168 total properties
Did you mean the neighborhood Oakland?
View 27 Gobbler Run Road Oakland, MD MLS# MDGA2011506
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$18,000
Studio

Beds

0.0

Baths

27 Gobbler Run Road

Oakland, MD

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Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
View 13 Birchwood Drive Oakland, MD MLS# MDGA2011488
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$18,000
Studio

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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
$289,000
4

Beds

2.0

Baths

1,956

Sq.Ft.

18 Ollie North Road

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 137 Paradise Gardens Road Oakland, MD MLS# MDGA2011454
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Save 137 Paradise Gardens Road Oakland, MD MLS# MDGA2011454
1 of 71
$1,049,000
4

Beds

2.0

Baths

2,730

Sq.Ft.

137 Paradise Gardens Road

Oakland, MD

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Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
View 620 Crosby Drive Oakland, MD MLS# MDGA2011460
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1 of 62
$739,000
4

Beds

3.1

Baths

3,420

Sq.Ft.

620 Crosby Drive

Oakland, MD

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View 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
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Save 135 Jeffrey Lane # 19A Oakland, MD MLS# MDGA2011468
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$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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Save 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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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 62 Duck Cove Road Oakland, MD MLS# MDGA2011402
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Save 62 Duck Cove Road Oakland, MD MLS# MDGA2011402
1 of 74
$1,899,000
4

Beds

4.0

Baths

4,150

Sq.Ft.

62 Duck Cove Road

Oakland, MD

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View 13 Laurel Brook Drive # 13 Oakland, MD MLS# MDGA2011444
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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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    Courtesy of TAYLOR MADE DEEP CREEK REAL ESTATE
    View 565 Glendale Road # 125 Oakland, MD MLS# MDGA2011428
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    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 1544 Stockslager Road Oakland, MD MLS# MDGA2011420
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    1 of 64
    $1,750,000
    5

    Beds

    4.0

    Baths

    3,456

    Sq.Ft.

    1544 Stockslager Road

    Oakland, MD

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    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 891 Mountainview Drive Oakland, MD MLS# MDGA2011344
        Save 891 Mountainview Drive Oakland, MD MLS# MDGA2011344
        1 of 82
        $875,000
        3

        Beds

        4.0

        Baths

        3,990

        Sq.Ft.

        891 Mountainview Drive

        Oakland, MD

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        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
            Save Meadow Court Oakland, MD MLS# MDGA2011316
            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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            Courtesy of RAILEY REALTY, INC.

            About Oakland

            Listings in Oakland, MD

            177

            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 - 100K43
            $100K - 200K20
            $200K - 300K32
            $300K - 400K19
            $400K - 500K8
            $500K - 600K9
            $600K - 700K8
            $700K - 800K9
            $800K - 900K4
            $900K - 1M3
            $1M - Max22

            Homes for Sale by Type in Oakland, MD

            Property TypeCount
            Single Family78
            Townhouse2
            Condo23
            Commercial14
            Rental6
            Lots and Land60
            Condo/Town/CoOp0
            CoOp0
            Multi Family0
            Mobile Home0
            Farms0

            (Data as of 4/18/2026)

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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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