View 21 Fenwick Street Old Saybrook, CT MLS# 24138282
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$799,900
3

Beds

2.0

Baths

1,432

Sq.Ft.

21 Fenwick Street

Old Saybrook, CT

View 41 Briarwood Drive Old Saybrook, CT MLS# 24145096
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    1 of 40
    $750,000
    2

    Beds

    2.1

    Baths

    1,076

    Sq.Ft.

    41 Briarwood Drive

    Old Saybrook, CT

    View 100 Dudley Avenue D20 Old Saybrook, CT MLS# 24134455
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      1 of 29
      $735,000
      2

      Beds

      2.1

      Baths

      2,310

      Sq.Ft.

      100 Dudley Avenue D20

      Old Saybrook, CT

      The time to sell is now! THE TIME TO SELL IS NOW!
      View 60 Ingham Hill Road Old Saybrook, CT MLS# 24072144
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        1 of 24
        $699,500
        Studio

        Beds

        0.0

        Baths

        60 Ingham Hill Road

        Old Saybrook, CT

        View 523 Boston Post Road Old Saybrook, CT MLS# 24110306
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          1 of 17
          $699,500
          1.0

          Baths

          4,157

          Sq.Ft.

          523 Boston Post Road

          Old Saybrook, CT

          View 33 Briarwood Drive Old Saybrook, CT MLS# 24142930
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          OPEN HOUSE: Saturday 1/17 2:00 PM - 3:00 PM
          $685,000
          3

          Beds

          1.1

          Baths

          2,272

          Sq.Ft.

          33 Briarwood Drive

          Old Saybrook, CT

          View 21 Farview Avenue Old Saybrook, CT MLS# 24135553
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            1 of 37
            $654,000
            3

            Beds

            2.0

            Baths

            1,664

            Sq.Ft.

            21 Farview Avenue

            Old Saybrook, CT

            View 725 Boston Post Road Old Saybrook, CT MLS# 24111400
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              1 of 39
              $650,000
              2.1

              Baths

              5,580

              Sq.Ft.

              725 Boston Post Road

              Old Saybrook, CT

              View 99 Maple Avenue Old Saybrook, CT MLS# 24148617
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              OPEN HOUSE: Saturday 1/17 10:30 AM - 12:00 PM
              $649,000
              3

              Beds

              1.1

              Baths

              1,170

              Sq.Ft.

              99 Maple Avenue

              Old Saybrook, CT

              View 11 Coulter Street 28 Old Saybrook, CT MLS# 24147435
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                1 of 40
                $639,900
                2

                Beds

                2.1

                Baths

                2,099

                Sq.Ft.

                11 Coulter Street 28

                Old Saybrook, CT

                View 100 Dudley Avenue H43 Old Saybrook, CT MLS# 24125908
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                  1 of 32
                  $639,000
                  2

                  Beds

                  2.1

                  Baths

                  1,920

                  Sq.Ft.

                  100 Dudley Avenue H43

                  Old Saybrook, CT

                  View 103 Maple Avenue Old Saybrook, CT MLS# 24146350
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                    1 of 35
                    $625,000
                    2

                    Beds

                    2.0

                    Baths

                    1,744

                    Sq.Ft.

                    103 Maple Avenue

                    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

                    48

                    Estimated median home price

                    $699,500
                    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 - 200K3
                    $200K - 300K0
                    $300K - 400K2
                    $400K - 500K4
                    $500K - 600K5
                    $600K - 700K10
                    $700K - 800K3
                    $800K - 900K2
                    $900K - 1M7
                    $1M - Max11

                    Homes for Sale by Type in Old Saybrook, CT

                    Property TypeCount
                    Single Family25
                    Townhouse0
                    Condo6
                    Commercial10
                    Rental36
                    Lots and Land7
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family0
                    Mobile Home0
                    Farms0

                    (Data as of 1/16/2026)

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