195 total properties
Did you mean the neighborhood Oakland?
View 232 Jeffrey Lane # 33 Oakland, MD MLS# MDGA2011030
  • Virtual Tour
Save 232 Jeffrey Lane # 33 Oakland, MD MLS# MDGA2011030
1 of 39
$414,999
2

Beds

2.1

Baths

2,960

Sq.Ft.

232 Jeffrey Lane # 33

Oakland, MD

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Courtesy of SAMSON PROPERTIES
View 560 Glendale Road Oakland, MD MLS# MDGA2011856
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Save 560 Glendale Road Oakland, MD MLS# MDGA2011856
1 of 24
$419,000
2

Beds

1.0

Baths

700

Sq.Ft.

560 Glendale Road

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
View 654 N Bradley Lane Oakland, MD MLS# MDGA2011266
  • New Construction
Save 654 N Bradley Lane Oakland, MD MLS# MDGA2011266
1 of 41
$424,900
3

Beds

2.0

Baths

1,464

Sq.Ft.

654 N Bradley Lane

Oakland, MD

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Courtesy of TAYLOR-MADE DEEP CREEK SALES
The time to sell is now! THE TIME TO SELL IS NOW!
View 609 Southern Pines Drive Oakland, MD MLS# MDGA2009816
    Save 609 Southern Pines Drive Oakland, MD MLS# MDGA2009816
    1 of 59
    $425,000
    4

    Beds

    2.1

    Baths

    2,030

    Sq.Ft.

    609 Southern Pines Drive

    Oakland, MD

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    Courtesy of BHHS TOUCHDOWN HOME PROS REALTY
    View 104 Pine Top Trail Oakland, MD MLS# MDGA2010178
      Save 104 Pine Top Trail Oakland, MD MLS# MDGA2010178
      1 of 13
      $425,000
      3

      Beds

      3.1

      Baths

      1,596

      Sq.Ft.

      104 Pine Top Trail

      Oakland, MD

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      Courtesy of 1 REAL ESTATE SOURCE LLC
      View 401 Dave Turney Street Oakland, MD MLS# MDGA2011080
        Save 401 Dave Turney Street Oakland, MD MLS# MDGA2011080
        1 of 2
        $439,000
        5,328

        Sq.Ft.

        401 Dave Turney Street

        Oakland, MD

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        Courtesy of JASON MITCHELL GROUP
        View LOT 25 Holy Cross Drive Oakland, MD MLS# MDGA2010144
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        Save LOT 25 Holy Cross Drive Oakland, MD MLS# MDGA2010144
        1 of 26
        $449,000
        Studio

        Beds

        0.0

        Baths

        LOT 25 Holy Cross Drive

        Oakland, MD

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        Courtesy of RAILEY REALTY, INC.
        View 333 Sloan Tract Road Oakland, MD MLS# MDGA2009836
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        Save 333 Sloan Tract Road Oakland, MD MLS# MDGA2009836
        1 of 43
        $475,000
        4

        Beds

        3.1

        Baths

        1,492

        Sq.Ft.

        333 Sloan Tract Road

        Oakland, MD

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        Courtesy of TAYLOR-MADE DEEP CREEK SALES
        View 0 George Washington Highway Oakland, MD MLS# MDGA2006062
          Save 0 George Washington Highway Oakland, MD MLS# MDGA2006062
          1 of 77
          $490,000
          Studio

          Beds

          0.0

          Baths

          0 George Washington Highway

          Oakland, MD

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          Courtesy of WHITETAIL PROPERTIES REAL ESTATE, LLC
          View 247 Sloan Tract Road Oakland, MD MLS# MDGA2011700
            Save 247 Sloan Tract Road Oakland, MD MLS# MDGA2011700
            1 of 52
            $499,900
            4

            Beds

            2.0

            Baths

            1,296

            Sq.Ft.

            247 Sloan Tract Road

            Oakland, MD

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            Courtesy of RAILEY REALTY, INC.
            View 126 Leo Friend Road Oakland, MD MLS# MDGA2009940
              Save 126 Leo Friend Road Oakland, MD MLS# MDGA2009940
              1 of 50
              $529,900
              4

              Beds

              3.0

              Baths

              2,235

              Sq.Ft.

              126 Leo Friend Road

              Oakland, MD

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              View 24 Trailside Way Oakland, MD MLS# MDGA2011156
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              Save 24 Trailside Way Oakland, MD MLS# MDGA2011156
              1 of 43
              $539,900
              4

              Beds

              3.1

              Baths

              2,430

              Sq.Ft.

              24 Trailside Way

              Oakland, MD

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              Courtesy of NORTHROP REALTY
              View 328 Stool Rock Road Oakland, MD MLS# MDGA2009150
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              Save 328 Stool Rock Road Oakland, MD MLS# MDGA2009150
              1 of 137
              $545,000
              4

              Beds

              2.1

              Baths

              1,860

              Sq.Ft.

              328 Stool Rock Road

              Oakland, MD

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              Courtesy of RAILEY REALTY, INC.
              View 98 Bear Run Road Oakland, MD MLS# MDGA2010728
                Save 98 Bear Run Road Oakland, MD MLS# MDGA2010728
                1 of 30
                $550,000
                3

                Beds

                2.0

                Baths

                1,080

                Sq.Ft.

                98 Bear Run Road

                Oakland, MD

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                Courtesy of 1 REAL ESTATE SOURCE LLC
                View 178 Winding Trail Lane # 5B Oakland, MD MLS# MDGA2010960
                  Save 178 Winding Trail Lane # 5B Oakland, MD MLS# MDGA2010960
                  1 of 47
                  $569,000
                  5

                  Beds

                  4.1

                  Baths

                  3,300

                  Sq.Ft.

                  178 Winding Trail Lane # 5B

                  Oakland, MD

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                  Courtesy of RAILEY REALTY, INC.
                  View 20160 Garrett Highway # F501-701 Oakland, MD MLS# MDGA2010702
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                  Save 20160 Garrett Highway # F501-701 Oakland, MD MLS# MDGA2010702
                  1 of 68
                  $575,000
                  3

                  Beds

                  2.0

                  Baths

                  1,700

                  Sq.Ft.

                  20160 Garrett Highway # F501-701

                  Oakland, MD

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                  Courtesy of RAILEY REALTY, INC.
                  View 312 3Rd Street Oakland, MD MLS# MDGA2011516
                    Save 312 3Rd Street Oakland, MD MLS# MDGA2011516
                    1 of 27
                    $579,000
                    10,735

                    Sq.Ft.

                    312 3Rd Street

                    Oakland, MD

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                    Courtesy of RAILEY REALTY, INC.
                    View 55 Village Drive # 5 Oakland, MD MLS# MDGA2011682
                      Save 55 Village Drive # 5 Oakland, MD MLS# MDGA2011682
                      1 of 45
                      $595,000
                      3

                      Beds

                      3.0

                      Baths

                      2,280

                      Sq.Ft.

                      55 Village Drive # 5

                      Oakland, MD

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                      Courtesy of RAILEY REALTY, INC.
                      View 231 Santa Fe Trail Oakland, MD MLS# MDGA2011082
                        Save 231 Santa Fe Trail Oakland, MD MLS# MDGA2011082
                        1 of 37
                        $629,000
                        4

                        Beds

                        3.0

                        Baths

                        2,280

                        Sq.Ft.

                        231 Santa Fe Trail

                        Oakland, MD

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                        Courtesy of TAYLOR-MADE DEEP CREEK SALES
                        View 130 Mystic Creek Trail # 1B Oakland, MD MLS# MDGA2011072
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                        Save 130 Mystic Creek Trail # 1B Oakland, MD MLS# MDGA2011072
                        1 of 71
                        $639,000
                        5

                        Beds

                        4.1

                        Baths

                        2,200

                        Sq.Ft.

                        130 Mystic Creek Trail # 1B

                        Oakland, MD

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                        Courtesy of RAILEY REALTY, INC.

                        About Oakland

                        Listings in Oakland, MD

                        195

                        Estimated median home price

                        $300,000
                        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 - 400K22
                        $400K - 500K10
                        $500K - 600K8
                        $600K - 700K8
                        $700K - 800K11
                        $800K - 900K8
                        $900K - 1M5
                        $1M - Max25

                        Homes for Sale by Type in Oakland, MD

                        Property TypeCount
                        Single Family87
                        Townhouse2
                        Condo24
                        Commercial15
                        Rental6
                        Lots and Land67
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family0
                        Mobile Home0
                        Farms0

                        (Data as of 5/21/2026)

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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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