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

Beds

3.0

Baths

3,720

Sq.Ft.

34 Briarcliffe Trail

Old Saybrook, CT

View 170 Old Post Road Old Saybrook, CT MLS# 24192820
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    1 of 40
    $999,000
    3

    Beds

    2.1

    Baths

    2,128

    Sq.Ft.

    170 Old Post Road

    Old Saybrook, CT

    View 25 Sheffield Street 3 Old Saybrook, CT MLS# 24167074
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      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

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

        Beds

        1.1

        Baths

        1,208

        Sq.Ft.

        28 Gates Road

        Old Saybrook, CT

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

          Beds

          2.2

          Baths

          2,151

          Sq.Ft.

          25 Sheffield Street 7

          Old Saybrook, CT

          View 621 Boston Post Road Old Saybrook, CT MLS# 170061418
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            $925,000
            4,256

            Sq.Ft.

            621 Boston Post Road

            Old Saybrook, CT

            View 18 Old South Cove Road Old Saybrook, CT MLS# 24163559
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              1 of 169
              $899,000
              4

              Beds

              1.2

              Baths

              1,569

              Sq.Ft.

              18 Old South Cove Road

              Old Saybrook, CT

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

                Beds

                2.0

                Baths

                1,175

                Sq.Ft.

                28 Bellaire Drive

                Old Saybrook, CT

                View 3 Anchorage Lane Old Saybrook, CT MLS# 24189326
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                1 of 42
                $849,900
                4

                Beds

                3.0

                Baths

                2,496

                Sq.Ft.

                3 Anchorage Lane

                Old Saybrook, CT

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

                  Beds

                  2.0

                  Baths

                  1,834

                  Sq.Ft.

                  119 Great Hammock Road

                  Old Saybrook, CT

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

                    Beds

                    1.0

                    Baths

                    1,478

                    Sq.Ft.

                    25 River Avenue

                    Old Saybrook, CT

                    View 71 Knollwood Drive Old Saybrook, CT MLS# 24200281
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                      1 of 12
                      $799,500
                      3

                      Beds

                      1.1

                      Baths

                      1,856

                      Sq.Ft.

                      71 Knollwood Drive

                      Old Saybrook, CT

                      View 14 Seagull Road Old Saybrook, CT MLS# 24190439
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                        1 of 39
                        $775,000
                        4

                        Beds

                        2.0

                        Baths

                        1,675

                        Sq.Ft.

                        14 Seagull Road

                        Old Saybrook, CT

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

                          Beds

                          3.0

                          Baths

                          2,474

                          Sq.Ft.

                          2 Pheasant Hill Lane

                          Old Saybrook, CT

                          View 25 Uncas Trail Old Saybrook, CT MLS# 24189175
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                            1 of 52
                            $750,000
                            2

                            Beds

                            2.0

                            Baths

                            1,760

                            Sq.Ft.

                            25 Uncas Trail

                            Old Saybrook, CT

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

                              Beds

                              3.1

                              Baths

                              3,544

                              Sq.Ft.

                              9 Barley Hill Road

                              Old Saybrook, CT

                              View 17 Barnes Road Old Saybrook, CT MLS# 24197410
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                              1 of 33
                              $749,900
                              3

                              Beds

                              1.0

                              Baths

                              960

                              Sq.Ft.

                              17 Barnes Road

                              Old Saybrook, CT

                              View 27 Gates Road Old Saybrook, CT MLS# 24189749
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                              1 of 37
                              OPEN HOUSE: Sunday 8/23 10:30 AM - 12:00 PM
                              $725,000
                              4

                              Beds

                              1.1

                              Baths

                              1,088

                              Sq.Ft.

                              27 Gates Road

                              Old Saybrook, CT

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

                                Beds

                                1.1

                                Baths

                                1,120

                                Sq.Ft.

                                52 Chalker Beach Road

                                Old Saybrook, CT

                                View 11 Coulter Street 7 Old Saybrook, CT MLS# 24191828
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                                  1 of 35
                                  $699,000
                                  2

                                  Beds

                                  2.0

                                  Baths

                                  1,394

                                  Sq.Ft.

                                  11 Coulter Street 7

                                  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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