View 148 Brookside Avenue Chester, NY MLS# H6146719
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    1 of 3
    $799,000

    148 Brookside Avenue

    Chester, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 558 Pine Hill Road Chester, NY MLS# 958731
      Save 558 Pine Hill Road Chester, NY MLS# 958731
      1 of 50
      $799,000
      4

      Beds

      2.1

      Baths

      3,120

      Sq.Ft.

      558 Pine Hill Road

      Chester, NY

      Courtesy of EREALTY ADVISORS, INC
      View 1071 Craigville Road Chester, NY MLS# 976307
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      1 of 48
      $795,000
      4

      Beds

      2.1

      Baths

      2,780

      Sq.Ft.

      1071 Craigville Road

      Chester, NY

      Courtesy of MS REALTY GROUP USA, INC
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 90 Pewter Circle Chester, NY MLS# 981270
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      1 of 5
      $759,900
      4

      Beds

      2.1

      Baths

      2,250

      Sq.Ft.

      90 Pewter Circle

      Chester, NY

      Courtesy of KELLER WILLIAMS REALTY
      View 16 Oxford Springs Road Chester, NY MLS# 935115
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      $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 17 Woodridge Drive Chester, NY MLS# 972648
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      $749,000
      4

      Beds

      2.1

      Baths

      2,524

      Sq.Ft.

      17 Woodridge Drive

      Chester, NY

      Courtesy of EXP REALTY
      View 55 Beverly Road Chester, NY MLS# 977281
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      Save 55 Beverly Road Chester, NY MLS# 977281
      1 of 49
      $735,000
      4

      Beds

      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
        Save 7 Park Place Chester, NY MLS# 927218
        1 of 48
        $730,000
        4

        Beds

        3.1

        Baths

        2,780

        Sq.Ft.

        7 Park Place

        Chester, NY

        Courtesy of CENTURY 21 FULL SERVICE REALTY
        View 9 Country Woods Drive Chester, NY MLS# 925049
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        1 of 30
        $725,000
        5

        Beds

        2.1

        Baths

        3,124

        Sq.Ft.

        9 Country Woods Drive

        Chester, NY

        Courtesy of HOWARD HANNA RAND 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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          1 of 50
          $725,000
          4

          Beds

          2.2

          Baths

          3,908

          Sq.Ft.

          78 Goshen Road

          Chester, NY

          Courtesy of CRONIN & COMPANY REAL ESTATE
          View 5 Bens Way Chester, NY MLS# 959390
            Save 5 Bens Way Chester, NY MLS# 959390
            1 of 26
            $699,999
            4

            Beds

            2.1

            Baths

            2,544

            Sq.Ft.

            5 Bens Way

            Chester, NY

            Courtesy of KELLER WILLIAMS HUDSON VALLEY
            View 34 Mountainside Drive Chester, NY MLS# 956879
              Save 34 Mountainside Drive Chester, NY MLS# 956879
              1 of 8
              $699,990
              4

              Beds

              3.0

              Baths

              1,867

              Sq.Ft.

              34 Mountainside Drive

              Chester, NY

              Courtesy of OUR HOUSE REAL ESTATE GROUP
              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 34 Booth Road Chester, NY MLS# 961100
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                1 of 42
                $699,000
                4

                Beds

                2.1

                Baths

                2,506

                Sq.Ft.

                34 Booth Road

                Chester, NY

                Courtesy of CENTURY 21 FULL SERVICE REALTY
                View 50 Elkay Drive Chester, NY MLS# 954329
                  Save 50 Elkay Drive Chester, NY MLS# 954329
                  1 of 3
                  $650,000
                  Studio

                  Beds

                  0.0

                  Baths

                  87,120

                  Sq.Ft.

                  50 Elkay Drive

                  Chester, NY

                  Courtesy of POINT REALTY USA
                  View 101 Oxford Road Chester, NY MLS# 943068
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                  1 of 1
                  $639,000
                  3

                  Beds

                  1.1

                  Baths

                  1,816

                  Sq.Ft.

                  101 Oxford Road

                  Chester, NY

                  Courtesy of LOOP REALTY INC
                  View 25 Sugarloaf Mountain Road Chester, NY MLS# 951920
                    Save 25 Sugarloaf Mountain Road Chester, NY MLS# 951920
                    1 of 38
                    $635,000
                    3

                    Beds

                    2.1

                    Baths

                    1,954

                    Sq.Ft.

                    25 Sugarloaf Mountain Road

                    Chester, NY

                    Courtesy of CRONIN & COMPANY REAL ESTATE
                    View 101 Whitetail Run Chester, NY MLS# 983196
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                    Save 101 Whitetail Run Chester, NY MLS# 983196
                    1 of 35
                    $589,000
                    3

                    Beds

                    2.1

                    Baths

                    1,854

                    Sq.Ft.

                    101 Whitetail Run

                    Chester, NY

                    Courtesy of CRONIN & COMPANY REAL ESTATE
                    View 85 Surrey Road Chester, NY MLS# 984933
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                    1 of 35
                    $524,900
                    4

                    Beds

                    2.0

                    Baths

                    2,076

                    Sq.Ft.

                    85 Surrey Road

                    Chester, NY

                    Courtesy of KELLER WILLIAMS REALTY

                    About Chester

                    Listings in Chester, NY

                    69

                    Estimated median home price

                    $699,000
                    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 - 200K3
                    $200K - 300K8
                    $300K - 400K11
                    $400K - 500K7
                    $500K - 600K2
                    $600K - 700K7
                    $700K - 800K11
                    $800K - 900K6
                    $900K - 1M4
                    $1M - Max10

                    Homes for Sale by Type in Chester, NY

                    Property TypeCount
                    Single Family42
                    Townhouse0
                    Condo10
                    Commercial5
                    Rental26
                    Lots and Land12
                    Condo/Town/CoOp0
                    CoOp0
                    Multi Family0
                    Mobile Home0
                    Farms0

                    (Data as of 4/20/2026)

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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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