Chester New York Homes for Sale

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16 Oxford Springs Road Chester, NY MLS# 935115 - Image 1

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 2

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 3

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 4

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 5

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 6

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 7

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 8

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 9

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 10

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 11

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 12

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 13

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 14

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 15

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 16

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 17

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 18

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 19

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 20

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 21

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 22

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 23

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 24

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 25

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 26

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 27

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 28

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 29

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 30

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 31

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 32

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 33

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 34

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 35

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 36

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 37

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 38

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 39

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 40

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 41

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 42

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 43

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 44

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 45

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 46

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 47

16 Oxford Springs Road Chester, NY MLS# 935115 - Image 48

Virtual Tour

1 of 48

$750,000

Beds

3.0

Baths

2,870

Sq.Ft.

16 Oxford Springs Road

Chester, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP

3 Grand View Terrace Chester, NY MLS# 925401 - Image 2

3 Grand View Terrace Chester, NY MLS# 925401 - Image 3

3 Grand View Terrace Chester, NY MLS# 925401 - Image 4

3 Grand View Terrace Chester, NY MLS# 925401 - Image 5

3 Grand View Terrace Chester, NY MLS# 925401 - Image 6

3 Grand View Terrace Chester, NY MLS# 925401 - Image 7

3 Grand View Terrace Chester, NY MLS# 925401 - Image 8

3 Grand View Terrace Chester, NY MLS# 925401 - Image 9

3 Grand View Terrace Chester, NY MLS# 925401 - Image 10

3 Grand View Terrace Chester, NY MLS# 925401 - Image 11

3 Grand View Terrace Chester, NY MLS# 925401 - Image 12

3 Grand View Terrace Chester, NY MLS# 925401 - Image 13

3 Grand View Terrace Chester, NY MLS# 925401 - Image 14

3 Grand View Terrace Chester, NY MLS# 925401 - Image 15

3 Grand View Terrace Chester, NY MLS# 925401 - Image 16

3 Grand View Terrace Chester, NY MLS# 925401 - Image 17

3 Grand View Terrace Chester, NY MLS# 925401 - Image 18

3 Grand View Terrace Chester, NY MLS# 925401 - Image 19

3 Grand View Terrace Chester, NY MLS# 925401 - Image 20

3 Grand View Terrace Chester, NY MLS# 925401 - Image 21

3 Grand View Terrace Chester, NY MLS# 925401 - Image 22

3 Grand View Terrace Chester, NY MLS# 925401 - Image 23

3 Grand View Terrace Chester, NY MLS# 925401 - Image 24

3 Grand View Terrace Chester, NY MLS# 925401 - Image 25

3 Grand View Terrace Chester, NY MLS# 925401 - Image 26

3 Grand View Terrace Chester, NY MLS# 925401 - Image 27

3 Grand View Terrace Chester, NY MLS# 925401 - Image 28

3 Grand View Terrace Chester, NY MLS# 925401 - Image 29

3 Grand View Terrace Chester, NY MLS# 925401 - Image 30

3 Grand View Terrace Chester, NY MLS# 925401 - Image 31

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3 Grand View Terrace Chester, NY MLS# 925401 - Image 33

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3 Grand View Terrace Chester, NY MLS# 925401 - Image 35

3 Grand View Terrace Chester, NY MLS# 925401 - Image 36

3 Grand View Terrace Chester, NY MLS# 925401 - Image 37

1 of 37

$749,000

Beds

3.0

Baths

3,066

Sq.Ft.

3 Grand View Terrace

Chester, NY

Courtesy of EREALTY ADVISORS, INC

7 Park Place Chester, NY MLS# 927218 - Image 2

7 Park Place Chester, NY MLS# 927218 - Image 3

7 Park Place Chester, NY MLS# 927218 - Image 4

7 Park Place Chester, NY MLS# 927218 - Image 5

7 Park Place Chester, NY MLS# 927218 - Image 6

7 Park Place Chester, NY MLS# 927218 - Image 7

7 Park Place Chester, NY MLS# 927218 - Image 8

7 Park Place Chester, NY MLS# 927218 - Image 9

7 Park Place Chester, NY MLS# 927218 - Image 10

7 Park Place Chester, NY MLS# 927218 - Image 11

7 Park Place Chester, NY MLS# 927218 - Image 12

7 Park Place Chester, NY MLS# 927218 - Image 13

7 Park Place Chester, NY MLS# 927218 - Image 14

7 Park Place Chester, NY MLS# 927218 - Image 15

7 Park Place Chester, NY MLS# 927218 - Image 16

7 Park Place Chester, NY MLS# 927218 - Image 17

7 Park Place Chester, NY MLS# 927218 - Image 18

7 Park Place Chester, NY MLS# 927218 - Image 19

7 Park Place Chester, NY MLS# 927218 - Image 20

7 Park Place Chester, NY MLS# 927218 - Image 21

7 Park Place Chester, NY MLS# 927218 - Image 22

7 Park Place Chester, NY MLS# 927218 - Image 23

7 Park Place Chester, NY MLS# 927218 - Image 24

7 Park Place Chester, NY MLS# 927218 - Image 25

7 Park Place Chester, NY MLS# 927218 - Image 26

7 Park Place Chester, NY MLS# 927218 - Image 27

7 Park Place Chester, NY MLS# 927218 - Image 28

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7 Park Place Chester, NY MLS# 927218 - Image 30

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7 Park Place Chester, NY MLS# 927218 - Image 33

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7 Park Place Chester, NY MLS# 927218 - Image 35

7 Park Place Chester, NY MLS# 927218 - Image 36

7 Park Place Chester, NY MLS# 927218 - Image 37

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7 Park Place Chester, NY MLS# 927218 - Image 39

7 Park Place Chester, NY MLS# 927218 - Image 40

7 Park Place Chester, NY MLS# 927218 - Image 41

7 Park Place Chester, NY MLS# 927218 - Image 42

7 Park Place Chester, NY MLS# 927218 - Image 43

7 Park Place Chester, NY MLS# 927218 - Image 44

7 Park Place Chester, NY MLS# 927218 - Image 45

7 Park Place Chester, NY MLS# 927218 - Image 46

7 Park Place Chester, NY MLS# 927218 - Image 47

7 Park Place Chester, NY MLS# 927218 - Image 48

1 of 48

$740,000

Beds

3.1

Baths

2,780

Sq.Ft.

7 Park Place

Chester, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY

THE TIME TO SELL IS NOW!

9 Country Woods Drive Chester, NY MLS# 925049 - Image 1

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

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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

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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

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

220 Oxford Road Chester, NY MLS# 927454 - Image 2

220 Oxford Road Chester, NY MLS# 927454 - Image 3

220 Oxford Road Chester, NY MLS# 927454 - Image 4

220 Oxford Road Chester, NY MLS# 927454 - Image 5

220 Oxford Road Chester, NY MLS# 927454 - Image 6

220 Oxford Road Chester, NY MLS# 927454 - Image 7

220 Oxford Road Chester, NY MLS# 927454 - Image 8

220 Oxford Road Chester, NY MLS# 927454 - Image 9

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220 Oxford Road Chester, NY MLS# 927454 - Image 13

220 Oxford Road Chester, NY MLS# 927454 - Image 14

220 Oxford Road Chester, NY MLS# 927454 - Image 15

220 Oxford Road Chester, NY MLS# 927454 - Image 16

220 Oxford Road Chester, NY MLS# 927454 - Image 17

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220 Oxford Road Chester, NY MLS# 927454 - Image 19

220 Oxford Road Chester, NY MLS# 927454 - Image 20

220 Oxford Road Chester, NY MLS# 927454 - Image 21

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220 Oxford Road Chester, NY MLS# 927454 - Image 23

220 Oxford Road Chester, NY MLS# 927454 - Image 24

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220 Oxford Road Chester, NY MLS# 927454 - Image 26

220 Oxford Road Chester, NY MLS# 927454 - Image 27

220 Oxford Road Chester, NY MLS# 927454 - Image 28

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220 Oxford Road Chester, NY MLS# 927454 - Image 31

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220 Oxford Road Chester, NY MLS# 927454 - Image 37

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220 Oxford Road Chester, NY MLS# 927454 - Image 40

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220 Oxford Road Chester, NY MLS# 927454 - Image 42

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220 Oxford Road Chester, NY MLS# 927454 - Image 45

220 Oxford Road Chester, NY MLS# 927454 - Image 46

220 Oxford Road Chester, NY MLS# 927454 - Image 47

220 Oxford Road Chester, NY MLS# 927454 - Image 48

220 Oxford Road Chester, NY MLS# 927454 - Image 49

220 Oxford Road Chester, NY MLS# 927454 - Image 50

1 of 50

$699,000

Beds

3.1

Baths

3,472

Sq.Ft.

220 Oxford Road

Chester, NY

Courtesy of EXIT REALTY VENTURE

360 Prospect Road Chester, NY MLS# 944607 - Image 2

360 Prospect Road Chester, NY MLS# 944607 - Image 3

360 Prospect Road Chester, NY MLS# 944607 - Image 4

360 Prospect Road Chester, NY MLS# 944607 - Image 5

360 Prospect Road Chester, NY MLS# 944607 - Image 6

360 Prospect Road Chester, NY MLS# 944607 - Image 7

360 Prospect Road Chester, NY MLS# 944607 - Image 8

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360 Prospect Road Chester, NY MLS# 944607 - Image 10

360 Prospect Road Chester, NY MLS# 944607 - Image 11

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360 Prospect Road Chester, NY MLS# 944607 - Image 15

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360 Prospect Road Chester, NY MLS# 944607 - Image 48

360 Prospect Road Chester, NY MLS# 944607 - Image 49

360 Prospect Road Chester, NY MLS# 944607 - Image 50

1 of 50

$699,000

Beds

3.0

Baths

3,000

Sq.Ft.

360 Prospect Road

Chester, NY

Courtesy of EREALTY ADVISORS, INC

50 Elkay Drive Chester, NY MLS# 954329 - Image 2

50 Elkay Drive Chester, NY MLS# 954329 - Image 3

Recently Listed

1 of 3

$699,000

Studio

Beds

0.0

Baths

87,120

Sq.Ft.

50 Elkay Drive

Chester, NY

Courtesy of POINT REALTY USA

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

507 Bull Mill Road Chester, NY MLS# 894259 - Image 6

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

507 Bull Mill Road Chester, NY MLS# 894259 - Image 8

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 10

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

507 Bull Mill Road Chester, NY MLS# 894259 - Image 12

507 Bull Mill Road Chester, NY MLS# 894259 - Image 13

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

507 Bull Mill Road Chester, NY MLS# 894259 - Image 15

507 Bull Mill Road Chester, NY MLS# 894259 - Image 16

507 Bull Mill Road Chester, NY MLS# 894259 - Image 17

507 Bull Mill Road Chester, NY MLS# 894259 - Image 18

507 Bull Mill Road Chester, NY MLS# 894259 - Image 19

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 21

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507 Bull Mill Road Chester, NY MLS# 894259 - Image 24

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

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

507 Bull Mill Road Chester, NY MLS# 894259 - Image 41

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

Adult Community

1 of 1

$669,000

Beds

1.1

Baths

1,816

Sq.Ft.

101 Oxford Road

Chester, NY

Courtesy of LOOP REALTY INC

3 DeRose Lane Chester, NY MLS# 924694 - Image 2

3 DeRose Lane Chester, NY MLS# 924694 - Image 3

3 DeRose Lane Chester, NY MLS# 924694 - Image 4

3 DeRose Lane Chester, NY MLS# 924694 - Image 5

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3 DeRose Lane Chester, NY MLS# 924694 - Image 49

3 DeRose Lane Chester, NY MLS# 924694 - Image 50

Virtual Tour

1 of 50

$650,000

Beds

3.1

Baths

2,550

Sq.Ft.

3 DeRose Lane

Chester, NY

Courtesy of HOWARD HANNA RAND REALTY

65 Oxford Springs Road Chester, NY MLS# 938744 - Image 2

65 Oxford Springs Road Chester, NY MLS# 938744 - Image 3

65 Oxford Springs Road Chester, NY MLS# 938744 - Image 4

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65 Oxford Springs Road Chester, NY MLS# 938744 - Image 49

65 Oxford Springs Road Chester, NY MLS# 938744 - Image 50

1 of 50

$650,000

Beds

3.1

Baths

3,617

Sq.Ft.

65 Oxford Springs Road

Chester, NY

Courtesy of EXP REALTY

23 Pewter Circle Chester, NY MLS# 939836 - Image 2

23 Pewter Circle Chester, NY MLS# 939836 - Image 3

23 Pewter Circle Chester, NY MLS# 939836 - Image 4

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23 Pewter Circle Chester, NY MLS# 939836 - Image 32

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23 Pewter Circle Chester, NY MLS# 939836 - Image 34

23 Pewter Circle Chester, NY MLS# 939836 - Image 35

23 Pewter Circle Chester, NY MLS# 939836 - Image 36

23 Pewter Circle Chester, NY MLS# 939836 - Image 37

Virtual Tour

1 of 37

$650,000

Beds

2.1

Baths

2,318

Sq.Ft.

23 Pewter Circle

Chester, NY

Courtesy of EXP REALTY

80 Pewter Circle Chester, NY MLS# 913254 - Image 2

80 Pewter Circle Chester, NY MLS# 913254 - Image 3

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1 of 49

$534,900

Beds

2.1

Baths

1,946

Sq.Ft.

80 Pewter Circle

Chester, NY

Courtesy of BHG REAL ESTATE GREEN TEAM

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

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

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1 of 47

$525,000

Beds

2.0

Baths

1,928

Sq.Ft.

219 Bull Mill Road

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

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

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

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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

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

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

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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

$509,999

Beds

2.0

Baths

1,800

Sq.Ft.

391 Bull Mill Road

Chester, NY

Courtesy of CENTURY 21 REALTY CENTER

Main Street Chester, NY MLS# H6204360 - Image 2

1 of 2

$500,000

Studio

Beds

0.0

Baths

36,098

Sq.Ft.

Main Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

16 Mari Road Chester, NY MLS# 926859 - Image 2

16 Mari Road Chester, NY MLS# 926859 - Image 3

16 Mari Road Chester, NY MLS# 926859 - Image 4

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16 Mari Road Chester, NY MLS# 926859 - Image 38

Virtual Tour

1 of 38

$500,000

Beds

3.0

Baths

2,098

Sq.Ft.

16 Mari Road

Chester, NY

Courtesy of KELLER WILLIAMS 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

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1 of 23

$475,000

Beds

2.1

Baths

1,357

Sq.Ft.

70 Main Street

Chester, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY

About Chester

Listings in Chester, NY: 68
Estimated median home price: $529,950

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	5
$800K - 900K	4
$900K - 1M	2
$1M - Max	14

Homes for Sale by Type in Chester, NY

Property Type	Count
Single Family	38
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 1/22/2026)

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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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