172 total properties
Did you mean the neighborhood Oakland?
View 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
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Save 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
1 of 61
$379,000
2

Beds

2.1

Baths

1,920

Sq.Ft.

1167 Tall Oaks Drive

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
View 2678 Mayhew Inn Road Oakland, MD MLS# MDGA2011352
    Save 2678 Mayhew Inn Road Oakland, MD MLS# MDGA2011352
    1 of 33
    $399,999
    3

    Beds

    2.0

    Baths

    1,536

    Sq.Ft.

    2678 Mayhew Inn Road

    Oakland, MD

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    Courtesy of HYATT & COMPANY REAL ESTATE, LLC
    View Meadow Court Oakland, MD MLS# MDGA2011316
      Save Meadow Court Oakland, MD MLS# MDGA2011316
      1 of 10
      $99,900
      Studio

      Beds

      0.0

      Baths

      Meadow Court

      Oakland, MD

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      Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 163 Mitchell Drive Oakland, MD MLS# MDGA2011294
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      Save 163 Mitchell Drive Oakland, MD MLS# MDGA2011294
      1 of 62
      $299,000
      3

      Beds

      2.1

      Baths

      2,242

      Sq.Ft.

      163 Mitchell 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 449 S 3Rd Street Oakland, MD MLS# MDGA2011304
        Save 449 S 3Rd Street Oakland, MD MLS# MDGA2011304
        1 of 68
        $275,900
        4

        Beds

        2.0

        Baths

        1,928

        Sq.Ft.

        449 S 3Rd Street

        Oakland, MD

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        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
          Studio

          Beds

          0.0

          Baths

          Dennett Rd, 10.10 Acres To Oakland Dr

          Oakland, MD

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          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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            View 3749 Maryland Highway Oakland, MD MLS# MDGA2011284
              Save 3749 Maryland Highway Oakland, MD MLS# MDGA2011284
              1 of 43
              $325,000
              2

              Beds

              2.0

              Baths

              2,015

              Sq.Ft.

              3749 Maryland Highway

              Oakland, MD

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              Courtesy of KELLER WILLIAMS REALTY
              View 164 Grandview Drive Oakland, MD MLS# MDGA2011052
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              1 of 54
              $950,000
              3

              Beds

              2.1

              Baths

              2,368

              Sq.Ft.

              164 Grandview Drive

              Oakland, MD

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              View 654 N Bradley Lane Oakland, MD MLS# MDGA2011266
              • New Construction
              Save 654 N Bradley Lane Oakland, MD MLS# MDGA2011266
              1 of 17
              $449,900
              3

              Beds

              2.0

              Baths

              1,464

              Sq.Ft.

              654 N Bradley Lane

              Oakland, MD

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              View 233 Rhododendron Drive Oakland, MD MLS# MDGA2011228
                Save 233 Rhododendron Drive Oakland, MD MLS# MDGA2011228
                1 of 17
                $35,000
                Studio

                Beds

                0.0

                Baths

                233 Rhododendron Drive

                Oakland, MD

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                View N 4Th Street Oakland, MD MLS# MDGA2011244
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                1 of 16
                $230,000

                N 4Th Street

                Oakland, MD

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                View 505 Southern Pines Drive Oakland, MD MLS# MDGA2011242
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                Save 505 Southern Pines Drive Oakland, MD MLS# MDGA2011242
                1 of 38
                $292,500
                3

                Beds

                2.0

                Baths

                1,248

                Sq.Ft.

                505 Southern Pines Drive

                Oakland, MD

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                View 226 N Hammond Street Oakland, MD MLS# MDGA2011238
                • New Construction
                Save 226 N Hammond Street Oakland, MD MLS# MDGA2011238
                1 of 36
                $289,900
                2

                Beds

                2.0

                Baths

                1,000

                Sq.Ft.

                226 N Hammond Street

                Oakland, MD

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                View 820 N 4Th Street Oakland, MD MLS# MDGA2011246
                  Save 820 N 4Th Street Oakland, MD MLS# MDGA2011246
                  1 of 19
                  $60,000
                  2

                  Beds

                  1.0

                  Baths

                  782

                  Sq.Ft.

                  820 N 4Th Street

                  Oakland, MD

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                  View 24 Trailside Way Oakland, MD MLS# MDGA2011156
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                  Save 24 Trailside Way Oakland, MD MLS# MDGA2011156
                  1 of 43
                  $555,000
                  4

                  Beds

                  3.1

                  Baths

                  2,430

                  Sq.Ft.

                  24 Trailside Way

                  Oakland, MD

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                  Courtesy of NORTHROP REALTY
                  View 62 Whispering Pines Lane Oakland, MD MLS# MDGA2011182
                    Save 62 Whispering Pines Lane Oakland, MD MLS# MDGA2011182
                    1 of 77
                    $930,000
                    4

                    Beds

                    3.1

                    Baths

                    2,464

                    Sq.Ft.

                    62 Whispering Pines Lane

                    Oakland, MD

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                    View TBD 15.75 Acres Bethlehem Road Oakland, MD MLS# MDGA2011216
                      Save TBD 15.75 Acres Bethlehem Road Oakland, MD MLS# MDGA2011216
                      1 of 5
                      $89,900
                      Studio

                      Beds

                      0.0

                      Baths

                      TBD 15.75 Acres Bethlehem Road

                      Oakland, MD

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                      View 313 W Liberty Street Oakland, MD MLS# MDGA2011206
                        Save 313 W Liberty Street Oakland, MD MLS# MDGA2011206
                        1 of 59
                        $220,000
                        2

                        Beds

                        1.0

                        Baths

                        1,064

                        Sq.Ft.

                        313 W Liberty Street

                        Oakland, MD

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                        About Oakland

                        Listings in Oakland, MD

                        182

                        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 - 100K45
                        $100K - 200K20
                        $200K - 300K32
                        $300K - 400K20
                        $400K - 500K8
                        $500K - 600K9
                        $600K - 700K10
                        $700K - 800K8
                        $800K - 900K5
                        $900K - 1M3
                        $1M - Max22

                        Homes for Sale by Type in Oakland, MD

                        Property TypeCount
                        Single Family80
                        Townhouse2
                        Condo24
                        Commercial14
                        Rental6
                        Lots and Land62
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 4/20/2026)

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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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