View 382 Maple Avenue Old Saybrook, CT MLS# 24161079
  • Virtual Tour
Save 382 Maple Avenue Old Saybrook, CT MLS# 24161079
1 of 40
$2,250,000
3

Beds

2.1

Baths

2,592

Sq.Ft.

382 Maple Avenue

Old Saybrook, CT

View 125 Main Street Old Saybrook, CT MLS# 24138056
    Save 125 Main Street Old Saybrook, CT MLS# 24138056
    1 of 30
    $2,195,000
    1

    Beds

    1.1

    Baths

    7,985

    Sq.Ft.

    125 Main Street

    Old Saybrook, CT

    View 125 Main Street Old Saybrook, CT MLS# 24138053
    • Virtual Tour
    Save 125 Main Street Old Saybrook, CT MLS# 24138053
    1 of 35
    $2,195,000
    4.1

    Baths

    7,985

    Sq.Ft.

    125 Main Street

    Old Saybrook, CT

    The time to sell is now! THE TIME TO SELL IS NOW!
    View 5 Woodland Drive Old Saybrook, CT MLS# 24163052
      Save 5 Woodland Drive Old Saybrook, CT MLS# 24163052
      1 of 40
      $1,725,000
      3

      Beds

      3.0

      Baths

      3,125

      Sq.Ft.

      5 Woodland Drive

      Old Saybrook, CT

      View 104 Knollwood Drive Old Saybrook, CT MLS# 24167090
        Save 104 Knollwood Drive Old Saybrook, CT MLS# 24167090
        1 of 38
        OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
        $1,700,000
        3

        Beds

        2.0

        Baths

        1,809

        Sq.Ft.

        104 Knollwood Drive

        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 4 Sheffield Cove Road Old Saybrook, CT MLS# 24166936
          • Virtual Tour
          Save 4 Sheffield Cove Road Old Saybrook, CT MLS# 24166936
          1 of 40
          $1,595,000
          3

          Beds

          2.1

          Baths

          2,821

          Sq.Ft.

          4 Sheffield Cove Road

          Old Saybrook, CT

          View 21 Fenbrook Road Old Saybrook, CT MLS# 24173257
          • Recently Listed
          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 2 Old South Cove Road Old Saybrook, CT MLS# 24160030
          • New Construction with Virtual Tour
          Save 2 Old South Cove Road Old Saybrook, CT MLS# 24160030
          1 of 40
          $1,589,000
          3

          Beds

          3.1

          Baths

          2,472

          Sq.Ft.

          2 Old South Cove Road

          Old Saybrook, CT

          View 7 Ridge Road Old Saybrook, CT MLS# 24163608
            Save 7 Ridge Road Old Saybrook, CT MLS# 24163608
            1 of 40
            $1,499,000
            4

            Beds

            3.1

            Baths

            2,413

            Sq.Ft.

            7 Ridge Road

            Old Saybrook, CT

            View 6 Parkman Place Old Saybrook, CT MLS# 24156690
              Save 6 Parkman Place Old Saybrook, CT MLS# 24156690
              1 of 40
              OPEN HOUSE: Sunday 5/17 12:00 PM - 2:00 PM
              $1,350,000
              4

              Beds

              2.1

              Baths

              3,301

              Sq.Ft.

              6 Parkman Place

              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
                $1,325,000
                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
                • Recently Listed
                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 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 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 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 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 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 24 Seabreeze Road Old Saybrook, CT MLS# 24163524
                        Save 24 Seabreeze Road Old Saybrook, CT MLS# 24163524
                        1 of 38
                        $1,038,880
                        2

                        Beds

                        2.0

                        Baths

                        1,952

                        Sq.Ft.

                        24 Seabreeze 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

                          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

                          $744,950
                          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 - 300K1
                          $300K - 400K2
                          $400K - 500K7
                          $500K - 600K9
                          $600K - 700K13
                          $700K - 800K7
                          $800K - 900K4
                          $900K - 1M6
                          $1M - Max23

                          Homes for Sale by Type in Old Saybrook, CT

                          Property TypeCount
                          Single Family52
                          Townhouse0
                          Condo7
                          Commercial9
                          Rental31
                          Lots and Land8
                          Condo/Town/CoOp0
                          CoOp0
                          Multi Family0
                          Mobile Home0
                          Farms0

                          (Data as of 5/14/2026)

                          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.