Chester New York Homes for Sale

14 total properties

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2 Virginia Lane Chester, NY MLS# H6215339 - Image 1

2 Virginia Lane Chester, NY MLS# H6215339 - Image 2

2 Virginia Lane Chester, NY MLS# H6215339 - Image 3

2 Virginia Lane Chester, NY MLS# H6215339 - Image 4

1 of 4

$350,000

Studio

Beds

0.0

Baths

235,224

Sq.Ft.

2 Virginia Lane

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

1 of 1

$350,000

Studio

Beds

0.0

Baths

274,428

Sq.Ft.

220 Oxford Road

Chester, NY

Courtesy of EXIT REALTY VENTURE

2604 Whispering Hills Chester, NY MLS# 1025165 - Image 2

2604 Whispering Hills Chester, NY MLS# 1025165 - Image 3

2604 Whispering Hills Chester, NY MLS# 1025165 - Image 4

2604 Whispering Hills Chester, NY MLS# 1025165 - Image 5

2604 Whispering Hills Chester, NY MLS# 1025165 - Image 6

2604 Whispering Hills Chester, NY MLS# 1025165 - Image 7

2604 Whispering Hills Chester, NY MLS# 1025165 - Image 8

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2604 Whispering Hills Chester, NY MLS# 1025165 - Image 11

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2604 Whispering Hills Chester, NY MLS# 1025165 - Image 16

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2604 Whispering Hills Chester, NY MLS# 1025165 - Image 33

2604 Whispering Hills Chester, NY MLS# 1025165 - Image 34

2604 Whispering Hills Chester, NY MLS# 1025165 - Image 35

1 of 35

$350,000

Beds

2.1

Baths

1,086

Sq.Ft.

2604 Whispering Hills

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES

THE TIME TO SELL IS NOW!

3414 Whispering Hills Chester, NY MLS# 974398 - Image 1

3414 Whispering Hills Chester, NY MLS# 974398 - Image 2

3414 Whispering Hills Chester, NY MLS# 974398 - Image 3

3414 Whispering Hills Chester, NY MLS# 974398 - Image 4

3414 Whispering Hills Chester, NY MLS# 974398 - Image 5

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3414 Whispering Hills Chester, NY MLS# 974398 - Image 7

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3414 Whispering Hills Chester, NY MLS# 974398 - Image 13

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3414 Whispering Hills Chester, NY MLS# 974398 - Image 34

Virtual Tour

1 of 34

$349,999

Beds

2.0

Baths

1,316

Sq.Ft.

3414 Whispering Hills

Chester, NY

Courtesy of KW HUDSON VALLEY UNITED

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 2

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 3

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 4

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 5

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 6

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 7

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 8

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 9

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 10

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 11

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 12

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 13

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 14

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 15

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 16

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 17

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 18

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 19

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 20

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 21

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 22

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 23

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 24

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166 Bull Mill Road Chester, NY MLS# 1030923 - Image 26

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 27

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166 Bull Mill Road Chester, NY MLS# 1030923 - Image 34

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 35

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 36

166 Bull Mill Road Chester, NY MLS# 1030923 - Image 37

Recently Listed

1 of 37

$340,000

Beds

1.0

Baths

1,004

Sq.Ft.

166 Bull Mill Road

Chester, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY

1311 Whispering Hills Chester, NY MLS# 983111 - Image 2

1311 Whispering Hills Chester, NY MLS# 983111 - Image 3

1311 Whispering Hills Chester, NY MLS# 983111 - Image 4

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1311 Whispering Hills Chester, NY MLS# 983111 - Image 7

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1311 Whispering Hills Chester, NY MLS# 983111 - Image 30

1311 Whispering Hills Chester, NY MLS# 983111 - Image 31

1311 Whispering Hills Chester, NY MLS# 983111 - Image 32

1 of 32

$329,900

Beds

2.0

Baths

1,316

Sq.Ft.

1311 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

4118 Whispering Hills Drive Chester, NY MLS# 1018748 - Image 2

4118 Whispering Hills Drive Chester, NY MLS# 1018748 - Image 3

4118 Whispering Hills Drive Chester, NY MLS# 1018748 - Image 4

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4118 Whispering Hills Drive Chester, NY MLS# 1018748 - Image 22

1 of 22

$329,000

Beds

1.1

Baths

1,294

Sq.Ft.

4118 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

151 Main Street Chester, NY MLS# 1031155 - Image 2

151 Main Street Chester, NY MLS# 1031155 - Image 3

151 Main Street Chester, NY MLS# 1031155 - Image 4

151 Main Street Chester, NY MLS# 1031155 - Image 5

151 Main Street Chester, NY MLS# 1031155 - Image 6

151 Main Street Chester, NY MLS# 1031155 - Image 7

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151 Main Street Chester, NY MLS# 1031155 - Image 10

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151 Main Street Chester, NY MLS# 1031155 - Image 14

151 Main Street Chester, NY MLS# 1031155 - Image 15

151 Main Street Chester, NY MLS# 1031155 - Image 16

1 of 16

$325,000

Beds

1.0

Baths

1,504

Sq.Ft.

151 Main Street

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH

2820 Whispering Hills Chester, NY MLS# 986005 - Image 2

2820 Whispering Hills Chester, NY MLS# 986005 - Image 3

2820 Whispering Hills Chester, NY MLS# 986005 - Image 4

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2820 Whispering Hills Chester, NY MLS# 986005 - Image 32

1 of 32

$319,900

Beds

1.1

Baths

1,072

Sq.Ft.

2820 Whispering Hills

Chester, NY

Courtesy of R2M REALTY INC.

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

2113 Whispering Hills Chester, NY MLS# 950534 - Image 2

2113 Whispering Hills Chester, NY MLS# 950534 - Image 3

2113 Whispering Hills Chester, NY MLS# 950534 - Image 4

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2113 Whispering Hills Chester, NY MLS# 950534 - Image 24

1 of 24

$295,000

Beds

1.0

Baths

1,084

Sq.Ft.

2113 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

2119 Whispering Hills Chester, NY MLS# 1019548 - Image 2

2119 Whispering Hills Chester, NY MLS# 1019548 - Image 3

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2119 Whispering Hills Chester, NY MLS# 1019548 - Image 32

1 of 32

$295,000

Beds

1.1

Baths

1,086

Sq.Ft.

2119 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 2

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 3

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 4

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4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 33

1 of 33

$290,000

Beds

1.1

Baths

1,072

Sq.Ft.

4008 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

815 Craigville Road Chester, NY MLS# 1016060 - Image 2

815 Craigville Road Chester, NY MLS# 1016060 - Image 3

815 Craigville Road Chester, NY MLS# 1016060 - Image 4

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815 Craigville Road Chester, NY MLS# 1016060 - Image 50

1 of 50

$280,000

Beds

1.0

Baths

2,016

Sq.Ft.

815 Craigville Road

Chester, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY

About Chester

Listings in Chester, NY: 108
Estimated median home price: $699,450

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	0
$100K - 200K	0
$200K - 300K	5
$300K - 400K	18
$400K - 500K	14
$500K - 600K	9
$600K - 700K	12
$700K - 800K	20
$800K - 900K	12
$900K - 1M	6
$1M - Max	12

Homes for Sale by Type in Chester, NY

Property Type	Count
Single Family	81
Townhouse	0
Condo	15
Commercial	5
Rental	22
Lots and Land	5
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 8/22/2026)

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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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Chester New York Homes for Sale

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