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 34 Booth Road Chester, NY MLS# 961100
    • Virtual Tour
    Save 34 Booth Road Chester, NY MLS# 961100
    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 558 Pine Hill Road Chester, NY MLS# 958731
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      OPEN HOUSE: Sunday 5/24 12:30 PM - 1:30 PM
      $699,000
      4

      Beds

      2.1

      Baths

      3,120

      Sq.Ft.

      558 Pine Hill Road

      Chester, NY

      Courtesy of EREALTY ADVISORS, INC
      The time to sell is now! THE TIME TO SELL IS NOW!
      View 17 Woodridge Drive Chester, NY MLS# 972648
        Save 17 Woodridge Drive Chester, NY MLS# 972648
        1 of 50
        $695,000
        4

        Beds

        2.1

        Baths

        2,524

        Sq.Ft.

        17 Woodridge Drive

        Chester, NY

        Courtesy of EXP REALTY
        View 4 Greycourt Road Chester, NY MLS# 992700
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        Save 4 Greycourt Road Chester, NY MLS# 992700
        1 of 12
        $640,000
        3

        Beds

        1.1

        Baths

        2,136

        Sq.Ft.

        4 Greycourt Road

        Chester, NY

        Courtesy of MK 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 50 Elkay Drive Chester, NY MLS# 954329
            Save 50 Elkay Drive Chester, NY MLS# 954329
            1 of 3
            $625,000
            Studio

            Beds

            0.0

            Baths

            87,120

            Sq.Ft.

            50 Elkay Drive

            Chester, NY

            Courtesy of POINT REALTY USA
            View 94 Booth Road Chester, NY MLS# 898870
              Save 94 Booth Road Chester, NY MLS# 898870
              1 of 21
              $590,000
              3

              Beds

              2.1

              Baths

              2,083

              Sq.Ft.

              94 Booth Road

              Chester, NY

              Courtesy of COMPASS GREATER NY, LLC
              View 101 Whitetail Run Chester, NY MLS# 983196
                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 208 Glenmere Road Chester, NY MLS# 996648
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                1 of 30
                $550,000
                5

                Beds

                2.1

                Baths

                1,815

                Sq.Ft.

                208 Glenmere Road

                Chester, NY

                Courtesy of MK REALTY INC

                About Chester

                Listings in Chester, NY

                86

                Estimated median home price

                $630,000
                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 - 300K5
                $300K - 400K18
                $400K - 500K11
                $500K - 600K5
                $600K - 700K7
                $700K - 800K11
                $800K - 900K10
                $900K - 1M5
                $1M - Max11

                Homes for Sale by Type in Chester, NY

                Property TypeCount
                Single Family55
                Townhouse0
                Condo13
                Commercial5
                Rental25
                Lots and Land13
                Condo/Town/CoOp0
                CoOp0
                Multi Family0
                Mobile Home0
                Farms0

                (Data as of 5/23/2026)

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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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