162 total properties
Did you mean the neighborhood Oakland?
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 170 Cherrywood Drive Oakland, MD MLS# MDGA2011178
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    Save 170 Cherrywood Drive Oakland, MD MLS# MDGA2011178
    1 of 72
    $699,000
    5

    Beds

    3.0

    Baths

    2,560

    Sq.Ft.

    170 Cherrywood Drive

    Oakland, MD

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    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 4A Mystic Creek Trail Oakland, MD MLS# MDGA2010920
    • New Construction
    Save 4A Mystic Creek Trail Oakland, MD MLS# MDGA2010920
    1 of 50
    $679,900
    5

    Beds

    4.1

    Baths

    3,000

    Sq.Ft.

    4A Mystic Creek Trail

    Oakland, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View George Washington Highway Oakland, MD MLS# MDGA2010274
      Save George Washington Highway Oakland, MD MLS# MDGA2010274
      1 of 16
      $675,000
      Studio

      Beds

      0.0

      Baths

      George Washington Highway

      Oakland, MD

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      View 620 Crosby Drive Oakland, MD MLS# MDGA2011460
        Save 620 Crosby Drive Oakland, MD MLS# MDGA2011460
        1 of 62
        $669,999
        4

        Beds

        3.1

        Baths

        3,420

        Sq.Ft.

        620 Crosby Drive

        Oakland, MD

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        View 13209 Garrett Highway Oakland, MD MLS# MDGA2006142
          Save 13209 Garrett Highway Oakland, MD MLS# MDGA2006142
          1 of 10
          $649,000

          13209 Garrett Highway

          Oakland, MD

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          View 231 Santa Fe Trail Oakland, MD MLS# MDGA2011082
            Save 231 Santa Fe Trail Oakland, MD MLS# MDGA2011082
            1 of 38
            $629,000
            4

            Beds

            3.0

            Baths

            2,280

            Sq.Ft.

            231 Santa Fe Trail

            Oakland, MD

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            View 308 Winding Trail Lane # 11B Oakland, MD MLS# MDGA2012146
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            Save 308 Winding Trail Lane # 11B Oakland, MD MLS# MDGA2012146
            1 of 61
            $615,000
            5

            Beds

            4.1

            Baths

            3,300

            Sq.Ft.

            308 Winding Trail Lane # 11B

            Oakland, MD

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            View 104 Roman Ridge Road # 21 Oakland, MD MLS# MDGA2012268
              Save 104 Roman Ridge Road # 21 Oakland, MD MLS# MDGA2012268
              1 of 61
              $605,000
              5

              Beds

              4.1

              Baths

              2,582

              Sq.Ft.

              104 Roman Ridge Road # 21

              Oakland, MD

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              View Boy Scout Road Oakland, MD MLS# MDGA2012474
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              Save Boy Scout Road Oakland, MD MLS# MDGA2012474
              1 of 21
              $599,900
              Studio

              Beds

              0.0

              Baths

              Boy Scout Road

              Oakland, MD

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              View 428 Sam Snead Circle Oakland, MD MLS# MDGA2012104
              • Virtual Tour
              Save 428 Sam Snead Circle Oakland, MD MLS# MDGA2012104
              1 of 86
              $599,000
              5

              Beds

              3.1

              Baths

              3,542

              Sq.Ft.

              428 Sam Snead Circle

              Oakland, MD

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              View 97 acres Lot C Garrett Road Oakland, MD MLS# MDGA2012260
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              Save 97 acres Lot C Garrett Road Oakland, MD MLS# MDGA2012260
              1 of 21
              $599,000
              Studio

              Beds

              0.0

              Baths

              97 acres Lot C Garrett Road

              Oakland, MD

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              View 193 Red Run Road # 1-B-3 Oakland, MD MLS# MDGA2012232
                Save 193 Red Run Road # 1-B-3 Oakland, MD MLS# MDGA2012232
                1 of 57
                $595,000
                2

                Beds

                2.0

                Baths

                1,340

                Sq.Ft.

                193 Red Run Road # 1-B-3

                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 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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                View 135 Rock Ridge Lane # 13 Oakland, MD MLS# MDGA2012086
                  Save 135 Rock Ridge Lane # 13 Oakland, MD MLS# MDGA2012086
                  1 of 49
                  $575,000
                  4

                  Beds

                  3.0

                  Baths

                  2,383

                  Sq.Ft.

                  135 Rock Ridge Lane # 13

                  Oakland, MD

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                  View 355 Markwood Drive Oakland, MD MLS# MDGA2012466
                  • Recently Listed
                  Save 355 Markwood Drive Oakland, MD MLS# MDGA2012466
                  1 of 63
                  $569,000
                  3

                  Beds

                  2.1

                  Baths

                  1,654

                  Sq.Ft.

                  355 Markwood Drive

                  Oakland, MD

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                  View 178 Winding Trail Lane # 5B Oakland, MD MLS# MDGA2010960
                    Save 178 Winding Trail Lane # 5B Oakland, MD MLS# MDGA2010960
                    1 of 47
                    $559,000
                    5

                    Beds

                    4.1

                    Baths

                    3,300

                    Sq.Ft.

                    178 Winding Trail Lane # 5B

                    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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                      View 995 Betts Lane Oakland, MD MLS# MDGA2012114
                      • Recently Listed
                      Save 995 Betts Lane Oakland, MD MLS# MDGA2012114
                      1 of 45
                      $549,900
                      4

                      Beds

                      2.1

                      Baths

                      2,548

                      Sq.Ft.

                      995 Betts Lane

                      Oakland, MD

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                      Courtesy of TAYLOR-MADE DEEP CREEK SALES

                      About Oakland

                      Listings in Oakland, MD

                      210

                      Estimated median home price

                      $306,500
                      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 - 100K43
                      $100K - 200K26
                      $200K - 300K35
                      $300K - 400K28
                      $400K - 500K9
                      $500K - 600K11
                      $600K - 700K9
                      $700K - 800K17
                      $800K - 900K4
                      $900K - 1M5
                      $1M - Max23

                      Homes for Sale by Type in Oakland, MD

                      Property TypeCount
                      Single Family98
                      Townhouse1
                      Condo26
                      Commercial12
                      Rental6
                      Lots and Land73
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family0
                      Mobile Home0
                      Farms0

                      (Data as of 7/26/2026)

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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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                      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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