120 total properties
Did you mean the neighborhood Oakland?
View 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
    Save 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
    1 of 22
    $294,999
    2

    Beds

    1.0

    Baths

    2,344

    Sq.Ft.

    135 Jeffrey Lane # 19A

    Oakland, MD

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    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 565 Glendale Road # 125 Oakland, MD MLS# MDGA2011428
      Save 565 Glendale Road # 125 Oakland, MD MLS# MDGA2011428
      1 of 55
      $329,900
      1

      Beds

      1.0

      Baths

      496

      Sq.Ft.

      565 Glendale Road # 125

      Oakland, MD

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      Courtesy of RAILEY REALTY, INC.
      View 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
      • Virtual Tour
      Save 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
      1 of 61
      $349,000
      2

      Beds

      2.1

      Baths

      1,920

      Sq.Ft.

      1167 Tall Oaks Drive

      Oakland, MD

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      Courtesy of RAILEY REALTY, INC.
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 163 Mitchell Drive Oakland, MD MLS# MDGA2011294
      • Virtual Tour
      Save 163 Mitchell Drive Oakland, MD MLS# MDGA2011294
      1 of 65
      $279,000
      3

      Beds

      2.1

      Baths

      2,242

      Sq.Ft.

      163 Mitchell Drive

      Oakland, MD

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      Courtesy of RAILEY REALTY, INC.
      View Dennett Rd, 10.10 Acres To Oakland Dr Oakland, MD MLS# MDGA2011252
        Save Dennett Rd, 10.10 Acres To Oakland Dr Oakland, MD MLS# MDGA2011252
        1 of 21
        $160,000
        0.0

        Baths

        Dennett Rd, 10.10 Acres To Oakland Dr

        Oakland, MD

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        Courtesy of THE KW COLLECTIVE
        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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          Courtesy of RAILEY REALTY, INC.
          View 233 Rhododendron Drive Oakland, MD MLS# MDGA2011228
            Save 233 Rhododendron Drive Oakland, MD MLS# MDGA2011228
            1 of 17
            $35,000
            0.0

            Baths

            233 Rhododendron Drive

            Oakland, MD

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            Courtesy of TAYLOR-MADE DEEP CREEK SALES
            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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            Courtesy of THE KW COLLECTIVE
            View 15.75 Acres Bethlehem Road Oakland, MD MLS# MDGA2011216
              Save 15.75 Acres Bethlehem Road Oakland, MD MLS# MDGA2011216
              1 of 5
              $89,900
              0.0

              Baths

              15.75 Acres Bethlehem Road

              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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                Courtesy of TAYLOR-MADE DEEP CREEK SALES
                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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                  Courtesy of RAILEY REALTY, INC.
                  View 62 Wild Turkey Court Oakland, MD MLS# MDGA2010810
                  • New Construction
                  Save 62 Wild Turkey Court Oakland, MD MLS# MDGA2010810
                  1 of 30
                  $199,000
                  4

                  Beds

                  3.0

                  Baths

                  2,390

                  Sq.Ft.

                  62 Wild Turkey Court

                  Oakland, MD

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                  Courtesy of 1 REAL ESTATE SOURCE LLC
                  View 565 Glendale Road # B206 Oakland, MD MLS# MDGA2010830
                    Save 565 Glendale Road # B206 Oakland, MD MLS# MDGA2010830
                    1 of 32
                    $299,900
                    2

                    Beds

                    1.0

                    Baths

                    780

                    Sq.Ft.

                    565 Glendale Road # B206

                    Oakland, MD

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                    Courtesy of JASON MITCHELL GROUP
                    View LOT 2 Beaver Run Road Oakland, MD MLS# MDGA2010794
                      Save LOT 2 Beaver Run Road Oakland, MD MLS# MDGA2010794
                      1 of 9
                      $3,000
                      0.0

                      Baths

                      LOT 2 Beaver Run Road

                      Oakland, MD

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                      Courtesy of TAYLOR-MADE DEEP CREEK SALES
                      View 8946 Oakland Sang Run Road Oakland, MD MLS# MDGA2010780
                        Save 8946 Oakland Sang Run Road Oakland, MD MLS# MDGA2010780
                        $304,000
                        0.0

                        Baths

                        8946 Oakland Sang Run Road

                        Oakland, MD

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                        Courtesy of EAGLE COMMERCIAL REALTY
                        View Garrett Trail Oakland, MD MLS# MDGA2010758
                          Save Garrett Trail Oakland, MD MLS# MDGA2010758
                          1 of 4
                          $29,900
                          0.0

                          Baths

                          Garrett Trail

                          Oakland, MD

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                          Courtesy of 1 REAL ESTATE SOURCE LLC
                          View 3257 George Washington Highway Oakland, MD MLS# MDGA2010760
                            Save 3257 George Washington Highway Oakland, MD MLS# MDGA2010760
                            1 of 55
                            $400,000
                            0.0

                            Baths

                            3257 George Washington Highway

                            Oakland, MD

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                            View Rhododendron Drive Oakland, MD MLS# MDGA2010748
                              Save Rhododendron Drive Oakland, MD MLS# MDGA2010748
                              1 of 6
                              $4,000
                              0.0

                              Baths

                              Rhododendron Drive

                              Oakland, MD

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                              View 170 San Francisco Street Oakland, MD MLS# MDGA2010726
                                Save 170 San Francisco Street Oakland, MD MLS# MDGA2010726
                                1 of 12
                                $125,000
                                0.0

                                Baths

                                170 San Francisco Street

                                Oakland, MD

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                                Courtesy of COLDWELL BANKER REALTY
                                View Fox Tail Road Oakland, MD MLS# MDGA2010714
                                  Save Fox Tail Road Oakland, MD MLS# MDGA2010714
                                  1 of 4
                                  $33,900
                                  0.0

                                  Baths

                                  Fox Tail Road

                                  Oakland, MD

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                                  Courtesy of RAILEY REALTY, INC.

                                  About Oakland

                                  Listings in Oakland, MD

                                  191

                                  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 - 300K36
                                  $300K - 400K16
                                  $400K - 500K14
                                  $500K - 600K3
                                  $600K - 700K14
                                  $700K - 800K10
                                  $800K - 900K6
                                  $900K - 1M5
                                  $1M - Max18

                                  Homes for Sale by Type in Oakland, MD

                                  Property TypeCount
                                  Single Family85
                                  Townhouse1
                                  Condo17
                                  Commercial11
                                  Rental7
                                  Lots and Land76
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family1
                                  Mobile Home0
                                  Farms0

                                  (Data as of 10/9/2026)

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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.

                                  Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

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