View 5 Roggia Road Chester, NY MLS# 978824
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$450,000
3

Beds

2.0

Baths

1,882

Sq.Ft.

5 Roggia Road

Chester, NY

Courtesy of NAZMA REAL ESTATE LLC
View 35 Maple Avenue Chester, NY MLS# 990509
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    1 of 29
    $489,900
    3

    Beds

    3.0

    Baths

    2,032

    Sq.Ft.

    35 Maple Avenue

    Chester, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 76 Surrey Road Chester, NY MLS# 1022518
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    $489,900
    3

    Beds

    2.0

    Baths

    1,912

    Sq.Ft.

    76 Surrey Road

    Chester, NY

    Courtesy of EXP REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 63 Hubshop Road Chester, NY MLS# 997559
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      1 of 44
      $499,000
      4

      Beds

      2.1

      Baths

      2,060

      Sq.Ft.

      63 Hubshop Road

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 1 N Hudson Street Chester, NY MLS# 1001003
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        $499,900
        3

        Beds

        2.0

        Baths

        1,778

        Sq.Ft.

        1 N Hudson Street

        Chester, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View Main Street Chester, NY MLS# H6204360
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          $500,000
          Studio

          Beds

          0.0

          Baths

          36,098

          Sq.Ft.

          Main Street

          Chester, NY

          Courtesy of KELLER WILLIAMS REALTY
          View 5 N Hudson Street Chester, NY MLS# 976521
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            $500,000
            3

            Beds

            2.0

            Baths

            2,688

            Sq.Ft.

            5 N Hudson Street

            Chester, NY

            Courtesy of KELLER WILLIAMS REALTY
            View 37 Surrey Road Chester, NY MLS# 1007164
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            Save 37 Surrey Road Chester, NY MLS# 1007164
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            $500,000
            4

            Beds

            2.0

            Baths

            1,730

            Sq.Ft.

            37 Surrey Road

            Chester, NY

            Courtesy of EXP REALTY
            View 85 Surrey Road Chester, NY MLS# 984933
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              1 of 35
              $524,900
              4

              Beds

              2.0

              Baths

              2,076

              Sq.Ft.

              85 Surrey Road

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 94 Booth Road Chester, NY MLS# 898870
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                1 of 23
                $529,000
                3

                Beds

                2.1

                Baths

                2,083

                Sq.Ft.

                94 Booth Road

                Chester, NY

                Courtesy of COMPASS GREATER NY, LLC
                View 107 Pine Hill Road Chester, NY MLS# 1003546
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                  1 of 33
                  $549,000
                  3

                  Beds

                  2.1

                  Baths

                  1,730

                  Sq.Ft.

                  107 Pine Hill Road

                  Chester, NY

                  Courtesy of HUDSON VALLEY GRIFFITH
                  View 3318 State Route 94 Chester, NY MLS# 1008703
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                    1 of 29
                    $549,900
                    3

                    Beds

                    2.0

                    Baths

                    2,138

                    Sq.Ft.

                    3318 State Route 94

                    Chester, NY

                    Courtesy of HOWARD HANNA RAND REALTY
                    View 7 Lakeview Drive Chester, NY MLS# 1028872
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                    OPEN HOUSE: Saturday 7/25 12:00 PM - 2:00 PM
                    $549,999
                    4

                    Beds

                    2.1

                    Baths

                    2,098

                    Sq.Ft.

                    7 Lakeview Drive

                    Chester, NY

                    Courtesy of HOWARD HANNA RAND REALTY
                    View 24 Walnut Street Chester, NY MLS# 1004369
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                      1 of 28
                      $559,000
                      4

                      Beds

                      2.1

                      Baths

                      2,698

                      Sq.Ft.

                      24 Walnut Street

                      Chester, NY

                      Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
                      View 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
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                        1 of 38
                        $575,000
                        6

                        Beds

                        2.0

                        Baths

                        43,560

                        Sq.Ft.

                        68 Conklingtown Road 1&2

                        Chester, NY

                        Courtesy of MS REALTY GROUP USA, INC
                        View 558 Pine Hill Road Chester, NY MLS# 958731
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                          1 of 50
                          $599,000
                          4

                          Beds

                          2.1

                          Baths

                          3,120

                          Sq.Ft.

                          558 Pine Hill Road

                          Chester, NY

                          Courtesy of EREALTY ADVISORS, INC
                          View 11 Chandler Drive Chester, NY MLS# 1018371
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                          1 of 32
                          $615,000
                          3

                          Beds

                          2.1

                          Baths

                          1,908

                          Sq.Ft.

                          11 Chandler Drive

                          Chester, NY

                          Courtesy of COLDWELL BANKER REALTY
                          View 50 Hambletonian Avenue Chester, NY MLS# 1029645
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                          OPEN HOUSE: Saturday 7/25 9:30 AM - 11:30 AM
                          $619,900
                          3

                          Beds

                          2.0

                          Baths

                          1,583

                          Sq.Ft.

                          50 Hambletonian Avenue

                          Chester, NY

                          Courtesy of GREENE REALTY GROUP
                          View 17 Woodridge Drive Chester, NY MLS# 972648
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                            1 of 50
                            $623,900
                            4

                            Beds

                            2.1

                            Baths

                            2,524

                            Sq.Ft.

                            17 Woodridge Drive

                            Chester, NY

                            Courtesy of EXP REALTY
                            View 424 Laroe Road Chester, NY MLS# 1013375
                              Save 424 Laroe Road Chester, NY MLS# 1013375
                              1 of 40
                              $649,999
                              4

                              Beds

                              3.0

                              Baths

                              2,316

                              Sq.Ft.

                              424 Laroe Road

                              Chester, NY

                              Courtesy of EPIQUE REALTY

                              About Chester

                              Listings in Chester, NY

                              94

                              Estimated median home price

                              $717,500
                              Chester NY Homes for Sale & Properties

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

                              Homes for Sale by Price in Chester, NY

                              PriceCount
                              $0 - 100K0
                              $100K - 200K1
                              $200K - 300K4
                              $300K - 400K13
                              $400K - 500K10
                              $500K - 600K8
                              $600K - 700K10
                              $700K - 800K15
                              $800K - 900K12
                              $900K - 1M7
                              $1M - Max14

                              Homes for Sale by Type in Chester, NY

                              Property TypeCount
                              Single Family69
                              Townhouse0
                              Condo10
                              Commercial6
                              Rental25
                              Lots and Land7
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family2
                              Mobile Home0
                              Farms0

                              (Data as of 7/23/2026)

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                              Information deemed reliable but not guaranteed.

                              The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

                              The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

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