207 total properties
Did you mean the neighborhood Oakland?
View 1995 Bethlehem Road Oakland, MD MLS# MDGA2011792
    Save 1995 Bethlehem Road Oakland, MD MLS# MDGA2011792
    1 of 17
    $118,800
    Studio

    Beds

    0.0

    Baths

    1995 Bethlehem Road

    Oakland, MD

    Bright
    Courtesy of THE KW COLLECTIVE
    View 2254 Garrett Road Oakland, MD MLS# MDGA2011812
      Save 2254 Garrett Road Oakland, MD MLS# MDGA2011812
      1 of 52
      $399,000
      3

      Beds

      2.0

      Baths

      1,780

      Sq.Ft.

      2254 Garrett Road

      Oakland, MD

      Bright
      Courtesy of TAYLOR-MADE DEEP CREEK SALES
      View 565 Glendale Road # 303B Oakland, MD MLS# MDGA2011808
        Save 565 Glendale Road # 303B Oakland, MD MLS# MDGA2011808
        1 of 34
        $399,900
        2

        Beds

        1.0

        Baths

        887

        Sq.Ft.

        565 Glendale Road # 303B

        Oakland, MD

        Bright
        Courtesy of TAYLOR-MADE DEEP CREEK SALES
        The time to sell is now! THE TIME TO SELL IS NOW!
        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

          Bright
          Courtesy of RAILEY REALTY, INC.
          View 17921 Garrett Highway Oakland, MD MLS# MDGA2011818
          • Virtual Tour
          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

          Bright
          Courtesy of TAYLOR-MADE DEEP CREEK SALES
          View 0 Gnegy Church Road Oakland, MD MLS# MDGA2011776
            Save 0 Gnegy Church Road Oakland, MD MLS# MDGA2011776
            1 of 82
            $706,035
            Studio

            Beds

            0.0

            Baths

            0 Gnegy Church Road

            Oakland, MD

            Bright
            Courtesy of WHITETAIL PROPERTIES REAL ESTATE, LLC
            View 127 Paradise Heights Oakland, MD MLS# MDGA2011804
              Save 127 Paradise Heights Oakland, MD MLS# MDGA2011804
              1 of 24
              $1,025,000
              3

              Beds

              2.1

              Baths

              2,240

              Sq.Ft.

              127 Paradise Heights

              Oakland, MD

              Bright
              Courtesy of XREALTY.NET LLC
              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

                Bright
                Courtesy of THE KW COLLECTIVE
                View 321 N 3Rd Street Oakland, MD MLS# MDGA2011780
                  Save 321 N 3Rd Street Oakland, MD MLS# MDGA2011780
                  1 of 37
                  $400,000
                  5

                  Beds

                  2.0

                  Baths

                  3,660

                  Sq.Ft.

                  321 N 3Rd Street

                  Oakland, MD

                  Bright
                  Courtesy of CENTURY 21 NEW MILLENNIUM
                  View 638 Glendale Road Oakland, MD MLS# MDGA2011738
                  • Virtual Tour
                  Save 638 Glendale Road Oakland, MD MLS# MDGA2011738
                  1 of 56
                  $745,000
                  5

                  Beds

                  3.0

                  Baths

                  2,640

                  Sq.Ft.

                  638 Glendale Road

                  Oakland, MD

                  Bright
                  Courtesy of TAYLOR-MADE DEEP CREEK SALES
                  View 312 Moss Creek Circle Oakland, MD MLS# MDGA2011736
                    Save 312 Moss Creek Circle Oakland, MD MLS# MDGA2011736
                    1 of 56
                    $795,000
                    5

                    Beds

                    3.1

                    Baths

                    4,230

                    Sq.Ft.

                    312 Moss Creek Circle

                    Oakland, MD

                    Bright
                    Courtesy of TAYLOR-MADE DEEP CREEK SALES
                    View 8 Hidden Cove Court Oakland, MD MLS# MDGA2011746
                    • Virtual Tour
                    Save 8 Hidden Cove Court Oakland, MD MLS# MDGA2011746
                    1 of 65
                    $949,000
                    4

                    Beds

                    3.0

                    Baths

                    2,856

                    Sq.Ft.

                    8 Hidden Cove Court

                    Oakland, MD

                    Bright
                    Courtesy of RAILEY REALTY, INC.
                    View 1295 Mountainview Drive Oakland, MD MLS# MDGA2011722
                    • Virtual Tour
                    Save 1295 Mountainview Drive Oakland, MD MLS# MDGA2011722
                    1 of 52
                    $920,000
                    4

                    Beds

                    3.0

                    Baths

                    3,550

                    Sq.Ft.

                    1295 Mountainview Drive

                    Oakland, MD

                    Bright
                    Courtesy of LONG & FOSTER REAL ESTATE, INC.
                    View 206 Mayhew Inn Road Oakland, MD MLS# MDGA2011720
                      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 SALES
                      View C Street Oakland, MD MLS# MDGA2011684
                        Save C Street Oakland, MD MLS# MDGA2011684
                        1 of 4
                        $35,000
                        Studio

                        Beds

                        0.0

                        Baths

                        C Street

                        Oakland, MD

                        Bright
                        Courtesy of TAYLOR-MADE DEEP CREEK SALES
                        View 247 Sloan Tract Road Oakland, MD MLS# MDGA2011700
                          Save 247 Sloan Tract Road Oakland, MD MLS# MDGA2011700
                          1 of 52
                          $499,900
                          4

                          Beds

                          2.0

                          Baths

                          1,296

                          Sq.Ft.

                          247 Sloan Tract Road

                          Oakland, MD

                          Bright
                          Courtesy of RAILEY REALTY, INC.
                          View 3482 Oakland Sang Run Road Oakland, MD MLS# MDGA2011698
                            Save 3482 Oakland Sang Run Road Oakland, MD MLS# MDGA2011698
                            1 of 13
                            $34,900
                            3

                            Beds

                            1.0

                            Baths

                            1,920

                            Sq.Ft.

                            3482 Oakland Sang Run Road

                            Oakland, MD

                            Bright
                            Courtesy of PEARSON SMITH REALTY, LLC
                            View 1875 Pysell Crosscut Road Oakland, MD MLS# MDGA2011686
                              Save 1875 Pysell Crosscut Road Oakland, MD MLS# MDGA2011686
                              1 of 62
                              $735,000
                              5

                              Beds

                              5.0

                              Baths

                              3,664

                              Sq.Ft.

                              1875 Pysell Crosscut Road

                              Oakland, MD

                              Bright
                              Courtesy of TAYLOR-MADE DEEP CREEK SALES
                              View 55 Village Drive # 5 Oakland, MD MLS# MDGA2011682
                              • Virtual Tour
                              Save 55 Village Drive # 5 Oakland, MD MLS# MDGA2011682
                              1 of 45
                              $595,000
                              3

                              Beds

                              3.0

                              Baths

                              2,280

                              Sq.Ft.

                              55 Village Drive # 5

                              Oakland, MD

                              Bright
                              Courtesy of RAILEY REALTY, INC.
                              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

                                Bright
                                Courtesy of THE KW COLLECTIVE

                                About Oakland

                                Listings in Oakland, MD

                                207

                                Estimated median home price

                                $295,000
                                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 - 100K49
                                $100K - 200K26
                                $200K - 300K32
                                $300K - 400K22
                                $400K - 500K13
                                $500K - 600K6
                                $600K - 700K8
                                $700K - 800K11
                                $800K - 900K6
                                $900K - 1M7
                                $1M - Max27

                                Homes for Sale by Type in Oakland, MD

                                Property TypeCount
                                Single Family94
                                Townhouse2
                                Condo23
                                Commercial16
                                Rental6
                                Lots and Land72
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family0
                                Mobile Home0
                                Farms0

                                (Data as of 6/8/2026)

                                Find Properties in Oakland, MD

                                Oakland, MD Information

                                Find Properties by Zip

                                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.

                                The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

                                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.

                                © 2026 BrightMLS. All Rights Reserved.