185 total properties
Did you mean the neighborhood Oakland?
View 8Th & Dennett Road Street Oakland, MD MLS# MDGA2009886
    Save 8Th & Dennett Road Street Oakland, MD MLS# MDGA2009886
    1 of 15
    $199,900
    Studio

    Beds

    0.0

    Baths

    8Th & Dennett Road Street

    Oakland, MD

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    Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
    View 3500 Area Maryland Highway Oakland, MD MLS# MDGA2011450
      Save 3500 Area Maryland Highway Oakland, MD MLS# MDGA2011450
      1 of 8
      $200,000
      Studio

      Beds

      0.0

      Baths

      3500 Area Maryland Highway

      Oakland, MD

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      Courtesy of 1 REAL ESTATE SOURCE LLC
      View 141 Montana Lane Oakland, MD MLS# MDGA2011248
        Save 141 Montana Lane Oakland, MD MLS# MDGA2011248
        1 of 57
        $219,000
        1

        Beds

        1.1

        Baths

        912

        Sq.Ft.

        141 Montana Lane

        Oakland, MD

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        Courtesy of RAILEY REALTY, INC.
        The time to sell is now! THE TIME TO SELL IS NOW!
        View 313 W Liberty Street Oakland, MD MLS# MDGA2011206
          Save 313 W Liberty Street Oakland, MD MLS# MDGA2011206
          1 of 59
          $220,000
          2

          Beds

          1.0

          Baths

          1,064

          Sq.Ft.

          313 W Liberty Street

          Oakland, MD

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          Courtesy of RAILEY REALTY, INC.
          View 206 Mayhew Inn Road Oakland, MD MLS# MDGA2011720
          • Recently Listed
          Save 206 Mayhew Inn Road Oakland, MD MLS# MDGA2011720
          1 of 31
          $224,900
          1

          Beds

          1.0

          Baths

          1,080

          Sq.Ft.

          206 Mayhew Inn Road

          Oakland, MD

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          Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
          View 565 Glendale Road # 106 B Oakland, MD MLS# MDGA2010012
            Save 565 Glendale Road # 106 B Oakland, MD MLS# MDGA2010012
            1 of 27
            $229,900
            1

            Beds

            1.0

            Baths

            565 Glendale Road # 106 B

            Oakland, MD

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            Courtesy of RAILEY REALTY, INC.
            View N 4Th Street Oakland, MD MLS# MDGA2011244
            • New Construction
            Save N 4Th Street Oakland, MD MLS# MDGA2011244
            1 of 16
            $230,000

            N 4Th Street

            Oakland, MD

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            Courtesy of THE KW COLLECTIVE
            View 1021 E High Street Oakland, MD MLS# MDGA2010932
              Save 1021 E High Street Oakland, MD MLS# MDGA2010932
              1 of 58
              $234,000
              3

              Beds

              2.0

              Baths

              1,520

              Sq.Ft.

              1021 E High Street

              Oakland, MD

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              Courtesy of RAILEY REALTY, INC.
              View 13 Laurel Brook Drive # 13 Oakland, MD MLS# MDGA2011444
                Save 13 Laurel Brook Drive # 13 Oakland, MD MLS# MDGA2011444
                1 of 42
                $245,000
                2

                Beds

                2.0

                Baths

                1,320

                Sq.Ft.

                13 Laurel Brook Drive # 13

                Oakland, MD

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                Courtesy of RAILEY REALTY, INC.
                View Bethlehem Road Oakland, MD MLS# MDGA2011660
                • Recently Listed with Virtual Tour
                Save Bethlehem Road Oakland, MD MLS# MDGA2011660
                1 of 16
                $245,900
                Studio

                Beds

                0.0

                Baths

                Bethlehem Road

                Oakland, MD

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                Courtesy of HAWKINS REAL ESTATE COMPANY
                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 62 Wild Turkey Court Oakland, MD MLS# MDGA2010810
                  • New Construction
                  Save 62 Wild Turkey Court Oakland, MD MLS# MDGA2010810
                  1 of 30
                  $249,000
                  4

                  Beds

                  3.0

                  Baths

                  2,390

                  Sq.Ft.

                  62 Wild Turkey Court

                  Oakland, MD

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                  Courtesy of 1 REAL ESTATE SOURCE LLC
                  View 565 Glendale Road # 306 Oakland, MD MLS# MDGA2011544
                    Save 565 Glendale Road # 306 Oakland, MD MLS# MDGA2011544
                    1 of 32
                    $249,900
                    2

                    Beds

                    1.0

                    Baths

                    772

                    Sq.Ft.

                    565 Glendale Road # 306

                    Oakland, MD

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                    Courtesy of RAILEY REALTY, INC.
                    View 181 Jeffrey Lane # 23A Oakland, MD MLS# MDGA2010704
                      Save 181 Jeffrey Lane # 23A Oakland, MD MLS# MDGA2010704
                      1 of 25
                      $259,900
                      2

                      Beds

                      1.0

                      Baths

                      670

                      Sq.Ft.

                      181 Jeffrey Lane # 23A

                      Oakland, MD

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                      Courtesy of RAILEY REALTY, INC.
                      View 565 Glendale Road # 103B Oakland, MD MLS# MDGA2010720
                        Save 565 Glendale Road # 103B Oakland, MD MLS# MDGA2010720
                        1 of 54
                        $260,000
                        1

                        Beds

                        1.0

                        Baths

                        565 Glendale Road # 103B

                        Oakland, MD

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                        Courtesy of RAILEY REALTY, INC.
                        View 8956 Oakland Sang Run Road Oakland, MD MLS# MDGA2011566
                        • Recently Listed
                        Save 8956 Oakland Sang Run Road Oakland, MD MLS# MDGA2011566
                        1 of 67
                        $265,000
                        3

                        Beds

                        2.0

                        Baths

                        1,064

                        Sq.Ft.

                        8956 Oakland Sang Run Road

                        Oakland, MD

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                        Courtesy of TAYLOR PROPERTIES
                        View 2571 Shady Dell Road Oakland, MD MLS# MDGA2011486
                          Save 2571 Shady Dell Road Oakland, MD MLS# MDGA2011486
                          1 of 60
                          $269,000
                          3

                          Beds

                          2.0

                          Baths

                          1,678

                          Sq.Ft.

                          2571 Shady Dell Road

                          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
                            $269,500
                            3

                            Beds

                            2.0

                            Baths

                            1,600

                            Sq.Ft.

                            315 Coolidge Avenue

                            Oakland, MD

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                            Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
                            View 5423 Gorman Road Oakland, MD MLS# MDGA2010906
                              Save 5423 Gorman Road Oakland, MD MLS# MDGA2010906
                              1 of 21
                              $275,000
                              720

                              Sq.Ft.

                              5423 Gorman Road

                              Oakland, MD

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                              Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
                              View 18 Ollie North Road Oakland, MD MLS# MDGA2011490
                                Save 18 Ollie North Road Oakland, MD MLS# MDGA2011490
                                1 of 48
                                $275,000
                                4

                                Beds

                                2.0

                                Baths

                                1,956

                                Sq.Ft.

                                18 Ollie North Road

                                Oakland, MD

                                Bright
                                Courtesy of RAILEY REALTY, INC.

                                About Oakland

                                Listings in Oakland, MD

                                185

                                Estimated median home price

                                $299,000
                                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 - 100K43
                                $100K - 200K19
                                $200K - 300K34
                                $300K - 400K18
                                $400K - 500K9
                                $500K - 600K10
                                $600K - 700K9
                                $700K - 800K9
                                $800K - 900K8
                                $900K - 1M4
                                $1M - Max22

                                Homes for Sale by Type in Oakland, MD

                                Property TypeCount
                                Single Family86
                                Townhouse2
                                Condo22
                                Commercial13
                                Rental6
                                Lots and Land62
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family0
                                Mobile Home0
                                Farms0

                                (Data as of 5/2/2026)

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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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