Chester New York Homes for Sale

28 total properties

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552 Pine Hill Road Chester, NY MLS# 958740 - Image 1

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

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 2

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 3

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 4

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 5

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 6

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 7

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 8

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 9

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 10

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 11

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 12

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 13

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 14

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 15

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 16

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 17

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 18

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 19

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 20

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 21

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 22

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 23

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 24

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 25

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 26

1 of 26

$379,900

Beds

1.0

Baths

1,026

Sq.Ft.

7 Hambletonian Avenue

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES

2 Imperial Park Chester, NY MLS# 964115 - Image 2

2 Imperial Park Chester, NY MLS# 964115 - Image 3

2 Imperial Park Chester, NY MLS# 964115 - Image 4

2 Imperial Park Chester, NY MLS# 964115 - Image 5

2 Imperial Park Chester, NY MLS# 964115 - Image 6

2 Imperial Park Chester, NY MLS# 964115 - Image 7

2 Imperial Park Chester, NY MLS# 964115 - Image 8

2 Imperial Park Chester, NY MLS# 964115 - Image 9

1 of 9

$149,900

Studio

Beds

0.0

Baths

8,875

Sq.Ft.

2 Imperial Park

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES

THE TIME TO SELL IS NOW!

16 Oakland Avenue Chester, NY MLS# 939522 - Image 1

16 Oakland Avenue Chester, NY MLS# 939522 - Image 2

16 Oakland Avenue Chester, NY MLS# 939522 - Image 3

16 Oakland Avenue Chester, NY MLS# 939522 - Image 4

16 Oakland Avenue Chester, NY MLS# 939522 - Image 5

16 Oakland Avenue Chester, NY MLS# 939522 - Image 6

16 Oakland Avenue Chester, NY MLS# 939522 - Image 7

16 Oakland Avenue Chester, NY MLS# 939522 - Image 8

16 Oakland Avenue Chester, NY MLS# 939522 - Image 9

16 Oakland Avenue Chester, NY MLS# 939522 - Image 10

16 Oakland Avenue Chester, NY MLS# 939522 - Image 11

16 Oakland Avenue Chester, NY MLS# 939522 - Image 12

16 Oakland Avenue Chester, NY MLS# 939522 - Image 13

16 Oakland Avenue Chester, NY MLS# 939522 - Image 14

16 Oakland Avenue Chester, NY MLS# 939522 - Image 15

16 Oakland Avenue Chester, NY MLS# 939522 - Image 16

16 Oakland Avenue Chester, NY MLS# 939522 - Image 17

16 Oakland Avenue Chester, NY MLS# 939522 - Image 18

16 Oakland Avenue Chester, NY MLS# 939522 - Image 19

16 Oakland Avenue Chester, NY MLS# 939522 - Image 20

16 Oakland Avenue Chester, NY MLS# 939522 - Image 21

16 Oakland Avenue Chester, NY MLS# 939522 - Image 22

16 Oakland Avenue Chester, NY MLS# 939522 - Image 23

16 Oakland Avenue Chester, NY MLS# 939522 - Image 24

16 Oakland Avenue Chester, NY MLS# 939522 - Image 25

16 Oakland Avenue Chester, NY MLS# 939522 - Image 26

16 Oakland Avenue Chester, NY MLS# 939522 - Image 27

16 Oakland Avenue Chester, NY MLS# 939522 - Image 28

16 Oakland Avenue Chester, NY MLS# 939522 - Image 29

16 Oakland Avenue Chester, NY MLS# 939522 - Image 30

16 Oakland Avenue Chester, NY MLS# 939522 - Image 31

16 Oakland Avenue Chester, NY MLS# 939522 - Image 32

16 Oakland Avenue Chester, NY MLS# 939522 - Image 33

16 Oakland Avenue Chester, NY MLS# 939522 - Image 34

16 Oakland Avenue Chester, NY MLS# 939522 - Image 35

16 Oakland Avenue Chester, NY MLS# 939522 - Image 36

16 Oakland Avenue Chester, NY MLS# 939522 - Image 37

16 Oakland Avenue Chester, NY MLS# 939522 - Image 38

16 Oakland Avenue Chester, NY MLS# 939522 - Image 39

16 Oakland Avenue Chester, NY MLS# 939522 - Image 40

16 Oakland Avenue Chester, NY MLS# 939522 - Image 41

16 Oakland Avenue Chester, NY MLS# 939522 - Image 42

16 Oakland Avenue Chester, NY MLS# 939522 - Image 43

16 Oakland Avenue Chester, NY MLS# 939522 - Image 44

16 Oakland Avenue Chester, NY MLS# 939522 - Image 45

16 Oakland Avenue Chester, NY MLS# 939522 - Image 46

16 Oakland Avenue Chester, NY MLS# 939522 - Image 47

16 Oakland Avenue Chester, NY MLS# 939522 - Image 48

16 Oakland Avenue Chester, NY MLS# 939522 - Image 49

1 of 49

$425,000

Beds

2.1

Baths

2,090

Sq.Ft.

16 Oakland Avenue

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM

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

1401 Whispering Hills Chester, NY MLS# 935471 - Image 10

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

1401 Whispering Hills Chester, NY MLS# 935471 - Image 12

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

1401 Whispering Hills Chester, NY MLS# 935471 - Image 14

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

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

1401 Whispering Hills Chester, NY MLS# 935471 - Image 17

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

1401 Whispering Hills Chester, NY MLS# 935471 - Image 19

1401 Whispering Hills Chester, NY MLS# 935471 - Image 20

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

1401 Whispering Hills Chester, NY MLS# 935471 - Image 22

1401 Whispering Hills Chester, NY MLS# 935471 - Image 23

1401 Whispering Hills Chester, NY MLS# 935471 - Image 24

1401 Whispering Hills Chester, NY MLS# 935471 - Image 25

1401 Whispering Hills Chester, NY MLS# 935471 - Image 26

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

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

1401 Whispering Hills Chester, NY MLS# 935471 - Image 29

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

1 of 1

$350,000

Studio

Beds

0.0

Baths

274,428

Sq.Ft.

220 Oxford Road

Chester, NY

Courtesy of EXIT REALTY VENTURE

Odyssey Drive Chester, NY MLS# 858370 - Image 2

Odyssey Drive Chester, NY MLS# 858370 - Image 3

Odyssey Drive Chester, NY MLS# 858370 - Image 4

1 of 4

$350,000

Studio

Beds

0.0

Baths

222,156

Sq.Ft.

Odyssey Drive

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

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

About Chester

Listings in Chester, NY: 100
Estimated median home price: $699,998

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	1
$200K - 300K	5
$300K - 400K	17
$400K - 500K	11
$500K - 600K	9
$600K - 700K	8
$700K - 800K	17
$800K - 900K	12
$900K - 1M	7
$1M - Max	13

Homes for Sale by Type in Chester, NY

Property Type	Count
Single Family	71
Townhouse	0
Condo	14
Commercial	6
Rental	22
Lots and Land	7
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 8/3/2026)

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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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Chester New York Homes for Sale

About Chester

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Chester New York Homes for Sale

About Chester

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Estimated median home price

Homes for Sale by Price in Chester, NY

Homes for Sale by Type in Chester, NY

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Chester, NY Information

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