Chester New York Homes for Sale

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148 Brookside Avenue Chester, NY MLS# H6146719 - Image 1

148 Brookside Avenue Chester, NY MLS# H6146719 - Image 2

148 Brookside Avenue Chester, NY MLS# H6146719 - Image 3

1 of 3

$799,000

148 Brookside Avenue

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

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

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

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

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

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

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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

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

7 Park Place Chester, NY MLS# 927218 - Image 29

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

7 Park Place Chester, NY MLS# 927218 - Image 31

7 Park Place Chester, NY MLS# 927218 - Image 32

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

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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 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

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

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

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9 Country Woods Drive Chester, NY MLS# 925049 - Image 31

9 Country Woods Drive Chester, NY MLS# 925049 - Image 32

9 Country Woods Drive Chester, NY MLS# 925049 - Image 33

9 Country Woods Drive Chester, NY MLS# 925049 - Image 34

Virtual Tour

1 of 34

$739,900

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

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220 Oxford Road Chester, NY MLS# 927454 - Image 10

220 Oxford Road Chester, NY MLS# 927454 - Image 11

220 Oxford Road Chester, NY MLS# 927454 - Image 12

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

220 Oxford Road Chester, NY MLS# 927454 - Image 18

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

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

220 Oxford Road Chester, NY MLS# 927454 - Image 22

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 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

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

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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

2 Dawn Court Chester, NY MLS# 905740 - Image 17

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

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2 Dawn Court Chester, NY MLS# 905740 - Image 20

2 Dawn Court Chester, NY MLS# 905740 - Image 21

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2 Dawn Court Chester, NY MLS# 905740 - Image 31

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

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 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

Recently Listed

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 47

3 DeRose Lane Chester, NY MLS# 924694 - Image 48

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

65 Oxford Springs Road Chester, NY MLS# 938744 - Image 5

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Recently Listed

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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Recently Listed with Virtual Tour

1 of 37

$650,000

Beds

2.1

Baths

2,318

Sq.Ft.

23 Pewter Circle

Chester, NY

Courtesy of EXP REALTY

44 Cedar Pond Lane Chester, NY MLS# 942578 - Image 2

44 Cedar Pond Lane Chester, NY MLS# 942578 - Image 3

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44 Cedar Pond Lane Chester, NY MLS# 942578 - Image 40

44 Cedar Pond Lane Chester, NY MLS# 942578 - Image 41

44 Cedar Pond Lane Chester, NY MLS# 942578 - Image 42

Recently Listed

1 of 42

$600,000

Beds

2.0

Baths

1,876

Sq.Ft.

44 Cedar Pond Lane

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

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

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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

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

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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

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

391 Bull Mill Road Chester, NY MLS# 880804 - Image 8

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

391 Bull Mill Road Chester, NY MLS# 880804 - Image 12

391 Bull Mill Road Chester, NY MLS# 880804 - Image 13

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

391 Bull Mill Road Chester, NY MLS# 880804 - Image 15

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

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391 Bull Mill Road Chester, NY MLS# 880804 - Image 20

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

391 Bull Mill Road Chester, NY MLS# 880804 - Image 22

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

391 Bull Mill Road Chester, NY MLS# 880804 - Image 27

391 Bull Mill Road Chester, NY MLS# 880804 - Image 28

391 Bull Mill Road Chester, NY MLS# 880804 - Image 29

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

16 Mari Road Chester, NY MLS# 926859 - Image 5

16 Mari Road Chester, NY MLS# 926859 - Image 6

16 Mari Road Chester, NY MLS# 926859 - Image 7

16 Mari Road Chester, NY MLS# 926859 - Image 8

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16 Mari Road Chester, NY MLS# 926859 - Image 13

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16 Mari Road Chester, NY MLS# 926859 - Image 35

16 Mari Road Chester, NY MLS# 926859 - Image 36

16 Mari Road Chester, NY MLS# 926859 - Image 37

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

1414 Kings Highway Chester, NY MLS# H6282627 - Image 2

1 of 2

$499,000

Studio

Beds

0.0

Baths

196,020

Sq.Ft.

1414 Kings Highway

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

About Chester

Listings in Chester, NY: 61
Estimated median home price: $600,000

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	1
$100K - 200K	0
$200K - 300K	5
$300K - 400K	13
$400K - 500K	7
$500K - 600K	5
$600K - 700K	8
$700K - 800K	4
$800K - 900K	3
$900K - 1M	0
$1M - Max	15

Homes for Sale by Type in Chester, NY

Property Type	Count
Single Family	35
Townhouse	0
Condo	8
Commercial	7
Rental	31
Lots and Land	9
Condo/Town/CoOp	0
CoOp	0
Multi Family	2
Mobile Home	0
Farms	0

(Data as of 12/13/2025)

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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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