View 107 Pine Hill Road Chester, NY MLS# 1003546
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OPEN HOUSE: Sunday 5/31 1:00 PM - 3:00 PM
$549,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

107 Pine Hill Road

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 270 Bull Mill Road Chester, NY MLS# 1000373
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$779,000
4

Beds

3.1

Baths

2,948

Sq.Ft.

270 Bull Mill Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 102 Beverly Road Chester, NY MLS# 1005710
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$1,090,000
4

Beds

3.1

Baths

3,854

Sq.Ft.

102 Beverly Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 94 Booth Road Chester, NY MLS# 898870
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OPEN HOUSE: Saturday 5/30 2:30 PM - 4:30 PM
$590,000
3

Beds

2.1

Baths

2,083

Sq.Ft.

94 Booth Road

Chester, NY

Courtesy of COMPASS GREATER NY, LLC
View 45 Whitetail Run Chester, NY MLS# 999741
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OPEN HOUSE: Sunday 5/31 11:00 AM - 1:00 PM
$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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1 of 38
$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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$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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$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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$999,000
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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$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
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$799,000
5

Beds

5.1

Baths

5,403

Sq.Ft.

4 Debbie Court

Chester, NY

Courtesy of FLAG REALTY GROUP
View 2 Garnett Hill Road Chester, NY MLS# 999261
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$999,999
5

Beds

2.1

Baths

4,772

Sq.Ft.

2 Garnett Hill Road

Chester, NY

Courtesy of PLATINUM REALTY ASSOCIATES
View 63 Hubshop Road Chester, NY MLS# 997559
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$529,000
4

Beds

2.1

Baths

2,060

Sq.Ft.

63 Hubshop Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 58 Nancy Lane Chester, NY MLS# 995624
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    OPEN HOUSE: Sunday 5/31 12:00 PM - 2:00 PM
    $799,999
    3

    Beds

    2.1

    Baths

    2,718

    Sq.Ft.

    58 Nancy Lane

    Chester, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 208 Glenmere Road Chester, NY MLS# 996648
      Save 208 Glenmere Road Chester, NY MLS# 996648
      1 of 30
      $550,000
      5

      Beds

      2.1

      Baths

      1,815

      Sq.Ft.

      208 Glenmere Road

      Chester, NY

      Courtesy of MK REALTY INC
      View 151 Laroe Road Chester, NY MLS# 995916
        Save 151 Laroe Road Chester, NY MLS# 995916
        1 of 43
        $450,000
        3

        Beds

        1.1

        Baths

        1,177

        Sq.Ft.

        151 Laroe Road

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY
        View 19 High Street Chester, NY MLS# 995148
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        $1,195,000
        9

        Beds

        6.1

        Baths

        4,965

        Sq.Ft.

        19 High Street

        Chester, NY

        Courtesy of KELLER WILLIAMS REALTY

        About Chester

        Listings in Chester, NY

        89

        Estimated median home price

        $635,000
        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 - 600K6
        $600K - 700K7
        $700K - 800K11
        $800K - 900K10
        $900K - 1M6
        $1M - Max12

        Homes for Sale by Type in Chester, NY

        Property TypeCount
        Single Family58
        Townhouse0
        Condo13
        Commercial5
        Rental23
        Lots and Land13
        Condo/Town/CoOp0
        CoOp0
        Multi Family0
        Mobile Home0
        Farms0

        (Data as of 5/30/2026)

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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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