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
The time to sell is now! THE TIME TO SELL IS NOW!
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 360 Prospect Road Chester, NY MLS# 944607
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    $699,000
    3

    Beds

    3.0

    Baths

    3,000

    Sq.Ft.

    360 Prospect Road

    Chester, NY

    Courtesy of EREALTY ADVISORS, INC
    View 6 Vista Drive Chester, NY MLS# 944968
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    $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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      1 of 23
      $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 101 Oxford Road Chester, NY MLS# 943068
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        1 of 1
        $669,000
        3

        Beds

        1.1

        Baths

        1,816

        Sq.Ft.

        101 Oxford Road

        Chester, NY

        Courtesy of LOOP REALTY 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 23 Pewter Circle Chester, NY MLS# 939836
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          1 of 37
          $650,000
          4

          Beds

          2.1

          Baths

          2,318

          Sq.Ft.

          23 Pewter Circle

          Chester, NY

          Courtesy of EXP REALTY
          View 16 Oakland Avenue Chester, NY MLS# 939522
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            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 65 Oxford Springs Road Chester, NY MLS# 938744
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              1 of 50
              $650,000
              5

              Beds

              3.1

              Baths

              3,617

              Sq.Ft.

              65 Oxford Springs Road

              Chester, NY

              Courtesy of EXP REALTY
              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
                        Save 2104 Whispering Hills Chester, NY MLS# 936624
                        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

                          About Chester

                          Listings in Chester, NY

                          61

                          Estimated median home price

                          $534,900
                          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 - 300K6
                          $300K - 400K12
                          $400K - 500K7
                          $500K - 600K3
                          $600K - 700K9
                          $700K - 800K4
                          $800K - 900K3
                          $900K - 1M1
                          $1M - Max13

                          Homes for Sale by Type in Chester, NY

                          Property TypeCount
                          Single Family33
                          Townhouse0
                          Condo10
                          Commercial7
                          Rental27
                          Lots and Land9
                          Condo/Town/CoOp0
                          CoOp0
                          Multi Family2
                          Mobile Home0
                          Farms0

                          (Data as of 1/11/2026)

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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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