135 total properties
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View 20160 Garrett Highway # H708 Oakland, MD MLS# MDGA2009826
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Save 20160 Garrett Highway # H708 Oakland, MD MLS# MDGA2009826
1 of 47
$289,900
1

Beds

1.0

Baths

550

Sq.Ft.

20160 Garrett Highway # H708

Oakland, MD

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View Yough View Drive # 12 Oakland, MD MLS# MDGA2009840
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    1 of 5
    $35,000
    Studio

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    0.0

    Baths

    Yough View Drive # 12

    Oakland, MD

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    View ±9 ACRES Cranesville Road Oakland, MD MLS# MDGA2009854
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      1 of 10
      $99,000
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      0.0

      Baths

      ±9 ACRES Cranesville Road

      Oakland, MD

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      The time to sell is now! THE TIME TO SELL IS NOW!
      View ±18 ACRES Cranesville Road Oakland, MD MLS# MDGA2009858
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        1 of 13
        $249,000
        Studio

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        0.0

        Baths

        ±18 ACRES Cranesville Road

        Oakland, MD

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        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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        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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          View 531 Glendale Road # B302 Oakland, MD MLS# MDGA2009640
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            1 of 29
            $369,000
            2

            Beds

            1.0

            Baths

            887

            Sq.Ft.

            531 Glendale Road # B302

            Oakland, MD

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            View Mayhew Inn Road Oakland, MD MLS# MDGA2009662
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              1 of 31
              $120,000
              Studio

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              0.0

              Baths

              Mayhew Inn Road

              Oakland, MD

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              View 315 Coolidge Avenue Oakland, MD MLS# MDGA2009614
                Save 315 Coolidge Avenue Oakland, MD MLS# MDGA2009614
                1 of 53
                $269,500
                3

                Beds

                2.0

                Baths

                1,600

                Sq.Ft.

                315 Coolidge Avenue

                Oakland, MD

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                View 1737 King Wildesen Road Oakland, MD MLS# MDGA2009574
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                  1 of 46
                  $299,900
                  3

                  Beds

                  2.0

                  Baths

                  1,736

                  Sq.Ft.

                  1737 King Wildesen Road

                  Oakland, MD

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                  View Lot 3 Deer Run Road Oakland, MD MLS# MDGA2009510
                    Save Lot 3 Deer Run Road Oakland, MD MLS# MDGA2009510
                    1 of 11
                    $122,500
                    Studio

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                    0.0

                    Baths

                    Lot 3 Deer Run Road

                    Oakland, MD

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                    View 189 Red Run Road # 1-C-2 Oakland, MD MLS# MDGA2009502
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                    Save 189 Red Run Road # 1-C-2 Oakland, MD MLS# MDGA2009502
                    1 of 50
                    $589,000
                    3

                    Beds

                    2.0

                    Baths

                    1,200

                    Sq.Ft.

                    189 Red Run Road # 1-C-2

                    Oakland, MD

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                    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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                      View Lot 55 Gallatin Drive # 55 Oakland, MD MLS# MDGA2009494
                        Save Lot 55 Gallatin Drive # 55 Oakland, MD MLS# MDGA2009494
                        1 of 13
                        $23,000
                        Studio

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                        0.0

                        Baths

                        Lot 55 Gallatin Drive # 55

                        Oakland, MD

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                        View Lot 2 Cedar Lane Oakland, MD MLS# MDGA2009394
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                          1 of 16
                          $40,000
                          Studio

                          Beds

                          0.0

                          Baths

                          Lot 2 Cedar Lane

                          Oakland, MD

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                          View 723 Kings Oakland, MD MLS# MDGA2009442
                            Save 723 Kings Oakland, MD MLS# MDGA2009442
                            1 of 67
                            $380,000
                            4

                            Beds

                            2.1

                            Baths

                            1,824

                            Sq.Ft.

                            723 Kings

                            Oakland, MD

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                            View Lot 25 Big Piney Drive Oakland, MD MLS# MDGA2009380
                              Save Lot 25 Big Piney Drive Oakland, MD MLS# MDGA2009380
                              1 of 1
                              $4,000
                              Studio

                              Beds

                              0.0

                              Baths

                              Lot 25 Big Piney Drive

                              Oakland, MD

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                              View 611 E Oak Street Oakland, MD MLS# MDGA2009308
                                Save 611 E Oak Street Oakland, MD MLS# MDGA2009308
                                1 of 14
                                $295,000
                                5

                                Beds

                                3.0

                                Baths

                                1,800

                                Sq.Ft.

                                611 E Oak Street

                                Oakland, MD

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                                View 433 San Francisco Street Oakland, MD MLS# MDGA2009232
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                                Save 433 San Francisco Street Oakland, MD MLS# MDGA2009232
                                1 of 66
                                $599,900
                                6

                                Beds

                                2.1

                                Baths

                                2,560

                                Sq.Ft.

                                433 San Francisco Street

                                Oakland, MD

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                                View Bethlehem Road # LOT B (7.02 AC) Oakland, MD MLS# MDGA2009164
                                  Save Bethlehem Road # LOT B (7.02 AC) Oakland, MD MLS# MDGA2009164
                                  1 of 4
                                  $51,000
                                  Studio

                                  Beds

                                  0.0

                                  Baths

                                  Bethlehem Road # LOT B (7.02 AC)

                                  Oakland, MD

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                                  About Oakland

                                  Listings in Oakland, MD

                                  158

                                  Estimated median home price

                                  $292,450
                                  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 - 100K35
                                  $100K - 200K24
                                  $200K - 300K24
                                  $300K - 400K13
                                  $400K - 500K8
                                  $500K - 600K11
                                  $600K - 700K9
                                  $700K - 800K8
                                  $800K - 900K4
                                  $900K - 1M3
                                  $1M - Max19

                                  Homes for Sale by Type in Oakland, MD

                                  Property TypeCount
                                  Single Family66
                                  Townhouse1
                                  Condo20
                                  Commercial10
                                  Rental4
                                  Lots and Land61
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family0
                                  Mobile Home0
                                  Farms0

                                  (Data as of 1/15/2026)

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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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                                  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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