103 total properties
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View 15 Village Drive # 1 Oakland, MD MLS# MDGA2008612
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Save 15 Village Drive # 1 Oakland, MD MLS# MDGA2008612
1 of 37
$425,000
2

Beds

1.0

Baths

15 Village Drive # 1

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
View 180 Paradise Ridge Road Oakland, MD MLS# MDGA2008834
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Save 180 Paradise Ridge Road Oakland, MD MLS# MDGA2008834
1 of 98
$425,000
3

Beds

2.0

Baths

1,152

Sq.Ft.

180 Paradise Ridge Road

Oakland, MD

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Courtesy of RAILEY REALTY, INC.
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
    The time to sell is now! THE TIME TO SELL IS NOW!
    View Sam Snead Circle # 1 Oakland, MD MLS# MDGA2010358
    • New Construction
    Save Sam Snead Circle # 1 Oakland, MD MLS# MDGA2010358
    1 of 3
    $425,000
    3

    Beds

    2.0

    Baths

    1,500

    Sq.Ft.

    Sam Snead Circle # 1

    Oakland, MD

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    Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
    View 45 Village Drive # 4 Oakland, MD MLS# MDGA2009698
      Save 45 Village Drive # 4 Oakland, MD MLS# MDGA2009698
      1 of 35
      $415,000
      2

      Beds

      2.0

      Baths

      1,096

      Sq.Ft.

      45 Village Drive # 4

      Oakland, MD

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      Courtesy of RE/MAX REALTY GROUP
      View 20160 Garrett Highway # G507 Oakland, MD MLS# MDGA2010360
        Save 20160 Garrett Highway # G507 Oakland, MD MLS# MDGA2010360
        1 of 34
        $399,000
        2

        Beds

        1.0

        Baths

        912

        Sq.Ft.

        20160 Garrett Highway # G507

        Oakland, MD

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        Courtesy of RAILEY REALTY, INC.
        View 216 E Alder Street Oakland, MD MLS# MDGA2010666
          Save 216 E Alder Street Oakland, MD MLS# MDGA2010666
          $399,000
          4,791

          Sq.Ft.

          216 E Alder Street

          Oakland, MD

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          Courtesy of EAGLE COMMERCIAL REALTY
          View 16 Lemley Oakland, MD MLS# MDGA2010814
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          Save 16 Lemley Oakland, MD MLS# MDGA2010814
          1 of 65
          $399,000
          4

          Beds

          2.1

          Baths

          1,104

          Sq.Ft.

          16 Lemley

          Oakland, MD

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          View 723 Kings Oakland, MD MLS# MDGA2009442
            Save 723 Kings Oakland, MD MLS# MDGA2009442
            1 of 67
            $380,000
            4

            Beds

            2.1

            Baths

            1,824

            Sq.Ft.

            723 Kings

            Oakland, MD

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            Courtesy of LONG & FOSTER REAL ESTATE, INC.
            View 961 Cedar Lane Oakland, MD MLS# MDGA2010426
              Save 961 Cedar Lane Oakland, MD MLS# MDGA2010426
              1 of 50
              $379,000
              4

              Beds

              2.1

              Baths

              1,920

              Sq.Ft.

              961 Cedar Lane

              Oakland, MD

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              Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
              View 531 Glendale Road # B302 Oakland, MD MLS# MDGA2009640
                Save 531 Glendale Road # B302 Oakland, MD MLS# MDGA2009640
                1 of 29
                $369,000
                2

                Beds

                1.0

                Baths

                887

                Sq.Ft.

                531 Glendale Road # B302

                Oakland, MD

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                Courtesy of RAILEY REALTY, INC.
                View 8946 Oakland Sang Run Road Oakland, MD MLS# MDGA2010780
                  Save 8946 Oakland Sang Run Road Oakland, MD MLS# MDGA2010780
                  $369,000
                  Studio

                  Beds

                  0.0

                  Baths

                  8946 Oakland Sang Run Road

                  Oakland, MD

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                  Courtesy of EAGLE COMMERCIAL REALTY
                  View 697 Monte Vista Road Oakland, MD MLS# MDGA2010454
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                  Save 697 Monte Vista Road Oakland, MD MLS# MDGA2010454
                  1 of 56
                  $359,000
                  5

                  Beds

                  3.1

                  Baths

                  3,682

                  Sq.Ft.

                  697 Monte Vista Road

                  Oakland, MD

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                  Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES
                  View 565 Glendale Road # B206 Oakland, MD MLS# MDGA2010830
                  • Recently Listed
                  Save 565 Glendale Road # B206 Oakland, MD MLS# MDGA2010830
                  1 of 25
                  $329,000
                  Studio

                  Beds

                  0.0

                  Baths

                  780

                  Sq.Ft.

                  565 Glendale Road # B206

                  Oakland, MD

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                  Courtesy of JASON MITCHELL GROUP
                  View Lot G Randall Way Oakland, MD MLS# MDGA2009006
                    Save Lot G Randall Way Oakland, MD MLS# MDGA2009006
                    1 of 23
                    $325,000
                    Studio

                    Beds

                    0.0

                    Baths

                    Lot G Randall Way

                    Oakland, MD

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                    View 163 Crestview Drive Oakland, MD MLS# MDGA2009776
                      Save 163 Crestview Drive Oakland, MD MLS# MDGA2009776
                      1 of 50
                      $325,000
                      3

                      Beds

                      2.1

                      Baths

                      1,416

                      Sq.Ft.

                      163 Crestview Drive

                      Oakland, MD

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                      Courtesy of RAILEY REALTY, INC.
                      View 127 S Oakhall Drive Oakland, MD MLS# MDGA2010554
                        Save 127 S Oakhall Drive Oakland, MD MLS# MDGA2010554
                        1 of 29
                        $315,000
                        4

                        Beds

                        2.0

                        Baths

                        2,183

                        Sq.Ft.

                        127 S Oakhall Drive

                        Oakland, MD

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                        Courtesy of THE KW COLLECTIVE
                        View 157 Jeffrey Lane # 21C Oakland, MD MLS# MDGA2010698
                          Save 157 Jeffrey Lane # 21C Oakland, MD MLS# MDGA2010698
                          1 of 21
                          $305,000
                          2

                          Beds

                          1.0

                          Baths

                          752

                          Sq.Ft.

                          157 Jeffrey Lane # 21C

                          Oakland, MD

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                          View 1737 King Wildesen Road Oakland, MD MLS# MDGA2009574
                            Save 1737 King Wildesen Road Oakland, MD MLS# MDGA2009574
                            1 of 46
                            $299,900
                            3

                            Beds

                            2.0

                            Baths

                            1,736

                            Sq.Ft.

                            1737 King Wildesen Road

                            Oakland, MD

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                            View 34 Laurel Brook Drive # 34 Oakland, MD MLS# MDGA2010732
                              Save 34 Laurel Brook Drive # 34 Oakland, MD MLS# MDGA2010732
                              1 of 34
                              $299,500
                              3

                              Beds

                              3.0

                              Baths

                              34 Laurel Brook Drive # 34

                              Oakland, MD

                              Bright
                              Courtesy of TAYLOR MADE DEEP CREEK VACATIONS & SALES

                              About Oakland

                              Listings in Oakland, MD

                              167

                              Estimated median home price

                              $299,500
                              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 - 100K38
                              $100K - 200K24
                              $200K - 300K23
                              $300K - 400K13
                              $400K - 500K12
                              $500K - 600K12
                              $600K - 700K8
                              $700K - 800K12
                              $800K - 900K4
                              $900K - 1M3
                              $1M - Max18

                              Homes for Sale by Type in Oakland, MD

                              Property TypeCount
                              Single Family68
                              Townhouse0
                              Condo24
                              Commercial10
                              Rental1
                              Lots and Land65
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family0
                              Mobile Home0
                              Farms0

                              (Data as of 12/12/2025)

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                              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.

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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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