Chester New York Homes for Sale

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Address not provided Chester, NY MLS# 962912 - Image 1

1 of 1

$1,000,000

Address not provided

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

53 Odyssey Drive Chester, NY MLS# 881474 - Image 2

53 Odyssey Drive Chester, NY MLS# 881474 - Image 3

53 Odyssey Drive Chester, NY MLS# 881474 - Image 4

53 Odyssey Drive Chester, NY MLS# 881474 - Image 5

53 Odyssey Drive Chester, NY MLS# 881474 - Image 6

53 Odyssey Drive Chester, NY MLS# 881474 - Image 7

53 Odyssey Drive Chester, NY MLS# 881474 - Image 8

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53 Odyssey Drive Chester, NY MLS# 881474 - Image 10

53 Odyssey Drive Chester, NY MLS# 881474 - Image 11

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53 Odyssey Drive Chester, NY MLS# 881474 - Image 13

53 Odyssey Drive Chester, NY MLS# 881474 - Image 14

53 Odyssey Drive Chester, NY MLS# 881474 - Image 15

53 Odyssey Drive Chester, NY MLS# 881474 - Image 16

53 Odyssey Drive Chester, NY MLS# 881474 - Image 17

53 Odyssey Drive Chester, NY MLS# 881474 - Image 18

53 Odyssey Drive Chester, NY MLS# 881474 - Image 19

53 Odyssey Drive Chester, NY MLS# 881474 - Image 20

53 Odyssey Drive Chester, NY MLS# 881474 - Image 21

53 Odyssey Drive Chester, NY MLS# 881474 - Image 22

53 Odyssey Drive Chester, NY MLS# 881474 - Image 23

53 Odyssey Drive Chester, NY MLS# 881474 - Image 24

53 Odyssey Drive Chester, NY MLS# 881474 - Image 25

53 Odyssey Drive Chester, NY MLS# 881474 - Image 26

53 Odyssey Drive Chester, NY MLS# 881474 - Image 27

53 Odyssey Drive Chester, NY MLS# 881474 - Image 28

53 Odyssey Drive Chester, NY MLS# 881474 - Image 29

53 Odyssey Drive Chester, NY MLS# 881474 - Image 30

53 Odyssey Drive Chester, NY MLS# 881474 - Image 31

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53 Odyssey Drive Chester, NY MLS# 881474 - Image 33

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53 Odyssey Drive Chester, NY MLS# 881474 - Image 35

53 Odyssey Drive Chester, NY MLS# 881474 - Image 36

53 Odyssey Drive Chester, NY MLS# 881474 - Image 37

53 Odyssey Drive Chester, NY MLS# 881474 - Image 38

53 Odyssey Drive Chester, NY MLS# 881474 - Image 39

53 Odyssey Drive Chester, NY MLS# 881474 - Image 40

53 Odyssey Drive Chester, NY MLS# 881474 - Image 41

53 Odyssey Drive Chester, NY MLS# 881474 - Image 42

53 Odyssey Drive Chester, NY MLS# 881474 - Image 43

53 Odyssey Drive Chester, NY MLS# 881474 - Image 44

53 Odyssey Drive Chester, NY MLS# 881474 - Image 45

53 Odyssey Drive Chester, NY MLS# 881474 - Image 46

53 Odyssey Drive Chester, NY MLS# 881474 - Image 47

53 Odyssey Drive Chester, NY MLS# 881474 - Image 48

Virtual Tour

1 of 48

$1,100,000

Beds

3.1

Baths

4,467

Sq.Ft.

53 Odyssey Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 2

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 3

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 4

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 5

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53 Gibson Hill Road Chester, NY MLS# 986225 - Image 7

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53 Gibson Hill Road Chester, NY MLS# 986225 - Image 13

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53 Gibson Hill Road Chester, NY MLS# 986225 - Image 15

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53 Gibson Hill Road Chester, NY MLS# 986225 - Image 41

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 42

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53 Gibson Hill Road Chester, NY MLS# 986225 - Image 45

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 46

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 47

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 48

Recently Listed

1 of 48

$1,100,000

Beds

4.0

Baths

5,312

Sq.Ft.

53 Gibson Hill Road

Chester, NY

Courtesy of EXP REALTY

THE TIME TO SELL IS NOW!

16 Lori Lane Chester, NY MLS# 982679 - Image 1

16 Lori Lane Chester, NY MLS# 982679 - Image 2

16 Lori Lane Chester, NY MLS# 982679 - Image 3

16 Lori Lane Chester, NY MLS# 982679 - Image 4

16 Lori Lane Chester, NY MLS# 982679 - Image 5

16 Lori Lane Chester, NY MLS# 982679 - Image 6

16 Lori Lane Chester, NY MLS# 982679 - Image 7

16 Lori Lane Chester, NY MLS# 982679 - Image 8

16 Lori Lane Chester, NY MLS# 982679 - Image 9

16 Lori Lane Chester, NY MLS# 982679 - Image 10

16 Lori Lane Chester, NY MLS# 982679 - Image 11

16 Lori Lane Chester, NY MLS# 982679 - Image 12

16 Lori Lane Chester, NY MLS# 982679 - Image 13

16 Lori Lane Chester, NY MLS# 982679 - Image 14

16 Lori Lane Chester, NY MLS# 982679 - Image 15

16 Lori Lane Chester, NY MLS# 982679 - Image 16

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16 Lori Lane Chester, NY MLS# 982679 - Image 18

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16 Lori Lane Chester, NY MLS# 982679 - Image 20

16 Lori Lane Chester, NY MLS# 982679 - Image 21

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16 Lori Lane Chester, NY MLS# 982679 - Image 23

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16 Lori Lane Chester, NY MLS# 982679 - Image 30

16 Lori Lane Chester, NY MLS# 982679 - Image 31

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16 Lori Lane Chester, NY MLS# 982679 - Image 33

16 Lori Lane Chester, NY MLS# 982679 - Image 34

16 Lori Lane Chester, NY MLS# 982679 - Image 35

16 Lori Lane Chester, NY MLS# 982679 - Image 36

16 Lori Lane Chester, NY MLS# 982679 - Image 37

16 Lori Lane Chester, NY MLS# 982679 - Image 38

16 Lori Lane Chester, NY MLS# 982679 - Image 39

16 Lori Lane Chester, NY MLS# 982679 - Image 40

16 Lori Lane Chester, NY MLS# 982679 - Image 41

Virtual Tour

1 of 41

$1,159,900

Beds

3.2

Baths

4,624

Sq.Ft.

16 Lori Lane

Chester, NY

Courtesy of EXP REALTY

19 High Street Chester, NY MLS# 992878 - Image 2

19 High Street Chester, NY MLS# 992878 - Image 3

19 High Street Chester, NY MLS# 992878 - Image 4

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19 High Street Chester, NY MLS# 992878 - Image 48

19 High Street Chester, NY MLS# 992878 - Image 49

19 High Street Chester, NY MLS# 992878 - Image 50

Recently Listed with Virtual Tour

1 of 50

$1,195,000

Beds

8.0

Baths

4,965

Sq.Ft.

19 High Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

207 Greycourt Road Chester, NY MLS# 885483 - Image 2

207 Greycourt Road Chester, NY MLS# 885483 - Image 3

207 Greycourt Road Chester, NY MLS# 885483 - Image 4

207 Greycourt Road Chester, NY MLS# 885483 - Image 5

207 Greycourt Road Chester, NY MLS# 885483 - Image 6

207 Greycourt Road Chester, NY MLS# 885483 - Image 7

207 Greycourt Road Chester, NY MLS# 885483 - Image 8

207 Greycourt Road Chester, NY MLS# 885483 - Image 9

1 of 9

$1,200,000

8,800

Sq.Ft.

207 Greycourt Road

Chester, NY

Courtesy of EXP REALTY

2948 State Route 94 Chester, NY MLS# 940751 - Image 2

2948 State Route 94 Chester, NY MLS# 940751 - Image 3

2948 State Route 94 Chester, NY MLS# 940751 - Image 4

2948 State Route 94 Chester, NY MLS# 940751 - Image 5

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2948 State Route 94 Chester, NY MLS# 940751 - Image 7

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2948 State Route 94 Chester, NY MLS# 940751 - Image 45

1 of 45

$1,300,000

Beds

2.1

Baths

3,866

Sq.Ft.

2948 State Route 94

Chester, NY

Courtesy of TUXEDO HUDSON REALTY CORP

145 Kings Highway Bypass Chester, NY MLS# 982708 - Image 2

145 Kings Highway Bypass Chester, NY MLS# 982708 - Image 3

145 Kings Highway Bypass Chester, NY MLS# 982708 - Image 4

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145 Kings Highway Bypass Chester, NY MLS# 982708 - Image 45

145 Kings Highway Bypass Chester, NY MLS# 982708 - Image 46

145 Kings Highway Bypass Chester, NY MLS# 982708 - Image 47

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145 Kings Highway Bypass Chester, NY MLS# 982708 - Image 50

Recently Listed with Virtual Tour

1 of 50

OPEN HOUSE: Saturday 5/9 11:00 AM - 1:00 PM

$1,450,000

Beds

4.0

Baths

4,508

Sq.Ft.

145 Kings Highway Bypass

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

20 Goshen Road Chester, NY MLS# 961236 - Image 2

20 Goshen Road Chester, NY MLS# 961236 - Image 3

20 Goshen Road Chester, NY MLS# 961236 - Image 4

20 Goshen Road Chester, NY MLS# 961236 - Image 5

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20 Goshen Road Chester, NY MLS# 961236 - Image 49

20 Goshen Road Chester, NY MLS# 961236 - Image 50

1 of 50

$1,725,000

Beds

2.1

Baths

3,348

Sq.Ft.

20 Goshen Road

Chester, NY

Courtesy of EXP REALTY

42 Brookside Avenue Chester, NY MLS# H6204289 - Image 2

42 Brookside Avenue Chester, NY MLS# H6204289 - Image 3

42 Brookside Avenue Chester, NY MLS# H6204289 - Image 4

42 Brookside Avenue Chester, NY MLS# H6204289 - Image 5

1 of 5

$1,750,000

4,020

Sq.Ft.

42 Brookside Avenue

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

19 Greentree Lane Chester, NY MLS# 988789 - Image 2

19 Greentree Lane Chester, NY MLS# 988789 - Image 3

19 Greentree Lane Chester, NY MLS# 988789 - Image 4

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Recently Listed

1 of 50

$3,400,000

Beds

4.0

Baths

7,750

Sq.Ft.

19 Greentree Lane

Chester, NY

Courtesy of SERHANT LLC

25 Oakland Avenue Chester, NY MLS# 949886 - Image 2

25 Oakland Avenue Chester, NY MLS# 949886 - Image 3

25 Oakland Avenue Chester, NY MLS# 949886 - Image 4

25 Oakland Avenue Chester, NY MLS# 949886 - Image 5

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25 Oakland Avenue Chester, NY MLS# 949886 - Image 11

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25 Oakland Avenue Chester, NY MLS# 949886 - Image 13

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25 Oakland Avenue Chester, NY MLS# 949886 - Image 15

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25 Oakland Avenue Chester, NY MLS# 949886 - Image 17

1 of 17

$28,000,000

270,000

Sq.Ft.

25 Oakland Avenue

Chester, NY

Courtesy of EREALTY ADVISORS, INC

About Chester

Listings in Chester, NY: 73
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	0
$100K - 200K	3
$200K - 300K	5
$300K - 400K	14
$400K - 500K	7
$500K - 600K	3
$600K - 700K	7
$700K - 800K	11
$800K - 900K	8
$900K - 1M	4
$1M - Max	11

Homes for Sale by Type in Chester, NY

Property Type	Count
Single Family	44
Townhouse	0
Condo	11
Commercial	5
Rental	25
Lots and Land	12
Condo/Town/CoOp	0
CoOp	0
Multi Family	1
Mobile Home	0
Farms	0

(Data as of 5/2/2026)

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Chester, NY Information

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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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