27 total properties
Did you mean the neighborhood Oakland?
View 2254 Garrett Road Oakland, MD MLS# MDGA2011812
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Save 2254 Garrett Road Oakland, MD MLS# MDGA2011812
1 of 52
$399,000
3

Beds

2.0

Baths

1,780

Sq.Ft.

2254 Garrett Road

Oakland, MD

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Courtesy of TAYLOR-MADE DEEP CREEK SALES
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 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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Courtesy of RAILEY REALTY, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
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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Courtesy of TAYLOR-MADE DEEP CREEK SALES
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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Courtesy of THE KW COLLECTIVE
View 321 N 3Rd Street Oakland, MD MLS# MDGA2011780
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Save 321 N 3Rd Street Oakland, MD MLS# MDGA2011780
1 of 32
$400,000
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 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 1204 Alexander Lane Oakland, MD MLS# MDGA2011628
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    Save 1204 Alexander Lane Oakland, MD MLS# MDGA2011628
    1 of 64
    $399,900
    3

    Beds

    2.0

    Baths

    2,266

    Sq.Ft.

    1204 Alexander Lane

    Oakland, MD

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    Courtesy of RAILEY REALTY, INC.
    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
      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 3930 Mayhew Inn Road Oakland, MD MLS# MDGA2011456
          Save 3930 Mayhew Inn Road Oakland, MD MLS# MDGA2011456
          1 of 81
          $399,900
          3

          Beds

          3.0

          Baths

          2,227

          Sq.Ft.

          3930 Mayhew Inn Road

          Oakland, MD

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          Courtesy of TAYLOR-MADE DEEP CREEK SALES
          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 1167 Tall Oaks Drive Oakland, MD MLS# MDGA2011356
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            1 of 61
            $379,000
            2

            Beds

            2.1

            Baths

            1,920

            Sq.Ft.

            1167 Tall Oaks Drive

            Oakland, MD

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            Courtesy of RAILEY REALTY, INC.
            View 3749 Maryland Highway Oakland, MD MLS# MDGA2011284
              Save 3749 Maryland Highway Oakland, MD MLS# MDGA2011284
              1 of 43
              $299,900
              2

              Beds

              2.0

              Baths

              2,015

              Sq.Ft.

              3749 Maryland Highway

              Oakland, MD

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              Courtesy of KELLER WILLIAMS REALTY
              View 157 Jeffrey Lane # 21B Oakland, MD MLS# MDGA2011174
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              Save 157 Jeffrey Lane # 21B Oakland, MD MLS# MDGA2011174
              1 of 28
              $299,000
              2

              Beds

              1.0

              Baths

              550

              Sq.Ft.

              157 Jeffrey Lane # 21B

              Oakland, MD

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              Courtesy of TAYLOR-MADE DEEP CREEK SALES
              View 26 Green Brier Road Oakland, MD MLS# MDGA2011050
                Save 26 Green Brier Road Oakland, MD MLS# MDGA2011050
                1 of 19
                $295,000
                Studio

                Beds

                0.0

                Baths

                26 Green Brier Road

                Oakland, MD

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                Courtesy of RAILEY REALTY, INC.
                View 26 Green Brier Road Oakland, MD MLS# MDGA2011054
                  Save 26 Green Brier Road Oakland, MD MLS# MDGA2011054
                  1 of 19
                  $295,000

                  26 Green Brier Road

                  Oakland, MD

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                  Courtesy of RAILEY REALTY, INC.
                  View 43 Sloan Tract Road Oakland, MD MLS# MDGA2011032
                    Save 43 Sloan Tract Road Oakland, MD MLS# MDGA2011032
                    1 of 47
                    $299,000
                    4

                    Beds

                    2.0

                    Baths

                    1,743

                    Sq.Ft.

                    43 Sloan Tract Road

                    Oakland, MD

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                    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
                      $349,999
                      3

                      Beds

                      1.0

                      Baths

                      990

                      Sq.Ft.

                      931 Black Oak Drive

                      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

                        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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