182 total properties
Did you mean the neighborhood Oakland?
View 27 Gobbler Run Road Oakland, MD MLS# MDGA2011506
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$18,000
Studio

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0.0

Baths

27 Gobbler Run Road

Oakland, MD

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View 13 Birchwood Drive Oakland, MD MLS# MDGA2011488
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$18,000
Studio

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0.0

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13 Birchwood Drive

Oakland, MD

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View 18 Ollie North Road Oakland, MD MLS# MDGA2011490
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1 of 48
$275,000
4

Beds

2.0

Baths

1,956

Sq.Ft.

18 Ollie North Road

Oakland, MD

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The time to sell is now! THE TIME TO SELL IS NOW!
View 137 Paradise Gardens Road Oakland, MD MLS# MDGA2011454
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Save 137 Paradise Gardens Road Oakland, MD MLS# MDGA2011454
1 of 71
$1,049,000
4

Beds

2.0

Baths

2,730

Sq.Ft.

137 Paradise Gardens Road

Oakland, MD

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View 620 Crosby Drive Oakland, MD MLS# MDGA2011460
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1 of 62
$699,900
4

Beds

3.1

Baths

3,420

Sq.Ft.

620 Crosby Drive

Oakland, MD

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View 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
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Save 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
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$294,999
2

Beds

1.0

Baths

2,344

Sq.Ft.

135 Jeffrey Lane # 19A

Oakland, MD

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View 1010 Holy Cross Drive Oakland, MD MLS# MDGA2011388
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Save 1010 Holy Cross Drive Oakland, MD MLS# MDGA2011388
1 of 147
$5,150,000
8

Beds

8.1

Baths

10,300

Sq.Ft.

1010 Holy Cross Drive

Oakland, MD

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View 422 Maple Avenue Oakland, MD MLS# MDGA2011426
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Save 422 Maple Avenue Oakland, MD MLS# MDGA2011426
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$60,000
2

Beds

1.0

Baths

800

Sq.Ft.

422 Maple Avenue

Oakland, MD

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View 34 Hooppole Court # B-1 Oakland, MD MLS# MDGA2011646
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    1 of 35
    $829,000
    3

    Beds

    2.0

    Baths

    1,355

    Sq.Ft.

    34 Hooppole Court # B-1

    Oakland, MD

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    View 2332 Paradise Point Road Oakland, MD MLS# MDGA2011510
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      1 of 74
      $1,399,000
      3

      Beds

      2.0

      Baths

      2,064

      Sq.Ft.

      2332 Paradise Point Road

      Oakland, MD

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      View 18025 Garrett Highway # B Oakland, MD MLS# MDGA2011518
        Save 18025 Garrett Highway # B Oakland, MD MLS# MDGA2011518
        1 of 54
        $425,000
        3

        Beds

        2.0

        Baths

        1,920

        Sq.Ft.

        18025 Garrett Highway # B

        Oakland, MD

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        View 4000 Area Broadford Road Oakland, MD MLS# MDGA2011448
          Save 4000 Area Broadford Road Oakland, MD MLS# MDGA2011448
          1 of 10
          $300,000
          Studio

          Beds

          0.0

          Baths

          4000 Area Broadford Road

          Oakland, MD

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          View Maryland Highway Oakland, MD MLS# MDGA2011452
            Save Maryland Highway Oakland, MD MLS# MDGA2011452
            1 of 7
            $30,000
            Studio

            Beds

            0.0

            Baths

            Maryland Highway

            Oakland, MD

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            View 2571 Shady Dell Road Oakland, MD MLS# MDGA2011486
              Save 2571 Shady Dell Road Oakland, MD MLS# MDGA2011486
              1 of 60
              $269,000
              3

              Beds

              2.0

              Baths

              1,678

              Sq.Ft.

              2571 Shady Dell Road

              Oakland, MD

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              View 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
                Save 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
                1 of 46
                $359,000
                3

                Beds

                1.1

                Baths

                1,152

                Sq.Ft.

                552 Black Oak Drive

                Oakland, MD

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                View 62 Duck Cove Road Oakland, MD MLS# MDGA2011402
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                Save 62 Duck Cove Road Oakland, MD MLS# MDGA2011402
                1 of 74
                $1,899,000
                4

                Beds

                4.0

                Baths

                4,150

                Sq.Ft.

                62 Duck Cove Road

                Oakland, MD

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                View 13 Laurel Brook Drive # 13 Oakland, MD MLS# MDGA2011444
                  Save 13 Laurel Brook Drive # 13 Oakland, MD MLS# MDGA2011444
                  1 of 42
                  $245,000
                  2

                  Beds

                  2.0

                  Baths

                  1,320

                  Sq.Ft.

                  13 Laurel Brook Drive # 13

                  Oakland, MD

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                  View 3930 Mayhew Inn Road Oakland, MD MLS# MDGA2011456
                    Save 3930 Mayhew Inn Road Oakland, MD MLS# MDGA2011456
                    1 of 81
                    $399,900
                    3

                    Beds

                    3.0

                    Baths

                    2,227

                    Sq.Ft.

                    3930 Mayhew Inn Road

                    Oakland, MD

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                    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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                      View 1544 Stockslager Road Oakland, MD MLS# MDGA2011420
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                      Save 1544 Stockslager Road Oakland, MD MLS# MDGA2011420
                      1 of 64
                      $1,750,000
                      5

                      Beds

                      4.0

                      Baths

                      3,456

                      Sq.Ft.

                      1544 Stockslager Road

                      Oakland, MD

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                      About Oakland

                      Listings in Oakland, MD

                      182

                      Estimated median home price

                      $297,000
                      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 - 100K44
                      $100K - 200K20
                      $200K - 300K32
                      $300K - 400K20
                      $400K - 500K8
                      $500K - 600K9
                      $600K - 700K10
                      $700K - 800K8
                      $800K - 900K6
                      $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 4/22/2026)

                      Find Properties in Oakland, MD

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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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