50 total properties
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View 793 Fox Tail Road Oakland, MD MLS# MDGA2012848
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Save 793 Fox Tail Road Oakland, MD MLS# MDGA2012848
1 of 18
$52,000
0.0

Baths

793 Fox Tail Road

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
View Lot 40 Dogwood Drive Oakland, MD MLS# MDGA2012792
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Save Lot 40 Dogwood Drive Oakland, MD MLS# MDGA2012792
1 of 23
$4,500
0.0

Baths

Lot 40 Dogwood Drive

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
View Whispering Pines Lane Oakland, MD MLS# MDGA2012794
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Save Whispering Pines Lane Oakland, MD MLS# MDGA2012794
1 of 1
$20,000
0.0

Baths

Whispering Pines Lane

Oakland, MD

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Courtesy of ASHLAND AUCTION GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13 Laurel Court Court Oakland, MD MLS# MDGA2012786
    Save 13 Laurel Court Court Oakland, MD MLS# MDGA2012786
    1 of 12
    $85,000
    0.0

    Baths

    13 Laurel Court Court

    Oakland, MD

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    Courtesy of THE KW COLLECTIVE
    View Wild Turkey Lane # LOT 28 Oakland, MD MLS# MDGA2012728
      Save Wild Turkey Lane # LOT 28 Oakland, MD MLS# MDGA2012728
      1 of 26
      $37,500
      0.0

      Baths

      Wild Turkey Lane # LOT 28

      Oakland, MD

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      Courtesy of RAILEY REALTY, INC.
      View Cedar Lane # LOT 66 Oakland, MD MLS# MDGA2012732
        Save Cedar Lane # LOT 66 Oakland, MD MLS# MDGA2012732
        1 of 12
        $6,500
        0.0

        Baths

        Cedar Lane # LOT 66

        Oakland, MD

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        Courtesy of TAYLOR-MADE DEEP CREEK SALES
        View 102 Roanoke Avenue Oakland, MD MLS# MDGA2012700
          Save 102 Roanoke Avenue Oakland, MD MLS# MDGA2012700
          1 of 38
          $69,990
          3

          Beds

          1.0

          Baths

          1,932

          Sq.Ft.

          102 Roanoke Avenue

          Oakland, MD

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          Courtesy of SAMSON PROPERTIES
          View Yough View Drive Oakland, MD MLS# MDGA2012690
            Save Yough View Drive Oakland, MD MLS# MDGA2012690
            1 of 27
            $40,000
            0.0

            Baths

            Yough View Drive

            Oakland, MD

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            Courtesy of RAILEY REALTY, INC.
            View Lot 4 Hunters Ridge Drive Oakland, MD MLS# MDGA2012688
              Save Lot 4 Hunters Ridge Drive Oakland, MD MLS# MDGA2012688
              1 of 7
              $65,000
              0.0

              Baths

              Lot 4 Hunters Ridge Drive

              Oakland, MD

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              Courtesy of TAYLOR-MADE DEEP CREEK SALES
              View Lot 8 Stool Rock Road Oakland, MD MLS# MDGA2012542
                Save Lot 8 Stool Rock Road Oakland, MD MLS# MDGA2012542
                1 of 16
                $10,000
                0.0

                Baths

                Lot 8 Stool Rock Road

                Oakland, MD

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                Courtesy of RAILEY REALTY, INC.
                View Grey Squirrel Road Oakland, MD MLS# MDGA2012552
                  Save Grey Squirrel Road Oakland, MD MLS# MDGA2012552
                  1 of 6
                  $40,000
                  0.0

                  Baths

                  Grey Squirrel Road

                  Oakland, MD

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                  Courtesy of TAYLOR-MADE DEEP CREEK SALES
                  View 24 Woodlands Hill Lane Oakland, MD MLS# MDGA2012564
                    Save 24 Woodlands Hill Lane Oakland, MD MLS# MDGA2012564
                    1 of 14
                    $137,500
                    0.0

                    Baths

                    24 Woodlands Hill Lane

                    Oakland, MD

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                    Courtesy of THE KW COLLECTIVE
                    View 206 W Liberty Street Oakland, MD MLS# MDGA2012412
                      Save 206 W Liberty Street Oakland, MD MLS# MDGA2012412
                      1 of 35
                      $149,000
                      2

                      Beds

                      1.0

                      Baths

                      2,008

                      Sq.Ft.

                      206 W Liberty Street

                      Oakland, MD

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                      Courtesy of RAILEY REALTY, INC.
                      View Bear Drive E Oakland, MD MLS# MDGA2012426
                        Save Bear Drive E Oakland, MD MLS# MDGA2012426
                        1 of 5
                        $19,900
                        0.0

                        Baths

                        Bear Drive E

                        Oakland, MD

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                        Courtesy of LONG & FOSTER REAL ESTATE, INC.
                        View 16 Woodlands Hill Court Oakland, MD MLS# MDGA2012332
                          Save 16 Woodlands Hill Court Oakland, MD MLS# MDGA2012332
                          1 of 15
                          $149,000
                          0.0

                          Baths

                          16 Woodlands Hill Court

                          Oakland, MD

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                          View Robinwood Drive # 13 Oakland, MD MLS# MDGA2012320
                            Save Robinwood Drive # 13 Oakland, MD MLS# MDGA2012320
                            1 of 21
                            $99,000
                            0.0

                            Baths

                            Robinwood Drive # 13

                            Oakland, MD

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                            Courtesy of TAYLOR-MADE DEEP CREEK SALES
                            View Lot 18 Buck Drive Oakland, MD MLS# MDGA2011342
                              Save Lot 18 Buck Drive Oakland, MD MLS# MDGA2011342
                              1 of 6
                              $19,900
                              0.0

                              Baths

                              Lot 18 Buck Drive

                              Oakland, MD

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                              Courtesy of RAILEY REALTY, INC.
                              View Maple Del Lane Oakland, MD MLS# MDGA2012116
                                Save Maple Del Lane Oakland, MD MLS# MDGA2012116
                                1 of 7
                                $39,500
                                0.0

                                Baths

                                Maple Del Lane

                                Oakland, MD

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                                Courtesy of TAYLOR-MADE DEEP CREEK SALES
                                View 6 Cedar Lane Oakland, MD MLS# MDGA2012062
                                  Save 6 Cedar Lane Oakland, MD MLS# MDGA2012062
                                  1 of 17
                                  $12,500
                                  0.0

                                  Baths

                                  6 Cedar Lane

                                  Oakland, MD

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                                  Courtesy of TAYLOR-MADE DEEP CREEK SALES
                                  View Lot 9 Woodlands Hill Lane Oakland, MD MLS# MDGA2011980
                                    Save Lot 9 Woodlands Hill Lane Oakland, MD MLS# MDGA2011980
                                    1 of 13
                                    $95,000
                                    0.0

                                    Baths

                                    Lot 9 Woodlands Hill Lane

                                    Oakland, MD

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                                    Courtesy of RAILEY REALTY, INC.

                                    About Oakland

                                    Listings in Oakland, MD

                                    189

                                    Estimated median home price

                                    $289,000
                                    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 - 100K43
                                    $100K - 200K23
                                    $200K - 300K33
                                    $300K - 400K18
                                    $400K - 500K14
                                    $500K - 600K5
                                    $600K - 700K14
                                    $700K - 800K10
                                    $800K - 900K6
                                    $900K - 1M4
                                    $1M - Max19

                                    Homes for Sale by Type in Oakland, MD

                                    Property TypeCount
                                    Single Family86
                                    Townhouse1
                                    Condo17
                                    Commercial11
                                    Rental7
                                    Lots and Land73
                                    Condo/Town/CoOp0
                                    CoOp0
                                    Multi Family1
                                    Mobile Home0
                                    Farms0

                                    (Data as of 10/2/2026)

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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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