145 total properties
Did you mean the neighborhood Oakland?
View 220 Woodlands Hill Lane Oakland, MD MLS# MDGA2010752
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Save 220 Woodlands Hill Lane Oakland, MD MLS# MDGA2010752
1 of 85
$750,000
5

Beds

3.0

Baths

2,660

Sq.Ft.

220 Woodlands Hill Lane

Oakland, MD

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Courtesy of RE/MAX REALTY GROUP
View Rhododendron Drive Oakland, MD MLS# MDGA2010748
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    $4,000
    Studio

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    0.0

    Baths

    Rhododendron Drive

    Oakland, MD

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    Courtesy of RAILEY REALTY, INC.
    View 3.35 acres </> 4Th Street Oakland, MD MLS# MDGA2010746
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      1 of 3
      $150,000
      Studio

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      0.0

      Baths

      3.35 acres </> 4Th Street

      Oakland, MD

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      Courtesy of THE KW COLLECTIVE
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 141 Truesdale Road Oakland, MD MLS# MDGA2010742
        Save 141 Truesdale Road Oakland, MD MLS# MDGA2010742
        1 of 29
        $185,000
        3

        Beds

        2.1

        Baths

        1,834

        Sq.Ft.

        141 Truesdale Road

        Oakland, MD

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        Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
        View 565 Glendale Road # 204 Oakland, MD MLS# MDGA2010718
          Save 565 Glendale Road # 204 Oakland, MD MLS# MDGA2010718
          1 of 51
          $195,000
          1

          Beds

          1.0

          Baths

          460

          Sq.Ft.

          565 Glendale Road # 204

          Oakland, MD

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          View 565 Glendale Road # 103B Oakland, MD MLS# MDGA2010720
            Save 565 Glendale Road # 103B Oakland, MD MLS# MDGA2010720
            1 of 54
            $260,000
            1

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            1.0

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            565 Glendale Road # 103B

            Oakland, MD

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            View 98 Bear Run Road Oakland, MD MLS# MDGA2010728
              Save 98 Bear Run Road Oakland, MD MLS# MDGA2010728
              1 of 30
              $550,000
              3

              Beds

              2.0

              Baths

              1,080

              Sq.Ft.

              98 Bear Run Road

              Oakland, MD

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              Courtesy of 1 REAL ESTATE SOURCE LLC
              View 285 Lake Shore Drive Oakland, MD MLS# MDGA2010466
                Save 285 Lake Shore Drive Oakland, MD MLS# MDGA2010466
                1 of 33
                $1,199,000
                5

                Beds

                4.1

                Baths

                2,593

                Sq.Ft.

                285 Lake Shore Drive

                Oakland, MD

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                Courtesy of KELLER WILLIAMS CAPITAL PROPERTIES
                View 170 San Francisco Street Oakland, MD MLS# MDGA2010726
                  Save 170 San Francisco Street Oakland, MD MLS# MDGA2010726
                  1 of 12
                  $129,900
                  Studio

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                  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

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                    0.0

                    Baths

                    Fox Tail Road

                    Oakland, MD

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                    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

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                      0.0

                      Baths

                      Lot 40 Big Piney Drive

                      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 Lot 13 Dogwood Drive Oakland, MD MLS# MDGA2010664
                          Save Lot 13 Dogwood Drive Oakland, MD MLS# MDGA2010664
                          1 of 26
                          $22,500
                          Studio

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                          0.0

                          Baths

                          Lot 13 Dogwood Drive

                          Oakland, MD

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                          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

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                                0.0

                                Baths

                                Lot 18 Laurel Court

                                Oakland, MD

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                                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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                                    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

                                      About Oakland

                                      Listings in Oakland, MD

                                      151

                                      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 - 100K33
                                      $100K - 200K22
                                      $200K - 300K22
                                      $300K - 400K11
                                      $400K - 500K7
                                      $500K - 600K12
                                      $600K - 700K9
                                      $700K - 800K8
                                      $800K - 900K4
                                      $900K - 1M3
                                      $1M - Max20

                                      Homes for Sale by Type in Oakland, MD

                                      Property TypeCount
                                      Single Family61
                                      Townhouse1
                                      Condo19
                                      Commercial11
                                      Rental4
                                      Lots and Land59
                                      Condo/Town/CoOp0
                                      CoOp0
                                      Multi Family0
                                      Mobile Home0
                                      Farms0

                                      (Data as of 1/6/2026)

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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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