27 total properties
Did you mean the neighborhood Oakland?
View 953 Bray School Road Oakland, MD MLS# MDGA2012238
    Save 953 Bray School Road Oakland, MD MLS# MDGA2012238
    1 of 63
    $299,900
    3

    Beds

    1.0

    Baths

    1,008

    Sq.Ft.

    953 Bray School Road

    Oakland, MD

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    View 2189 Table Rock Road Oakland, MD MLS# MDGA2012226
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    Save 2189 Table Rock Road Oakland, MD MLS# MDGA2012226
    1 of 65
    $299,000
    4

    Beds

    2.0

    Baths

    1,736

    Sq.Ft.

    2189 Table Rock Road

    Oakland, MD

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    View 254 Little Mountain Road Oakland, MD MLS# MDGA2012150
      Save 254 Little Mountain Road Oakland, MD MLS# MDGA2012150
      1 of 54
      $340,000
      4

      Beds

      2.0

      Baths

      1,792

      Sq.Ft.

      254 Little Mountain Road

      Oakland, MD

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      The time to sell is now! THE TIME TO SELL IS NOW!
      View 277 Cheeks Lane Oakland, MD MLS# MDGA2011870
        Save 277 Cheeks Lane Oakland, MD MLS# MDGA2011870
        1 of 37
        $279,000
        3

        Beds

        1.1

        Baths

        1,148

        Sq.Ft.

        277 Cheeks Lane

        Oakland, MD

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        View 2448 Birchwood Drive Oakland, MD MLS# MDGA2011888
          Save 2448 Birchwood Drive Oakland, MD MLS# MDGA2011888
          1 of 75
          $325,000
          4

          Beds

          2.0

          Baths

          3,352

          Sq.Ft.

          2448 Birchwood Drive

          Oakland, MD

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          View 20160 Garrett Highway # H706 Oakland, MD MLS# MDGA2011894
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          Save 20160 Garrett Highway # H706 Oakland, MD MLS# MDGA2011894
          1 of 30
          $309,000
          1

          Beds

          1.0

          Baths

          550

          Sq.Ft.

          20160 Garrett Highway # H706

          Oakland, MD

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          View 29 Woodmont Lane Oakland, MD MLS# MDGA2011702
            Save 29 Woodmont Lane Oakland, MD MLS# MDGA2011702
            1 of 50
            $325,000
            4

            Beds

            3.0

            Baths

            2,016

            Sq.Ft.

            29 Woodmont Lane

            Oakland, MD

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            View 17921 Garrett Highway Oakland, MD MLS# MDGA2011818
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            Save 17921 Garrett Highway Oakland, MD MLS# MDGA2011818
            1 of 56
            $325,000
            4

            Beds

            1.1

            Baths

            1,563

            Sq.Ft.

            17921 Garrett Highway

            Oakland, MD

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            View 105 Jasper Riley Road Oakland, MD MLS# MDGA2011740
              Save 105 Jasper Riley Road Oakland, MD MLS# MDGA2011740
              1 of 61
              $335,000
              4

              Beds

              2.0

              Baths

              2,052

              Sq.Ft.

              105 Jasper Riley Road

              Oakland, MD

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              View 1740 Old Crellin Road Oakland, MD MLS# MDGA2011680
                Save 1740 Old Crellin Road Oakland, MD MLS# MDGA2011680
                1 of 28
                $335,000
                3

                Beds

                3.0

                Baths

                2,288

                Sq.Ft.

                1740 Old Crellin Road

                Oakland, MD

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                View 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
                  Save 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
                  1 of 22
                  $294,999
                  2

                  Beds

                  1.0

                  Baths

                  2,344

                  Sq.Ft.

                  135 Jeffrey Lane # 19A

                  Oakland, MD

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                  View 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
                    Save 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
                    1 of 46
                    $349,000
                    3

                    Beds

                    1.1

                    Baths

                    1,152

                    Sq.Ft.

                    552 Black Oak Drive

                    Oakland, MD

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                    Courtesy of LONG & FOSTER REAL ESTATE, INC.
                    View 565 Glendale Road # 125 Oakland, MD MLS# MDGA2011428
                      Save 565 Glendale Road # 125 Oakland, MD MLS# MDGA2011428
                      1 of 55
                      $329,900
                      1

                      Beds

                      1.0

                      Baths

                      496

                      Sq.Ft.

                      565 Glendale Road # 125

                      Oakland, MD

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                      View 163 Mitchell Drive Oakland, MD MLS# MDGA2011294
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                      Save 163 Mitchell Drive Oakland, MD MLS# MDGA2011294
                      1 of 62
                      $289,000
                      3

                      Beds

                      2.1

                      Baths

                      2,242

                      Sq.Ft.

                      163 Mitchell Drive

                      Oakland, MD

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                      View 449 S 3Rd Street Oakland, MD MLS# MDGA2011304
                        Save 449 S 3Rd Street Oakland, MD MLS# MDGA2011304
                        1 of 68
                        $275,900
                        4

                        Beds

                        2.0

                        Baths

                        1,928

                        Sq.Ft.

                        449 S 3Rd Street

                        Oakland, MD

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                        View 505 Southern Pines Drive Oakland, MD MLS# MDGA2011242
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                        Save 505 Southern Pines Drive Oakland, MD MLS# MDGA2011242
                        1 of 38
                        $287,500
                        3

                        Beds

                        2.0

                        Baths

                        1,248

                        Sq.Ft.

                        505 Southern Pines Drive

                        Oakland, MD

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                        View 157 Jeffrey Lane # 21B Oakland, MD MLS# MDGA2011174
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                        Save 157 Jeffrey Lane # 21B Oakland, MD MLS# MDGA2011174
                        1 of 29
                        $294,000
                        2

                        Beds

                        1.0

                        Baths

                        550

                        Sq.Ft.

                        157 Jeffrey Lane # 21B

                        Oakland, MD

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                        View 127 S Oakhall Drive Oakland, MD MLS# MDGA2011068
                          Save 127 S Oakhall Drive Oakland, MD MLS# MDGA2011068
                          1 of 60
                          $275,000
                          4

                          Beds

                          2.0

                          Baths

                          1,913

                          Sq.Ft.

                          127 S Oakhall Drive

                          Oakland, MD

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                          View 26 Green Brier Road Oakland, MD MLS# MDGA2011050
                            Save 26 Green Brier Road Oakland, MD MLS# MDGA2011050
                            1 of 19
                            $295,000
                            Studio

                            Beds

                            0.0

                            Baths

                            26 Green Brier Road

                            Oakland, MD

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                            View 26 Green Brier Road Oakland, MD MLS# MDGA2011054
                              Save 26 Green Brier Road Oakland, MD MLS# MDGA2011054
                              1 of 19
                              $295,000

                              26 Green Brier Road

                              Oakland, MD

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                              About Oakland

                              Listings in Oakland, MD

                              198

                              Estimated median home price

                              $299,450
                              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 - 200K22
                              $200K - 300K33
                              $300K - 400K27
                              $400K - 500K8
                              $500K - 600K8
                              $600K - 700K8
                              $700K - 800K14
                              $800K - 900K3
                              $900K - 1M8
                              $1M - Max22

                              Homes for Sale by Type in Oakland, MD

                              Property TypeCount
                              Single Family90
                              Townhouse2
                              Condo25
                              Commercial14
                              Rental6
                              Lots and Land67
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family0
                              Mobile Home0
                              Farms0

                              (Data as of 7/5/2026)

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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.

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