View 5 Woodland Drive Old Saybrook, CT MLS# 24163052
    Save 5 Woodland Drive Old Saybrook, CT MLS# 24163052
    1 of 40
    $1,725,000
    3

    Beds

    3.0

    Baths

    3,125

    Sq.Ft.

    5 Woodland Drive

    Old Saybrook, CT

    View 104 Knollwood Drive Old Saybrook, CT MLS# 24167090
      Save 104 Knollwood Drive Old Saybrook, CT MLS# 24167090
      1 of 38
      OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
      $1,700,000
      3

      Beds

      2.0

      Baths

      1,809

      Sq.Ft.

      104 Knollwood Drive

      Old Saybrook, CT

      View 43 Indianola Drive Old Saybrook, CT MLS# 24168965
        Save 43 Indianola Drive Old Saybrook, CT MLS# 24168965
        1 of 40
        $1,695,000
        3

        Beds

        2.1

        Baths

        2,978

        Sq.Ft.

        43 Indianola Drive

        Old Saybrook, CT

        The time to sell is now! THE TIME TO SELL IS NOW!
        View 4 Sheffield Cove Road Old Saybrook, CT MLS# 24166936
        • Virtual Tour
        Save 4 Sheffield Cove Road Old Saybrook, CT MLS# 24166936
        1 of 40
        $1,595,000
        3

        Beds

        2.1

        Baths

        2,821

        Sq.Ft.

        4 Sheffield Cove Road

        Old Saybrook, CT

        View 21 Fenbrook Road Old Saybrook, CT MLS# 24173257
        • Recently Listed
        Save 21 Fenbrook Road Old Saybrook, CT MLS# 24173257
        1 of 31
        $1,590,000
        3

        Beds

        2.1

        Baths

        1,916

        Sq.Ft.

        21 Fenbrook Road

        Old Saybrook, CT

        View 2 Old South Cove Road Old Saybrook, CT MLS# 24160030
        • New Construction with Virtual Tour
        Save 2 Old South Cove Road Old Saybrook, CT MLS# 24160030
        1 of 40
        $1,589,000
        3

        Beds

        3.1

        Baths

        2,472

        Sq.Ft.

        2 Old South Cove Road

        Old Saybrook, CT

        View 7 Ridge Road Old Saybrook, CT MLS# 24163608
          Save 7 Ridge Road Old Saybrook, CT MLS# 24163608
          1 of 40
          $1,499,000
          4

          Beds

          3.1

          Baths

          2,413

          Sq.Ft.

          7 Ridge Road

          Old Saybrook, CT

          View 6 Parkman Place Old Saybrook, CT MLS# 24156690
            Save 6 Parkman Place Old Saybrook, CT MLS# 24156690
            1 of 40
            $1,350,000
            4

            Beds

            2.1

            Baths

            3,301

            Sq.Ft.

            6 Parkman Place

            Old Saybrook, CT

            View 24 West Shore Drive Old Saybrook, CT MLS# 24148025
              Save 24 West Shore Drive Old Saybrook, CT MLS# 24148025
              1 of 27
              $1,325,000
              3

              Beds

              1.0

              Baths

              884

              Sq.Ft.

              24 West Shore Drive

              Old Saybrook, CT

              View 446 Main Street 9 Old Saybrook, CT MLS# 24171024
              • Recently Listed
              Save 446 Main Street 9 Old Saybrook, CT MLS# 24171024
              1 of 10
              $1,300,000
              2

              Beds

              2.1

              Baths

              2,294

              Sq.Ft.

              446 Main Street 9

              Old Saybrook, CT

              View 96 Ayers Point Road Old Saybrook, CT MLS# 24156767
              • Virtual Tour
              Save 96 Ayers Point Road Old Saybrook, CT MLS# 24156767
              1 of 40
              $1,179,900
              4

              Beds

              2.1

              Baths

              4,109

              Sq.Ft.

              96 Ayers Point Road

              Old Saybrook, CT

              View 17 College Street Old Saybrook, CT MLS# 24161065
                Save 17 College Street Old Saybrook, CT MLS# 24161065
                1 of 39
                $1,140,000
                3

                Beds

                3.0

                Baths

                1,960

                Sq.Ft.

                17 College Street

                Old Saybrook, CT

                View 10 Trolley Crossing Old Saybrook, CT MLS# 24165029
                • Virtual Tour
                Save 10 Trolley Crossing Old Saybrook, CT MLS# 24165029
                1 of 40
                $1,095,000
                3

                Beds

                2.1

                Baths

                3,376

                Sq.Ft.

                10 Trolley Crossing

                Old Saybrook, CT

                View 12 Hill Road Old Saybrook, CT MLS# 24147505
                  Save 12 Hill Road Old Saybrook, CT MLS# 24147505
                  1 of 31
                  $1,075,000
                  3

                  Beds

                  3.0

                  Baths

                  3,496

                  Sq.Ft.

                  12 Hill Road

                  Old Saybrook, CT

                  View 93 Elm Street Old Saybrook, CT MLS# 24167568
                    Save 93 Elm Street Old Saybrook, CT MLS# 24167568
                    1 of 40
                    $1,050,000
                    2.0

                    Baths

                    6,897

                    Sq.Ft.

                    93 Elm Street

                    Old Saybrook, CT

                    View 24 Seabreeze Road Old Saybrook, CT MLS# 24163524
                      Save 24 Seabreeze Road Old Saybrook, CT MLS# 24163524
                      1 of 38
                      $1,038,880
                      2

                      Beds

                      2.0

                      Baths

                      1,952

                      Sq.Ft.

                      24 Seabreeze Road

                      Old Saybrook, CT

                      View 37 Mohican Road Old Saybrook, CT MLS# 24170358
                        Save 37 Mohican Road Old Saybrook, CT MLS# 24170358
                        1 of 40
                        $995,000
                        3

                        Beds

                        1.1

                        Baths

                        1,772

                        Sq.Ft.

                        37 Mohican Road

                        Old Saybrook, CT

                        View 24 Cottage Place Old Saybrook, CT MLS# 24162120
                          Save 24 Cottage Place Old Saybrook, CT MLS# 24162120
                          1 of 38
                          $985,000
                          4

                          Beds

                          3.0

                          Baths

                          2,516

                          Sq.Ft.

                          24 Cottage Place

                          Old Saybrook, CT

                          View 4 Fenwood Lane Old Saybrook, CT MLS# 24167269
                            Save 4 Fenwood Lane Old Saybrook, CT MLS# 24167269
                            1 of 39
                            $985,000
                            4

                            Beds

                            2.0

                            Baths

                            1,957

                            Sq.Ft.

                            4 Fenwood Lane

                            Old Saybrook, CT

                            View 18 Old South Cove Road Old Saybrook, CT MLS# 24163559
                              Save 18 Old South Cove Road Old Saybrook, CT MLS# 24163559
                              1 of 9
                              $975,000
                              4

                              Beds

                              1.2

                              Baths

                              1,569

                              Sq.Ft.

                              18 Old South Cove Road

                              Old Saybrook, CT

                              About Old Saybrook

                              The Long Island Sound community of Old Saybrook is well known as a summer vacation retreat, doubling the population in the warmer months.  Westbrook extends four miles along the shore at the eastern end of Long Island Sound, with an inland boundary that reaches the towns of Essex and Deep River.

                              Listings in Old Saybrook, CT

                              77

                              Estimated median home price

                              $795,000
                              Old Saybrook CT Homes for Sale & Properties

                              Weichert Realtors is one of the nation's leading providers of Old Saybrook, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Old Saybrook, CT.

                              Homes for Sale by Price in Old Saybrook, CT

                              PriceCount
                              $0 - 100K1
                              $100K - 200K3
                              $200K - 300K1
                              $300K - 400K2
                              $400K - 500K7
                              $500K - 600K9
                              $600K - 700K12
                              $700K - 800K7
                              $800K - 900K4
                              $900K - 1M7
                              $1M - Max24

                              Homes for Sale by Type in Old Saybrook, CT

                              Property TypeCount
                              Single Family53
                              Townhouse0
                              Condo7
                              Commercial9
                              Rental31
                              Lots and Land8
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family0
                              Mobile Home0
                              Farms0

                              (Data as of 5/13/2026)

                              Find Properties in Old Saybrook, CT

                              Old Saybrook, CT Information

                              Find Properties by Zip

                              Information deemed reliable but not guaranteed.

                              Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

                              Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

                              © Copyright 2026 Smart Multiple Listing Service, Inc.