View 9 Barley Hill Road Old Saybrook, CT MLS# 24177311
    Save 9 Barley Hill Road Old Saybrook, CT MLS# 24177311
    1 of 39
    $899,000
    4

    Beds

    3.1

    Baths

    3,544

    Sq.Ft.

    9 Barley Hill Road

    Old Saybrook, CT

    View 55 Woodland Drive Old Saybrook, CT MLS# 24178053
      Save 55 Woodland Drive Old Saybrook, CT MLS# 24178053
      1 of 3
      $499,900
      4

      Beds

      1.0

      Baths

      1,080

      Sq.Ft.

      55 Woodland Drive

      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

        The time to sell is now! THE TIME TO SELL IS NOW!
        View 101-A Sequassen Avenue Old Saybrook, CT MLS# 24175708
          Save 101-A Sequassen Avenue Old Saybrook, CT MLS# 24175708
          1 of 29
          $1,950,000
          Studio

          Beds

          0.0

          Baths

          101-A Sequassen Avenue

          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 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 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 61 Ingham Hill Road Old Saybrook, CT MLS# 24169155
                  Save 61 Ingham Hill Road Old Saybrook, CT MLS# 24169155
                  1 of 32
                  $429,000
                  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 14 Cedarwood Lane Old Saybrook, CT MLS# 24171389
                      Save 14 Cedarwood Lane Old Saybrook, CT MLS# 24171389
                      1 of 42
                      $665,000
                      3

                      Beds

                      1.1

                      Baths

                      1,033

                      Sq.Ft.

                      14 Cedarwood Lane

                      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 46 Lynde Street Old Saybrook, CT MLS# 24171782
                        Save 46 Lynde Street Old Saybrook, CT MLS# 24171782
                        1 of 40
                        OPEN HOUSE: Sunday 6/14 11:00 AM - 12:00 PM
                        $755,000
                        2

                        Beds

                        2.0

                        Baths

                        1,720

                        Sq.Ft.

                        46 Lynde Street

                        Old Saybrook, CT

                        View 14 Denmore Lane Old Saybrook, CT MLS# 24170563
                          Save 14 Denmore Lane Old Saybrook, CT MLS# 24170563
                          1 of 34
                          $504,900
                          3

                          Beds

                          1.0

                          Baths

                          1,196

                          Sq.Ft.

                          14 Denmore Lane

                          Old Saybrook, CT

                          View 71 Maple Avenue Old Saybrook, CT MLS# 24170611
                          • Virtual Tour
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                          1 of 33
                          $650,000
                          2

                          Beds

                          2.0

                          Baths

                          2,069

                          Sq.Ft.

                          71 Maple Avenue

                          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
                            $551,000
                            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

                              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

                                View 49 River Street Old Saybrook, CT MLS# 24168604
                                  Save 49 River Street Old Saybrook, CT MLS# 24168604
                                  1 of 32
                                  $599,000
                                  4

                                  Beds

                                  3.0

                                  Baths

                                  2,860

                                  Sq.Ft.

                                  49 River Street

                                  Old Saybrook, CT

                                  View 175 North Cove Road Old Saybrook, CT MLS# 24166649
                                  • Virtual Tour
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                                  1 of 42
                                  $3,695,000
                                  4

                                  Beds

                                  4.1

                                  Baths

                                  3,518

                                  Sq.Ft.

                                  175 North Cove 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

                                    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 - 500K8
                                    $500K - 600K8
                                    $600K - 700K12
                                    $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 6/13/2026)

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