151 total properties
Did you mean the neighborhood Oakland?
View 355 Lonesome Pine Road Oakland, MD MLS# MDGA2009210
    Save 355 Lonesome Pine Road Oakland, MD MLS# MDGA2009210
    1 of 22
    $585,000
    2

    Beds

    2.0

    Baths

    1,584

    Sq.Ft.

    355 Lonesome Pine Road

    Oakland, MD

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    Courtesy of LAKE HOMES REALTY, LLC
    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 Crosby Drive # 64/65 Oakland, MD MLS# MDGA2010542
    • New Construction
    Save Crosby Drive # 64/65 Oakland, MD MLS# MDGA2010542
    1 of 55
    $550,000
    3

    Beds

    2.0

    Baths

    1,986

    Sq.Ft.

    Crosby Drive # 64/65

    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 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 328 Stool Rock Road Oakland, MD MLS# MDGA2009150
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      Save 328 Stool Rock Road Oakland, MD MLS# MDGA2009150
      1 of 117
      $545,000
      4

      Beds

      2.1

      Baths

      1,860

      Sq.Ft.

      328 Stool Rock Road

      Oakland, MD

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      Courtesy of RAILEY REALTY, INC.
      View 175 Roman Ridge Road # 15 Oakland, MD MLS# MDGA2009508
        Save 175 Roman Ridge Road # 15 Oakland, MD MLS# MDGA2009508
        1 of 55
        $537,500
        4

        Beds

        4.1

        Baths

        3,192

        Sq.Ft.

        175 Roman Ridge Road # 15

        Oakland, MD

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        Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
        View 126 Leo Friend Road Oakland, MD MLS# MDGA2009940
          Save 126 Leo Friend Road Oakland, MD MLS# MDGA2009940
          1 of 50
          $529,900
          4

          Beds

          3.0

          Baths

          2,235

          Sq.Ft.

          126 Leo Friend Road

          Oakland, MD

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          Courtesy of RAILEY REALTY, INC.
          View LOT 25 Holy Cross Drive Oakland, MD MLS# MDGA2010144
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          Save LOT 25 Holy Cross Drive Oakland, MD MLS# MDGA2010144
          1 of 25
          $499,999
          Studio

          Beds

          0.0

          Baths

          LOT 25 Holy Cross Drive

          Oakland, MD

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          Courtesy of RAILEY REALTY, INC.
          View 0 George Washington Highway Oakland, MD MLS# MDGA2006062
            Save 0 George Washington Highway Oakland, MD MLS# MDGA2006062
            1 of 77
            $490,000
            Studio

            Beds

            0.0

            Baths

            0 George Washington Highway

            Oakland, MD

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            Courtesy of WHITETAIL PROPERTIES REAL ESTATE, LLC
            View 333 Sloan Tract Road Oakland, MD MLS# MDGA2009836
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            Save 333 Sloan Tract Road Oakland, MD MLS# MDGA2009836
            1 of 43
            $475,000
            4

            Beds

            3.1

            Baths

            1,492

            Sq.Ft.

            333 Sloan Tract Road

            Oakland, MD

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            Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
            View 5024 Cranesville Road Oakland, MD MLS# MDGA2010510
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            Save 5024 Cranesville Road Oakland, MD MLS# MDGA2010510
            1 of 67
            $475,000
            3

            Beds

            2.1

            Baths

            2,128

            Sq.Ft.

            5024 Cranesville Road

            Oakland, MD

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            Courtesy of RAILEY REALTY, INC.
            View 1260 Gnegy Church Road Oakland, MD MLS# MDGA2009998
              Save 1260 Gnegy Church Road Oakland, MD MLS# MDGA2009998
              1 of 58
              $449,000
              3

              Beds

              3.0

              Baths

              4,420

              Sq.Ft.

              1260 Gnegy Church Road

              Oakland, MD

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              Courtesy of RAILEY REALTY, INC.
              View 609 Southern Pines Drive Oakland, MD MLS# MDGA2009816
                Save 609 Southern Pines Drive Oakland, MD MLS# MDGA2009816
                1 of 59
                $440,000
                4

                Beds

                2.1

                Baths

                2,030

                Sq.Ft.

                609 Southern Pines Drive

                Oakland, MD

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                Courtesy of BHHS TOUCHDOWN HOME PROS REALTY
                View 15 Village Drive # 1 Oakland, MD MLS# MDGA2008612
                • Virtual Tour
                Save 15 Village Drive # 1 Oakland, MD MLS# MDGA2008612
                1 of 37
                $425,000
                2

                Beds

                1.0

                Baths

                15 Village Drive # 1

                Oakland, MD

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                Courtesy of RAILEY REALTY, INC.
                View 180 Paradise Ridge Road Oakland, MD MLS# MDGA2008834
                • Virtual Tour
                Save 180 Paradise Ridge Road Oakland, MD MLS# MDGA2008834
                1 of 98
                $425,000
                3

                Beds

                2.0

                Baths

                1,152

                Sq.Ft.

                180 Paradise Ridge Road

                Oakland, MD

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                Courtesy of RAILEY REALTY, INC.
                View 104 Pine Top Trail Oakland, MD MLS# MDGA2010178
                  Save 104 Pine Top Trail Oakland, MD MLS# MDGA2010178
                  1 of 13
                  $425,000
                  3

                  Beds

                  3.1

                  Baths

                  1,596

                  Sq.Ft.

                  104 Pine Top Trail

                  Oakland, MD

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                  Courtesy of 1 REAL ESTATE SOURCE LLC
                  View 45 Village Drive # 4 Oakland, MD MLS# MDGA2009698
                    Save 45 Village Drive # 4 Oakland, MD MLS# MDGA2009698
                    1 of 35
                    $415,000
                    2

                    Beds

                    2.0

                    Baths

                    1,096

                    Sq.Ft.

                    45 Village Drive # 4

                    Oakland, MD

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                    Courtesy of RE/MAX REALTY GROUP
                    View 20160 Garrett Highway # G507 Oakland, MD MLS# MDGA2010360
                      Save 20160 Garrett Highway # G507 Oakland, MD MLS# MDGA2010360
                      1 of 34
                      $399,000
                      2

                      Beds

                      1.0

                      Baths

                      912

                      Sq.Ft.

                      20160 Garrett Highway # G507

                      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 16 Lemley Oakland, MD MLS# MDGA2010814
                        • Virtual Tour
                        Save 16 Lemley Oakland, MD MLS# MDGA2010814
                        1 of 65
                        $399,000
                        4

                        Beds

                        2.1

                        Baths

                        1,104

                        Sq.Ft.

                        16 Lemley

                        Oakland, MD

                        Bright
                        Courtesy of RAILEY REALTY, INC.

                        About Oakland

                        Listings in Oakland, MD

                        160

                        Estimated median home price

                        $299,700
                        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 - 100K34
                        $100K - 200K23
                        $200K - 300K24
                        $300K - 400K13
                        $400K - 500K10
                        $500K - 600K12
                        $600K - 700K8
                        $700K - 800K10
                        $800K - 900K4
                        $900K - 1M3
                        $1M - Max19

                        Homes for Sale by Type in Oakland, MD

                        Property TypeCount
                        Single Family66
                        Townhouse0
                        Condo23
                        Commercial10
                        Rental1
                        Lots and Land61
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 12/21/2025)

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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.

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