183 total properties
Did you mean the neighborhood Oakland?
View 8 Laurel Brook Drive # 8 Oakland, MD MLS# MDGA2011160
    Save 8 Laurel Brook Drive # 8 Oakland, MD MLS# MDGA2011160
    1 of 30
    $284,900
    2

    Beds

    2.0

    Baths

    1,340

    Sq.Ft.

    8 Laurel Brook Drive # 8

    Oakland, MD

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    Courtesy of CUMMINGS & CO. REALTORS
    View 3257 George Washington Highway Oakland, MD MLS# MDGA2010760
      Save 3257 George Washington Highway Oakland, MD MLS# MDGA2010760
      1 of 8
      $280,000
      Studio

      Beds

      0.0

      Baths

      3257 George Washington Highway

      Oakland, MD

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      Courtesy of RAILEY REALTY, INC.
      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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        Courtesy of RAILEY REALTY, INC.
        The time to sell is now! THE TIME TO SELL IS NOW!
        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

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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 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 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 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 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 # 306 Oakland, MD MLS# MDGA2011544
                    • Recently Listed
                    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 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 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 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 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 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 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 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 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

                            Bright
                            Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
                            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

                              Bright
                              Courtesy of RAILEY REALTY, INC.

                              About Oakland

                              Listings in Oakland, MD

                              183

                              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 - 800K8
                              $800K - 900K7
                              $900K - 1M4
                              $1M - Max22

                              Homes for Sale by Type in Oakland, MD

                              Property TypeCount
                              Single Family84
                              Townhouse2
                              Condo22
                              Commercial13
                              Rental6
                              Lots and Land62
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family0
                              Mobile Home0
                              Farms0

                              (Data as of 5/1/2026)

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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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