View 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
    Save 68 Conklingtown Road 1&2 Chester, NY MLS# 992189
    1 of 38
    $575,000
    6

    Beds

    2.0

    Baths

    43,560

    Sq.Ft.

    68 Conklingtown Road 1&2

    Chester, NY

    Courtesy of MS REALTY GROUP USA, INC
    View 29 Murray Drive Chester, NY MLS# 1027353
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    1 of 34
    OPEN HOUSE: Saturday 7/25 11:00 AM - 1:00 PM
    $650,000
    3

    Beds

    2.2

    Baths

    2,520

    Sq.Ft.

    29 Murray Drive

    Chester, NY

    Courtesy of EXP REALTY
    View 185 Oxford Road Chester, NY MLS# 1019170
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    1 of 49
    OPEN HOUSE: Saturday 7/25 1:00 PM - 3:00 PM
    $389,000
    3

    Beds

    1.0

    Baths

    1,062

    Sq.Ft.

    185 Oxford Road

    Chester, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 7 Lakeview Drive Chester, NY MLS# 1028872
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    Save 7 Lakeview Drive Chester, NY MLS# 1028872
    1 of 29
    OPEN HOUSE: Saturday 7/25 12:00 PM - 2:00 PM
    $549,999
    4

    Beds

    2.1

    Baths

    2,098

    Sq.Ft.

    7 Lakeview Drive

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 1 Periwinkle Court Chester, NY MLS# 1029430
      Save 1 Periwinkle Court Chester, NY MLS# 1029430
      1 of 9
      $750,000
      5

      Beds

      2.1

      Baths

      2,700

      Sq.Ft.

      1 Periwinkle Court

      Chester, NY

      Courtesy of MK REALTY INC
      View 197 Oxford Road Chester, NY MLS# 1012284
      • Recently Listed with Virtual Tour
      Save 197 Oxford Road Chester, NY MLS# 1012284
      1 of 36
      $799,000
      4

      Beds

      2.1

      Baths

      3,070

      Sq.Ft.

      197 Oxford Road

      Chester, NY

      Courtesy of HOWARD HANNA RAND REALTY
      View 50 Hambletonian Avenue Chester, NY MLS# 1029645
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      Save 50 Hambletonian Avenue Chester, NY MLS# 1029645
      1 of 13
      OPEN HOUSE: Saturday 7/25 9:30 AM - 11:30 AM
      $619,900
      3

      Beds

      2.0

      Baths

      1,583

      Sq.Ft.

      50 Hambletonian Avenue

      Chester, NY

      Courtesy of GREENE REALTY GROUP
      View 4114 Whispering Hills Chester, NY MLS# 1027245
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      1 of 29
      $389,900
      3

      Beds

      2.0

      Baths

      1,393

      Sq.Ft.

      4114 Whispering Hills

      Chester, NY

      Courtesy of COLDWELL BANKER REALTY
      View 2604 Whispering Hills Chester, NY MLS# 1025165
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      1 of 35
      $350,000
      3

      Beds

      2.1

      Baths

      1,086

      Sq.Ft.

      2604 Whispering Hills

      Chester, NY

      Courtesy of HOMESMART HOMES & ESTATES
      View 2 Hemlock Court Chester, NY MLS# 1025992
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      Save 2 Hemlock Court Chester, NY MLS# 1025992
      1 of 3
      $750,000
      5

      Beds

      2.1

      Baths

      2,700

      Sq.Ft.

      2 Hemlock Court

      Chester, NY

      Courtesy of MK REALTY INC
      View 7 Hilltop Lane Chester, NY MLS# 1024426
        Save 7 Hilltop Lane Chester, NY MLS# 1024426
        1 of 1
        $740,000
        5

        Beds

        2.1

        Baths

        2,700

        Sq.Ft.

        7 Hilltop Lane

        Chester, NY

        Courtesy of MK REALTY INC
        View 1 Arborvitae Court Chester, NY MLS# 1024518
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        1 of 1
        $725,000
        3

        Beds

        2.1

        Baths

        2,677

        Sq.Ft.

        1 Arborvitae Court

        Chester, NY

        Courtesy of MK REALTY INC
        View 424 Laroe Road Chester, NY MLS# 1013375
          Save 424 Laroe Road Chester, NY MLS# 1013375
          1 of 40
          $649,999
          4

          Beds

          3.0

          Baths

          2,316

          Sq.Ft.

          424 Laroe Road

          Chester, NY

          Courtesy of EPIQUE REALTY
          View 76 Surrey Road Chester, NY MLS# 1022518
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          1 of 44
          $489,900
          3

          Beds

          2.0

          Baths

          1,912

          Sq.Ft.

          76 Surrey Road

          Chester, NY

          Courtesy of EXP REALTY
          View 2 Gate Way Chester, NY MLS# 1023347
            Save 2 Gate Way Chester, NY MLS# 1023347
            1 of 1
            $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
              Save 1 Hemlock Court Chester, NY MLS# 1023396
              1 of 1
              $700,000
              3

              Beds

              2.1

              Baths

              2,600

              Sq.Ft.

              1 Hemlock Court

              Chester, NY

              Courtesy of MK REALTY INC
              View 3414 Whispering Hills Chester, NY MLS# 974398
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              Save 3414 Whispering Hills Chester, NY MLS# 974398
              1 of 34
              $349,999
              3

              Beds

              2.0

              Baths

              1,316

              Sq.Ft.

              3414 Whispering Hills

              Chester, NY

              Courtesy of KW HUDSON VALLEY UNITED
              View 11 Chandler Drive Chester, NY MLS# 1018371
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              1 of 32
              $615,000
              3

              Beds

              2.1

              Baths

              1,908

              Sq.Ft.

              11 Chandler Drive

              Chester, NY

              Courtesy of COLDWELL BANKER REALTY
              View 4118 Whispering Hills Drive Chester, NY MLS# 1018748
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              1 of 22
              $329,000
              2

              Beds

              1.1

              Baths

              1,294

              Sq.Ft.

              4118 Whispering Hills Drive

              Chester, NY

              Courtesy of HOWARD HANNA RAND REALTY
              View 5 Hilltop Lane Chester, NY MLS# 1020076
                Save 5 Hilltop Lane Chester, NY MLS# 1020076
                1 of 5
                $850,000
                5

                Beds

                2.1

                Baths

                3,200

                Sq.Ft.

                5 Hilltop Lane

                Chester, NY

                Courtesy of MK REALTY INC

                About Chester

                Listings in Chester, NY

                94

                Estimated median home price

                $717,500
                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 - 200K1
                $200K - 300K4
                $300K - 400K13
                $400K - 500K10
                $500K - 600K8
                $600K - 700K10
                $700K - 800K15
                $800K - 900K12
                $900K - 1M7
                $1M - Max14

                Homes for Sale by Type in Chester, NY

                Property TypeCount
                Single Family69
                Townhouse0
                Condo10
                Commercial6
                Rental25
                Lots and Land7
                Condo/Town/CoOp0
                CoOp0
                Multi Family2
                Mobile Home0
                Farms0

                (Data as of 7/25/2026)

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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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