196 total properties
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View 415 Nazelrod Road Oakland, MD MLS# MDGA2012154
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Save 415 Nazelrod Road Oakland, MD MLS# MDGA2012154
1 of 52
$3,249,000
4

Beds

5.0

Baths

6,036

Sq.Ft.

415 Nazelrod Road

Oakland, MD

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View 65 Enterprise Drive Oakland, MD MLS# MDGA2010098
    Save 65 Enterprise Drive Oakland, MD MLS# MDGA2010098
    1 of 67
    $2,799,900
    30,000

    Sq.Ft.

    65 Enterprise Drive

    Oakland, MD

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    View 19530 Garrett Highway Oakland, MD MLS# MDGA2010798
      Save 19530 Garrett Highway Oakland, MD MLS# MDGA2010798
      1 of 43
      $2,500,000
      7,200

      Sq.Ft.

      19530 Garrett Highway

      Oakland, MD

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      The time to sell is now! THE TIME TO SELL IS NOW!
      View 83 Bethlehem Road Oakland, MD MLS# MDGA2011892
        Save 83 Bethlehem Road Oakland, MD MLS# MDGA2011892
        1 of 44
        $2,499,900
        4

        Beds

        1.1

        Baths

        2,190

        Sq.Ft.

        83 Bethlehem Road

        Oakland, MD

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        View 2725 Stockslager Road Oakland, MD MLS# MDGA2008312
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        1 of 115
        $2,350,000
        5

        Beds

        6.1

        Baths

        5,376

        Sq.Ft.

        2725 Stockslager Road

        Oakland, MD

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        View 1038 S Blakeslee Road Oakland, MD MLS# MDGA2011370
          Save 1038 S Blakeslee Road Oakland, MD MLS# MDGA2011370
          1 of 69
          $2,100,000
          5

          Beds

          5.0

          Baths

          4,074

          Sq.Ft.

          1038 S Blakeslee Road

          Oakland, MD

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          View 499 Oakland Drive Oakland, MD MLS# MDGA2003394
            Save 499 Oakland Drive Oakland, MD MLS# MDGA2003394
            1 of 103
            $1,750,000
            15,000

            Sq.Ft.

            499 Oakland Drive

            Oakland, MD

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            View 17848 Garrett Highway Oakland, MD MLS# MDGA2011286
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            Save 17848 Garrett Highway Oakland, MD MLS# MDGA2011286
            1 of 122
            $1,700,000
            6,477

            Sq.Ft.

            17848 Garrett Highway

            Oakland, MD

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            View 670 Woodlands Hill Lane Oakland, MD MLS# MDGA2011904
              Save 670 Woodlands Hill Lane Oakland, MD MLS# MDGA2011904
              1 of 72
              $1,689,000
              5

              Beds

              4.1

              Baths

              3,714

              Sq.Ft.

              670 Woodlands Hill Lane

              Oakland, MD

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              View 3898 3898 Underwood Rd Oakland, MD MLS# MDGA2010508
                Save 3898 3898 Underwood Rd Oakland, MD MLS# MDGA2010508
                1 of 31
                $1,650,000
                4

                Beds

                4.2

                Baths

                5,117

                Sq.Ft.

                3898 3898 Underwood Rd

                Oakland, MD

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                View 2311 Boy Scout Road Oakland, MD MLS# MDGA2012046
                  Save 2311 Boy Scout Road Oakland, MD MLS# MDGA2012046
                  1 of 78
                  $1,579,900
                  4

                  Beds

                  3.0

                  Baths

                  3,278

                  Sq.Ft.

                  2311 Boy Scout Road

                  Oakland, MD

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                  View 211 High Point Ridge Road Oakland, MD MLS# MDGA2011990
                    Save 211 High Point Ridge Road Oakland, MD MLS# MDGA2011990
                    1 of 99
                    $1,495,000
                    4

                    Beds

                    3.1

                    Baths

                    3,472

                    Sq.Ft.

                    211 High Point Ridge Road

                    Oakland, MD

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                    View 827 Penn Point Road Oakland, MD MLS# MDGA2011664
                      Save 827 Penn Point Road Oakland, MD MLS# MDGA2011664
                      1 of 64
                      $1,400,000
                      5

                      Beds

                      3.1

                      Baths

                      2,832

                      Sq.Ft.

                      827 Penn Point Road

                      Oakland, MD

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                      View 439 Paradise Heights Oakland, MD MLS# MDGA2008472
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                      Save 439 Paradise Heights Oakland, MD MLS# MDGA2008472
                      1 of 45
                      $1,329,000
                      6

                      Beds

                      4.1

                      Baths

                      4,113

                      Sq.Ft.

                      439 Paradise Heights

                      Oakland, MD

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                      View 122 Woodlands Hill Lane Oakland, MD MLS# MDGA2011982
                        Save 122 Woodlands Hill Lane Oakland, MD MLS# MDGA2011982
                        1 of 56
                        $1,200,000
                        4

                        Beds

                        4.1

                        Baths

                        2,656

                        Sq.Ft.

                        122 Woodlands Hill Lane

                        Oakland, MD

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                        View 209 Black Angus Drive Oakland, MD MLS# MDGA2012018
                          Save 209 Black Angus Drive Oakland, MD MLS# MDGA2012018
                          1 of 50
                          $1,200,000
                          2

                          Beds

                          2.0

                          Baths

                          1,156

                          Sq.Ft.

                          209 Black Angus Drive

                          Oakland, MD

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                          View 248 Tarn Drive Oakland, MD MLS# MDGA2011874
                          • New Construction
                          Save 248 Tarn Drive Oakland, MD MLS# MDGA2011874
                          1 of 70
                          $1,189,000
                          6

                          Beds

                          5.1

                          Baths

                          3,482

                          Sq.Ft.

                          248 Tarn Drive

                          Oakland, MD

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                          View 660 Glendale Road Oakland, MD MLS# MDGA2011188
                            Save 660 Glendale Road Oakland, MD MLS# MDGA2011188
                            1 of 62
                            $1,100,000
                            5

                            Beds

                            3.0

                            Baths

                            2,592

                            Sq.Ft.

                            660 Glendale Road

                            Oakland, MD

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                            View 52 Dam View Drive Oakland, MD MLS# MDGA2011104
                            • New Construction with Virtual Tour
                            Save 52 Dam View Drive Oakland, MD MLS# MDGA2011104
                            1 of 91
                            $1,074,900
                            4

                            Beds

                            4.2

                            Baths

                            3,032

                            Sq.Ft.

                            52 Dam View Drive

                            Oakland, MD

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                            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

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                              About Oakland

                              Listings in Oakland, MD

                              199

                              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 - 200K24
                              $200K - 300K29
                              $300K - 400K24
                              $400K - 500K11
                              $500K - 600K7
                              $600K - 700K8
                              $700K - 800K13
                              $800K - 900K5
                              $900K - 1M6
                              $1M - Max23

                              Homes for Sale by Type in Oakland, MD

                              Property TypeCount
                              Single Family89
                              Townhouse2
                              Condo24
                              Commercial14
                              Rental6
                              Lots and Land70
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family0
                              Mobile Home0
                              Farms0

                              (Data as of 6/20/2026)

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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.

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