View 4508 Whispering Hills Chester, NY MLS# 951306
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$325,000
2

Beds

1.1

Baths

1,072

Sq.Ft.

4508 Whispering Hills

Chester, NY

Courtesy of EXP REALTY
View 2113 Whispering Hills Chester, NY MLS# 950534
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$295,000
2

Beds

1.0

Baths

1,084

Sq.Ft.

2113 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 3910 Whispering Hills Chester, NY MLS# 946789
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$369,900
3

Beds

2.1

Baths

1,331

Sq.Ft.

3910 Whispering Hills

Chester, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 108 Pine Hill Road Chester, NY MLS# 944582
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$449,000
4

Beds

1.1

Baths

1,780

Sq.Ft.

108 Pine Hill Road

Chester, NY

Courtesy of AVION
View 3308 Whispering Hills Drive Chester, NY MLS# 924165
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OPEN HOUSE: Saturday 1/17 12:00 PM - 2:00 PM
$299,000
2

Beds

1.1

Baths

1,072

Sq.Ft.

3308 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View Oxford Road Chester, NY MLS# 946546
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$199,000
Studio

Beds

0.0

Baths

313,632

Sq.Ft.

Oxford Road

Chester, NY

Courtesy of BLOOMING REALTY
View Oxford Road Chester, NY MLS# 945194
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$199,000
Studio

Beds

0.0

Baths

113,256

Sq.Ft.

Oxford Road

Chester, NY

Courtesy of BLOOMING REALTY
View 6 Vista Drive Chester, NY MLS# 944968
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1 of 45
$499,900
3

Beds

2.1

Baths

1,934

Sq.Ft.

6 Vista Drive

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 23 White Oak Drive Chester, NY MLS# 943245
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    $3,000
    1,150

    Sq.Ft.

    23 White Oak Drive

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 3120 Whispering Hills Chester, NY MLS# 941582
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      1 of 18
      $310,000
      2

      Beds

      1.1

      Baths

      1,072

      Sq.Ft.

      3120 Whispering Hills

      Chester, NY

      Courtesy of JOHN J LEASE REALTORS INC
      View 3917 Whispering Hills Chester, NY MLS# 942965
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        1 of 28
        $319,000
        2

        Beds

        1.1

        Baths

        1,072

        Sq.Ft.

        3917 Whispering Hills

        Chester, NY

        Courtesy of KELLER WILLIAMS HUDSON VALLEY
        View 16 Oakland Avenue Chester, NY MLS# 939522
          Save 16 Oakland Avenue Chester, NY MLS# 939522
          1 of 49
          $425,000
          4

          Beds

          2.1

          Baths

          2,090

          Sq.Ft.

          16 Oakland Avenue

          Chester, NY

          Courtesy of BHG REAL ESTATE GREEN TEAM
          View 2812 Whispering Hills Chester, NY MLS# 936470
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            1 of 30
            $290,000
            2

            Beds

            1.0

            Baths

            1,084

            Sq.Ft.

            2812 Whispering Hills

            Chester, NY

            Courtesy of EXIT REALTY CONNECTIONS
            View 80 Pewter Circle Chester, NY MLS# 913254
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              1 of 49
              $534,900
              3

              Beds

              2.1

              Baths

              1,946

              Sq.Ft.

              80 Pewter Circle

              Chester, NY

              Courtesy of BHG REAL ESTATE GREEN TEAM
              View 1503 Whispering Hills Chester, NY MLS# 937839
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                1 of 17
                $309,900
                3

                Beds

                2.1

                Baths

                1,331

                Sq.Ft.

                1503 Whispering Hills

                Chester, NY

                Courtesy of CENTURY 21 E & M WILLIAMS RLTY
                View 2912 Whispering Hills Chester, NY MLS# 937375
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                  1 of 1
                  $304,900
                  2

                  Beds

                  1.0

                  Baths

                  1,084

                  Sq.Ft.

                  2912 Whispering Hills

                  Chester, NY

                  Courtesy of KELLER WILLIAMS REALTY
                  View 2104 Whispering Hills Chester, NY MLS# 936624
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                    1 of 1
                    $299,900
                    3

                    Beds

                    2.1

                    Baths

                    1,331

                    Sq.Ft.

                    2104 Whispering Hills

                    Chester, NY

                    Courtesy of ARC REALTY 1 IN SALES
                    View 18 Oakland Avenue Chester, NY MLS# 935124
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                    1 of 33
                    $369,900
                    2

                    Beds

                    1.0

                    Baths

                    1,084

                    Sq.Ft.

                    18 Oakland Avenue

                    Chester, NY

                    Courtesy of KELLER WILLIAMS REALTY
                    View 1401 Whispering Hills Chester, NY MLS# 935471
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                      1 of 33
                      $295,000
                      2

                      Beds

                      1.0

                      Baths

                      1,084

                      Sq.Ft.

                      1401 Whispering Hills

                      Chester, NY

                      Courtesy of HOWARD HANNA RAND REALTY
                      View 65 Hudson Street Chester, NY MLS# 934146
                        Save 65 Hudson Street Chester, NY MLS# 934146
                        1 of 24
                        $345,000
                        3

                        Beds

                        1.0

                        Baths

                        1,120

                        Sq.Ft.

                        65 Hudson Street

                        Chester, NY

                        Courtesy of KELLER WILLIAMS REALTY

                        About Chester

                        Listings in Chester, NY

                        63

                        Estimated median home price

                        $515,000
                        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 - 100K1
                        $100K - 200K2
                        $200K - 300K7
                        $300K - 400K12
                        $400K - 500K8
                        $500K - 600K4
                        $600K - 700K8
                        $700K - 800K4
                        $800K - 900K3
                        $900K - 1M1
                        $1M - Max13

                        Homes for Sale by Type in Chester, NY

                        Property TypeCount
                        Single Family34
                        Townhouse0
                        Condo11
                        Commercial7
                        Rental26
                        Lots and Land9
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family2
                        Mobile Home0
                        Farms0

                        (Data as of 1/15/2026)

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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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