203 total properties
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View 2918 Oakland Sang Run Road Oakland, MD MLS# MDGA2012034
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$195,000
3

Beds

1.0

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1,382

Sq.Ft.

2918 Oakland Sang Run Road

Oakland, MD

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View Lot 9 Woodlands Hill Lane Oakland, MD MLS# MDGA2011980
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$95,000
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Lot 9 Woodlands Hill Lane

Oakland, MD

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View Lot 10 Woodlands Hill Lane Oakland, MD MLS# MDGA2011984
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$95,000
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Lot 10 Woodlands Hill Lane

Oakland, MD

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The time to sell is now! THE TIME TO SELL IS NOW!
View 5 Acres Lake Shore Drive Oakland, MD MLS# MDGA2012036
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$250,000
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5 Acres Lake Shore Drive

Oakland, MD

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View 3.15 Acres Woodlands Hill Lane Oakland, MD MLS# MDGA2012042
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$200,000
Studio

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3.15 Acres Woodlands Hill Lane

Oakland, MD

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View Red Run Heights Road Oakland, MD MLS# MDGA2011876
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$49,900
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0.0

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Red Run Heights Road

Oakland, MD

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View 565 Glendale Road # 208 - A Oakland, MD MLS# MDGA2011956
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$170,000
1

Beds

1.0

Baths

484

Sq.Ft.

565 Glendale Road # 208 - A

Oakland, MD

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View 115 Woodmont Lane Oakland, MD MLS# MDGA2012028
    Save 115 Woodmont Lane Oakland, MD MLS# MDGA2012028
    1 of 45
    $149,900
    3

    Beds

    1.0

    Baths

    1,008

    Sq.Ft.

    115 Woodmont Lane

    Oakland, MD

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    View 209 Black Angus Drive Oakland, MD MLS# MDGA2012018
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      1 of 50
      $1,200,000
      2

      Beds

      2.0

      Baths

      1,156

      Sq.Ft.

      209 Black Angus Drive

      Oakland, MD

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      View 1099 Table Rock Road Oakland, MD MLS# MDGA2011978
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        1 of 44
        $145,000
        1

        Beds

        1.0

        Baths

        1,800

        Sq.Ft.

        1099 Table Rock Road

        Oakland, MD

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        View 277 Cheeks Lane Oakland, MD MLS# MDGA2011870
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        $279,000
        3

        Beds

        1.1

        Baths

        1,148

        Sq.Ft.

        277 Cheeks Lane

        Oakland, MD

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        View 460 W Liberty Street Oakland, MD MLS# MDGA2011996
          Save 460 W Liberty Street Oakland, MD MLS# MDGA2011996
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          $24,900
          Studio

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          0.0

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          460 W Liberty Street

          Oakland, MD

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          View 670 Woodlands Hill Lane Oakland, MD MLS# MDGA2011904
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          1 of 72
          $1,689,000
          5

          Beds

          4.1

          Baths

          3,714

          Sq.Ft.

          670 Woodlands Hill Lane

          Oakland, MD

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          View 62 Middleton Road Oakland, MD MLS# MDGA2011994
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            1 of 38
            $799,900
            3

            Beds

            2.1

            Baths

            1,929

            Sq.Ft.

            62 Middleton Road

            Oakland, MD

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            View 8760 Oakland Sang Run Road Oakland, MD MLS# MDGA2011998
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            $82,500
            Studio

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            8760 Oakland Sang Run Road

            Oakland, MD

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            View 6.89 Acres Woodlands Hill Dr Drive Oakland, MD MLS# MDGA2011974
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            $250,000
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            6.89 Acres Woodlands Hill Dr Drive

            Oakland, MD

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            View 122 Woodlands Hill Lane Oakland, MD MLS# MDGA2011982
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            1 of 38
            $1,200,000
            4

            Beds

            3.1

            Baths

            2,656

            Sq.Ft.

            122 Woodlands Hill Lane

            Oakland, MD

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            View 248 Tarn Drive Oakland, MD MLS# MDGA2011874
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            Save 248 Tarn Drive Oakland, MD MLS# MDGA2011874
            1 of 70
            $1,189,000
            6

            Beds

            5.1

            Baths

            3,482

            Sq.Ft.

            248 Tarn Drive

            Oakland, MD

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            View 588 Lake Forest Drive Oakland, MD MLS# MDGA2011898
              Save 588 Lake Forest Drive Oakland, MD MLS# MDGA2011898
              1 of 39
              $1,089,000
              3

              Beds

              2.0

              Baths

              1,411

              Sq.Ft.

              588 Lake Forest Drive

              Oakland, MD

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              View 83 Bethlehem Road Oakland, MD MLS# MDGA2011892
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              Save 83 Bethlehem Road Oakland, MD MLS# MDGA2011892
              1 of 44
              $2,499,900
              4

              Beds

              1.1

              Baths

              2,190

              Sq.Ft.

              83 Bethlehem Road

              Oakland, MD

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              About Oakland

              Listings in Oakland, MD

              204

              Estimated median home price

              $295,000
              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 - 100K50
              $100K - 200K25
              $200K - 300K32
              $300K - 400K22
              $400K - 500K11
              $500K - 600K7
              $600K - 700K8
              $700K - 800K11
              $800K - 900K7
              $900K - 1M5
              $1M - Max26

              Homes for Sale by Type in Oakland, MD

              Property TypeCount
              Single Family92
              Townhouse2
              Condo22
              Commercial15
              Rental6
              Lots and Land73
              Condo/Town/CoOp0
              CoOp0
              Multi Family0
              Mobile Home0
              Farms0

              (Data as of 5/29/2026)

              Find Properties in Oakland, MD

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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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