112 total properties
Did you mean the neighborhood Oakland?
View 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
    Save 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
    1 of 22
    $294,999
    2

    Beds

    1.0

    Baths

    2,344

    Sq.Ft.

    135 Jeffrey Lane # 19A

    Oakland, MD

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    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 505 Southern Pines Drive Oakland, MD MLS# MDGA2011242
    • Virtual Tour
    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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    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 163 Mitchell Drive Oakland, MD MLS# MDGA2011294
    • Virtual Tour
    Save 163 Mitchell Drive Oakland, MD MLS# MDGA2011294
    1 of 62
    $289,000
    3

    Beds

    2.1

    Baths

    2,242

    Sq.Ft.

    163 Mitchell Drive

    Oakland, MD

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    Courtesy of RAILEY REALTY, INC.
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 400 Bear Drive E Oakland, MD MLS# MDGA2011462
      Save 400 Bear Drive E Oakland, MD MLS# MDGA2011462
      1 of 42
      $289,000
      2

      Beds

      2.0

      Baths

      560

      Sq.Ft.

      400 Bear Drive E

      Oakland, MD

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      Courtesy of TAYLOR-MADE DEEP CREEK SALES
      View 1737 King Wildesen Road Oakland, MD MLS# MDGA2009574
        Save 1737 King Wildesen Road Oakland, MD MLS# MDGA2009574
        1 of 46
        $285,500
        3

        Beds

        2.0

        Baths

        1,736

        Sq.Ft.

        1737 King Wildesen Road

        Oakland, MD

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        Courtesy of RAILEY REALTY, INC.
        View 8 Laurel Brook Drive # 8 Oakland, MD MLS# MDGA2011160
          Save 8 Laurel Brook Drive # 8 Oakland, MD MLS# MDGA2011160
          1 of 30
          $284,900
          2

          Beds

          2.0

          Baths

          1,340

          Sq.Ft.

          8 Laurel Brook Drive # 8

          Oakland, MD

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          Courtesy of CUMMINGS & CO. REALTORS
          View 3257 George Washington Highway Oakland, MD MLS# MDGA2010760
            Save 3257 George Washington Highway Oakland, MD MLS# MDGA2010760
            1 of 8
            $280,000
            Studio

            Beds

            0.0

            Baths

            3257 George Washington Highway

            Oakland, MD

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            Courtesy of RAILEY REALTY, INC.
            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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              Courtesy of RAILEY REALTY, INC.
              View 5423 Gorman Road Oakland, MD MLS# MDGA2010906
                Save 5423 Gorman Road Oakland, MD MLS# MDGA2010906
                1 of 21
                $275,000
                720

                Sq.Ft.

                5423 Gorman Road

                Oakland, MD

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                View 127 S Oakhall Drive Oakland, MD MLS# MDGA2011068
                  Save 127 S Oakhall Drive Oakland, MD MLS# MDGA2011068
                  1 of 60
                  $275,000
                  4

                  Beds

                  2.0

                  Baths

                  1,913

                  Sq.Ft.

                  127 S Oakhall Drive

                  Oakland, MD

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                  Courtesy of RAILEY REALTY, INC.
                  View 18 Ollie North Road Oakland, MD MLS# MDGA2011490
                    Save 18 Ollie North Road Oakland, MD MLS# MDGA2011490
                    1 of 48
                    $275,000
                    4

                    Beds

                    2.0

                    Baths

                    1,956

                    Sq.Ft.

                    18 Ollie North Road

                    Oakland, MD

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                    Courtesy of RAILEY REALTY, INC.
                    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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                      Courtesy of TAYLOR-MADE DEEP CREEK SALES
                      View 565 Glendale Road # 103B Oakland, MD MLS# MDGA2010720
                        Save 565 Glendale Road # 103B Oakland, MD MLS# MDGA2010720
                        1 of 54
                        $260,000
                        1

                        Beds

                        1.0

                        Baths

                        565 Glendale Road # 103B

                        Oakland, MD

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                        Courtesy of RAILEY REALTY, INC.
                        View 181 Jeffrey Lane # 23A Oakland, MD MLS# MDGA2010704
                          Save 181 Jeffrey Lane # 23A Oakland, MD MLS# MDGA2010704
                          1 of 25
                          $259,900
                          2

                          Beds

                          1.0

                          Baths

                          670

                          Sq.Ft.

                          181 Jeffrey Lane # 23A

                          Oakland, MD

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                          View 565 Glendale Road # 306 Oakland, MD MLS# MDGA2011544
                            Save 565 Glendale Road # 306 Oakland, MD MLS# MDGA2011544
                            1 of 32
                            $249,900
                            2

                            Beds

                            1.0

                            Baths

                            772

                            Sq.Ft.

                            565 Glendale Road # 306

                            Oakland, MD

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                            View 62 Wild Turkey Court Oakland, MD MLS# MDGA2010810
                            • New Construction
                            Save 62 Wild Turkey Court Oakland, MD MLS# MDGA2010810
                            1 of 30
                            $249,000
                            4

                            Beds

                            3.0

                            Baths

                            2,390

                            Sq.Ft.

                            62 Wild Turkey Court

                            Oakland, MD

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                            Courtesy of 1 REAL ESTATE SOURCE LLC
                            View 0 Lake Shore Drive Oakland, MD MLS# MDGA2010464
                              Save 0 Lake Shore Drive Oakland, MD MLS# MDGA2010464
                              1 of 24
                              $248,500
                              Studio

                              Beds

                              0.0

                              Baths

                              0 Lake Shore Drive

                              Oakland, MD

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                              Courtesy of THE MIKE HAYWOOD GROUP
                              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 8956 Oakland Sang Run Road Oakland, MD MLS# MDGA2011566
                                  Save 8956 Oakland Sang Run Road Oakland, MD MLS# MDGA2011566
                                  1 of 67
                                  $239,900
                                  3

                                  Beds

                                  2.0

                                  Baths

                                  1,064

                                  Sq.Ft.

                                  8956 Oakland Sang Run Road

                                  Oakland, MD

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                                  Courtesy of TAYLOR PROPERTIES
                                  View 1021 E High Street Oakland, MD MLS# MDGA2010932
                                    Save 1021 E High Street Oakland, MD MLS# MDGA2010932
                                    1 of 58
                                    $234,000
                                    3

                                    Beds

                                    2.0

                                    Baths

                                    1,520

                                    Sq.Ft.

                                    1021 E High Street

                                    Oakland, MD

                                    Bright
                                    Courtesy of RAILEY REALTY, INC.

                                    About Oakland

                                    Listings in Oakland, MD

                                    191

                                    Estimated median home price

                                    $304,000
                                    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 - 100K43
                                    $100K - 200K21
                                    $200K - 300K31
                                    $300K - 400K21
                                    $400K - 500K11
                                    $500K - 600K9
                                    $600K - 700K8
                                    $700K - 800K11
                                    $800K - 900K8
                                    $900K - 1M5
                                    $1M - Max23

                                    Homes for Sale by Type in Oakland, MD

                                    Property TypeCount
                                    Single Family88
                                    Townhouse2
                                    Condo23
                                    Commercial14
                                    Rental7
                                    Lots and Land64
                                    Condo/Town/CoOp0
                                    CoOp0
                                    Multi Family0
                                    Mobile Home0
                                    Farms0

                                    (Data as of 5/18/2026)

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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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