181 total properties
Did you mean the neighborhood Oakland?
View Lot 13 Bray Run Road Oakland, MD MLS# MDGA2010142
    Save Lot 13 Bray Run Road Oakland, MD MLS# MDGA2010142
    1 of 23
    $38,500
    0.0

    Baths

    Lot 13 Bray Run Road

    Oakland, MD

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    Courtesy of RAILEY REALTY, INC.
    View Lot 53 Mountainview Drive Oakland, MD MLS# MDGA2010146
      Save Lot 53 Mountainview Drive Oakland, MD MLS# MDGA2010146
      1 of 5
      $124,900
      0.0

      Baths

      Lot 53 Mountainview Drive

      Oakland, MD

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      Courtesy of SAMSON PROPERTIES
      View Lot 7 Backbone Ridge Road Oakland, MD MLS# MDGA2010076
        Save Lot 7 Backbone Ridge Road Oakland, MD MLS# MDGA2010076
        1 of 7
        $22,000
        0.0

        Baths

        Lot 7 Backbone Ridge Road

        Oakland, MD

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        Courtesy of RAILEY REALTY, INC.
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 14 Commerce Drive Oakland, MD MLS# MDGA2010002
          Save 14 Commerce Drive Oakland, MD MLS# MDGA2010002
          1 of 99
          $800,000
          10,000

          Sq.Ft.

          14 Commerce Drive

          Oakland, MD

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          Courtesy of RAILEY REALTY, INC.
          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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            Courtesy of RAILEY REALTY, INC.
            View 531 Glendale Road # B302 Oakland, MD MLS# MDGA2009640
              Save 531 Glendale Road # B302 Oakland, MD MLS# MDGA2009640
              1 of 29
              $339,900
              2

              Beds

              1.0

              Baths

              887

              Sq.Ft.

              531 Glendale Road # B302

              Oakland, MD

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              Courtesy of RAILEY REALTY, INC.
              View 315 Coolidge Avenue Oakland, MD MLS# MDGA2009614
                Save 315 Coolidge Avenue Oakland, MD MLS# MDGA2009614
                1 of 53
                $264,500
                3

                Beds

                2.0

                Baths

                1,600

                Sq.Ft.

                315 Coolidge Avenue

                Oakland, MD

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                Courtesy of TAYLOR-MADE DEEP CREEK SALES
                View Lot 55 Gallatin Drive # 55 Oakland, MD MLS# MDGA2009494
                  Save Lot 55 Gallatin Drive # 55 Oakland, MD MLS# MDGA2009494
                  1 of 13
                  $18,500
                  0.0

                  Baths

                  Lot 55 Gallatin Drive # 55

                  Oakland, MD

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                  Courtesy of TAYLOR-MADE DEEP CREEK SALES
                  View Lot 2 Cedar Lane Oakland, MD MLS# MDGA2009394
                    Save Lot 2 Cedar Lane Oakland, MD MLS# MDGA2009394
                    1 of 16
                    $35,000
                    0.0

                    Baths

                    Lot 2 Cedar Lane

                    Oakland, MD

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                    Courtesy of RAILEY REALTY, INC.
                    View Lot 54 Gallatin Spur Oakland, MD MLS# MDGA2009086
                      Save Lot 54 Gallatin Spur Oakland, MD MLS# MDGA2009086
                      1 of 5
                      $27,500
                      0.0

                      Baths

                      Lot 54 Gallatin Spur

                      Oakland, MD

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                      Courtesy of RAILEY REALTY, INC.
                      View 25 Silver Tree Lane Oakland, MD MLS# MDGA2009038
                      • Virtual Tour
                      Save 25 Silver Tree Lane Oakland, MD MLS# MDGA2009038
                      1 of 54
                      $739,000
                      5

                      Beds

                      4.0

                      Baths

                      2,364

                      Sq.Ft.

                      25 Silver Tree Lane

                      Oakland, MD

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                      Courtesy of TAYLOR-MADE DEEP CREEK SALES
                      View 565 Glendale Road # 212A Oakland, MD MLS# MDGA2008680
                        Save 565 Glendale Road # 212A Oakland, MD MLS# MDGA2008680
                        1 of 20
                        $160,000
                        1

                        Beds

                        1.0

                        Baths

                        527

                        Sq.Ft.

                        565 Glendale Road # 212A

                        Oakland, MD

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                        Courtesy of RAILEY REALTY, INC.
                        View 439 Paradise Heights Oakland, MD MLS# MDGA2008472
                        • Virtual Tour
                        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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                        Courtesy of RAILEY REALTY, INC.
                        View Lot 14 Warnick Way Oakland, MD MLS# MDGA2008468
                          Save Lot 14 Warnick Way Oakland, MD MLS# MDGA2008468
                          1 of 13
                          $39,000
                          0.0

                          Baths

                          Lot 14 Warnick Way

                          Oakland, MD

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                          View LOT 181 Santa Fe Trail Oakland, MD MLS# MDGA2007440
                            Save LOT 181 Santa Fe Trail Oakland, MD MLS# MDGA2007440
                            1 of 12
                            $45,000
                            0.0

                            Baths

                            LOT 181 Santa Fe Trail

                            Oakland, MD

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                            Courtesy of RAILEY REALTY, INC.
                            View 2 Overlook Ridge Drive Oakland, MD MLS# MDGA2007374
                              Save 2 Overlook Ridge Drive Oakland, MD MLS# MDGA2007374
                              1 of 11
                              $199,900
                              0.0

                              Baths

                              2 Overlook Ridge Drive

                              Oakland, MD

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                              Courtesy of RAILEY REALTY, INC.
                              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 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 6 Hoye Crest Road Oakland, MD MLS# MDGA2004192
                                    Save Lot 6 Hoye Crest Road Oakland, MD MLS# MDGA2004192
                                    1 of 18
                                    $44,900
                                    0.0

                                    Baths

                                    Lot 6 Hoye Crest Road

                                    Oakland, MD

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                                    Courtesy of RAILEY REALTY, INC.
                                    View Paradise Point Road Oakland, MD MLS# MDGA2003916
                                      Save Paradise Point Road Oakland, MD MLS# MDGA2003916
                                      $129,000
                                      0.0

                                      Baths

                                      Paradise Point Road

                                      Oakland, MD

                                      Bright
                                      Courtesy of EAGLE COMMERCIAL REALTY

                                      About Oakland

                                      Listings in Oakland, MD

                                      191

                                      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 - 300K36
                                      $300K - 400K16
                                      $400K - 500K14
                                      $500K - 600K3
                                      $600K - 700K14
                                      $700K - 800K10
                                      $800K - 900K6
                                      $900K - 1M5
                                      $1M - Max18

                                      Homes for Sale by Type in Oakland, MD

                                      Property TypeCount
                                      Single Family85
                                      Townhouse1
                                      Condo17
                                      Commercial11
                                      Rental7
                                      Lots and Land76
                                      Condo/Town/CoOp0
                                      CoOp0
                                      Multi Family1
                                      Mobile Home0
                                      Farms0

                                      (Data as of 10/9/2026)

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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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