144 total properties
Did you mean the neighborhood Oakland?
View 13 Birchwood Drive Oakland, MD MLS# MDGA2011488
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$18,000
Studio

Beds

0.0

Baths

13 Birchwood Drive

Oakland, MD

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Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
View 18 Ollie North Road Oakland, MD MLS# MDGA2011490
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1 of 48
$275,000
4

Beds

2.0

Baths

1,956

Sq.Ft.

18 Ollie North Road

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
View 620 Crosby Drive Oakland, MD MLS# MDGA2011460
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1 of 62
$699,900
4

Beds

3.1

Baths

3,420

Sq.Ft.

620 Crosby Drive

Oakland, MD

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Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
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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 422 Maple Avenue Oakland, MD MLS# MDGA2011426
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$60,000
2

Beds

1.0

Baths

800

Sq.Ft.

422 Maple Avenue

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
View 552 Black Oak Drive Oakland, MD MLS# MDGA2011470
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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 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 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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      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 565 Glendale Road # 124 Oakland, MD MLS# MDGA2011422
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        1 of 30
        $159,000
        1

        Beds

        1.0

        Baths

        382

        Sq.Ft.

        565 Glendale Road # 124

        Oakland, MD

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        View 355 Lonesome Pine Road Oakland, MD MLS# MDGA2011376
          Save 355 Lonesome Pine Road Oakland, MD MLS# MDGA2011376
          1 of 70
          $525,000
          2

          Beds

          2.0

          Baths

          4,720

          Sq.Ft.

          355 Lonesome Pine Road

          Oakland, MD

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          Courtesy of LAKE HOMES REALTY, LLC
          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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          View 2678 Mayhew Inn Road Oakland, MD MLS# MDGA2011352
            Save 2678 Mayhew Inn Road Oakland, MD MLS# MDGA2011352
            1 of 33
            $399,999
            3

            Beds

            2.0

            Baths

            1,536

            Sq.Ft.

            2678 Mayhew Inn Road

            Oakland, MD

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            Courtesy of HYATT & COMPANY REAL ESTATE, LLC
            View Meadow Court Oakland, MD MLS# MDGA2011316
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              1 of 10
              $99,900
              Studio

              Beds

              0.0

              Baths

              Meadow Court

              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
              $299,000
              3

              Beds

              2.1

              Baths

              2,242

              Sq.Ft.

              163 Mitchell Drive

              Oakland, MD

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              View 449 S 3Rd Street Oakland, MD MLS# MDGA2011304
                Save 449 S 3Rd Street Oakland, MD MLS# MDGA2011304
                1 of 68
                $275,900
                4

                Beds

                2.0

                Baths

                1,928

                Sq.Ft.

                449 S 3Rd Street

                Oakland, MD

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                View Dennett Rd, 10.10 Acres To Oakland Dr Oakland, MD MLS# MDGA2011252
                  Save Dennett Rd, 10.10 Acres To Oakland Dr Oakland, MD MLS# MDGA2011252
                  1 of 21
                  $160,000
                  Studio

                  Beds

                  0.0

                  Baths

                  Dennett Rd, 10.10 Acres To Oakland Dr

                  Oakland, MD

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                  View 141 Montana Lane Oakland, MD MLS# MDGA2011248
                    Save 141 Montana Lane Oakland, MD MLS# MDGA2011248
                    1 of 57
                    $219,000
                    1

                    Beds

                    1.1

                    Baths

                    912

                    Sq.Ft.

                    141 Montana Lane

                    Oakland, MD

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                    View 3749 Maryland Highway Oakland, MD MLS# MDGA2011284
                      Save 3749 Maryland Highway Oakland, MD MLS# MDGA2011284
                      1 of 43
                      $325,000
                      2

                      Beds

                      2.0

                      Baths

                      2,015

                      Sq.Ft.

                      3749 Maryland Highway

                      Oakland, MD

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                      Courtesy of KELLER WILLIAMS REALTY
                      View 654 N Bradley Lane Oakland, MD MLS# MDGA2011266
                      • New Construction
                      Save 654 N Bradley Lane Oakland, MD MLS# MDGA2011266
                      1 of 17
                      $449,900
                      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 REAL ESTATE

                      About Oakland

                      Listings in Oakland, MD

                      182

                      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 - 100K45
                      $100K - 200K20
                      $200K - 300K32
                      $300K - 400K20
                      $400K - 500K8
                      $500K - 600K9
                      $600K - 700K10
                      $700K - 800K8
                      $800K - 900K5
                      $900K - 1M3
                      $1M - Max22

                      Homes for Sale by Type in Oakland, MD

                      Property TypeCount
                      Single Family80
                      Townhouse2
                      Condo24
                      Commercial14
                      Rental6
                      Lots and Land62
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family0
                      Mobile Home0
                      Farms0

                      (Data as of 4/20/2026)

                      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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                      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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