Chester New York Homes for Sale

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84 Pine Hill Road Chester, NY MLS# 926175 - Image 1

84 Pine Hill Road Chester, NY MLS# 926175 - Image 2

84 Pine Hill Road Chester, NY MLS# 926175 - Image 3

84 Pine Hill Road Chester, NY MLS# 926175 - Image 4

84 Pine Hill Road Chester, NY MLS# 926175 - Image 5

84 Pine Hill Road Chester, NY MLS# 926175 - Image 6

84 Pine Hill Road Chester, NY MLS# 926175 - Image 7

84 Pine Hill Road Chester, NY MLS# 926175 - Image 8

84 Pine Hill Road Chester, NY MLS# 926175 - Image 9

84 Pine Hill Road Chester, NY MLS# 926175 - Image 10

84 Pine Hill Road Chester, NY MLS# 926175 - Image 11

84 Pine Hill Road Chester, NY MLS# 926175 - Image 12

84 Pine Hill Road Chester, NY MLS# 926175 - Image 13

84 Pine Hill Road Chester, NY MLS# 926175 - Image 14

84 Pine Hill Road Chester, NY MLS# 926175 - Image 15

84 Pine Hill Road Chester, NY MLS# 926175 - Image 16

84 Pine Hill Road Chester, NY MLS# 926175 - Image 17

84 Pine Hill Road Chester, NY MLS# 926175 - Image 18

1 of 18

$425,000

Beds

1.0

Baths

1,266

Sq.Ft.

84 Pine Hill Road

Chester, NY

Courtesy of EREALTY ADVISORS, INC

9 Country Woods Drive Chester, NY MLS# 925049 - Image 2

9 Country Woods Drive Chester, NY MLS# 925049 - Image 3

9 Country Woods Drive Chester, NY MLS# 925049 - Image 4

9 Country Woods Drive Chester, NY MLS# 925049 - Image 5

9 Country Woods Drive Chester, NY MLS# 925049 - Image 6

9 Country Woods Drive Chester, NY MLS# 925049 - Image 7

9 Country Woods Drive Chester, NY MLS# 925049 - Image 8

9 Country Woods Drive Chester, NY MLS# 925049 - Image 9

9 Country Woods Drive Chester, NY MLS# 925049 - Image 10

9 Country Woods Drive Chester, NY MLS# 925049 - Image 11

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9 Country Woods Drive Chester, NY MLS# 925049 - Image 13

9 Country Woods Drive Chester, NY MLS# 925049 - Image 14

9 Country Woods Drive Chester, NY MLS# 925049 - Image 15

9 Country Woods Drive Chester, NY MLS# 925049 - Image 16

9 Country Woods Drive Chester, NY MLS# 925049 - Image 17

9 Country Woods Drive Chester, NY MLS# 925049 - Image 18

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9 Country Woods Drive Chester, NY MLS# 925049 - Image 20

9 Country Woods Drive Chester, NY MLS# 925049 - Image 21

9 Country Woods Drive Chester, NY MLS# 925049 - Image 22

9 Country Woods Drive Chester, NY MLS# 925049 - Image 23

9 Country Woods Drive Chester, NY MLS# 925049 - Image 24

9 Country Woods Drive Chester, NY MLS# 925049 - Image 25

9 Country Woods Drive Chester, NY MLS# 925049 - Image 26

9 Country Woods Drive Chester, NY MLS# 925049 - Image 27

9 Country Woods Drive Chester, NY MLS# 925049 - Image 28

9 Country Woods Drive Chester, NY MLS# 925049 - Image 29

9 Country Woods Drive Chester, NY MLS# 925049 - Image 30

Virtual Tour

1 of 30

$725,000

Beds

2.1

Baths

3,124

Sq.Ft.

9 Country Woods Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

219 Bull Mill Road Chester, NY MLS# 924125 - Image 2

219 Bull Mill Road Chester, NY MLS# 924125 - Image 3

219 Bull Mill Road Chester, NY MLS# 924125 - Image 4

219 Bull Mill Road Chester, NY MLS# 924125 - Image 5

219 Bull Mill Road Chester, NY MLS# 924125 - Image 6

219 Bull Mill Road Chester, NY MLS# 924125 - Image 7

219 Bull Mill Road Chester, NY MLS# 924125 - Image 8

219 Bull Mill Road Chester, NY MLS# 924125 - Image 9

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219 Bull Mill Road Chester, NY MLS# 924125 - Image 13

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219 Bull Mill Road Chester, NY MLS# 924125 - Image 15

219 Bull Mill Road Chester, NY MLS# 924125 - Image 16

219 Bull Mill Road Chester, NY MLS# 924125 - Image 17

219 Bull Mill Road Chester, NY MLS# 924125 - Image 18

219 Bull Mill Road Chester, NY MLS# 924125 - Image 19

219 Bull Mill Road Chester, NY MLS# 924125 - Image 20

219 Bull Mill Road Chester, NY MLS# 924125 - Image 21

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219 Bull Mill Road Chester, NY MLS# 924125 - Image 23

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219 Bull Mill Road Chester, NY MLS# 924125 - Image 25

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219 Bull Mill Road Chester, NY MLS# 924125 - Image 27

219 Bull Mill Road Chester, NY MLS# 924125 - Image 28

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219 Bull Mill Road Chester, NY MLS# 924125 - Image 41

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219 Bull Mill Road Chester, NY MLS# 924125 - Image 43

219 Bull Mill Road Chester, NY MLS# 924125 - Image 44

219 Bull Mill Road Chester, NY MLS# 924125 - Image 45

219 Bull Mill Road Chester, NY MLS# 924125 - Image 46

219 Bull Mill Road Chester, NY MLS# 924125 - Image 47

1 of 47

$525,000

Beds

2.0

Baths

1,928

Sq.Ft.

219 Bull Mill Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

THE TIME TO SELL IS NOW!

69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 1

69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 2

69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 3

69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 4

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69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 37

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69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 40

69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 41

69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 42

69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 43

69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 44

1 of 44

$1,875,000

Beds

7.1

Baths

7,034

Sq.Ft.

69 Cedar Pond Lane

Chester, NY

Courtesy of FOUR SEASONS SOTHEBYS INTL

69 Cedar Pond Lane Chester, NY MLS# 20254768 - Image 2

69 Cedar Pond Lane Chester, NY MLS# 20254768 - Image 3

69 Cedar Pond Lane Chester, NY MLS# 20254768 - Image 4

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69 Cedar Pond Lane Chester, NY MLS# 20254768 - Image 93

1 of 93

$1,875,000

Beds

7.1

Baths

7,034

Sq.Ft.

69 Cedar Pond Lane

Chester, NY

Courtesy of FOUR SEASONS SOTHEBY'S INT.

70 Main Street Chester, NY MLS# 914556 - Image 1

70 Main Street Chester, NY MLS# 914556 - Image 2

70 Main Street Chester, NY MLS# 914556 - Image 3

70 Main Street Chester, NY MLS# 914556 - Image 4

70 Main Street Chester, NY MLS# 914556 - Image 5

70 Main Street Chester, NY MLS# 914556 - Image 6

70 Main Street Chester, NY MLS# 914556 - Image 7

70 Main Street Chester, NY MLS# 914556 - Image 8

70 Main Street Chester, NY MLS# 914556 - Image 9

70 Main Street Chester, NY MLS# 914556 - Image 10

70 Main Street Chester, NY MLS# 914556 - Image 11

70 Main Street Chester, NY MLS# 914556 - Image 12

70 Main Street Chester, NY MLS# 914556 - Image 13

70 Main Street Chester, NY MLS# 914556 - Image 14

70 Main Street Chester, NY MLS# 914556 - Image 15

70 Main Street Chester, NY MLS# 914556 - Image 16

70 Main Street Chester, NY MLS# 914556 - Image 17

70 Main Street Chester, NY MLS# 914556 - Image 18

70 Main Street Chester, NY MLS# 914556 - Image 19

70 Main Street Chester, NY MLS# 914556 - Image 20

70 Main Street Chester, NY MLS# 914556 - Image 21

70 Main Street Chester, NY MLS# 914556 - Image 22

70 Main Street Chester, NY MLS# 914556 - Image 23

1 of 23

$475,000

Beds

2.1

Baths

1,357

Sq.Ft.

70 Main Street

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY

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

1 of 1

$350,000

Studio

Beds

0.0

Baths

274,428

Sq.Ft.

220 Oxford Road

Chester, NY

Courtesy of EXIT REALTY VENTURE

32 Mountainside Drive Chester, NY MLS# 901144 - Image 2

32 Mountainside Drive Chester, NY MLS# 901144 - Image 3

32 Mountainside Drive Chester, NY MLS# 901144 - Image 4

32 Mountainside Drive Chester, NY MLS# 901144 - Image 5

32 Mountainside Drive Chester, NY MLS# 901144 - Image 6

32 Mountainside Drive Chester, NY MLS# 901144 - Image 7

32 Mountainside Drive Chester, NY MLS# 901144 - Image 8

1 of 8

$849,900

Beds

2.1

Baths

2,603

Sq.Ft.

32 Mountainside Drive

Chester, NY

Courtesy of OUR HOUSE REAL ESTATE GROUP

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 2

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 3

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 4

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 5

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 6

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 7

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 8

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 9

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 10

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 11

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 12

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 13

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 14

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 15

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 16

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 17

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 18

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 19

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 20

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 21

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 22

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 23

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 24

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 25

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 26

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 27

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 28

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47 Greycourt Avenue Chester, NY MLS# 901280 - Image 31

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47 Greycourt Avenue Chester, NY MLS# 901280 - Image 39

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 40

47 Greycourt Avenue Chester, NY MLS# 901280 - Image 41

1 of 41

$425,000

Beds

1.1

Baths

1,386

Sq.Ft.

47 Greycourt Avenue

Chester, NY

Courtesy of CURASI REALTY, INC.

507 Bull Mill Road Chester, NY MLS# 894259 - Image 2

507 Bull Mill Road Chester, NY MLS# 894259 - Image 3

507 Bull Mill Road Chester, NY MLS# 894259 - Image 4

507 Bull Mill Road Chester, NY MLS# 894259 - Image 5

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 7

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 11

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 14

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 45

Virtual Tour

1 of 45

$674,999

Beds

2.1

Baths

3,115

Sq.Ft.

507 Bull Mill Road

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY

34 Mountainside Drive Chester, NY MLS# 895079 - Image 2

34 Mountainside Drive Chester, NY MLS# 895079 - Image 3

34 Mountainside Drive Chester, NY MLS# 895079 - Image 4

34 Mountainside Drive Chester, NY MLS# 895079 - Image 5

34 Mountainside Drive Chester, NY MLS# 895079 - Image 6

34 Mountainside Drive Chester, NY MLS# 895079 - Image 7

34 Mountainside Drive Chester, NY MLS# 895079 - Image 8

1 of 8

$699,990

Beds

3.0

Baths

1,867

Sq.Ft.

34 Mountainside Drive

Chester, NY

Courtesy of OUR HOUSE REAL ESTATE GROUP

391 Bull Mill Road Chester, NY MLS# 880804 - Image 2

391 Bull Mill Road Chester, NY MLS# 880804 - Image 3

391 Bull Mill Road Chester, NY MLS# 880804 - Image 4

391 Bull Mill Road Chester, NY MLS# 880804 - Image 5

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Virtual Tour

1 of 32

$509,999

Beds

2.0

Baths

1,800

Sq.Ft.

391 Bull Mill Road

Chester, NY

Courtesy of CENTURY 21 REALTY CENTER

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

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

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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

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

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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

25 High Street Chester, NY MLS# 883804 - Image 2

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1 of 28

$515,000

Beds

2.1

Baths

2,898

Sq.Ft.

25 High Street

Chester, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE

20 Goshen Road Chester, NY MLS# 875731 - Image 2

20 Goshen Road Chester, NY MLS# 875731 - Image 3

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1 of 50

$1,775,000

Beds

2.1

Baths

3,348

Sq.Ft.

20 Goshen Road

Chester, NY

Courtesy of EXP REALTY

37-39 Main Street Chester, NY MLS# 873541 - Image 2

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1 of 28

$1,498,888

Beds

4.0

Baths

7,308

Sq.Ft.

37-39 Main Street

Chester, NY

Courtesy of EXP 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

206 Greycourt Road 190 Chester, NY MLS# 859813 - Image 2

206 Greycourt Road 190 Chester, NY MLS# 859813 - Image 3

206 Greycourt Road 190 Chester, NY MLS# 859813 - Image 4

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1 of 48

$1,500,000

3,000

Sq.Ft.

206 Greycourt Road 190

Chester, NY

Courtesy of EXP REALTY

About Chester

Listings in Chester, NY: 64
Estimated median home price: $512,500

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	1
$100K - 200K	2
$200K - 300K	7
$300K - 400K	13
$400K - 500K	8
$500K - 600K	4
$600K - 700K	8
$700K - 800K	4
$800K - 900K	3
$900K - 1M	1
$1M - Max	13

Homes for Sale by Type in Chester, NY

Property Type	Count
Single Family	34
Townhouse	0
Condo	12
Commercial	7
Rental	26
Lots and Land	9
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 1/16/2026)

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10918

Information deemed reliable but not guaranteed.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

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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