165 total properties
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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 969 Hoyes Run Road Oakland, MD MLS# MDGA2009606
      Save 969 Hoyes Run Road Oakland, MD MLS# MDGA2009606
      1 of 56
      $725,000
      5

      Beds

      3.0

      Baths

      3,614

      Sq.Ft.

      969 Hoyes Run Road

      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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        The time to sell is now! THE TIME TO SELL IS NOW!
        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 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
            2

            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

                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 56 Bee Tree Lane Oakland, MD MLS# MDGA2009212
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                        Save 56 Bee Tree Lane Oakland, MD MLS# MDGA2009212
                        1 of 141
                        $2,845,000
                        6

                        Beds

                        7.1

                        Baths

                        5,100

                        Sq.Ft.

                        56 Bee Tree 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 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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                            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 355 Lonesome Pine Road Oakland, MD MLS# MDGA2009210
                                Save 355 Lonesome Pine Road Oakland, MD MLS# MDGA2009210
                                1 of 22
                                $585,000
                                2

                                Beds

                                2.0

                                Baths

                                1,584

                                Sq.Ft.

                                355 Lonesome Pine Road

                                Oakland, MD

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                                View 328 Stool Rock Road Oakland, MD MLS# MDGA2009150
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                                Save 328 Stool Rock Road Oakland, MD MLS# MDGA2009150
                                1 of 117
                                $545,000
                                4

                                Beds

                                2.1

                                Baths

                                1,860

                                Sq.Ft.

                                328 Stool Rock Road

                                Oakland, MD

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                                View Oakland Sang Run Road Oakland, MD MLS# MDGA2009116
                                  Save Oakland Sang Run Road Oakland, MD MLS# MDGA2009116
                                  1 of 12
                                  $55,000
                                  Studio

                                  Beds

                                  0.0

                                  Baths

                                  Oakland Sang Run Road

                                  Oakland, MD

                                  Bright
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                                  About Oakland

                                  Listings in Oakland, MD

                                  167

                                  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 - 100K38
                                  $100K - 200K24
                                  $200K - 300K23
                                  $300K - 400K13
                                  $400K - 500K12
                                  $500K - 600K12
                                  $600K - 700K8
                                  $700K - 800K12
                                  $800K - 900K4
                                  $900K - 1M3
                                  $1M - Max18

                                  Homes for Sale by Type in Oakland, MD

                                  Property TypeCount
                                  Single Family68
                                  Townhouse0
                                  Condo24
                                  Commercial10
                                  Rental1
                                  Lots and Land65
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family0
                                  Mobile Home0
                                  Farms0

                                  (Data as of 12/12/2025)

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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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