35 total properties
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View 102 N 3Rd Street Oakland, MD MLS# MDGA2012246
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Save 102 N 3Rd Street Oakland, MD MLS# MDGA2012246
1 of 43
$259,900
3

Beds

2.0

Baths

1,998

Sq.Ft.

102 N 3Rd Street

Oakland, MD

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View 953 Bray School Road Oakland, MD MLS# MDGA2012238
    Save 953 Bray School Road Oakland, MD MLS# MDGA2012238
    1 of 63
    $299,900
    3

    Beds

    1.0

    Baths

    1,008

    Sq.Ft.

    953 Bray School Road

    Oakland, MD

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    View 2189 Table Rock Road Oakland, MD MLS# MDGA2012226
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    1 of 65
    $299,000
    4

    Beds

    2.0

    Baths

    1,736

    Sq.Ft.

    2189 Table Rock Road

    Oakland, MD

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    The time to sell is now! THE TIME TO SELL IS NOW!
    View Lot B Loch Deer Road Oakland, MD MLS# MDGA2012224
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    Save Lot B Loch Deer Road Oakland, MD MLS# MDGA2012224
    1 of 3
    $259,000
    Studio

    Beds

    0.0

    Baths

    Lot B Loch Deer Road

    Oakland, MD

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    View 116 E Oak Street Oakland, MD MLS# MDGA2011988
      Save 116 E Oak Street Oakland, MD MLS# MDGA2011988
      1 of 20
      $250,000

      116 E Oak Street

      Oakland, MD

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      View 5 Acres Lake Shore Drive Oakland, MD MLS# MDGA2012036
        Save 5 Acres Lake Shore Drive Oakland, MD MLS# MDGA2012036
        1 of 2
        $250,000
        Studio

        Beds

        0.0

        Baths

        5 Acres Lake Shore Drive

        Oakland, MD

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        View 277 Cheeks Lane Oakland, MD MLS# MDGA2011870
          Save 277 Cheeks Lane Oakland, MD MLS# MDGA2011870
          1 of 37
          $279,000
          3

          Beds

          1.1

          Baths

          1,148

          Sq.Ft.

          277 Cheeks Lane

          Oakland, MD

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          View 6.89 Acres Woodlands Hill Dr Drive Oakland, MD MLS# MDGA2011974
            Save 6.89 Acres Woodlands Hill Dr Drive Oakland, MD MLS# MDGA2011974
            1 of 4
            $250,000
            Studio

            Beds

            0.0

            Baths

            6.89 Acres Woodlands Hill Dr Drive

            Oakland, MD

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            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

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              View 20160 Garrett Highway # H706 Oakland, MD MLS# MDGA2011894
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              1 of 30
              $309,000
              1

              Beds

              1.0

              Baths

              550

              Sq.Ft.

              20160 Garrett Highway # H706

              Oakland, MD

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              View 29 Woodmont Lane Oakland, MD MLS# MDGA2011702
                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 17921 Garrett Highway Oakland, MD MLS# MDGA2011818
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                1 of 56
                OPEN HOUSE: Thursday 7/9 11:00 AM - 1:00 PM
                $325,000
                4

                Beds

                1.1

                Baths

                1,563

                Sq.Ft.

                17921 Garrett Highway

                Oakland, MD

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                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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                  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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                    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 400 Bear Drive E Oakland, MD MLS# MDGA2011462
                        Save 400 Bear Drive E Oakland, MD MLS# MDGA2011462
                        1 of 42
                        $269,000
                        2

                        Beds

                        2.0

                        Baths

                        560

                        Sq.Ft.

                        400 Bear Drive E

                        Oakland, MD

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                        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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                          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 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 163 Mitchell Drive Oakland, MD MLS# MDGA2011294
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                              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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                              About Oakland

                              Listings in Oakland, MD

                              198

                              Estimated median home price

                              $299,450
                              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 - 200K22
                              $200K - 300K33
                              $300K - 400K27
                              $400K - 500K8
                              $500K - 600K8
                              $600K - 700K8
                              $700K - 800K14
                              $800K - 900K3
                              $900K - 1M8
                              $1M - Max22

                              Homes for Sale by Type in Oakland, MD

                              Property TypeCount
                              Single Family90
                              Townhouse2
                              Condo25
                              Commercial14
                              Rental6
                              Lots and Land67
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family0
                              Mobile Home0
                              Farms0

                              (Data as of 7/5/2026)

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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.

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