View 119 Great Hammock Road Old Saybrook, CT MLS# 24189317
    Save 119 Great Hammock Road Old Saybrook, CT MLS# 24189317
    1 of 39
    $829,000
    3

    Beds

    2.0

    Baths

    1,834

    Sq.Ft.

    119 Great Hammock Road

    Old Saybrook, CT

    View 22 Beaver Dam Trail Old Saybrook, CT MLS# 24188934
      Save 22 Beaver Dam Trail Old Saybrook, CT MLS# 24188934
      1 of 32
      $599,000
      4

      Beds

      2.1

      Baths

      1,934

      Sq.Ft.

      22 Beaver Dam Trail

      Old Saybrook, CT

      View 28 Bellaire Drive Old Saybrook, CT MLS# 24188825
        Save 28 Bellaire Drive Old Saybrook, CT MLS# 24188825
        1 of 40
        $850,000
        3

        Beds

        2.0

        Baths

        1,175

        Sq.Ft.

        28 Bellaire Drive

        Old Saybrook, CT

        The time to sell is now! THE TIME TO SELL IS NOW!
        View 28 Gates Road Old Saybrook, CT MLS# 24184811
          Save 28 Gates Road Old Saybrook, CT MLS# 24184811
          1 of 62
          $949,000
          4

          Beds

          1.1

          Baths

          1,208

          Sq.Ft.

          28 Gates Road

          Old Saybrook, CT

          View 53 Chalker Beach Road Old Saybrook, CT MLS# 24186997
            Save 53 Chalker Beach Road Old Saybrook, CT MLS# 24186997
            1 of 24
            $549,000
            3

            Beds

            1.0

            Baths

            960

            Sq.Ft.

            53 Chalker Beach Road

            Old Saybrook, CT

            View 2 Pheasant Hill Lane Old Saybrook, CT MLS# 24187238
              Save 2 Pheasant Hill Lane Old Saybrook, CT MLS# 24187238
              1 of 46
              $759,900
              4

              Beds

              3.0

              Baths

              2,474

              Sq.Ft.

              2 Pheasant Hill Lane

              Old Saybrook, CT

              View 14 Cedarwood Lane Old Saybrook, CT MLS# 24187465
                Save 14 Cedarwood Lane Old Saybrook, CT MLS# 24187465
                1 of 28
                $595,000
                3

                Beds

                1.1

                Baths

                1,033

                Sq.Ft.

                14 Cedarwood Lane

                Old Saybrook, CT

                View 25 River Avenue Old Saybrook, CT MLS# 24183581
                  Save 25 River Avenue Old Saybrook, CT MLS# 24183581
                  1 of 38
                  $800,000
                  2

                  Beds

                  1.0

                  Baths

                  1,478

                  Sq.Ft.

                  25 River Avenue

                  Old Saybrook, CT

                  View 9 Farview Avenue Old Saybrook, CT MLS# 24184175
                    Save 9 Farview Avenue Old Saybrook, CT MLS# 24184175
                    1 of 22
                    $526,250
                    3

                    Beds

                    1.0

                    Baths

                    1,038

                    Sq.Ft.

                    9 Farview Avenue

                    Old Saybrook, CT

                    View 34 Briarcliffe Trail Old Saybrook, CT MLS# 24182838
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                    Save 34 Briarcliffe Trail Old Saybrook, CT MLS# 24182838
                    1 of 40
                    $999,900
                    4

                    Beds

                    3.0

                    Baths

                    3,720

                    Sq.Ft.

                    34 Briarcliffe Trail

                    Old Saybrook, CT

                    View 52 Chalker Beach Road Old Saybrook, CT MLS# 24184183
                      Save 52 Chalker Beach Road Old Saybrook, CT MLS# 24184183
                      1 of 37
                      $699,000
                      3

                      Beds

                      1.1

                      Baths

                      1,120

                      Sq.Ft.

                      52 Chalker Beach Road

                      Old Saybrook, CT

                      View 256 Hidden Cove Road 256 Old Saybrook, CT MLS# 24180111
                        Save 256 Hidden Cove Road 256 Old Saybrook, CT MLS# 24180111
                        1 of 31
                        $529,000
                        2

                        Beds

                        1.1

                        Baths

                        1,557

                        Sq.Ft.

                        256 Hidden Cove Road 256

                        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
                          OPEN HOUSE: Sunday 8/23 11:00 AM - 1:00 PM
                          $968,800
                          2

                          Beds

                          2.1

                          Baths

                          2,823

                          Sq.Ft.

                          25 Sheffield Street 3

                          Old Saybrook, CT

                          View 100 Sheffield Street A2 Old Saybrook, CT MLS# 24179634
                            Save 100 Sheffield Street A2 Old Saybrook, CT MLS# 24179634
                            1 of 40
                            $625,000
                            2

                            Beds

                            2.1

                            Baths

                            2,002

                            Sq.Ft.

                            100 Sheffield Street A2

                            Old Saybrook, CT

                            View 9 Barley Hill Road Old Saybrook, CT MLS# 24177311
                              Save 9 Barley Hill Road Old Saybrook, CT MLS# 24177311
                              1 of 39
                              $749,900
                              4

                              Beds

                              3.1

                              Baths

                              3,544

                              Sq.Ft.

                              9 Barley Hill Road

                              Old Saybrook, CT

                              View 96 Chalker Beach Road Old Saybrook, CT MLS# 24174666
                                Save 96 Chalker Beach Road Old Saybrook, CT MLS# 24174666
                                1 of 35
                                $649,900
                                3

                                Beds

                                1.0

                                Baths

                                968

                                Sq.Ft.

                                96 Chalker Beach Road

                                Old Saybrook, CT

                                View 61 Ingham Hill Road Old Saybrook, CT MLS# 24169155
                                  Save 61 Ingham Hill Road Old Saybrook, CT MLS# 24169155
                                  1 of 33
                                  $375,000
                                  1

                                  Beds

                                  1.1

                                  Baths

                                  1,205

                                  Sq.Ft.

                                  61 Ingham Hill Road

                                  Old Saybrook, CT

                                  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 6 Watch Hill Road Old Saybrook, CT MLS# 24170006
                                      Save 6 Watch Hill Road Old Saybrook, CT MLS# 24170006
                                      1 of 15
                                      $460,000
                                      3

                                      Beds

                                      3.0

                                      Baths

                                      2,830

                                      Sq.Ft.

                                      6 Watch Hill Road

                                      Old Saybrook, CT

                                      View 92 Bokum Road Old Saybrook, CT MLS# 24164864
                                        Save 92 Bokum Road Old Saybrook, CT MLS# 24164864
                                        1 of 40
                                        $559,000
                                        2

                                        Beds

                                        1.1

                                        Baths

                                        1,376

                                        Sq.Ft.

                                        92 Bokum 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

                                        79

                                        Estimated median home price

                                        $799,500
                                        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 - 300K3
                                        $300K - 400K2
                                        $400K - 500K3
                                        $500K - 600K13
                                        $600K - 700K9
                                        $700K - 800K9
                                        $800K - 900K4
                                        $900K - 1M6
                                        $1M - Max28

                                        Homes for Sale by Type in Old Saybrook, CT

                                        Property TypeCount
                                        Single Family59
                                        Townhouse0
                                        Condo5
                                        Commercial9
                                        Rental39
                                        Lots and Land6
                                        Condo/Town/CoOp0
                                        CoOp0
                                        Multi Family0
                                        Mobile Home0
                                        Farms0

                                        (Data as of 8/20/2026)

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