View 3706 Whispering Hills Chester, NY MLS# 1039289
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$339,900
2

Beds

1.1

Baths

1,086

Sq.Ft.

3706 Whispering Hills

Chester, NY

Courtesy of EXP REALTY
View 2107 Whispering Hills Chester, NY MLS# 1050213
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$299,000
2

Beds

1.1

Baths

1,086

Sq.Ft.

2107 Whispering Hills

Chester, NY

Courtesy of WANSOR REALTY
View 18 Schueler Road Chester, NY MLS# 1046033
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$339,900
2

Beds

1.0

Baths

960

Sq.Ft.

18 Schueler Road

Chester, NY

Courtesy of Weichert Realtors - Monroe
The time to sell is now! THE TIME TO SELL IS NOW!
View 3211 Whispering Hills Chester, NY MLS# 1046996
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$370,000
3

Beds

2.0

Baths

1,316

Sq.Ft.

3211 Whispering Hills

Chester, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 3409 Whispering Hills Chester, NY MLS# 1032618
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1 of 24
$360,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

3409 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 4704 Whispering Hills Chester, NY MLS# 1038636
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1 of 19
$370,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

4704 Whispering Hills

Chester, NY

Courtesy of SAHAGIAN REALTY LLC
View 2124 Whispering Hills Chester, NY MLS# 1042658
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$289,000
2

Beds

1.0

Baths

1,084

Sq.Ft.

2124 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 2921 Whispering Hills Chester, NY MLS# 1043986
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1 of 42
$364,900
3

Beds

2.1

Baths

1,331

Sq.Ft.

2921 Whispering Hills

Chester, NY

Courtesy of ARC REALTY 1 IN SALES
View 1005 Whispering Hills Chester, NY MLS# 1043197
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$290,000
2

Beds

1.1

Baths

1,053

Sq.Ft.

1005 Whispering Hills

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 2522 Whispering Hills Chester, NY MLS# 1027103
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1 of 35
$355,000
3

Beds

2.1

Baths

1,331

Sq.Ft.

2522 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 151 Main Street Chester, NY MLS# 1031155
Save 151 Main Street Chester, NY MLS# 1031155
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$299,000
4

Beds

1.0

Baths

1,504

Sq.Ft.

151 Main Street

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 2007 Whispering Hills Chester, NY MLS# 1030827
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1 of 44
$279,999
2

Beds

1.1

Baths

1,086

Sq.Ft.

2007 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 4008 Whispering Hills Drive Chester, NY MLS# 1027838
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1 of 33
$290,000
2

Beds

1.1

Baths

1,072

Sq.Ft.

4008 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 3414 Whispering Hills Chester, NY MLS# 974398
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$349,999
3

Beds

2.0

Baths

1,316

Sq.Ft.

3414 Whispering Hills

Chester, NY

Courtesy of KW HUDSON VALLEY UNITED
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 2119 Whispering Hills Chester, NY MLS# 1019548
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1 of 32
$295,000
2

Beds

1.1

Baths

1,086

Sq.Ft.

2119 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY
View 815 Craigville Road Chester, NY MLS# 1016060
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1 of 50
$280,000
3

Beds

1.0

Baths

2,016

Sq.Ft.

815 Craigville Road

Chester, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
View 2820 Whispering Hills Chester, NY MLS# 986005
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1 of 32
$319,900
2

Beds

1.1

Baths

1,072

Sq.Ft.

2820 Whispering Hills

Chester, NY

Courtesy of R2M REALTY INC
View 1311 Whispering Hills Chester, NY MLS# 983111
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1 of 32
$329,900
3

Beds

2.0

Baths

1,316

Sq.Ft.

1311 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 552 Pine Hill Road Chester, NY MLS# 958740
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1 of 1
$299,000
0.0

Baths

248,292

Sq.Ft.

552 Pine Hill Road

Chester, NY

Courtesy of EREALTY ADVISORS, INC

About Chester

Listings in Chester, NY

103

Estimated median home price

$675,000
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

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 11
$300K - 400K 17
$400K - 500K 12
$500K - 600K 7
$600K - 700K 11
$700K - 800K 17
$800K - 900K 10
$900K - 1M 6
$1M - Max 11

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 69
Townhouse 0
Condo 20
Commercial 7
Rental 24
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 10/9/2026)

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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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