194 total properties
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View 315 Coolidge Avenue Oakland, MD MLS# MDGA2009614
    Save 315 Coolidge Avenue Oakland, MD MLS# MDGA2009614
    1 of 53
    $264,500
    3

    Beds

    2.0

    Baths

    1,600

    Sq.Ft.

    315 Coolidge Avenue

    Oakland, MD

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    View 102 N 3Rd Street Oakland, MD MLS# MDGA2012246
      Save 102 N 3Rd Street Oakland, MD MLS# MDGA2012246
      1 of 43
      $259,900
      3

      Beds

      2.0

      Baths

      1,998

      Sq.Ft.

      102 N 3Rd Street

      Oakland, MD

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      View 5 Laurel Brook Drive # 5 Oakland, MD MLS# MDGA2012388
        Save 5 Laurel Brook Drive # 5 Oakland, MD MLS# MDGA2012388
        1 of 29
        $259,900
        2

        Beds

        2.0

        Baths

        1,400

        Sq.Ft.

        5 Laurel Brook Drive # 5

        Oakland, MD

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        The time to sell is now! THE TIME TO SELL IS NOW!
        View 961 Cedar Lane Oakland, MD MLS# MDGA2010426
          Save 961 Cedar Lane Oakland, MD MLS# MDGA2010426
          1 of 56
          $255,000
          4

          Beds

          2.1

          Baths

          1,920

          Sq.Ft.

          961 Cedar Lane

          Oakland, MD

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          View 6.89 Acres Woodlands Hill Dr Drive Oakland, MD MLS# MDGA2011974
            Save 6.89 Acres Woodlands Hill Dr Drive Oakland, MD MLS# MDGA2011974
            1 of 5
            $250,000
            0.0

            Baths

            6.89 Acres Woodlands Hill Dr Drive

            Oakland, MD

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            View 5 Acres Lake Shore Drive Oakland, MD MLS# MDGA2012036
              Save 5 Acres Lake Shore Drive Oakland, MD MLS# MDGA2012036
              1 of 3
              $250,000
              0.0

              Baths

              5 Acres Lake Shore Drive

              Oakland, MD

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              View 116 E Oak Street Oakland, MD MLS# MDGA2011988
                Save 116 E Oak Street Oakland, MD MLS# MDGA2011988
                1 of 20
                $250,000

                116 E Oak Street

                Oakland, MD

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                View 181 Jeffrey Lane # 23A Oakland, MD MLS# MDGA2010704
                  Save 181 Jeffrey Lane # 23A Oakland, MD MLS# MDGA2010704
                  1 of 25
                  $249,900
                  2

                  Beds

                  1.0

                  Baths

                  670

                  Sq.Ft.

                  181 Jeffrey Lane # 23A

                  Oakland, MD

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                  View 400 Bear Drive E Oakland, MD MLS# MDGA2011462
                    Save 400 Bear Drive E Oakland, MD MLS# MDGA2011462
                    1 of 42
                    $235,000
                    2

                    Beds

                    2.0

                    Baths

                    560

                    Sq.Ft.

                    400 Bear Drive E

                    Oakland, MD

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                    View 1959 Birchwood Drive Oakland, MD MLS# MDGA2012770
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                    Save 1959 Birchwood Drive Oakland, MD MLS# MDGA2012770
                    1 of 36
                    $235,000
                    2

                    Beds

                    1.1

                    Baths

                    1,152

                    Sq.Ft.

                    1959 Birchwood Drive

                    Oakland, MD

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                    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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                      View 2560 Bray School Road Oakland, MD MLS# MDGA2012546
                        Save 2560 Bray School Road Oakland, MD MLS# MDGA2012546
                        1 of 1
                        $230,000
                        0.0

                        Baths

                        2560 Bray School Road

                        Oakland, MD

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                        View 565 Glendale Road # 306 Oakland, MD MLS# MDGA2011544
                          Save 565 Glendale Road # 306 Oakland, MD MLS# MDGA2011544
                          1 of 32
                          $229,900
                          2

                          Beds

                          1.0

                          Baths

                          772

                          Sq.Ft.

                          565 Glendale Road # 306

                          Oakland, MD

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                          View 139 S Oakhall Drive Oakland, MD MLS# MDGA2012746
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                          Save 139 S Oakhall Drive Oakland, MD MLS# MDGA2012746
                          1 of 52
                          $229,000
                          3

                          Beds

                          1.1

                          Baths

                          1,612

                          Sq.Ft.

                          139 S Oakhall Drive

                          Oakland, MD

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                          View 210 Seneca Avenue Oakland, MD MLS# MDGA2012886
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                          Save 210 Seneca Avenue Oakland, MD MLS# MDGA2012886
                          1 of 34
                          $229,000
                          3

                          Beds

                          1.0

                          Baths

                          1,204

                          Sq.Ft.

                          210 Seneca Avenue

                          Oakland, MD

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                          View 5423 Gorman Road Oakland, MD MLS# MDGA2010906
                            Save 5423 Gorman Road Oakland, MD MLS# MDGA2010906
                            1 of 24
                            $225,000
                            720

                            Sq.Ft.

                            5423 Gorman Road

                            Oakland, MD

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                            View 5423 Gorman Road Oakland, MD MLS# MDGA2012924
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                            Save 5423 Gorman Road Oakland, MD MLS# MDGA2012924
                            1 of 26
                            $225,000
                            0.1

                            Baths

                            720

                            Sq.Ft.

                            5423 Gorman Road

                            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 N 4Th Street Oakland, MD MLS# MDGA2011244
                              • New Construction
                              Save N 4Th Street Oakland, MD MLS# MDGA2011244
                              1 of 16
                              $219,000

                              N 4Th Street

                              Oakland, MD

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                              View 141 Montana Lane Oakland, MD MLS# MDGA2011248
                                Save 141 Montana Lane Oakland, MD MLS# MDGA2011248
                                1 of 57
                                $219,000
                                1

                                Beds

                                1.1

                                Baths

                                912

                                Sq.Ft.

                                141 Montana Lane

                                Oakland, MD

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                                About Oakland

                                Listings in Oakland, MD

                                190

                                Estimated median home price

                                $279,000
                                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 - 100K47
                                $100K - 200K22
                                $200K - 300K37
                                $300K - 400K16
                                $400K - 500K14
                                $500K - 600K4
                                $600K - 700K12
                                $700K - 800K10
                                $800K - 900K5
                                $900K - 1M5
                                $1M - Max18

                                Homes for Sale by Type in Oakland, MD

                                Property TypeCount
                                Single Family83
                                Townhouse1
                                Condo17
                                Commercial11
                                Rental7
                                Lots and Land77
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family1
                                Mobile Home0
                                Farms0

                                (Data as of 10/12/2026)

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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.

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