175 total properties
Did you mean the neighborhood Oakland?
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

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    View 17921 Garrett Highway Oakland, MD MLS# MDGA2011818
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    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

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    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

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      Courtesy of WHITETAIL PROPERTIES REAL ESTATE, LLC
      The time to sell is now! THE TIME TO SELL IS NOW!
      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

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        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 48
          $385,000
          5

          Beds

          2.0

          Baths

          3,660

          Sq.Ft.

          321 N 3Rd Street

          Oakland, MD

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          Courtesy of CENTURY 21 NEW MILLENNIUM
          View 638 Glendale Road Oakland, MD MLS# MDGA2011738
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          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

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          View 312 Moss Creek Circle Oakland, MD MLS# MDGA2011736
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          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

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          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

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            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

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              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

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                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

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                  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

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                    View 55 Village Drive # 5 Oakland, MD MLS# MDGA2011682
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                    Save 55 Village Drive # 5 Oakland, MD MLS# MDGA2011682
                    1 of 45
                    $585,000
                    3

                    Beds

                    3.0

                    Baths

                    2,280

                    Sq.Ft.

                    55 Village Drive # 5

                    Oakland, MD

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                    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

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                      View Sanders Lane Oakland, MD MLS# MDGA2011678
                        Save Sanders Lane Oakland, MD MLS# MDGA2011678
                        1 of 46
                        $150,000
                        Studio

                        Beds

                        0.0

                        Baths

                        Sanders Lane

                        Oakland, MD

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                        View 39 Leo Friend Road Oakland, MD MLS# MDGA2011668
                          Save 39 Leo Friend Road Oakland, MD MLS# MDGA2011668
                          1 of 59
                          $875,000
                          3

                          Beds

                          3.1

                          Baths

                          3,897

                          Sq.Ft.

                          39 Leo Friend Road

                          Oakland, MD

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                          View 170 Cherrywood Drive Oakland, MD MLS# MDGA2011178
                            Save 170 Cherrywood Drive Oakland, MD MLS# MDGA2011178
                            1 of 67
                            $699,000
                            5

                            Beds

                            3.0

                            Baths

                            2,560

                            Sq.Ft.

                            170 Cherrywood Drive

                            Oakland, MD

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                            View Lot 24 Eastview Place Oakland, MD MLS# MDGA2011556
                              Save Lot 24 Eastview Place Oakland, MD MLS# MDGA2011556
                              1 of 21
                              $49,000
                              Studio

                              Beds

                              0.0

                              Baths

                              Lot 24 Eastview Place

                              Oakland, MD

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                              View Lot 233 Cumberland Oakland, MD MLS# MDGA2011636
                                Save Lot 233 Cumberland Oakland, MD MLS# MDGA2011636
                                1 of 9
                                $35,000
                                Studio

                                Beds

                                0.0

                                Baths

                                Lot 233 Cumberland

                                Oakland, MD

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                                View Lot 40 Fawn Drive Oakland, MD MLS# MDGA2011608
                                  Save Lot 40 Fawn Drive Oakland, MD MLS# MDGA2011608
                                  1 of 18
                                  $3,000
                                  Studio

                                  Beds

                                  0.0

                                  Baths

                                  Lot 40 Fawn Drive

                                  Oakland, MD

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                                  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 - 100K50
                                  $100K - 200K26
                                  $200K - 300K29
                                  $300K - 400K24
                                  $400K - 500K12
                                  $500K - 600K7
                                  $600K - 700K8
                                  $700K - 800K12
                                  $800K - 900K6
                                  $900K - 1M7
                                  $1M - Max26

                                  Homes for Sale by Type in Oakland, MD

                                  Property TypeCount
                                  Single Family94
                                  Townhouse2
                                  Condo24
                                  Commercial15
                                  Rental6
                                  Lots and Land72
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family0
                                  Mobile Home0
                                  Farms0

                                  (Data as of 6/14/2026)

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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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