170 total properties
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View 170 San Francisco Street Oakland, MD MLS# MDGA2010726
    Save 170 San Francisco Street Oakland, MD MLS# MDGA2010726
    1 of 12
    $129,900
    Studio

    Beds

    0.0

    Baths

    170 San Francisco Street

    Oakland, MD

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    Courtesy of COLDWELL BANKER REALTY
    View Fox Tail Road Oakland, MD MLS# MDGA2010714
      Save Fox Tail Road Oakland, MD MLS# MDGA2010714
      1 of 4
      $39,500
      Studio

      Beds

      0.0

      Baths

      Fox Tail Road

      Oakland, MD

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      Courtesy of RAILEY REALTY, INC.
      View Lot 40 Big Piney Drive Oakland, MD MLS# MDGA2010712
        Save Lot 40 Big Piney Drive Oakland, MD MLS# MDGA2010712
        1 of 8
        $17,000
        Studio

        Beds

        0.0

        Baths

        Lot 40 Big Piney Drive

        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 157 Jeffrey Lane # 21C Oakland, MD MLS# MDGA2010698
          Save 157 Jeffrey Lane # 21C Oakland, MD MLS# MDGA2010698
          1 of 21
          $305,000
          2

          Beds

          1.0

          Baths

          752

          Sq.Ft.

          157 Jeffrey Lane # 21C

          Oakland, MD

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          Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
          View 20160 Garrett Highway # F501-701 Oakland, MD MLS# MDGA2010702
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          Save 20160 Garrett Highway # F501-701 Oakland, MD MLS# MDGA2010702
          1 of 68
          $575,000
          3

          Beds

          2.0

          Baths

          1,700

          Sq.Ft.

          20160 Garrett Highway # F501-701

          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
            $269,900
            2

            Beds

            1.0

            Baths

            670

            Sq.Ft.

            181 Jeffrey Lane # 23A

            Oakland, MD

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            Courtesy of RAILEY REALTY, INC.
            View 465 Pergin Farm Road Oakland, MD MLS# MDGA2010680
              Save 465 Pergin Farm Road Oakland, MD MLS# MDGA2010680
              1 of 80
              $749,000
              3

              Beds

              3.1

              Baths

              2,960

              Sq.Ft.

              465 Pergin Farm Road

              Oakland, MD

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              Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
              View Lots 13/17 Dogwood Drive Oakland, MD MLS# MDGA2010664
                Save Lots 13/17 Dogwood Drive Oakland, MD MLS# MDGA2010664
                1 of 26
                $32,000
                Studio

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                0.0

                Baths

                Lots 13/17 Dogwood Drive

                Oakland, MD

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                Courtesy of RAILEY REALTY, INC.
                View 123 Mountainview Court Oakland, MD MLS# MDGA2010688
                  Save 123 Mountainview Court Oakland, MD MLS# MDGA2010688
                  1 of 20
                  $221,000
                  Studio

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                  0.0

                  Baths

                  123 Mountainview Court

                  Oakland, MD

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                  View 60 Gorman Street Oakland, MD MLS# MDGA2010692
                    Save 60 Gorman Street Oakland, MD MLS# MDGA2010692
                    1 of 15
                    $75,000
                    3

                    Beds

                    1.0

                    Baths

                    1,488

                    Sq.Ft.

                    60 Gorman Street

                    Oakland, MD

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                    Courtesy of CHARIS REALTY GROUP
                    View Lot 18 Laurel Court Oakland, MD MLS# MDGA2010662
                      Save Lot 18 Laurel Court Oakland, MD MLS# MDGA2010662
                      1 of 35
                      $95,000
                      Studio

                      Beds

                      0.0

                      Baths

                      Lot 18 Laurel Court

                      Oakland, MD

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                      View 47 Holy Cross Oakland, MD MLS# MDGA2010560
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                      Save 47 Holy Cross Oakland, MD MLS# MDGA2010560
                      1 of 112
                      $6,499,900
                      8

                      Beds

                      8.1

                      Baths

                      11,417

                      Sq.Ft.

                      47 Holy Cross

                      Oakland, MD

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                      Courtesy of RAILEY REALTY, INC.
                      View Memorial Drive Oakland, MD MLS# MDGA2010668
                        Save Memorial Drive Oakland, MD MLS# MDGA2010668
                        1 of 26
                        $699,000
                        Studio

                        Beds

                        0.0

                        Baths

                        Memorial Drive

                        Oakland, MD

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                        View 63 Wallman Road Oakland, MD MLS# MDGA2010592
                          Save 63 Wallman Road Oakland, MD MLS# MDGA2010592
                          1 of 60
                          $179,900
                          3

                          Beds

                          1.0

                          Baths

                          816

                          Sq.Ft.

                          63 Wallman Road

                          Oakland, MD

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                          Courtesy of RAILEY REALTY, INC.
                          View 216 E Alder Street Oakland, MD MLS# MDGA2010666
                            Save 216 E Alder Street Oakland, MD MLS# MDGA2010666
                            $399,000
                            4,791

                            Sq.Ft.

                            216 E Alder Street

                            Oakland, MD

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                            Courtesy of EAGLE COMMERCIAL REALTY
                            View 18 Hoye Crest Road Oakland, MD MLS# MDGA2010564
                              Save 18 Hoye Crest Road Oakland, MD MLS# MDGA2010564
                              1 of 9
                              $29,900
                              Studio

                              Beds

                              0.0

                              Baths

                              18 Hoye Crest Road

                              Oakland, MD

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                              Courtesy of RAILEY REALTY, INC.
                              View 968 Hutton Road Oakland, MD MLS# MDGA2010582
                                Save 968 Hutton Road Oakland, MD MLS# MDGA2010582
                                1 of 38
                                $269,900
                                3

                                Beds

                                2.0

                                Baths

                                1,792

                                Sq.Ft.

                                968 Hutton Road

                                Oakland, MD

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                                Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
                                View Meadow Court Oakland, MD MLS# MDGA2010558
                                  Save Meadow Court Oakland, MD MLS# MDGA2010558
                                  1 of 13
                                  $99,900
                                  Studio

                                  Beds

                                  0.0

                                  Baths

                                  Meadow Court

                                  Oakland, MD

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                                  Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
                                  View 127 S Oakhall Drive Oakland, MD MLS# MDGA2010554
                                    Save 127 S Oakhall Drive Oakland, MD MLS# MDGA2010554
                                    1 of 29
                                    $315,000
                                    4

                                    Beds

                                    2.0

                                    Baths

                                    2,183

                                    Sq.Ft.

                                    127 S Oakhall Drive

                                    Oakland, MD

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                                    Courtesy of THE KW COLLECTIVE
                                    View 30 Village Drive # 3 Oakland, MD MLS# MDGA2010534
                                    • Virtual Tour
                                    Save 30 Village Drive # 3 Oakland, MD MLS# MDGA2010534
                                    1 of 35
                                    $409,000
                                    2

                                    Beds

                                    1.0

                                    Baths

                                    916

                                    Sq.Ft.

                                    30 Village Drive # 3

                                    Oakland, MD

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                                    Courtesy of RAILEY REALTY, INC.

                                    About Oakland

                                    Listings in Oakland, MD

                                    186

                                    Estimated median home price

                                    $320,000
                                    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 - 100K37
                                    $100K - 200K23
                                    $200K - 300K29
                                    $300K - 400K13
                                    $400K - 500K13
                                    $500K - 600K14
                                    $600K - 700K9
                                    $700K - 800K8
                                    $800K - 900K5
                                    $900K - 1M5
                                    $1M - Max30

                                    Homes for Sale by Type in Oakland, MD

                                    Property TypeCount
                                    Single Family88
                                    Townhouse0
                                    Condo28
                                    Commercial10
                                    Rental1
                                    Lots and Land60
                                    Condo/Town/CoOp0
                                    CoOp0
                                    Multi Family0
                                    Mobile Home0
                                    Farms0

                                    (Data as of 11/11/2025)

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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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