View 1367 Kings Highway Chester, NY MLS# 951876
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$460,000
3

Beds

1.1

Baths

1,728

Sq.Ft.

1367 Kings Highway

Chester, NY

Courtesy of KARTEN REAL ESTATE SVCS LLC
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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OPEN HOUSE: Saturday 1/24 12:00 PM - 3:00 PM
$295,000
2

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1.0

Baths

1,084

Sq.Ft.

2113 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 3910 Whispering Hills Chester, NY MLS# 946789
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OPEN HOUSE: Saturday 1/24 11:30 AM - 2:00 PM
$369,900
3

Beds

2.1

Baths

1,331

Sq.Ft.

3910 Whispering Hills

Chester, NY

Courtesy of EXP REALTY
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 1/24 11:00 AM - 1:00 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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    1 of 2
    $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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      1 of 1
      $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
        Save 360 Prospect Road Chester, NY MLS# 944607
        1 of 50
        $699,000
        3

        Beds

        3.0

        Baths

        3,000

        Sq.Ft.

        360 Prospect Road

        Chester, NY

        Courtesy of EREALTY ADVISORS, INC
        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 16 Oxford Springs Road Chester, NY MLS# 935115
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                    1 of 48
                    $750,000
                    3

                    Beds

                    3.0

                    Baths

                    2,870

                    Sq.Ft.

                    16 Oxford Springs Road

                    Chester, NY

                    Courtesy of RE/MAX BENCHMARK REALTY GROUP
                    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
                        OPEN HOUSE: Saturday 1/24 11:30 AM - 2:30 PM
                        $309,900
                        3

                        Beds

                        2.1

                        Baths

                        1,331

                        Sq.Ft.

                        1503 Whispering Hills

                        Chester, NY

                        Courtesy of CENTURY 21 E & M WILLIAMS RLTY

                        About Chester

                        Listings in Chester, NY

                        64

                        Estimated median home price

                        $512,500
                        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 - 100K1
                        $100K - 200K2
                        $200K - 300K7
                        $300K - 400K13
                        $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
                        Condo12
                        Commercial7
                        Rental26
                        Lots and Land9
                        Condo/Town/CoOp0
                        CoOp0
                        Multi Family2
                        Mobile Home0
                        Farms0

                        (Data as of 1/16/2026)

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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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