129 total properties
Did you mean the neighborhood Oakland?
View 0 Lake Shore Drive Oakland, MD MLS# MDGA2010464
    Save 0 Lake Shore Drive Oakland, MD MLS# MDGA2010464
    1 of 24
    $248,500
    Studio

    Beds

    0.0

    Baths

    0 Lake Shore Drive

    Oakland, MD

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    Courtesy of THE MIKE HAYWOOD GROUP
    View 697 Monte Vista Road Oakland, MD MLS# MDGA2010454
    • Virtual Tour
    Save 697 Monte Vista Road Oakland, MD MLS# MDGA2010454
    1 of 56
    $339,000
    5

    Beds

    3.1

    Baths

    3,682

    Sq.Ft.

    697 Monte Vista Road

    Oakland, MD

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    Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
    View 961 Cedar Lane Oakland, MD MLS# MDGA2010426
      Save 961 Cedar Lane Oakland, MD MLS# MDGA2010426
      1 of 50
      $379,000
      4

      Beds

      2.1

      Baths

      1,920

      Sq.Ft.

      961 Cedar Lane

      Oakland, MD

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      Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
      The time to sell is now! THE TIME TO SELL IS NOW!
      View lots 7 & 8 (2.57 ac) Valley Road Oakland, MD MLS# MDGA2010424
        Save lots 7 & 8 (2.57 ac) Valley Road Oakland, MD MLS# MDGA2010424
        1 of 15
        $39,000
        Studio

        Beds

        0.0

        Baths

        lots 7 & 8 (2.57 ac) Valley Road

        Oakland, MD

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        Courtesy of THE KW COLLECTIVE
        View Whispering Pines Lane Oakland, MD MLS# MDGA2010384
          Save Whispering Pines Lane Oakland, MD MLS# MDGA2010384
          1 of 20
          $60,000
          Studio

          Beds

          0.0

          Baths

          Whispering Pines Lane

          Oakland, MD

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          Courtesy of RAILEY REALTY, INC.
          View 565 Glendale Road # 210A Oakland, MD MLS# MDGA2010362
            Save 565 Glendale Road # 210A Oakland, MD MLS# MDGA2010362
            1 of 33
            $175,000
            1

            Beds

            1.0

            Baths

            382

            Sq.Ft.

            565 Glendale Road # 210A

            Oakland, MD

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            Courtesy of RAILEY REALTY, INC.
            View 20160 Garrett Highway # G507 Oakland, MD MLS# MDGA2010360
              Save 20160 Garrett Highway # G507 Oakland, MD MLS# MDGA2010360
              1 of 34
              $399,000
              2

              Beds

              1.0

              Baths

              912

              Sq.Ft.

              20160 Garrett Highway # G507

              Oakland, MD

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              Courtesy of RAILEY REALTY, INC.
              View Longview Lane Oakland, MD MLS# MDGA2010356
                Save Longview Lane Oakland, MD MLS# MDGA2010356
                1 of 9
                $49,900
                Studio

                Beds

                0.0

                Baths

                Longview Lane

                Oakland, MD

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                Courtesy of APPALACHIAN REALTY
                View Santa Fe Trail Oakland, MD MLS# MDGA2010334
                  Save Santa Fe Trail Oakland, MD MLS# MDGA2010334
                  1 of 5
                  $30,000
                  Studio

                  Beds

                  0.0

                  Baths

                  Santa Fe Trail

                  Oakland, MD

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                  Courtesy of CUMMINGS & CO. REALTORS
                  View 1 Lowes Drive Oakland, MD MLS# MDGA2010298
                    Save 1 Lowes Drive Oakland, MD MLS# MDGA2010298
                    1 of 15
                    $175,000

                    1 Lowes Drive

                    Oakland, MD

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                    Courtesy of RAILEY REALTY, INC.
                    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 104 Pine Top Trail Oakland, MD MLS# MDGA2010178
                        Save 104 Pine Top Trail Oakland, MD MLS# MDGA2010178
                        1 of 13
                        $425,000
                        3

                        Beds

                        3.1

                        Baths

                        1,596

                        Sq.Ft.

                        104 Pine Top Trail

                        Oakland, MD

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                        Courtesy of 1 REAL ESTATE SOURCE LLC
                        View LOT 25 Holy Cross Drive Oakland, MD MLS# MDGA2010144
                        • Virtual Tour
                        Save LOT 25 Holy Cross Drive Oakland, MD MLS# MDGA2010144
                        1 of 25
                        $499,999
                        Studio

                        Beds

                        0.0

                        Baths

                        LOT 25 Holy Cross Drive

                        Oakland, MD

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                        Courtesy of RAILEY REALTY, INC.
                        View Lot 13 Bray Run Road Oakland, MD MLS# MDGA2010142
                          Save Lot 13 Bray Run Road Oakland, MD MLS# MDGA2010142
                          1 of 23
                          $44,900
                          Studio

                          Beds

                          0.0

                          Baths

                          Lot 13 Bray Run Road

                          Oakland, MD

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                          Courtesy of RAILEY REALTY, INC.
                          View 5202 Hutton Road Oakland, MD MLS# MDGA2010148
                            Save 5202 Hutton Road Oakland, MD MLS# MDGA2010148
                            1 of 50
                            $239,000
                            3

                            Beds

                            1.0

                            Baths

                            1,199

                            Sq.Ft.

                            5202 Hutton Road

                            Oakland, MD

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                            Courtesy of RAILEY REALTY, INC.
                            View 565 Glendale Road # 116 Oakland, MD MLS# MDGA2010152
                              Save 565 Glendale Road # 116 Oakland, MD MLS# MDGA2010152
                              1 of 29
                              $169,000
                              1

                              Beds

                              1.0

                              Baths

                              484

                              Sq.Ft.

                              565 Glendale Road # 116

                              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
                                Studio

                                Beds

                                0.0

                                Baths

                                Lot 53 Mountainview Drive

                                Oakland, MD

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                                Courtesy of SAMSON PROPERTIES
                                View 939 Glendale Road # 19 Oakland, MD MLS# MDGA2010096
                                  Save 939 Glendale Road # 19 Oakland, MD MLS# MDGA2010096
                                  1 of 30
                                  $765,000
                                  3

                                  Beds

                                  2.0

                                  Baths

                                  1,432

                                  Sq.Ft.

                                  939 Glendale Road # 19

                                  Oakland, MD

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                                  Courtesy of RICHARD DAVIS & ASSOCIATES
                                  View Lot 7 Backbone Ridge Road Oakland, MD MLS# MDGA2010076
                                    Save Lot 7 Backbone Ridge Road Oakland, MD MLS# MDGA2010076
                                    1 of 7
                                    $29,950
                                    Studio

                                    Beds

                                    0.0

                                    Baths

                                    Lot 7 Backbone Ridge Road

                                    Oakland, MD

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                                    Courtesy of RAILEY REALTY, INC.
                                    View 198 Grandview Drive Oakland, MD MLS# MDGA2010020
                                    • Virtual Tour
                                    Save 198 Grandview Drive Oakland, MD MLS# MDGA2010020
                                    1 of 45
                                    $775,000
                                    3

                                    Beds

                                    3.0

                                    Baths

                                    2,744

                                    Sq.Ft.

                                    198 Grandview Drive

                                    Oakland, MD

                                    Bright
                                    Courtesy of RE/MAX ONE

                                    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 12/27/2025)

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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.

                                    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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