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 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 552 Pine Hill Road Chester, NY MLS# 958740
Save 552 Pine Hill Road Chester, NY MLS# 958740
1 of 1
$299,000
Studio

Beds

0.0

Baths

248,292

Sq.Ft.

552 Pine Hill Road

Chester, NY

Courtesy of EREALTY ADVISORS, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 151 Main Street Chester, NY MLS# 1031155
Save 151 Main Street Chester, NY MLS# 1031155
1 of 16
$299,000
4

Beds

1.0

Baths

1,504

Sq.Ft.

151 Main Street

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 2124 Whispering Hills Chester, NY MLS# 1042658
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OPEN HOUSE: Saturday 8/29 12:00 PM - 2:00 PM
$299,000
2

Beds

1.0

Baths

1,084

Sq.Ft.

2124 Whispering Hills

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 4008 Whispering Hills Drive Chester, NY MLS# 1027838
Save 4008 Whispering Hills Drive Chester, NY MLS# 1027838
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 1005 Whispering Hills Chester, NY MLS# 1043197
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1 of 28
OPEN HOUSE: Saturday 8/29 12:00 PM - 2:00 PM
$290,000
2

Beds

1.1

Baths

1,053

Sq.Ft.

1005 Whispering Hills

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 815 Craigville Road Chester, NY MLS# 1016060
Save 815 Craigville Road Chester, NY MLS# 1016060
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 2113 Whispering Hills Chester, NY MLS# 950534
Save 2113 Whispering Hills Chester, NY MLS# 950534
1 of 24
$275,000
2

Beds

1.0

Baths

1,084

Sq.Ft.

2113 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY
View 6 Main Street Chester, NY MLS# 1043650
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Save 6 Main Street Chester, NY MLS# 1043650
1 of 5
$25,000
700

Sq.Ft.

6 Main Street

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES

About Chester

Listings in Chester, NY

108

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

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 8
$300K - 400K 18
$400K - 500K 12
$500K - 600K 9
$600K - 700K 11
$700K - 800K 20
$800K - 900K 10
$900K - 1M 6
$1M - Max 13

Homes for Sale by Type in Chester, NY

Property Type Count
Single Family 78
Townhouse 0
Condo 17
Commercial 6
Rental 23
Lots and Land 5
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 8/29/2026)

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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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