Caroline Maryland Homes for Sale

256 total properties
View 3520 Goldsboro Road Henderson, MD MLS# MDQA2018710
    Save 3520 Goldsboro Road Henderson, MD MLS# MDQA2018710
    1 of 28
    $350,000
    2

    Beds

    2.0

    Baths

    1,056

    Sq.Ft.

    3520 Goldsboro Road

    Henderson, MD

    Bright
    Courtesy of RE/MAX EXECUTIVE
    View 105 Park Avenue Ridgely, MD MLS# MDCM2007830
      Save 105 Park Avenue Ridgely, MD MLS# MDCM2007830
      1 of 26
      $239,000
      3

      Beds

      2.0

      Baths

      1,620

      Sq.Ft.

      105 Park Avenue

      Ridgely, MD

      Bright
      Courtesy of LONG & FOSTER REAL ESTATE, INC.
      View 6149 Bethlehem Road Preston, MD MLS# MDCM2007858
      • Virtual Tour
      Save 6149 Bethlehem Road Preston, MD MLS# MDCM2007858
      1 of 50
      $225,000
      2

      Beds

      1.0

      Baths

      891

      Sq.Ft.

      6149 Bethlehem Road

      Preston, MD

      Bright
      Courtesy of KELLER WILLIAMS REALTY
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 4517 Smithville Road Federalsburg, MD MLS# MDCM2007846
      • Virtual Tour
      Save 4517 Smithville Road Federalsburg, MD MLS# MDCM2007846
      1 of 90
      $749,900
      4

      Beds

      3.1

      Baths

      5,303

      Sq.Ft.

      4517 Smithville Road

      Federalsburg, MD

      Bright
      Courtesy of LPT REALTY, LLC
      View 506 Central Avenue Ridgely, MD MLS# MDCM2007854
        Save 506 Central Avenue Ridgely, MD MLS# MDCM2007854
        1 of 73
        $385,000
        3

        Beds

        1.0

        Baths

        1,370

        Sq.Ft.

        506 Central Avenue

        Ridgely, MD

        Bright
        Courtesy of TAYLOR PROPERTIES
        View 15078 Drapers Mill Road Greensboro, MD MLS# MDCM2007870
          Save 15078 Drapers Mill Road Greensboro, MD MLS# MDCM2007870
          1 of 57
          $489,000
          3

          Beds

          2.0

          Baths

          1,584

          Sq.Ft.

          15078 Drapers Mill Road

          Greensboro, MD

          Bright
          Courtesy of BENSON & MANGOLD, LLC.
          View lot 4 River Road Greensboro, MD MLS# MDCM2007852
            Save lot 4 River Road Greensboro, MD MLS# MDCM2007852
            1 of 15
            $147,000
            0.0

            Baths

            lot 4 River Road

            Greensboro, MD

            Bright
            Courtesy of TAYLOR PROPERTIES
            View 24766 Tribbett Circle Ridgely, MD MLS# MDCM2007868
              Save 24766 Tribbett Circle Ridgely, MD MLS# MDCM2007868
              1 of 41
              $579,900
              4

              Beds

              2.1

              Baths

              2,643

              Sq.Ft.

              24766 Tribbett Circle

              Ridgely, MD

              Bright
              Courtesy of REDFIN CORP
              View 1101 Trice Meadows Circle Denton, MD MLS# MDCM2007856
                Save 1101 Trice Meadows Circle Denton, MD MLS# MDCM2007856
                1 of 28
                $419,000
                4

                Beds

                2.1

                Baths

                2,256

                Sq.Ft.

                1101 Trice Meadows Circle

                Denton, MD

                Bright
                Courtesy of LONG & FOSTER REAL ESTATE, INC.
                View 1115 Market Street Denton, MD MLS# MDCM2007860
                  Save 1115 Market Street Denton, MD MLS# MDCM2007860
                  1 of 25
                  $224,900
                  2

                  Beds

                  1.0

                  Baths

                  788

                  Sq.Ft.

                  1115 Market Street

                  Denton, MD

                  Bright
                  Courtesy of RE/MAX EXECUTIVE
                  View 107 Hobbs Street Greensboro, MD MLS# MDCM2007842
                  • New Construction with Virtual Tour
                  Save 107 Hobbs Street Greensboro, MD MLS# MDCM2007842
                  1 of 2
                  $308,990
                  4

                  Beds

                  2.0

                  Baths

                  1,460

                  Sq.Ft.

                  107 Hobbs Street

                  Greensboro, MD

                  Bright
                  Courtesy of D.R. HORTON REALTY OF VIRGINIA, LLC
                  View 4 N Maryland Avenue Ridgely, MD MLS# MDCM2007796
                  • Virtual Tour
                  Save 4 N Maryland Avenue Ridgely, MD MLS# MDCM2007796
                  1 of 38
                  $375,000
                  4

                  Beds

                  2.1

                  Baths

                  2,552

                  Sq.Ft.

                  4 N Maryland Avenue

                  Ridgely, MD

                  Bright
                  Courtesy of KELLER WILLIAMS REALTY
                  View 104 University Avenue S Federalsburg, MD MLS# MDCM2007834
                  • Virtual Tour
                  Save 104 University Avenue S Federalsburg, MD MLS# MDCM2007834
                  1 of 42
                  $244,000
                  3

                  Beds

                  1.0

                  Baths

                  1,104

                  Sq.Ft.

                  104 University Avenue S

                  Federalsburg, MD

                  Bright
                  Courtesy of KELLER WILLIAMS REALTY
                  View 105 Noble Avenue Preston, MD MLS# MDCM2007792
                    Save 105 Noble Avenue Preston, MD MLS# MDCM2007792
                    1 of 39
                    OPEN HOUSE: Sunday 10/18 12:00 PM - 2:00 PM
                    $299,000
                    3

                    Beds

                    2.0

                    Baths

                    2,034

                    Sq.Ft.

                    105 Noble Avenue

                    Preston, MD

                    Bright
                    Courtesy of KELLER WILLIAMS REALTY
                    View 13926 S Quail Court Greensboro, MD MLS# MDCM2007820
                    • New Construction with Virtual Tour
                    Save 13926 S Quail Court Greensboro, MD MLS# MDCM2007820
                    1 of 61
                    $435,500
                    3

                    Beds

                    2.0

                    Baths

                    1,802

                    Sq.Ft.

                    13926 S Quail Court

                    Greensboro, MD

                    Bright
                    Courtesy of CR REALTY
                    View 412 N Main Street Greensboro, MD MLS# MDCM2007790
                      Save 412 N Main Street Greensboro, MD MLS# MDCM2007790
                      1 of 70
                      $359,900
                      3

                      Beds

                      2.0

                      Baths

                      2,160

                      Sq.Ft.

                      412 N Main Street

                      Greensboro, MD

                      Bright
                      Courtesy of KELLER WILLIAMS REALTY CENTRAL-DELAWARE
                      View 24634 Pealiquor Road Denton, MD MLS# MDCM2007706
                      • Virtual Tour
                      Save 24634 Pealiquor Road Denton, MD MLS# MDCM2007706
                      1 of 47
                      $699,000
                      3

                      Beds

                      3.2

                      Baths

                      3,968

                      Sq.Ft.

                      24634 Pealiquor Road

                      Denton, MD

                      Bright
                      Courtesy of BENSON & MANGOLD, LLC
                      View 10930 Holt Denton, MD MLS# MDCM2007804
                        Save 10930 Holt Denton, MD MLS# MDCM2007804
                        1 of 81
                        $624,000
                        4

                        Beds

                        3.1

                        Baths

                        2,289

                        Sq.Ft.

                        10930 Holt

                        Denton, MD

                        Bright
                        Courtesy of RE/MAX EXECUTIVE
                        View 305 Caroline Avenue Ridgely, MD MLS# MDCM2007812
                          Save 305 Caroline Avenue Ridgely, MD MLS# MDCM2007812
                          1 of 1
                          $224,000
                          2

                          Beds

                          1.0

                          Baths

                          840

                          Sq.Ft.

                          305 Caroline Avenue

                          Ridgely, MD

                          Bright
                          Courtesy of EASTERN SHORE REAL ESTATE, LLC
                          View 5315 Smithville Road Federalsburg, MD MLS# MDCM2007730
                            Save 5315 Smithville Road Federalsburg, MD MLS# MDCM2007730
                            1 of 66
                            $995,000
                            3

                            Beds

                            2.0

                            Baths

                            1,568

                            Sq.Ft.

                            5315 Smithville Road

                            Federalsburg, MD

                            Bright
                            Courtesy of BENSON & MANGOLD, LLC

                            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.