100 total properties
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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 132 &132A Tarn Drive Oakland, MD MLS# MDGA2009670
      Save 132 &132A Tarn Drive Oakland, MD MLS# MDGA2009670
      1 of 29
      $175,000
      Studio

      Beds

      0.0

      Baths

      132 &132A Tarn Drive

      Oakland, MD

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

        Beds

        1.0

        Baths

        887

        Sq.Ft.

        531 Glendale Road # B302

        Oakland, MD

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        The time to sell is now! THE TIME TO SELL IS NOW!
        View Mayhew Inn Road Oakland, MD MLS# MDGA2009662
          Save Mayhew Inn Road Oakland, MD MLS# MDGA2009662
          1 of 31
          $120,000
          Studio

          Beds

          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
              Save 1737 King Wildesen Road Oakland, MD MLS# MDGA2009574
              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 206 Mayhew Inn Road Oakland, MD MLS# MDGA2009524
                Save 206 Mayhew Inn Road Oakland, MD MLS# MDGA2009524
                1 of 29
                $229,000
                1

                Beds

                1.0

                Baths

                206 Mayhew Inn 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

                  Beds

                  0.0

                  Baths

                  Lot 3 Deer Run Road

                  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

                    Beds

                    0.0

                    Baths

                    Lot 55 Gallatin Drive # 55

                    Oakland, MD

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                    View Lot 2 Cedar Lane Oakland, MD MLS# MDGA2009394
                      Save Lot 2 Cedar Lane Oakland, MD MLS# MDGA2009394
                      1 of 16
                      $50,000
                      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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                        Courtesy of LONG & FOSTER REAL ESTATE, INC.
                        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 Sanders Lane Oakland, MD MLS# MDGA2009314
                            Save Sanders Lane Oakland, MD MLS# MDGA2009314
                            1 of 42
                            $175,000
                            Studio

                            Beds

                            0.0

                            Baths

                            Sanders Lane

                            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 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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                                View Bethlehem Road # LOT A (8.73 AC) Oakland, MD MLS# MDGA2009208
                                  Save Bethlehem Road # LOT A (8.73 AC) Oakland, MD MLS# MDGA2009208
                                  1 of 5
                                  $79,000
                                  Studio

                                  Beds

                                  0.0

                                  Baths

                                  Bethlehem Road # LOT A (8.73 AC)

                                  Oakland, MD

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                                  View Edgewater Drive # 4 Oakland, MD MLS# MDGA2009106
                                    Save Edgewater Drive # 4 Oakland, MD MLS# MDGA2009106
                                    1 of 16
                                    $299,000
                                    Studio

                                    Beds

                                    0.0

                                    Baths

                                    Edgewater Drive # 4

                                    Oakland, MD

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                                    View 47 Ridgewood Drive Oakland, MD MLS# MDGA2009082
                                      Save 47 Ridgewood Drive Oakland, MD MLS# MDGA2009082
                                      1 of 29
                                      $219,900
                                      Studio

                                      Beds

                                      0.0

                                      Baths

                                      47 Ridgewood Drive

                                      Oakland, MD

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                                      View Lot 54 Gallatin Spur Oakland, MD MLS# MDGA2009086
                                        Save Lot 54 Gallatin Spur Oakland, MD MLS# MDGA2009086
                                        1 of 5
                                        $27,500
                                        Studio

                                        Beds

                                        0.0

                                        Baths

                                        Lot 54 Gallatin Spur

                                        Oakland, MD

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                                        View 41 Fox Den Road Oakland, MD MLS# MDGA2009016
                                          Save 41 Fox Den Road Oakland, MD MLS# MDGA2009016
                                          1 of 25
                                          $239,000
                                          2

                                          Beds

                                          1.0

                                          Baths

                                          1,569

                                          Sq.Ft.

                                          41 Fox Den Road

                                          Oakland, MD

                                          Bright
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                                          About Oakland

                                          Listings in Oakland, MD

                                          155

                                          Estimated median home price

                                          $299,500
                                          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 - 100K33
                                          $100K - 200K23
                                          $200K - 300K23
                                          $300K - 400K12
                                          $400K - 500K9
                                          $500K - 600K12
                                          $600K - 700K8
                                          $700K - 800K9
                                          $800K - 900K4
                                          $900K - 1M3
                                          $1M - Max19

                                          Homes for Sale by Type in Oakland, MD

                                          Property TypeCount
                                          Single Family64
                                          Townhouse0
                                          Condo21
                                          Commercial10
                                          Rental4
                                          Lots and Land60
                                          Condo/Town/CoOp0
                                          CoOp0
                                          Multi Family0
                                          Mobile Home0
                                          Farms0

                                          (Data as of 12/27/2025)

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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.

                                          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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