131 total properties
Did you mean the neighborhood Oakland?
View 333 Sloan Tract Road Oakland, MD MLS# MDGA2012576
  • Recently Listed with Virtual Tour
Save 333 Sloan Tract Road Oakland, MD MLS# MDGA2012576
1 of 61
$444,700
4

Beds

3.1

Baths

1,585

Sq.Ft.

333 Sloan Tract Road

Oakland, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View 704 Old Crellin Road Oakland, MD MLS# MDGA2012604
  • Recently Listed
Save 704 Old Crellin Road Oakland, MD MLS# MDGA2012604
1 of 31
$430,000
5

Beds

2.1

Baths

2,507

Sq.Ft.

704 Old Crellin Road

Oakland, MD

Bright
Courtesy of THE KW COLLECTIVE
View 229 E Alder Street Oakland, MD MLS# MDGA2012544
  • Recently Listed
Save 229 E Alder Street Oakland, MD MLS# MDGA2012544
1 of 2
$299,900
2,524

Sq.Ft.

229 E Alder Street

Oakland, MD

Bright
Courtesy of KELLER WILLIAMS REALTY ADVANTAGE
The time to sell is now! THE TIME TO SELL IS NOW!
View Grey Squirrel Road Oakland, MD MLS# MDGA2012552
  • Recently Listed
Save Grey Squirrel Road Oakland, MD MLS# MDGA2012552
1 of 6
$40,000
Studio

Beds

0.0

Baths

Grey Squirrel Road

Oakland, MD

Bright
Courtesy of TAYLOR-MADE DEEP CREEK SALES
View 14 Woodlands Hill Lane Oakland, MD MLS# MDGA2012562
  • Recently Listed
Save 14 Woodlands Hill Lane Oakland, MD MLS# MDGA2012562
1 of 12
$165,000
Studio

Beds

0.0

Baths

14 Woodlands Hill Lane

Oakland, MD

Bright
Courtesy of THE KW COLLECTIVE
View 24 Woodlands Hill Lane Oakland, MD MLS# MDGA2012564
  • Recently Listed
Save 24 Woodlands Hill Lane Oakland, MD MLS# MDGA2012564
1 of 14
$137,500
Studio

Beds

0.0

Baths

24 Woodlands Hill Lane

Oakland, MD

Bright
Courtesy of THE KW COLLECTIVE
View 18948 Garrett Highway Oakland, MD MLS# MDGA2012540
  • Recently Listed
Save 18948 Garrett Highway Oakland, MD MLS# MDGA2012540
1 of 41
$375,000
2

Beds

2.0

Baths

1,404

Sq.Ft.

18948 Garrett Highway

Oakland, MD

Bright
Courtesy of 1 REAL ESTATE SOURCE LLC
View 2560 Bray School Road Oakland, MD MLS# MDGA2012546
  • Recently Listed
Save 2560 Bray School Road Oakland, MD MLS# MDGA2012546
1 of 1
$249,900
Studio

Beds

0.0

Baths

2560 Bray School Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View Mayhew Inn Road Oakland, MD MLS# MDGA2012550
  • Recently Listed
Save Mayhew Inn Road Oakland, MD MLS# MDGA2012550
1 of 7
$169,900
Studio

Beds

0.0

Baths

Mayhew Inn Road

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 181 Glotfelty Drive Oakland, MD MLS# MDGA2012496
  • Recently Listed
Save 181 Glotfelty Drive Oakland, MD MLS# MDGA2012496
1 of 51
$399,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

181 Glotfelty Drive

Oakland, MD

Bright
Courtesy of RAILEY REALTY, INC.
View 504 San Francisco Street Oakland, MD MLS# MDGA2012432
    Save 504 San Francisco Street Oakland, MD MLS# MDGA2012432
    1 of 17
    $39,900
    Studio

    Beds

    0.0

    Baths

    504 San Francisco Street

    Oakland, MD

    Bright
    Courtesy of RAILEY REALTY, INC.
    View 565 Glendale Road # 213 Oakland, MD MLS# MDGA2012506
    • Recently Listed
    Save 565 Glendale Road # 213 Oakland, MD MLS# MDGA2012506
    1 of 24
    $225,000
    1

    Beds

    1.0

    Baths

    565 Glendale Road # 213

    Oakland, MD

    Bright
    Courtesy of THE KW COLLECTIVE
    View 14 Yough View Drive Oakland, MD MLS# MDGA2012410
      Save 14 Yough View Drive Oakland, MD MLS# MDGA2012410
      1 of 25
      $45,000
      Studio

      Beds

      0.0

      Baths

      14 Yough View Drive

      Oakland, MD

      Bright
      Courtesy of RAILEY REALTY, INC.
      View 926 Hutton Road Oakland, MD MLS# MDGA2012442
        Save 926 Hutton Road Oakland, MD MLS# MDGA2012442
        1 of 10
        $115,000
        Studio

        Beds

        0.0

        Baths

        926 Hutton Road

        Oakland, MD

        Bright
        Courtesy of TAYLOR-MADE DEEP CREEK SALES
        View 40 Sunshine Oakland, MD MLS# MDGA2012436
          Save 40 Sunshine Oakland, MD MLS# MDGA2012436
          1 of 43
          $179,000
          3

          Beds

          1.0

          Baths

          1,516

          Sq.Ft.

          40 Sunshine

          Oakland, MD

          Bright
          Courtesy of TAYLOR-MADE DEEP CREEK SALES
          View 206 W Liberty Street Oakland, MD MLS# MDGA2012412
            Save 206 W Liberty Street Oakland, MD MLS# MDGA2012412
            1 of 35
            $189,000
            2

            Beds

            1.0

            Baths

            2,008

            Sq.Ft.

            206 W Liberty Street

            Oakland, MD

            Bright
            Courtesy of RAILEY REALTY, INC.
            View 615 E Oak Street Oakland, MD MLS# MDGA2012446
              Save 615 E Oak Street Oakland, MD MLS# MDGA2012446
              1 of 60
              $365,000
              5

              Beds

              3.0

              Baths

              2,652

              Sq.Ft.

              615 E Oak Street

              Oakland, MD

              Bright
              Courtesy of RAILEY REALTY, INC.
              View Bear Drive E Oakland, MD MLS# MDGA2012426
                Save Bear Drive E Oakland, MD MLS# MDGA2012426
                1 of 5
                $19,900
                Studio

                Beds

                0.0

                Baths

                Bear Drive E

                Oakland, MD

                Bright
                Courtesy of LONG & FOSTER REAL ESTATE, INC.
                View 22 Shady Hill Drive Oakland, MD MLS# MDGA2012314
                  Save 22 Shady Hill Drive Oakland, MD MLS# MDGA2012314
                  1 of 55
                  $210,000
                  2

                  Beds

                  1.0

                  Baths

                  1,056

                  Sq.Ft.

                  22 Shady Hill Drive

                  Oakland, MD

                  Bright
                  Courtesy of RAILEY REALTY, INC.
                  View 5 Laurel Brook Drive # 5 Oakland, MD MLS# MDGA2012388
                    Save 5 Laurel Brook Drive # 5 Oakland, MD MLS# MDGA2012388
                    1 of 29
                    $269,900
                    2

                    Beds

                    2.0

                    Baths

                    1,400

                    Sq.Ft.

                    5 Laurel Brook Drive # 5

                    Oakland, MD

                    Bright
                    Courtesy of TAYLOR-MADE DEEP CREEK SALES

                    About Oakland

                    Listings in Oakland, MD

                    209

                    Estimated median home price

                    $325,000
                    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 - 200K28
                    $200K - 300K31
                    $300K - 400K26
                    $400K - 500K10
                    $500K - 600K12
                    $600K - 700K12
                    $700K - 800K15
                    $800K - 900K4
                    $900K - 1M4
                    $1M - Max24

                    Homes for Sale by Type in Oakland, MD

                    Property TypeCount
                    Single Family93
                    Townhouse1
                    Condo26
                    Commercial11
                    Rental6
                    Lots and Land78
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family0
                    Mobile Home0
                    Farms0

                    (Data as of 8/19/2026)

                    Find Properties in Oakland, MD

                    Oakland, MD Information

                    Find Properties by Zip

                    Information deemed reliable but not guaranteed.

                    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.

                    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

                    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.

                    © 2026 BrightMLS. All Rights Reserved.