highway

    Oakland, MD

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    Courtesy of RAILEY REALTY, INC.
    View 100 San Francisco Street Oakland, MD MLS# MDGA2012742
      Save 100 San Francisco Street Oakland, MD MLS# MDGA2012742
      1 of 52
      $645,000
      2

      Beds

      2.0

      Baths

      1,520

      Sq.Ft.

      100 San Francisco Street

      Oakland, MD

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      Courtesy of RAILEY REALTY, INC.
      View 1529 Paradise Point Road Oakland, MD MLS# MDGA2012752
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      1 of 67
      $639,000
      3

      Beds

      2.1

      Baths

      1,933

      Sq.Ft.

      1529 Paradise Point Road

      Oakland, MD

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      Courtesy of TAYLOR-MADE DEEP CREEK SALES
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 231 Santa Fe Trail Oakland, MD MLS# MDGA2011082
        Save 231 Santa Fe Trail Oakland, MD MLS# MDGA2011082
        1 of 38
        $629,000
        4

        Beds

        3.0

        Baths

        2,280

        Sq.Ft.

        231 Santa Fe Trail

        Oakland, MD

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        Courtesy of TAYLOR-MADE DEEP CREEK SALES
        View 308 Winding Trail Lane # 11B Oakland, MD MLS# MDGA2012146
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        Save 308 Winding Trail Lane # 11B Oakland, MD MLS# MDGA2012146
        1 of 61
        $615,000
        5

        Beds

        4.1

        Baths

        3,300

        Sq.Ft.

        308 Winding Trail Lane # 11B

        Oakland, MD

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        View 193 Red Run Road # 1-B-3 Oakland, MD MLS# MDGA2012232
          Save 193 Red Run Road # 1-B-3 Oakland, MD MLS# MDGA2012232
          1 of 57
          $550,000
          2

          Beds

          2.0

          Baths

          1,340

          Sq.Ft.

          193 Red Run Road # 1-B-3

          Oakland, MD

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          View 995 Betts Lane Oakland, MD MLS# MDGA2012114
            Save 995 Betts Lane Oakland, MD MLS# MDGA2012114
            1 of 45
            $549,900
            4

            Beds

            2.1

            Baths

            2,548

            Sq.Ft.

            995 Betts Lane

            Oakland, MD

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            Courtesy of TAYLOR-MADE DEEP CREEK SALES
            View 428 Sam Snead Circle Oakland, MD MLS# MDGA2012104
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            Save 428 Sam Snead Circle Oakland, MD MLS# MDGA2012104
            1 of 86
            $549,000
            5

            Beds

            3.1

            Baths

            3,542

            Sq.Ft.

            428 Sam Snead Circle

            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
              $499,900
              4

              Beds

              3.0

              Baths

              2,235

              Sq.Ft.

              126 Leo Friend Road

              Oakland, MD

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              View 97 acres Lot C Garrett Road Oakland, MD MLS# MDGA2012260
                Save 97 acres Lot C Garrett Road Oakland, MD MLS# MDGA2012260
                1 of 21
                $499,000
                0.0

                Baths

                97 acres Lot C Garrett Road

                Oakland, MD

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                View 607 Pin Oak Circle Oakland, MD MLS# MDGA2012740
                  Save 607 Pin Oak Circle Oakland, MD MLS# MDGA2012740
                  1 of 77
                  $499,000
                  5

                  Beds

                  3.1

                  Baths

                  3,800

                  Sq.Ft.

                  607 Pin Oak Circle

                  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
                    0.0

                    Baths

                    0 George Washington Highway

                    Oakland, MD

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                    Courtesy of WHITETAIL PROPERTIES REAL ESTATE, LLC
                    View Lot 7 Heron Cove Oakland, MD MLS# MDGA2012608
                      Save Lot 7 Heron Cove Oakland, MD MLS# MDGA2012608
                      1 of 46
                      $489,900
                      0.0

                      Baths

                      Lot 7 Heron Cove

                      Oakland, MD

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                      View 256 Jeffrey Lane # 28 Oakland, MD MLS# MDGA2012248
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                      Save 256 Jeffrey Lane # 28 Oakland, MD MLS# MDGA2012248
                      1 of 65
                      $464,900
                      3

                      Beds

                      3.1

                      Baths

                      1,838

                      Sq.Ft.

                      256 Jeffrey Lane # 28

                      Oakland, MD

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                      View 5154 Maryland Highway Oakland, MD MLS# MDGA2012262
                        Save 5154 Maryland Highway Oakland, MD MLS# MDGA2012262
                        1 of 70
                        $460,000
                        5

                        Beds

                        2.0

                        Baths

                        2,860

                        Sq.Ft.

                        5154 Maryland Highway

                        Oakland, MD

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                        Courtesy of COLDWELL BANKER HOME TOWN REALTY
                        View 718 Boy Scout Crosscut Road Oakland, MD MLS# MDGA2012430
                          Save 718 Boy Scout Crosscut Road Oakland, MD MLS# MDGA2012430
                          1 of 58
                          $459,900
                          3

                          Beds

                          2.0

                          Baths

                          1,458

                          Sq.Ft.

                          718 Boy Scout Crosscut Road

                          Oakland, MD

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                          View 482 Pergin Farm Road Oakland, MD MLS# MDGA2012680
                            Save 482 Pergin Farm Road Oakland, MD MLS# MDGA2012680
                            1 of 55
                            $449,000
                            3

                            Beds

                            1.1

                            Baths

                            2,160

                            Sq.Ft.

                            482 Pergin Farm Road

                            Oakland, MD

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                            View 425 E Alder Street Oakland, MD MLS# MDGA2012842
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                            Save 425 E Alder Street Oakland, MD MLS# MDGA2012842
                            1 of 99
                            $449,000
                            6

                            Beds

                            0.0

                            Baths

                            425 E Alder Street

                            Oakland, MD

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                            View 333 Sloan Tract Road Oakland, MD MLS# MDGA2012576
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                            Save 333 Sloan Tract Road Oakland, MD MLS# MDGA2012576
                            1 of 61
                            $444,700
                            4

                            Beds

                            3.1

                            Baths

                            1,585

                            Sq.Ft.

                            333 Sloan Tract Road

                            Oakland, MD

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                            Courtesy of LONG & FOSTER REAL ESTATE, INC.
                            View 401 Dave Turney Street Oakland, MD MLS# MDGA2011080
                              Save 401 Dave Turney Street Oakland, MD MLS# MDGA2011080
                              1 of 61
                              $439,000
                              5,328

                              Sq.Ft.

                              401 Dave Turney Street

                              Oakland, MD

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                              Courtesy of JASON MITCHELL GROUP

                              About Oakland

                              Listings in Oakland, MD

                              189

                              Estimated median home price

                              $279,000
                              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 - 100K47
                              $100K - 200K22
                              $200K - 300K35
                              $300K - 400K16
                              $400K - 500K14
                              $500K - 600K3
                              $600K - 700K14
                              $700K - 800K10
                              $800K - 900K6
                              $900K - 1M4
                              $1M - Max18

                              Homes for Sale by Type in Oakland, MD

                              Property TypeCount
                              Single Family83
                              Townhouse1
                              Condo17
                              Commercial11
                              Rental7
                              Lots and Land76
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family1
                              Mobile Home0
                              Farms0

                              (Data as of 10/8/2026)

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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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