Chester New York Homes for Sale

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2 Imperial Park Chester, NY MLS# 964115 - Image 1

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

Oxford Road Chester, NY MLS# 946546 - Image 2

1 of 2

$199,000

Studio

Beds

0.0

Baths

313,632

Sq.Ft.

Oxford Road

Chester, NY

Courtesy of BLOOMING REALTY

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

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

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

2113 Whispering Hills Chester, NY MLS# 950534 - Image 5

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2113 Whispering Hills Chester, NY MLS# 950534 - Image 7

2113 Whispering Hills Chester, NY MLS# 950534 - Image 8

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2113 Whispering Hills Chester, NY MLS# 950534 - Image 11

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2113 Whispering Hills Chester, NY MLS# 950534 - Image 13

2113 Whispering Hills Chester, NY MLS# 950534 - Image 14

2113 Whispering Hills Chester, NY MLS# 950534 - Image 15

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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

$275,000

Beds

1.0

Baths

1,084

Sq.Ft.

2113 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS 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

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 12

2820 Whispering Hills Chester, NY MLS# 986005 - Image 13

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2820 Whispering Hills Chester, NY MLS# 986005 - Image 15

2820 Whispering Hills Chester, NY MLS# 986005 - Image 16

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2820 Whispering Hills Chester, NY MLS# 986005 - Image 18

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2820 Whispering Hills Chester, NY MLS# 986005 - Image 21

2820 Whispering Hills Chester, NY MLS# 986005 - Image 22

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2820 Whispering Hills Chester, NY MLS# 986005 - Image 31

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.

2323 Whispering Hills Chester, NY MLS# 979690 - Image 2

2323 Whispering Hills Chester, NY MLS# 979690 - Image 3

2323 Whispering Hills Chester, NY MLS# 979690 - Image 4

2323 Whispering Hills Chester, NY MLS# 979690 - Image 5

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2323 Whispering Hills Chester, NY MLS# 979690 - Image 13

2323 Whispering Hills Chester, NY MLS# 979690 - Image 14

2323 Whispering Hills Chester, NY MLS# 979690 - Image 15

2323 Whispering Hills Chester, NY MLS# 979690 - Image 16

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2323 Whispering Hills Chester, NY MLS# 979690 - Image 31

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2323 Whispering Hills Chester, NY MLS# 979690 - Image 35

2323 Whispering Hills Chester, NY MLS# 979690 - Image 36

2323 Whispering Hills Chester, NY MLS# 979690 - Image 37

2323 Whispering Hills Chester, NY MLS# 979690 - Image 38

1 of 38

$327,000

Beds

2.0

Baths

1,316

Sq.Ft.

2323 Whispering Hills

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE 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

1311 Whispering Hills Chester, NY MLS# 983111 - Image 5

1311 Whispering Hills Chester, NY MLS# 983111 - Image 6

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

1311 Whispering Hills Chester, NY MLS# 983111 - Image 8

1311 Whispering Hills Chester, NY MLS# 983111 - Image 9

1311 Whispering Hills Chester, NY MLS# 983111 - Image 10

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1311 Whispering Hills Chester, NY MLS# 983111 - Image 12

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1311 Whispering Hills Chester, NY MLS# 983111 - Image 15

1311 Whispering Hills Chester, NY MLS# 983111 - Image 16

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1311 Whispering Hills Chester, NY MLS# 983111 - Image 21

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1311 Whispering Hills Chester, NY MLS# 983111 - Image 28

1311 Whispering Hills Chester, NY MLS# 983111 - Image 29

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

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 2

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 3

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 4

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 5

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 6

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 7

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 8

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 9

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 10

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 11

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 12

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 13

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 14

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 15

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 16

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 17

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 18

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 19

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 20

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 21

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 22

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 23

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 24

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 25

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 26

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 27

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 28

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 29

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 30

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 31

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 32

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 33

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 34

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 35

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 36

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 37

58 Oxford Springs Road Chester, NY MLS# 982136 - Image 38

Virtual Tour

1 of 38

$349,900

Beds

1.0

Baths

783

Sq.Ft.

58 Oxford Springs Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

8 Camelback Road Chester, NY MLS# 912372 - Image 2

8 Camelback Road Chester, NY MLS# 912372 - Image 3

8 Camelback Road Chester, NY MLS# 912372 - Image 4

8 Camelback Road Chester, NY MLS# 912372 - Image 5

8 Camelback Road Chester, NY MLS# 912372 - Image 6

8 Camelback Road Chester, NY MLS# 912372 - Image 7

8 Camelback Road Chester, NY MLS# 912372 - Image 8

8 Camelback Road Chester, NY MLS# 912372 - Image 9

8 Camelback Road Chester, NY MLS# 912372 - Image 10

8 Camelback Road Chester, NY MLS# 912372 - Image 11

1 of 11

$349,999

Studio

Beds

0.0

Baths

213,444

Sq.Ft.

8 Camelback Road

Chester, NY

Courtesy of EXP 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

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

1 of 1

$350,000

Studio

Beds

0.0

Baths

274,428

Sq.Ft.

220 Oxford Road

Chester, NY

Courtesy of EXIT REALTY VENTURE

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

2703 Whispering Hills Chester, NY MLS# 1016415 - Image 3

2703 Whispering Hills Chester, NY MLS# 1016415 - Image 4

2703 Whispering Hills Chester, NY MLS# 1016415 - Image 5

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2703 Whispering Hills Chester, NY MLS# 1016415 - Image 10

2703 Whispering Hills Chester, NY MLS# 1016415 - Image 11

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2703 Whispering Hills Chester, NY MLS# 1016415 - Image 13

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2703 Whispering Hills Chester, NY MLS# 1016415 - Image 15

2703 Whispering Hills Chester, NY MLS# 1016415 - Image 16

2703 Whispering Hills Chester, NY MLS# 1016415 - Image 17

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2703 Whispering Hills Chester, NY MLS# 1016415 - Image 38

2703 Whispering Hills Chester, NY MLS# 1016415 - Image 39

Recently Listed

1 of 39

OPEN HOUSE: Saturday 6/27 11:00 AM - 1:00 PM

$365,000

Beds

2.1

Baths

1,331

Sq.Ft.

2703 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

3910 Whispering Hills Chester, NY MLS# 946789 - Image 2

3910 Whispering Hills Chester, NY MLS# 946789 - Image 3

3910 Whispering Hills Chester, NY MLS# 946789 - Image 4

3910 Whispering Hills Chester, NY MLS# 946789 - Image 5

3910 Whispering Hills Chester, NY MLS# 946789 - Image 6

3910 Whispering Hills Chester, NY MLS# 946789 - Image 7

3910 Whispering Hills Chester, NY MLS# 946789 - Image 8

3910 Whispering Hills Chester, NY MLS# 946789 - Image 9

3910 Whispering Hills Chester, NY MLS# 946789 - Image 10

3910 Whispering Hills Chester, NY MLS# 946789 - Image 11

Virtual Tour

1 of 11

$369,900

Beds

2.1

Baths

1,331

Sq.Ft.

3910 Whispering Hills

Chester, NY

Courtesy of EXP REALTY

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

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

3815 Whispering Hills Drive Chester, NY MLS# 1000359 - Image 4

3815 Whispering Hills Drive Chester, NY MLS# 1000359 - Image 5

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3815 Whispering Hills Drive Chester, NY MLS# 1000359 - Image 50

1 of 50

OPEN HOUSE: Sunday 6/28 12:00 PM - 2:00 PM

$370,000

Beds

2.1

Baths

1,331

Sq.Ft.

3815 Whispering Hills Drive

Chester, NY

Courtesy of MK REALTY INC

4116 Whispering Hills Chester, NY MLS# 975277 - Image 2

4116 Whispering Hills Chester, NY MLS# 975277 - Image 3

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1 of 25

$375,000

Beds

2.1

Baths

1,355

Sq.Ft.

4116 Whispering Hills

Chester, NY

Courtesy of WILLIAM RAVEIS-NEW YORK, LLC

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 2

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 3

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 4

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 5

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 6

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 7

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 8

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 9

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 10

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 11

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 12

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 13

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492 Black Meadow Road Chester, NY MLS# 1002697 - Image 15

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 16

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 17

492 Black Meadow Road Chester, NY MLS# 1002697 - Image 18

1 of 18

$399,000

Studio

Beds

0.0

Baths

2,003,760

Sq.Ft.

492 Black Meadow Road

Chester, NY

Courtesy of EXP REALTY

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

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

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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

$399,900

Beds

1.0

Baths

1,026

Sq.Ft.

7 Hambletonian Avenue

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES

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

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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

About Chester

Listings in Chester, NY: 88
Estimated median home price: $697,500

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	2
$200K - 300K	3
$300K - 400K	14
$400K - 500K	14
$500K - 600K	7
$600K - 700K	4
$700K - 800K	10
$800K - 900K	12
$900K - 1M	8
$1M - Max	14

Homes for Sale by Type in Chester, NY

Property Type	Count
Single Family	62
Townhouse	0
Condo	10
Commercial	6
Rental	28
Lots and Land	9
Condo/Town/CoOp	0
CoOp	0
Multi Family	1
Mobile Home	0
Farms	0

(Data as of 6/26/2026)

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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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