Chester New York Homes for Sale

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1401 Whispering Hills Chester, NY MLS# 935471 - Image 1

1401 Whispering Hills Chester, NY MLS# 935471 - Image 2

1401 Whispering Hills Chester, NY MLS# 935471 - Image 3

1401 Whispering Hills Chester, NY MLS# 935471 - Image 4

1401 Whispering Hills Chester, NY MLS# 935471 - Image 5

1401 Whispering Hills Chester, NY MLS# 935471 - Image 6

1401 Whispering Hills Chester, NY MLS# 935471 - Image 7

1401 Whispering Hills Chester, NY MLS# 935471 - Image 8

1401 Whispering Hills Chester, NY MLS# 935471 - Image 9

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1401 Whispering Hills Chester, NY MLS# 935471 - Image 11

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1401 Whispering Hills Chester, NY MLS# 935471 - Image 13

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1401 Whispering Hills Chester, NY MLS# 935471 - Image 15

1401 Whispering Hills Chester, NY MLS# 935471 - Image 16

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1401 Whispering Hills Chester, NY MLS# 935471 - Image 18

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1401 Whispering Hills Chester, NY MLS# 935471 - Image 21

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1401 Whispering Hills Chester, NY MLS# 935471 - Image 27

1401 Whispering Hills Chester, NY MLS# 935471 - Image 28

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1401 Whispering Hills Chester, NY MLS# 935471 - Image 30

1401 Whispering Hills Chester, NY MLS# 935471 - Image 31

1401 Whispering Hills Chester, NY MLS# 935471 - Image 32

1401 Whispering Hills Chester, NY MLS# 935471 - Image 33

1 of 33

$260,000

Beds

1.0

Baths

1,084

Sq.Ft.

1401 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 2

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 3

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 4

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 5

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 6

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 7

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 8

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 9

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 10

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 11

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 12

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 13

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 14

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 15

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 16

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 17

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 18

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 19

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 20

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 21

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 22

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2007 Whispering Hills Chester, NY MLS# 1030827 - Image 24

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 25

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 26

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 27

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 28

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2007 Whispering Hills Chester, NY MLS# 1030827 - Image 31

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 32

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 33

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2007 Whispering Hills Chester, NY MLS# 1030827 - Image 35

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2007 Whispering Hills Chester, NY MLS# 1030827 - Image 37

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 38

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 39

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 40

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 41

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 42

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 43

2007 Whispering Hills Chester, NY MLS# 1030827 - Image 44

Recently Listed

1 of 44

$279,999

Beds

1.1

Baths

1,086

Sq.Ft.

2007 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS 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

815 Craigville Road Chester, NY MLS# 1016060 - Image 5

815 Craigville Road Chester, NY MLS# 1016060 - Image 6

815 Craigville Road Chester, NY MLS# 1016060 - Image 7

815 Craigville Road Chester, NY MLS# 1016060 - Image 8

815 Craigville Road Chester, NY MLS# 1016060 - Image 9

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815 Craigville Road Chester, NY MLS# 1016060 - Image 11

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815 Craigville Road Chester, NY MLS# 1016060 - Image 13

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815 Craigville Road Chester, NY MLS# 1016060 - Image 15

815 Craigville Road Chester, NY MLS# 1016060 - Image 16

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815 Craigville Road Chester, NY MLS# 1016060 - Image 21

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815 Craigville Road Chester, NY MLS# 1016060 - Image 23

815 Craigville Road Chester, NY MLS# 1016060 - Image 24

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815 Craigville Road Chester, NY MLS# 1016060 - Image 47

815 Craigville Road Chester, NY MLS# 1016060 - Image 48

815 Craigville Road Chester, NY MLS# 1016060 - Image 49

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

THE TIME TO SELL IS NOW!

2113 Whispering Hills Chester, NY MLS# 950534 - Image 1

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

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

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2113 Whispering Hills Chester, NY MLS# 950534 - Image 21

2113 Whispering Hills Chester, NY MLS# 950534 - Image 22

2113 Whispering Hills Chester, NY MLS# 950534 - Image 23

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

2119 Whispering Hills Chester, NY MLS# 1019548 - Image 4

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2119 Whispering Hills Chester, NY MLS# 1019548 - Image 27

2119 Whispering Hills Chester, NY MLS# 1019548 - Image 28

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2119 Whispering Hills Chester, NY MLS# 1019548 - Image 30

2119 Whispering Hills Chester, NY MLS# 1019548 - Image 31

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

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

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

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 5

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 6

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 7

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 8

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 9

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4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 11

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 12

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 13

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 14

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 15

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 16

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4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 19

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 20

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 21

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4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 30

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 31

4008 Whispering Hills Drive Chester, NY MLS# 1027838 - Image 32

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

Recently Listed

1 of 33

$315,000

Beds

1.1

Baths

1,072

Sq.Ft.

4008 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

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

2820 Whispering Hills Chester, NY MLS# 986005 - Image 5

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2820 Whispering Hills Chester, NY MLS# 986005 - Image 7

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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.

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

151 Main Street Chester, NY MLS# 1031155 - Image 8

151 Main Street Chester, NY MLS# 1031155 - Image 9

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

151 Main Street Chester, NY MLS# 1031155 - Image 11

151 Main Street Chester, NY MLS# 1031155 - Image 12

151 Main Street Chester, NY MLS# 1031155 - Image 13

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

Recently Listed

1 of 16

$325,000

Beds

1.0

Baths

1,504

Sq.Ft.

151 Main Street

Chester, NY

Courtesy of HUDSON VALLEY GRIFFITH

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

4118 Whispering Hills Drive Chester, NY MLS# 1018748 - Image 5

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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

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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1 of 32

$329,900

Beds

2.0

Baths

1,316

Sq.Ft.

1311 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

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

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

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

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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

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

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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

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

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1 of 35

$350,000

Beds

2.1

Baths

1,086

Sq.Ft.

2604 Whispering Hills

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES

2703 Whispering Hills Chester, NY MLS# 1016415 - Image 2

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1 of 39

$365,000

Beds

2.1

Baths

1,331

Sq.Ft.

2703 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

2522 Whispering Hills Chester, NY MLS# 1027103 - Image 2

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Recently Listed

1 of 35

OPEN HOUSE: Sunday 8/9 11:00 AM - 1:00 PM

$369,000

Beds

2.1

Baths

1,331

Sq.Ft.

2522 Whispering Hills

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

3815 Whispering Hills Drive Chester, NY MLS# 1000359 - Image 2

3815 Whispering Hills Drive Chester, NY MLS# 1000359 - Image 3

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1 of 50

$370,000

Beds

2.1

Baths

1,331

Sq.Ft.

3815 Whispering Hills Drive

Chester, NY

Courtesy of MK REALTY INC

1310 Whispering Hills Chester, NY MLS# 1034956 - Image 2

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Recently Listed

1 of 36

OPEN HOUSE: Sunday 8/9 12:00 PM - 2:00 PM

$375,000

Beds

2.1

Baths

1,331

Sq.Ft.

1310 Whispering Hills

Chester, NY

Courtesy of HUDSON PREMIUM REALTY

About Chester

Listings in Chester, NY: 101
Estimated median home price: $699,995

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	6
$300K - 400K	18
$400K - 500K	11
$500K - 600K	9
$600K - 700K	8
$700K - 800K	19
$800K - 900K	11
$900K - 1M	7
$1M - Max	12

Homes for Sale by Type in Chester, NY

Property Type	Count
Single Family	71
Townhouse	0
Condo	16
Commercial	6
Rental	23
Lots and Land	6
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 8/7/2026)

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10918

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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