95 total properties
Did you mean the neighborhood Madison?
View 5 Thelbridge Street 5 Madison, CT MLS# 24178470
    Save 5 Thelbridge Street 5 Madison, CT MLS# 24178470
    1 of 37
    $605,000
    2

    Beds

    3.0

    Baths

    2,135

    Sq.Ft.

    5 Thelbridge Street 5

    Madison, CT

    View 10 Runnymede Lane 10 Madison, CT MLS# 24160683
    • Virtual Tour
    Save 10 Runnymede Lane 10 Madison, CT MLS# 24160683
    1 of 35
    $595,000
    2

    Beds

    2.0

    Baths

    2,560

    Sq.Ft.

    10 Runnymede Lane 10

    Madison, CT

    View 9 Centre Village Drive 9 Madison, CT MLS# 24190672
      Save 9 Centre Village Drive 9 Madison, CT MLS# 24190672
      1 of 32
      $595,000
      1

      Beds

      2.0

      Baths

      1,569

      Sq.Ft.

      9 Centre Village Drive 9

      Madison, CT

      The time to sell is now! THE TIME TO SELL IS NOW!
      View 250 Legend Hill Road 250 Madison, CT MLS# 24190216
        Save 250 Legend Hill Road 250 Madison, CT MLS# 24190216
        1 of 40
        $574,000
        2

        Beds

        2.1

        Baths

        1,976

        Sq.Ft.

        250 Legend Hill Road 250

        Madison, CT

        View 28 Downing Way 28 Madison, CT MLS# 24183205
          Save 28 Downing Way 28 Madison, CT MLS# 24183205
          1 of 54
          $570,000
          2

          Beds

          2.0

          Baths

          1,476

          Sq.Ft.

          28 Downing Way 28

          Madison, CT

          View 29 Wilshire Road 29 Madison, CT MLS# 24178656
            Save 29 Wilshire Road 29 Madison, CT MLS# 24178656
            1 of 27
            $565,000
            2

            Beds

            2.0

            Baths

            1,280

            Sq.Ft.

            29 Wilshire Road 29

            Madison, CT

            View 6 Essex Lane 6 Madison, CT MLS# 24182034
              Save 6 Essex Lane 6 Madison, CT MLS# 24182034
              1 of 42
              $564,900
              2

              Beds

              2.0

              Baths

              1,280

              Sq.Ft.

              6 Essex Lane 6

              Madison, CT

              View 1466 Durham Road Madison, CT MLS# 24199849
                Save 1466 Durham Road Madison, CT MLS# 24199849
                1 of 40
                $561,000
                3

                Beds

                1.0

                Baths

                1,023

                Sq.Ft.

                1466 Durham Road

                Madison, CT

                View 25 Samantha Lane Madison, CT MLS# 24198297
                • Recently Listed
                Save 25 Samantha Lane Madison, CT MLS# 24198297
                1 of 35
                $559,000
                3

                Beds

                3.0

                Baths

                1,944

                Sq.Ft.

                25 Samantha Lane

                Madison, CT

                View 508 Old Toll Road Madison, CT MLS# 24170118
                  Save 508 Old Toll Road Madison, CT MLS# 24170118
                  1 of 13
                  $550,000

                  508 Old Toll Road

                  Madison, CT

                  View 141 Duck Hole Road Madison, CT MLS# 24192835
                    Save 141 Duck Hole Road Madison, CT MLS# 24192835
                    1 of 22
                    $550,000
                    3

                    Beds

                    1.1

                    Baths

                    1,186

                    Sq.Ft.

                    141 Duck Hole Road

                    Madison, CT

                    View 12 Essex Lane 12 Madison, CT MLS# 24182205
                      Save 12 Essex Lane 12 Madison, CT MLS# 24182205
                      1 of 35
                      $550,000
                      2

                      Beds

                      2.0

                      Baths

                      1,280

                      Sq.Ft.

                      12 Essex Lane 12

                      Madison, CT

                      View 35 Aileen Drive Madison, CT MLS# 24199405
                      • Recently Listed
                      Save 35 Aileen Drive Madison, CT MLS# 24199405
                      1 of 33
                      $524,000
                      3

                      Beds

                      2.0

                      Baths

                      1,288

                      Sq.Ft.

                      35 Aileen Drive

                      Madison, CT

                      View 371 Race Hill Road Madison, CT MLS# 24189398
                        Save 371 Race Hill Road Madison, CT MLS# 24189398
                        1 of 20
                        OPEN HOUSE: Monday 8/31 11:00 AM - 2:00 PM
                        $500,000
                        3

                        Beds

                        1.1

                        Baths

                        1,236

                        Sq.Ft.

                        371 Race Hill Road

                        Madison, CT

                        View 22 Thelbridge Street 22 Madison, CT MLS# 24200381
                        • Recently Listed
                        Save 22 Thelbridge Street 22 Madison, CT MLS# 24200381
                        1 of 36
                        $500,000
                        2

                        Beds

                        2.0

                        Baths

                        1,280

                        Sq.Ft.

                        22 Thelbridge Street 22

                        Madison, CT

                        View 53 Summer Hill Road Madison, CT MLS# 24198304
                          Save 53 Summer Hill Road Madison, CT MLS# 24198304
                          1 of 21
                          $475,000
                          4

                          Beds

                          2.1

                          Baths

                          2,024

                          Sq.Ft.

                          53 Summer Hill Road

                          Madison, CT

                          View 6 Ladshaw Drive 6 Madison, CT MLS# 24164028
                            Save 6 Ladshaw Drive 6 Madison, CT MLS# 24164028
                            1 of 50
                            $455,000
                            2

                            Beds

                            2.0

                            Baths

                            1,360

                            Sq.Ft.

                            6 Ladshaw Drive 6

                            Madison, CT

                            View 12 West Sussex Place 12 Madison, CT MLS# 24196129
                              Save 12 West Sussex Place 12 Madison, CT MLS# 24196129
                              1 of 41
                              $450,000
                              2

                              Beds

                              1.1

                              Baths

                              1,296

                              Sq.Ft.

                              12 West Sussex Place 12

                              Madison, CT

                              View 27 Pine Ridge Drive Madison, CT MLS# 24170767
                                Save 27 Pine Ridge Drive Madison, CT MLS# 24170767
                                1 of 14
                                $450,000
                                4

                                Beds

                                2.0

                                Baths

                                2,592

                                Sq.Ft.

                                27 Pine Ridge Drive

                                Madison, CT

                                View 5 West Sussex Place 5 Madison, CT MLS# 24198868
                                  Save 5 West Sussex Place 5 Madison, CT MLS# 24198868
                                  1 of 34
                                  $449,000
                                  1

                                  Beds

                                  1.1

                                  Baths

                                  1,944

                                  Sq.Ft.

                                  5 West Sussex Place 5

                                  Madison, CT

                                  About Madison

                                  Once a popular summer resort, modern Madison is a charming year-round shorefront town about a 25-minute drive east of New Haven.  Architectural styles are a good mixture of modern construction, vintage colonials, and restored Victorians to create a pleasing and eclectic neighborhood atmosphere.  Sailing and boating are among the more popular local pastimes.  However, the expansive natural beauty of Hammonassett State Park is also available for those who appreciate outdoor activities like hiking, biking, bird watching, and camping.

                                  Listings in Madison, CT

                                  94

                                  Estimated median home price

                                  $762,450
                                  Madison CT Homes for Sale & Properties

                                  Weichert Realtors is one of the nation's leading providers of Madison, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Madison, CT.

                                  Homes for Sale by Price in Madison, CT

                                  PriceCount
                                  $0 - 100K0
                                  $100K - 200K6
                                  $200K - 300K3
                                  $300K - 400K6
                                  $400K - 500K7
                                  $500K - 600K12
                                  $600K - 700K9
                                  $700K - 800K5
                                  $800K - 900K8
                                  $900K - 1M4
                                  $1M - Max34

                                  Homes for Sale by Type in Madison, CT

                                  Property TypeCount
                                  Single Family66
                                  Townhouse0
                                  Condo18
                                  Commercial5
                                  Rental47
                                  Lots and Land5
                                  Condo/Town/CoOp0
                                  CoOp0
                                  Multi Family0
                                  Mobile Home0
                                  Farms0

                                  (Data as of 8/30/2026)

                                  Browse Neighborhoods

                                  Find Properties in Madison, CT

                                  Madison, 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.