View 71 Greycourt Road Chester, NY MLS# 963459
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1 of 9
$2,800
3

Beds

1.1

Baths

1,056

Sq.Ft.

71 Greycourt Road

Chester, NY

Courtesy of HFA REALTY GROUP
View 44 High Street 134 Chester, NY MLS# 960863
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$2,000
1

Beds

1.1

Baths

970

Sq.Ft.

44 High Street 134

Chester, NY

Courtesy of CURASI REALTY, INC.
View 23 White Oak Drive Chester, NY MLS# 960725
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$1,500
550

Sq.Ft.

23 White Oak Drive

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 16 Fernglade Court Chester, NY MLS# 944524
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$4,500
4

Beds

3.0

Baths

3,327

Sq.Ft.

16 Fernglade Court

Chester, NY

Courtesy of FLAG REALTY GROUP
View 82 High Street 5 Chester, NY MLS# 958806
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$2,200
2

Beds

1.0

Baths

900

Sq.Ft.

82 High Street 5

Chester, NY

Courtesy of Weichert Realtors - Monroe
View 8 Main Street Chester, NY MLS# 957496
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1 of 7
$1,700
1

Beds

1.0

Baths

700

Sq.Ft.

8 Main Street

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES
View 11 West Avenue 2 Chester, NY MLS# 955550
    Save 11 West Avenue 2 Chester, NY MLS# 955550
    1 of 13
    $1,250
    2,936

    Sq.Ft.

    11 West Avenue 2

    Chester, NY

    Courtesy of MK REALTY INC
    View 1396 Kings Highway Chester, NY MLS# 953001
      Save 1396 Kings Highway Chester, NY MLS# 953001
      1 of 9
      $2,000
      3

      Beds

      1.0

      Baths

      1,000

      Sq.Ft.

      1396 Kings Highway

      Chester, NY

      Courtesy of TIMOTHY W. KRAMER
      View 347 Bellvale Road Chester, NY MLS# 953012
        Save 347 Bellvale Road Chester, NY MLS# 953012
        1 of 17
        $1,900
        1

        Beds

        1.0

        Baths

        1,200

        Sq.Ft.

        347 Bellvale Road

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 173 Black Meadow Road Chester, NY MLS# 948694
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          1 of 14
          $10
          10,200

          Sq.Ft.

          173 Black Meadow Road

          Chester, NY

          Courtesy of KELLER WILLIAMS REALTY
          View 408 Bull Mill Road 2 Chester, NY MLS# 939116
            Save 408 Bull Mill Road 2 Chester, NY MLS# 939116
            1 of 29
            $3,850
            3

            Beds

            2.0

            Baths

            1,800

            Sq.Ft.

            408 Bull Mill Road 2

            Chester, NY

            Courtesy of KELLER WILLIAMS REALTY
            View 2952 State Route 94 101 Chester, NY MLS# 944428
              Save 2952 State Route 94 101 Chester, NY MLS# 944428
              1 of 19
              $3,500
              1,780

              Sq.Ft.

              2952 State Route 94 101

              Chester, NY

              Courtesy of RE/MAX TOWN & COUNTRY
              View 49 Main Street Chester, NY MLS# 944378
                Save 49 Main Street Chester, NY MLS# 944378
                1 of 5
                $2,200
                1,500

                Sq.Ft.

                49 Main Street

                Chester, NY

                Courtesy of DAF REALTY
                View 98 Main Street Chester, NY MLS# 936917
                  Save 98 Main Street Chester, NY MLS# 936917
                  1 of 29
                  $3,200
                  4

                  Beds

                  1.1

                  Baths

                  1,605

                  Sq.Ft.

                  98 Main Street

                  Chester, NY

                  Courtesy of HUDSON VALLEY GRIFFITH
                  View 4321 Whispering Hills Chester, NY MLS# 938294
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                    1 of 16
                    $2,850
                    3

                    Beds

                    2.1

                    Baths

                    1,331

                    Sq.Ft.

                    4321 Whispering Hills

                    Chester, NY

                    Courtesy of FIELD POINTE REALTY LLC
                    View 1460 State Route 17M Suite D Chester, NY MLS# 931266
                      Save 1460 State Route 17M Suite D Chester, NY MLS# 931266
                      1 of 25
                      $2,700
                      9,536

                      Sq.Ft.

                      1460 State Route 17M Suite D

                      Chester, NY

                      Courtesy of RAND COMMERCIAL
                      View 25 Trotting Drive Chester, NY MLS# 927663
                        Save 25 Trotting Drive Chester, NY MLS# 927663
                        1 of 13
                        $3,000
                        4

                        Beds

                        1.1

                        Baths

                        1,800

                        Sq.Ft.

                        25 Trotting Drive

                        Chester, NY

                        Courtesy of KELLER WILLIAMS HUDSON VALLEY
                        View 12 Elkay Chester, NY MLS# 921701
                          Save 12 Elkay Chester, NY MLS# 921701
                          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
                            Save 1 Sackett Square Chester, NY MLS# 918269
                            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
                              Save 1108 Kings Highway Chester, NY MLS# 914866
                              1 of 27
                              $675

                              1108 Kings Highway

                              Chester, NY

                              Courtesy of RE/MAX BENCHMARK REALTY GROUP

                              About Chester

                              Listings in Chester, NY

                              58

                              Estimated median home price

                              $557,500
                              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 - 200K2
                              $200K - 300K8
                              $300K - 400K9
                              $400K - 500K8
                              $500K - 600K3
                              $600K - 700K4
                              $700K - 800K8
                              $800K - 900K3
                              $900K - 1M3
                              $1M - Max10

                              Homes for Sale by Type in Chester, NY

                              Property TypeCount
                              Single Family33
                              Townhouse0
                              Condo9
                              Commercial5
                              Rental26
                              Lots and Land10
                              Condo/Town/CoOp0
                              CoOp0
                              Multi Family1
                              Mobile Home0
                              Farms0

                              (Data as of 2/21/2026)

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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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