View 45 Whitetail Run Chester, NY MLS# 999741
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$825,000
4

Beds

2.1

Baths

2,732

Sq.Ft.

45 Whitetail Run

Chester, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 985 Craigville Road Chester, NY MLS# 1020165
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OPEN HOUSE: Saturday 7/11 12:00 PM - 2:00 PM
$800,000
4

Beds

3.1

Baths

3,100

Sq.Ft.

985 Craigville Road

Chester, NY

Courtesy of SERHANT LLC
View 149 Creamery Pond Road Chester, NY MLS# 986323
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OPEN HOUSE: Saturday 7/11 1:00 PM - 4:00 PM
$799,900
3

Beds

3.0

Baths

2,740

Sq.Ft.

149 Creamery Pond Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 148 Brookside Avenue Chester, NY MLS# H6146719
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    $799,000

    148 Brookside Avenue

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 19 Grand View Terrace Chester, NY MLS# 1012919
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    $789,900
    5

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    4.0

    Baths

    4,697

    Sq.Ft.

    19 Grand View Terrace

    Chester, NY

    Courtesy of EXP REALTY
    View 4 Debbie Court Chester, NY MLS# 995223
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      $785,000
      5

      Beds

      5.1

      Baths

      5,403

      Sq.Ft.

      4 Debbie Court

      Chester, NY

      Courtesy of FLAG REALTY GROUP
      View 90 Pewter Circle Chester, NY MLS# 981270
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        $759,900
        4

        Beds

        2.1

        Baths

        2,250

        Sq.Ft.

        90 Pewter Circle

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 4 Honeysuckle Court Chester, NY MLS# 1020128
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        $750,000
        5

        Beds

        2.1

        Baths

        2,700

        Sq.Ft.

        4 Honeysuckle Court

        Chester, NY

        Courtesy of MK REALTY INC
        View 58 Nancy Lane Chester, NY MLS# 995624
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          OPEN HOUSE: Saturday 7/11 12:00 PM - 2:00 PM
          $749,999
          3

          Beds

          2.1

          Baths

          2,718

          Sq.Ft.

          58 Nancy Lane

          Chester, NY

          Courtesy of HOWARD HANNA RAND REALTY
          View 55 Beverly Road Chester, NY MLS# 977281
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          $735,000
          4

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          3.1

          Baths

          3,356

          Sq.Ft.

          55 Beverly Road

          Chester, NY

          Courtesy of HOWARD HANNA RAND REALTY
          View 7 Park Place Chester, NY MLS# 927218
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            $730,000
            4

            Beds

            3.1

            Baths

            2,780

            Sq.Ft.

            7 Park Place

            Chester, NY

            Courtesy of CENTURY 21 FULL SERVICE REALTY
            View 487 Black Meadow Road Chester, NY MLS# 960665
              Save 487 Black Meadow Road Chester, NY MLS# 960665
              1 of 50
              $725,000
              6

              Beds

              3.1

              Baths

              4,204

              Sq.Ft.

              487 Black Meadow Road

              Chester, NY

              Courtesy of JOSEPH BARATTA COMPANY REALTY
              View 78 Goshen Road Chester, NY MLS# 968517
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                $725,000
                4

                Beds

                2.2

                Baths

                3,908

                Sq.Ft.

                78 Goshen Road

                Chester, NY

                Courtesy of CRONIN & COMPANY REAL ESTATE
                View 2 Gate Way Chester, NY MLS# 1023347
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                $710,000
                5

                Beds

                2.1

                Baths

                3,200

                Sq.Ft.

                2 Gate Way

                Chester, NY

                Courtesy of MK REALTY INC
                View 1 Hemlock Court Chester, NY MLS# 1023396
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                $700,000
                3

                Beds

                2.1

                Baths

                2,600

                Sq.Ft.

                1 Hemlock Court

                Chester, NY

                Courtesy of MK REALTY INC
                View 26 Bridle Lane Chester, NY MLS# 1011224
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                  1 of 29
                  $685,000
                  4

                  Beds

                  2.1

                  Baths

                  1,718

                  Sq.Ft.

                  26 Bridle Lane

                  Chester, NY

                  Courtesy of OWNER ENTRY.COM
                  View 335 Laroe Road Chester, NY MLS# 1009848
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                    1 of 35
                    $675,000
                    4

                    Beds

                    2.1

                    Baths

                    2,784

                    Sq.Ft.

                    335 Laroe Road

                    Chester, NY

                    Courtesy of COLDWELL BANKER CHOICE PROP.
                    View 9 Derose Lane Chester, NY MLS# 1010959
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                    $675,000
                    4

                    Beds

                    2.1

                    Baths

                    3,100

                    Sq.Ft.

                    9 Derose Lane

                    Chester, NY

                    Courtesy of HOWARD HANNA RAND REALTY
                    View 424 Laroe Road Chester, NY MLS# 1013375
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                    OPEN HOUSE: Saturday 7/11 12:00 PM - 2:00 PM
                    $649,999
                    4

                    Beds

                    3.0

                    Baths

                    2,316

                    Sq.Ft.

                    424 Laroe Road

                    Chester, NY

                    Courtesy of EPIQUE REALTY
                    View 17 Woodridge Drive Chester, NY MLS# 972648
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                      1 of 50
                      $623,900
                      4

                      Beds

                      2.1

                      Baths

                      2,524

                      Sq.Ft.

                      17 Woodridge Drive

                      Chester, NY

                      Courtesy of EXP REALTY

                      About Chester

                      Listings in Chester, NY

                      88

                      Estimated median home price

                      $725,000
                      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 - 200K1
                      $200K - 300K3
                      $300K - 400K12
                      $400K - 500K13
                      $500K - 600K6
                      $600K - 700K7
                      $700K - 800K13
                      $800K - 900K12
                      $900K - 1M7
                      $1M - Max14

                      Homes for Sale by Type in Chester, NY

                      Property TypeCount
                      Single Family65
                      Townhouse0
                      Condo8
                      Commercial6
                      Rental28
                      Lots and Land8
                      Condo/Town/CoOp0
                      CoOp0
                      Multi Family1
                      Mobile Home0
                      Farms0

                      (Data as of 7/9/2026)

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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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