View 62 Wood Road Chester, NY MLS# 989254
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$2,000
1,300

Sq.Ft.

62 Wood Road

Chester, NY

Courtesy of CENTURY 21 E & M WILLIAMS RLTY
View 4 Ayr Road Chester, NY MLS# 993173
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$4,300
6

Beds

4.1

Baths

3,968

Sq.Ft.

4 Ayr Road

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 41 Elkay Drive Chester, NY MLS# 989212
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$5,000
5,000

Sq.Ft.

41 Elkay Drive

Chester, NY

Courtesy of RAND COMMERCIAL
The time to sell is now! THE TIME TO SELL IS NOW!
View 135 Main Street First Floor Chester, NY MLS# 985864
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$2,000
4,200

Sq.Ft.

135 Main Street First Floor

Chester, NY

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View 25 Oakland Avenue Chester, NY MLS# 984376
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$8
270,000

Sq.Ft.

25 Oakland Avenue

Chester, NY

Courtesy of EREALTY ADVISORS, INC
View 49 Main Street Chester, NY MLS# 981476
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    $2,200
    1,500

    Sq.Ft.

    49 Main Street

    Chester, NY

    Courtesy of DAF REALTY
    View 66 Murray Drive Chester, NY MLS# 938721
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      1 of 37
      $5,300
      4

      Beds

      2.0

      Baths

      3,412

      Sq.Ft.

      66 Murray Drive

      Chester, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 408 Bull Mill Road 2 Chester, NY MLS# 975988
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        1 of 37
        $3,650
        3

        Beds

        2.0

        Baths

        1,800

        Sq.Ft.

        408 Bull Mill Road 2

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 20 Goshen Road Chester, NY MLS# 975084
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          1 of 38
          $6,000
          4

          Beds

          2.1

          Baths

          3,348

          Sq.Ft.

          20 Goshen Road

          Chester, NY

          Courtesy of EXP REALTY
          View 23 White Oak Drive Chester, NY MLS# 960725
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            $1,300
            500

            Sq.Ft.

            23 White Oak Drive

            Chester, NY

            Courtesy of KELLER WILLIAMS REALTY
            View 118 Booth Road Chester, NY MLS# 959474
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              1 of 36
              $3,800
              4

              Beds

              3.0

              Baths

              2,457

              Sq.Ft.

              118 Booth Road

              Chester, NY

              Courtesy of KELLER WILLIAMS REALTY
              View 82 High Street 5 Chester, NY MLS# 958806
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                1 of 10
                $2,200
                2

                Beds

                1.0

                Baths

                900

                Sq.Ft.

                82 High Street 5

                Chester, NY

                Courtesy of Weichert Realtors - Monroe
                View 173 Black Meadow Road Chester, NY MLS# 948694
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                  $10
                  10,200

                  Sq.Ft.

                  173 Black Meadow Road

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 2952 State Route 94 101 Chester, NY MLS# 944428
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                    $3,500
                    1,780

                    Sq.Ft.

                    2952 State Route 94 101

                    Chester, NY

                    Courtesy of RE/MAX TOWN & COUNTRY
                    View 98 Main Street Chester, NY MLS# 936917
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                      1 of 32
                      $2,800
                      4

                      Beds

                      1.1

                      Baths

                      1,605

                      Sq.Ft.

                      98 Main Street

                      Chester, NY

                      Courtesy of HUDSON VALLEY GRIFFITH
                      View 1460 State Route 17M Suite D Chester, NY MLS# 931266
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                        1 of 25
                        $2,500
                        9,536

                        Sq.Ft.

                        1460 State Route 17M Suite D

                        Chester, NY

                        Courtesy of RAND COMMERCIAL
                        View 12 Elkay Chester, NY MLS# 921701
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                          1 of 16
                          $2,000
                          1,600

                          Sq.Ft.

                          12 Elkay

                          Chester, NY

                          Courtesy of KELLER WILLIAMS REALTY
                          View 1 Sackett Square Chester, NY MLS# 918269
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                            1 of 13
                            $2,000
                            2,000

                            Sq.Ft.

                            1 Sackett Square

                            Chester, NY

                            Courtesy of MK REALTY INC
                            View 1108 Kings Highway Chester, NY MLS# 914866
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                              1 of 27
                              $675

                              1108 Kings Highway

                              Chester, NY

                              Courtesy of RE/MAX BENCHMARK REALTY GROUP
                              View 38 Main Street 36 E Chester, NY MLS# 913608
                                Save 38 Main Street 36 E Chester, NY MLS# 913608
                                1 of 21
                                $1,600
                                4,669

                                Sq.Ft.

                                38 Main Street 36 E

                                Chester, NY

                                Courtesy of RE/MAX BENCHMARK REALTY GROUP

                                About Chester

                                Listings in Chester, NY

                                73

                                Estimated median home price

                                $699,000
                                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 - 200K3
                                $200K - 300K5
                                $300K - 400K14
                                $400K - 500K7
                                $500K - 600K3
                                $600K - 700K7
                                $700K - 800K11
                                $800K - 900K8
                                $900K - 1M4
                                $1M - Max11

                                Homes for Sale by Type in Chester, NY

                                Property TypeCount
                                Single Family44
                                Townhouse0
                                Condo11
                                Commercial5
                                Rental24
                                Lots and Land12
                                Condo/Town/CoOp0
                                CoOp0
                                Multi Family1
                                Mobile Home0
                                Farms0

                                (Data as of 5/2/2026)

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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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