157 total properties
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View 565 Glendale Road # 303B Oakland, MD MLS# MDGA2011808
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Save 565 Glendale Road # 303B Oakland, MD MLS# MDGA2011808
1 of 34
$399,900
2

Beds

1.0

Baths

887

Sq.Ft.

565 Glendale Road # 303B

Oakland, MD

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Courtesy of TAYLOR-MADE DEEP CREEK SALES
View 5024 Cranesville Road Oakland, MD MLS# MDGA2010510
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Save 5024 Cranesville Road Oakland, MD MLS# MDGA2010510
1 of 67
$399,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

5024 Cranesville Road

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
View 216 E Alder Street Oakland, MD MLS# MDGA2010666
    Save 216 E Alder Street Oakland, MD MLS# MDGA2010666
    $399,000
    4,791

    Sq.Ft.

    216 E Alder Street

    Oakland, MD

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    Courtesy of EAGLE COMMERCIAL REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 2254 Garrett Road Oakland, MD MLS# MDGA2011812
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    1 of 52
    $399,000
    3

    Beds

    2.0

    Baths

    1,780

    Sq.Ft.

    2254 Garrett Road

    Oakland, MD

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    View 20160 Garrett Highway # G507 Oakland, MD MLS# MDGA2010360
      Save 20160 Garrett Highway # G507 Oakland, MD MLS# MDGA2010360
      1 of 38
      $389,000
      2

      Beds

      1.0

      Baths

      912

      Sq.Ft.

      20160 Garrett Highway # G507

      Oakland, MD

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      View 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
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      Save 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
      1 of 61
      $379,000
      2

      Beds

      2.1

      Baths

      1,920

      Sq.Ft.

      1167 Tall Oaks Drive

      Oakland, MD

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      View 8946 Oakland Sang Run Road Oakland, MD MLS# MDGA2010780
        Save 8946 Oakland Sang Run Road Oakland, MD MLS# MDGA2010780
        $369,000
        Studio

        Beds

        0.0

        Baths

        8946 Oakland Sang Run Road

        Oakland, MD

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        Courtesy of EAGLE COMMERCIAL REALTY
        View 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
          Save 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
          1 of 46
          $359,000
          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 17921 Garrett Highway Oakland, MD MLS# MDGA2011818
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          Save 17921 Garrett Highway Oakland, MD MLS# MDGA2011818
          1 of 56
          $359,000
          4

          Beds

          1.1

          Baths

          1,563

          Sq.Ft.

          17921 Garrett Highway

          Oakland, MD

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          View 2448 Birchwood Drive Oakland, MD MLS# MDGA2011888
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          Save 2448 Birchwood Drive Oakland, MD MLS# MDGA2011888
          1 of 75
          $349,900
          4

          Beds

          2.0

          Baths

          3,352

          Sq.Ft.

          2448 Birchwood Drive

          Oakland, MD

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          View 931 Black Oak Drive Oakland, MD MLS# MDGA2010958
            Save 931 Black Oak Drive Oakland, MD MLS# MDGA2010958
            1 of 53
            $344,999
            3

            Beds

            1.0

            Baths

            990

            Sq.Ft.

            931 Black Oak 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
              $339,900
              2

              Beds

              1.0

              Baths

              887

              Sq.Ft.

              531 Glendale Road # B302

              Oakland, MD

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              View 961 Cedar Lane Oakland, MD MLS# MDGA2010426
                Save 961 Cedar Lane Oakland, MD MLS# MDGA2010426
                1 of 50
                $339,000
                4

                Beds

                2.1

                Baths

                1,920

                Sq.Ft.

                961 Cedar Lane

                Oakland, MD

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                View 1740 Old Crellin Road Oakland, MD MLS# MDGA2011680
                  Save 1740 Old Crellin Road Oakland, MD MLS# MDGA2011680
                  1 of 28
                  $335,000
                  3

                  Beds

                  3.0

                  Baths

                  2,288

                  Sq.Ft.

                  1740 Old Crellin Road

                  Oakland, MD

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                  Courtesy of THE KW COLLECTIVE
                  View 105 Jasper Riley Road Oakland, MD MLS# MDGA2011740
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                  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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                  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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                    View 29 Woodmont Lane Oakland, MD MLS# MDGA2011702
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                    Save 29 Woodmont Lane Oakland, MD MLS# MDGA2011702
                    1 of 50
                    $325,000
                    4

                    Beds

                    3.0

                    Baths

                    2,016

                    Sq.Ft.

                    29 Woodmont Lane

                    Oakland, MD

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                    View 20160 Garrett Highway # H706 Oakland, MD MLS# MDGA2011894
                      Save 20160 Garrett Highway # H706 Oakland, MD MLS# MDGA2011894
                      1 of 10
                      $309,000
                      1

                      Beds

                      1.0

                      Baths

                      550

                      Sq.Ft.

                      20160 Garrett Highway # H706

                      Oakland, MD

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                      View 565 Glendale Road # B206 Oakland, MD MLS# MDGA2010830
                        Save 565 Glendale Road # B206 Oakland, MD MLS# MDGA2010830
                        1 of 32
                        $304,000
                        2

                        Beds

                        1.0

                        Baths

                        780

                        Sq.Ft.

                        565 Glendale Road # B206

                        Oakland, MD

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                        Courtesy of JASON MITCHELL GROUP
                        View 4000 Area Broadford Road Oakland, MD MLS# MDGA2011448
                          Save 4000 Area Broadford Road Oakland, MD MLS# MDGA2011448
                          1 of 10
                          $300,000
                          Studio

                          Beds

                          0.0

                          Baths

                          4000 Area Broadford Road

                          Oakland, MD

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                          Courtesy of 1 REAL ESTATE SOURCE LLC

                          About Oakland

                          Listings in Oakland, MD

                          196

                          Estimated median home price

                          $302,000
                          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 - 100K46
                          $100K - 200K21
                          $200K - 300K31
                          $300K - 400K23
                          $400K - 500K10
                          $500K - 600K9
                          $600K - 700K8
                          $700K - 800K11
                          $800K - 900K8
                          $900K - 1M5
                          $1M - Max24

                          Homes for Sale by Type in Oakland, MD

                          Property TypeCount
                          Single Family89
                          Townhouse2
                          Condo24
                          Commercial14
                          Rental6
                          Lots and Land67
                          Condo/Town/CoOp0
                          CoOp0
                          Multi Family0
                          Mobile Home0
                          Farms0

                          (Data as of 5/20/2026)

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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.

                          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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