203 total properties
Did you mean the neighborhood Oakland?
View 321 Deer Park Hotel Road Oakland, MD MLS# MDGA2012166
    Save 321 Deer Park Hotel Road Oakland, MD MLS# MDGA2012166
    1 of 47
    OPEN HOUSE: Saturday 8/8 11:00 AM - 2:00 PM
    $384,500
    3

    Beds

    2.0

    Baths

    2,476

    Sq.Ft.

    321 Deer Park Hotel Road

    Oakland, MD

    Bright
    Courtesy of HOUWZER, LLC
    View 654 N Bradley Lane Oakland, MD MLS# MDGA2011266
    • New Construction
    Save 654 N Bradley Lane Oakland, MD MLS# MDGA2011266
    1 of 41
    $379,999
    3

    Beds

    2.0

    Baths

    1,464

    Sq.Ft.

    654 N Bradley Lane

    Oakland, MD

    Bright
    Courtesy of TAYLOR-MADE DEEP CREEK SALES
    View 20160 Garrett Highway # C307 Oakland, MD MLS# MDGA2012092
      Save 20160 Garrett Highway # C307 Oakland, MD MLS# MDGA2012092
      1 of 49
      $379,500
      1

      Beds

      1.0

      Baths

      636

      Sq.Ft.

      20160 Garrett Highway # C307

      Oakland, MD

      Bright
      Courtesy of RAILEY REALTY, INC.
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 1499 Foster Road Oakland, MD MLS# MDGA2012068
        Save 1499 Foster Road Oakland, MD MLS# MDGA2012068
        1 of 64
        $375,000
        4

        Beds

        2.0

        Baths

        2,234

        Sq.Ft.

        1499 Foster Road

        Oakland, MD

        Bright
        Courtesy of RAILEY REALTY, INC.
        View 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
        • Virtual Tour
        Save 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
        1 of 61
        $369,000
        2

        Beds

        2.1

        Baths

        1,920

        Sq.Ft.

        1167 Tall Oaks Drive

        Oakland, MD

        Bright
        Courtesy of RAILEY REALTY, INC.
        View 321 N 3Rd Street Oakland, MD MLS# MDGA2011780
          Save 321 N 3Rd Street Oakland, MD MLS# MDGA2011780
          1 of 48
          $365,000
          5

          Beds

          2.0

          Baths

          3,660

          Sq.Ft.

          321 N 3Rd Street

          Oakland, MD

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          Courtesy of CENTURY 21 NEW MILLENNIUM
          View 615 E Oak Street Oakland, MD MLS# MDGA2012446
          • Recently Listed
          Save 615 E Oak Street Oakland, MD MLS# MDGA2012446
          1 of 60
          $365,000
          5

          Beds

          3.0

          Baths

          2,652

          Sq.Ft.

          615 E Oak Street

          Oakland, MD

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          Courtesy of RAILEY REALTY, INC.
          View 112 E Pennington Street Oakland, MD MLS# MDGA2012308
            Save 112 E Pennington Street Oakland, MD MLS# MDGA2012308
            1 of 63
            $350,000
            5

            Beds

            3.0

            Baths

            2,165

            Sq.Ft.

            112 E Pennington Street

            Oakland, MD

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            Courtesy of LAKE HOMES REALTY, LLC
            View 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
              Save 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
              1 of 46
              $349,000
              3

              Beds

              1.1

              Baths

              1,152

              Sq.Ft.

              552 Black Oak Drive

              Oakland, MD

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              Courtesy of LONG & FOSTER REAL ESTATE, INC.
              View 254 Little Mountain Road Oakland, MD MLS# MDGA2012150
                Save 254 Little Mountain Road Oakland, MD MLS# MDGA2012150
                1 of 54
                $340,000
                4

                Beds

                2.0

                Baths

                1,792

                Sq.Ft.

                254 Little Mountain Road

                Oakland, MD

                Bright
                Courtesy of RAILEY REALTY, INC.
                View 531 Glendale Road # B302 Oakland, MD MLS# MDGA2009640
                  Save 531 Glendale Road # B302 Oakland, MD MLS# MDGA2009640
                  1 of 29
                  $339,900
                  2

                  Beds

                  1.0

                  Baths

                  887

                  Sq.Ft.

                  531 Glendale Road # B302

                  Oakland, MD

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                  Courtesy of RAILEY REALTY, INC.
                  View 105 Jasper Riley Road Oakland, MD MLS# MDGA2011740
                    Save 105 Jasper Riley Road Oakland, MD MLS# MDGA2011740
                    1 of 61
                    $335,000
                    4

                    Beds

                    2.0

                    Baths

                    2,052

                    Sq.Ft.

                    105 Jasper Riley Road

                    Oakland, MD

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                    Courtesy of THE KW COLLECTIVE
                    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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                      Courtesy of RAILEY REALTY, INC.
                      View 2448 Birchwood Drive Oakland, MD MLS# MDGA2011888
                        Save 2448 Birchwood Drive Oakland, MD MLS# MDGA2011888
                        1 of 75
                        $325,000
                        4

                        Beds

                        2.0

                        Baths

                        3,352

                        Sq.Ft.

                        2448 Birchwood Drive

                        Oakland, MD

                        Bright
                        Courtesy of RAILEY REALTY, INC.
                        View 610 Harvey Winters Drive Oakland, MD MLS# MDGA2012326
                          Save 610 Harvey Winters Drive Oakland, MD MLS# MDGA2012326
                          1 of 38
                          $325,000
                          3

                          Beds

                          2.0

                          Baths

                          1,539

                          Sq.Ft.

                          610 Harvey Winters Drive

                          Oakland, MD

                          Bright
                          Courtesy of TAYLOR-MADE DEEP CREEK SALES
                          View 520 Palmer Lane Oakland, MD MLS# MDGA2012340
                            Save 520 Palmer Lane Oakland, MD MLS# MDGA2012340
                            1 of 72
                            $325,000
                            3

                            Beds

                            2.0

                            Baths

                            1,978

                            Sq.Ft.

                            520 Palmer Lane

                            Oakland, MD

                            Bright
                            Courtesy of RAILEY REALTY, INC.
                            View 931 Black Oak Drive Oakland, MD MLS# MDGA2010958
                              Save 931 Black Oak Drive Oakland, MD MLS# MDGA2010958
                              1 of 53
                              $319,999
                              3

                              Beds

                              1.0

                              Baths

                              990

                              Sq.Ft.

                              931 Black Oak Drive

                              Oakland, MD

                              Bright
                              Courtesy of TAYLOR-MADE DEEP CREEK SALES
                              View 8946 Oakland Sang Run Road Oakland, MD MLS# MDGA2010780
                                Save 8946 Oakland Sang Run Road Oakland, MD MLS# MDGA2010780
                                $309,000
                                Studio

                                Beds

                                0.0

                                Baths

                                8946 Oakland Sang Run Road

                                Oakland, MD

                                Bright
                                Courtesy of EAGLE COMMERCIAL REALTY
                                View 20160 Garrett Highway # H706 Oakland, MD MLS# MDGA2011894
                                • Virtual Tour
                                Save 20160 Garrett Highway # H706 Oakland, MD MLS# MDGA2011894
                                1 of 30
                                $309,000
                                1

                                Beds

                                1.0

                                Baths

                                550

                                Sq.Ft.

                                20160 Garrett Highway # H706

                                Oakland, MD

                                Bright
                                Courtesy of TAYLOR-MADE DEEP CREEK SALES
                                View 565 Glendale Road # B206 Oakland, MD MLS# MDGA2010830
                                  Save 565 Glendale Road # B206 Oakland, MD MLS# MDGA2010830
                                  1 of 32
                                  $299,900
                                  2

                                  Beds

                                  1.0

                                  Baths

                                  780

                                  Sq.Ft.

                                  565 Glendale Road # B206

                                  Oakland, MD

                                  Bright
                                  Courtesy of JASON MITCHELL GROUP

                                  About Oakland

                                  Listings in Oakland, MD

                                  203

                                  Estimated median home price

                                  $299,000
                                  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 - 100K45
                                  $100K - 200K26
                                  $200K - 300K34
                                  $300K - 400K26
                                  $400K - 500K8
                                  $500K - 600K12
                                  $600K - 700K9
                                  $700K - 800K15
                                  $800K - 900K4
                                  $900K - 1M3
                                  $1M - Max21

                                  Homes for Sale by Type in Oakland, MD

                                  Property TypeCount
                                  Single Family93
                                  Townhouse1
                                  Condo26
                                  Commercial9
                                  Rental6
                                  Lots and Land74
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family0
                                  Mobile Home0
                                  Farms0

                                  (Data as of 8/6/2026)

                                  Find Properties in Oakland, MD

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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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