View 6 Jagger Lane Chester, CT MLS# 24164157
    Save 6 Jagger Lane Chester, CT MLS# 24164157
    1 of 40
    $805,000
    2

    Beds

    2.1

    Baths

    2,428

    Sq.Ft.

    6 Jagger Lane

    Chester, CT

    View Goose Hill Road # Chester, CT MLS# 24180404
      Save Goose Hill Road # Chester, CT MLS# 24180404
      1 of 6
      $145,000
      Studio

      Beds

      0.0

      Baths

      Goose Hill Road #

      Chester, CT

      View 16 Sypher Road Chester, CT MLS# 24170124
        Save 16 Sypher Road Chester, CT MLS# 24170124
        1 of 40
        $585,000
        2

        Beds

        2.1

        Baths

        1,726

        Sq.Ft.

        16 Sypher Road

        Chester, CT

        The time to sell is now! THE TIME TO SELL IS NOW!
        View 136 Goose Hill Road Chester, CT MLS# 24172811
          Save 136 Goose Hill Road Chester, CT MLS# 24172811
          1 of 41
          $945,000
          4

          Beds

          3.0

          Baths

          3,343

          Sq.Ft.

          136 Goose Hill Road

          Chester, CT

          View 3 KIRTLAND Avenue Chester, CT MLS# 24172965
            Save 3 KIRTLAND Avenue Chester, CT MLS# 24172965
            1 of 1
            $282,225
            2

            Beds

            2.0

            Baths

            1,344

            Sq.Ft.

            3 KIRTLAND Avenue

            Chester, CT

            View 135 Middlesex Avenue Chester, CT MLS# 24169301
              Save 135 Middlesex Avenue Chester, CT MLS# 24169301
              1 of 37
              OPEN HOUSE: Sunday 6/21 12:00 PM - 2:00 PM
              $525,000
              3

              Beds

              2.0

              Baths

              1,188

              Sq.Ft.

              135 Middlesex Avenue

              Chester, CT

              View 59-61 Wig Hill Road Chester, CT MLS# 24166010
                Save 59-61 Wig Hill Road Chester, CT MLS# 24166010
                1 of 38
                $695,000
                5

                Beds

                2.1

                Baths

                3,862

                Sq.Ft.

                59-61 Wig Hill Road

                Chester, CT

                View Turkey Hill Road # Chester, CT MLS# 24164488
                  Save Turkey Hill Road # Chester, CT MLS# 24164488
                  1 of 19
                  $99,900
                  Studio

                  Beds

                  0.0

                  Baths

                  Turkey Hill Road #

                  Chester, CT

                  View 10 Denlar Drive Chester, CT MLS# 24149430
                    Save 10 Denlar Drive Chester, CT MLS# 24149430
                    1 of 30
                    $1,450,000
                    28,525

                    Sq.Ft.

                    10 Denlar Drive

                    Chester, CT

                    View 26 Ferry Road Chester, CT MLS# 24148777
                      Save 26 Ferry Road Chester, CT MLS# 24148777
                      1 of 21
                      $850,000
                      4

                      Beds

                      2.0

                      Baths

                      8,382

                      Sq.Ft.

                      26 Ferry Road

                      Chester, CT

                      View 21 Main Street # Chester, CT MLS# 24144188
                        Save 21 Main Street # Chester, CT MLS# 24144188
                        1 of 37
                        $1,200,000
                        3,000

                        Sq.Ft.

                        21 Main Street #

                        Chester, CT

                        View 21 Main Street Chester, CT MLS# 24148717
                          Save 21 Main Street Chester, CT MLS# 24148717
                          1 of 35
                          $1,200,000
                          1.0

                          Baths

                          3,000

                          Sq.Ft.

                          21 Main Street

                          Chester, CT

                          View 132 Main Street Chester, CT MLS# 170601397
                            Save 132 Main Street Chester, CT MLS# 170601397
                            $975,000
                            23,467

                            Sq.Ft.

                            132 Main Street

                            Chester, CT

                            About Chester

                            Chester achieved fame as a center for inventors and manufacturing innovations.  Today, Chester touts itself as “home to a stone mason with the eye of an artist, and artists with the industry of stone masons.”  Many multinational businesses complete with New York for clients.

                            Listings in Chester, CT

                            16

                            Estimated median home price

                            $897,500
                            Chester CT Homes for Sale & Properties

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

                            Homes for Sale by Price in Chester, CT

                            PriceCount
                            $0 - 100K1
                            $100K - 200K1
                            $200K - 300K1
                            $300K - 400K0
                            $400K - 500K0
                            $500K - 600K2
                            $600K - 700K1
                            $700K - 800K0
                            $800K - 900K2
                            $900K - 1M2
                            $1M - Max6

                            Homes for Sale by Type in Chester, CT

                            Property TypeCount
                            Single Family8
                            Townhouse0
                            Condo0
                            Commercial4
                            Rental3
                            Lots and Land2
                            Condo/Town/CoOp0
                            CoOp0
                            Multi Family2
                            Mobile Home0
                            Farms0

                            (Data as of 6/20/2026)

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