View 1 Oakland Avenue Chester, NY MLS# 1006113
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OPEN HOUSE: Saturday 6/13 12:00 PM - 2:00 PM
$1,000,000
4

Beds

2.1

Baths

3,955

Sq.Ft.

1 Oakland Avenue

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 49 Stone Mountain Trail Chester, NY MLS# 1011165
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$875,000
4

Beds

2.1

Baths

3,656

Sq.Ft.

49 Stone Mountain Trail

Chester, NY

Courtesy of EREALTY ADVISORS, INC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 26 Bridle Lane Chester, NY MLS# 1011224
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$720,000
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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OPEN HOUSE: Sunday 6/14 11:00 AM - 1:00 PM
$715,000
4

Beds

2.1

Baths

2,784

Sq.Ft.

335 Laroe Road

Chester, NY

Courtesy of COLDWELL BANKER CHOICE PROP.
View 19 Bull Mine Road Chester, NY MLS# 1007687
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$949,000
4

Beds

2.1

Baths

3,332

Sq.Ft.

19 Bull Mine Road

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 3318 State Route 94 Chester, NY MLS# 1008703
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$549,900
3

Beds

2.0

Baths

2,138

Sq.Ft.

3318 State Route 94

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 107 Pine Hill Road Chester, NY MLS# 1003546
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$549,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

107 Pine Hill Road

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 86 Long Vista Lane Chester, NY MLS# 1003760
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$985,000
5

Beds

3.1

Baths

3,764

Sq.Ft.

86 Long Vista Lane

Chester, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 94 Booth Road Chester, NY MLS# 898870
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    OPEN HOUSE: Sunday 6/14 1:00 PM - 3:00 PM
    $550,000
    3

    Beds

    2.1

    Baths

    2,083

    Sq.Ft.

    94 Booth Road

    Chester, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 24 Walnut Street Chester, NY MLS# 1004369
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    $579,999
    4

    Beds

    2.1

    Baths

    2,698

    Sq.Ft.

    24 Walnut Street

    Chester, NY

    Courtesy of KELLER WILLIAMS VILLAGE SQ RLT
    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 1 N Hudson Street Chester, NY MLS# 1001003
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      $499,900
      3

      Beds

      2.0

      Baths

      1,778

      Sq.Ft.

      1 N Hudson Street

      Chester, NY

      Courtesy of KELLER WILLIAMS HUDSON VALLEY
      View 11 Oxford Depot Chester, NY MLS# 1002651
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        $425,000
        3

        Beds

        2.0

        Baths

        1,748

        Sq.Ft.

        11 Oxford Depot

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 492 Black Meadow Road Chester, NY MLS# 1002697
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          1 of 18
          $399,000
          Studio

          Beds

          0.0

          Baths

          2,003,760

          Sq.Ft.

          492 Black Meadow Road

          Chester, NY

          Courtesy of EXP REALTY
          View 60 Whitetail Run Chester, NY MLS# 1002536
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            1 of 7
            $900,000
            4

            Beds

            2.1

            Baths

            2,588

            Sq.Ft.

            60 Whitetail Run

            Chester, NY

            Courtesy of REALTY BLUE CORP
            View 2722 Whispering Hills Chester, NY MLS# 994269
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            $424,999
            3

            Beds

            2.1

            Baths

            1,331

            Sq.Ft.

            2722 Whispering Hills

            Chester, NY

            Courtesy of ARTISAN REALTY
            View 220 Oxford Road Chester, NY MLS# 000137
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              1 of 3
              $899,000
              3

              Beds

              3.1

              Baths

              3,535

              Sq.Ft.

              220 Oxford Road

              Chester, NY

              Courtesy of BLOOMING REALTY
              View 3815 Whispering Hills Drive Chester, NY MLS# 1000359
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                1 of 50
                $370,000
                3

                Beds

                2.1

                Baths

                1,331

                Sq.Ft.

                3815 Whispering Hills Drive

                Chester, NY

                Courtesy of MK REALTY INC
                View 4 Debbie Court Chester, NY MLS# 995223
                  Save 4 Debbie Court Chester, NY MLS# 995223
                  1 of 49
                  OPEN HOUSE: Sunday 6/14 1:15 PM - 2:00 PM
                  $785,000
                  5

                  Beds

                  5.1

                  Baths

                  5,403

                  Sq.Ft.

                  4 Debbie Court

                  Chester, NY

                  Courtesy of FLAG REALTY GROUP

                  About Chester

                  Listings in Chester, NY

                  94

                  Estimated median home price

                  $687,495
                  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 - 400K14
                  $400K - 500K13
                  $500K - 600K7
                  $600K - 700K6
                  $700K - 800K11
                  $800K - 900K12
                  $900K - 1M7
                  $1M - Max16

                  Homes for Sale by Type in Chester, NY

                  Property TypeCount
                  Single Family64
                  Townhouse0
                  Condo10
                  Commercial6
                  Rental28
                  Lots and Land13
                  Condo/Town/CoOp0
                  CoOp0
                  Multi Family1
                  Mobile Home0
                  Farms0

                  (Data as of 6/13/2026)

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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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