View 25 Sheffield Street 7 Old Saybrook, CT MLS# 24171224
    Save 25 Sheffield Street 7 Old Saybrook, CT MLS# 24171224
    1 of 40
    $940,000
    2

    Beds

    2.2

    Baths

    2,151

    Sq.Ft.

    25 Sheffield Street 7

    Old Saybrook, CT

    View 25 Sheffield Street 3 Old Saybrook, CT MLS# 24167074
      Save 25 Sheffield Street 3 Old Saybrook, CT MLS# 24167074
      1 of 38
      $968,800
      2

      Beds

      2.1

      Baths

      2,823

      Sq.Ft.

      25 Sheffield Street 3

      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

        The time to sell is now! THE TIME TO SELL IS NOW!
        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 6 Trolley Crossing Old Saybrook, CT MLS# 24177743
          • Recently Listed
          Save 6 Trolley Crossing Old Saybrook, CT MLS# 24177743
          1 of 33
          $997,000
          3

          Beds

          2.1

          Baths

          3,917

          Sq.Ft.

          6 Trolley Crossing

          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
            3

            Beds

            2.0

            Baths

            1,952

            Sq.Ft.

            24 Seabreeze Road

            Old Saybrook, CT

            View 95 Middletown Avenue Old Saybrook, CT MLS# 24176978
              Save 95 Middletown Avenue Old Saybrook, CT MLS# 24176978
              1 of 41
              $1,049,900
              4

              Beds

              2.0

              Baths

              1,566

              Sq.Ft.

              95 Middletown Avenue

              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 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 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 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 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 6 Fencove Court Old Saybrook, CT MLS# 24181744
                    • Recently Listed with Virtual Tour
                    Save 6 Fencove Court Old Saybrook, CT MLS# 24181744
                    1 of 40
                    $1,199,000
                    4

                    Beds

                    3.1

                    Baths

                    2,040

                    Sq.Ft.

                    6 Fencove Court

                    Old Saybrook, CT

                    View 34 Briarcliffe Trail Old Saybrook, CT MLS# 24182838
                      Save 34 Briarcliffe Trail Old Saybrook, CT MLS# 24182838
                      1 of 39
                      $1,224,900
                      4

                      Beds

                      3.0

                      Baths

                      3,720

                      Sq.Ft.

                      34 Briarcliffe Trail

                      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
                        $1,295,000
                        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
                        • Adult Community
                        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 77 Essex Road Road Old Saybrook, CT MLS# 24178761
                        • Recently Listed
                        Save 77 Essex Road Road Old Saybrook, CT MLS# 24178761
                        1 of 37
                        $1,495,000
                        3

                        Beds

                        3.1

                        Baths

                        2,890

                        Sq.Ft.

                        77 Essex Road Road

                        Old Saybrook, CT

                        View 21 Fenbrook Road Old Saybrook, CT MLS# 24173257
                          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 104 Knollwood Drive Old Saybrook, CT MLS# 24167090
                            Save 104 Knollwood Drive Old Saybrook, CT MLS# 24167090
                            1 of 73
                            $1,595,000
                            3

                            Beds

                            2.0

                            Baths

                            1,809

                            Sq.Ft.

                            104 Knollwood Drive

                            Old Saybrook, CT

                            View 5 Woodland Drive Old Saybrook, CT MLS# 24163052
                              Save 5 Woodland Drive Old Saybrook, CT MLS# 24163052
                              1 of 49
                              $1,695,000
                              3

                              Beds

                              3.0

                              Baths

                              3,125

                              Sq.Ft.

                              5 Woodland Drive

                              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

                              76

                              Estimated median home price

                              $899,000
                              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 - 200K1
                              $200K - 300K1
                              $300K - 400K0
                              $400K - 500K7
                              $500K - 600K8
                              $600K - 700K13
                              $700K - 800K4
                              $800K - 900K5
                              $900K - 1M6
                              $1M - Max30

                              Homes for Sale by Type in Old Saybrook, CT

                              Property TypeCount
                              Single Family53
                              Townhouse0
                              Condo8
                              Commercial8
                              Rental42
                              Lots and Land7
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family0
                              Mobile Home0
                              Farms0

                              (Data as of 6/15/2026)

                              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.