Chester New York Homes for Sale

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219 Bull Mill Road Chester, NY MLS# 924125 - Image 1

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

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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

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

69 Cedar Pond Lane Chester, NY MLS# 920071 - Image 5

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

1 of 44

$1,975,000

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

$1,975,000

Beds

7.1

Baths

7,034

Sq.Ft.

69 Cedar Pond Lane

Chester, NY

Courtesy of FOUR SEASONS SOTHEBY'S INT.

THE TIME TO SELL IS NOW!

6 Moffatt Lane Chester, NY MLS# 917044 - Image 1

6 Moffatt Lane Chester, NY MLS# 917044 - Image 2

6 Moffatt Lane Chester, NY MLS# 917044 - Image 3

6 Moffatt Lane Chester, NY MLS# 917044 - Image 4

6 Moffatt Lane Chester, NY MLS# 917044 - Image 5

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1 of 30

$499,000

Beds

3.0

Baths

1,888

Sq.Ft.

6 Moffatt Lane

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES

4309 Whispering Hills Drive Chester, NY MLS# 916156 - Image 2

4309 Whispering Hills Drive Chester, NY MLS# 916156 - Image 3

4309 Whispering Hills Drive Chester, NY MLS# 916156 - Image 4

4309 Whispering Hills Drive Chester, NY MLS# 916156 - Image 5

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4309 Whispering Hills Drive Chester, NY MLS# 916156 - Image 48

Virtual Tour

1 of 48

$375,000

Beds

2.1

Baths

1,355

Sq.Ft.

4309 Whispering Hills Drive

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

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

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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

2 Dawn Court Chester, NY MLS# 905740 - Image 2

2 Dawn Court Chester, NY MLS# 905740 - Image 3

2 Dawn Court Chester, NY MLS# 905740 - Image 4

2 Dawn Court Chester, NY MLS# 905740 - Image 5

2 Dawn Court Chester, NY MLS# 905740 - Image 6

2 Dawn Court Chester, NY MLS# 905740 - Image 7

2 Dawn Court Chester, NY MLS# 905740 - Image 8

2 Dawn Court Chester, NY MLS# 905740 - Image 9

2 Dawn Court Chester, NY MLS# 905740 - Image 10

2 Dawn Court Chester, NY MLS# 905740 - Image 11

2 Dawn Court Chester, NY MLS# 905740 - Image 12

2 Dawn Court Chester, NY MLS# 905740 - Image 13

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2 Dawn Court Chester, NY MLS# 905740 - Image 15

2 Dawn Court Chester, NY MLS# 905740 - Image 16

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2 Dawn Court Chester, NY MLS# 905740 - Image 18

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2 Dawn Court Chester, NY MLS# 905740 - Image 32

2 Dawn Court Chester, NY MLS# 905740 - Image 33

2 Dawn Court Chester, NY MLS# 905740 - Image 34

Virtual Tour

1 of 34

$689,900

Beds

2.1

Baths

3,092

Sq.Ft.

2 Dawn Court

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY

4703 Whispering Hills Drive Chester, NY MLS# 904289 - Image 2

4703 Whispering Hills Drive Chester, NY MLS# 904289 - Image 3

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1 of 28

$369,000

Beds

2.1

Baths

1,331

Sq.Ft.

4703 Whispering Hills Drive

Chester, NY

Courtesy of ARTISAN 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

11 Saddle Hill Road Chester, NY MLS# 899626 - Image 2

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11 Saddle Hill Road Chester, NY MLS# 899626 - Image 46

11 Saddle Hill Road Chester, NY MLS# 899626 - Image 47

11 Saddle Hill Road Chester, NY MLS# 899626 - Image 48

11 Saddle Hill Road Chester, NY MLS# 899626 - Image 49

11 Saddle Hill Road Chester, NY MLS# 899626 - Image 50

Virtual Tour

1 of 50

$845,000

Beds

4.0

Baths

3,489

Sq.Ft.

11 Saddle Hill Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

2317 Whispering Hills Chester, NY MLS# 897839 - Image 2

2317 Whispering Hills Chester, NY MLS# 897839 - Image 3

2317 Whispering Hills Chester, NY MLS# 897839 - Image 4

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2317 Whispering Hills Chester, NY MLS# 897839 - Image 33

2317 Whispering Hills Chester, NY MLS# 897839 - Image 34

Virtual Tour

1 of 34

$299,999

Beds

1.1

Baths

1,072

Sq.Ft.

2317 Whispering Hills

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES

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

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

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

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

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

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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

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 33

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 37

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 39

507 Bull Mill Road Chester, NY MLS# 894259 - Image 40

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 42

507 Bull Mill Road Chester, NY MLS# 894259 - Image 43

507 Bull Mill Road Chester, NY MLS# 894259 - Image 44

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

391 Bull Mill Road Chester, NY MLS# 880804 - Image 6

391 Bull Mill Road Chester, NY MLS# 880804 - Image 7

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391 Bull Mill Road Chester, NY MLS# 880804 - Image 11

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391 Bull Mill Road Chester, NY MLS# 880804 - Image 14

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391 Bull Mill Road Chester, NY MLS# 880804 - Image 16

391 Bull Mill Road Chester, NY MLS# 880804 - Image 17

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391 Bull Mill Road Chester, NY MLS# 880804 - Image 21

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391 Bull Mill Road Chester, NY MLS# 880804 - Image 26

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391 Bull Mill Road Chester, NY MLS# 880804 - Image 30

391 Bull Mill Road Chester, NY MLS# 880804 - Image 31

391 Bull Mill Road Chester, NY MLS# 880804 - Image 32

Virtual Tour

1 of 32

OPEN HOUSE: Sunday 12/7 11:00 AM - 1:00 PM

$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 16

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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

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

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

25 High Street Chester, NY MLS# 883804 - Image 3

25 High Street Chester, NY MLS# 883804 - Image 4

25 High Street Chester, NY MLS# 883804 - Image 5

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25 High Street Chester, NY MLS# 883804 - Image 16

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25 High Street Chester, NY MLS# 883804 - Image 28

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

About Chester

Listings in Chester, NY: 58
Estimated median home price: $682,450

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	3
$300K - 400K	12
$400K - 500K	8
$500K - 600K	4
$600K - 700K	5
$700K - 800K	6
$800K - 900K	3
$900K - 1M	1
$1M - Max	16

Homes for Sale by Type in Chester, NY

Property Type	Count
Single Family	31
Townhouse	0
Condo	6
Commercial	9
Rental	29
Lots and Land	9
Condo/Town/CoOp	0
CoOp	0
Multi Family	3
Mobile Home	0
Farms	0

(Data as of 11/11/2025)

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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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