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19 High Street Chester, NY MLS# 995148 - Image 1

19 High Street Chester, NY MLS# 995148 - Image 2

19 High Street Chester, NY MLS# 995148 - Image 3

19 High Street Chester, NY MLS# 995148 - Image 4

19 High Street Chester, NY MLS# 995148 - Image 5

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19 High Street Chester, NY MLS# 995148 - Image 15

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19 High Street Chester, NY MLS# 995148 - Image 20

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19 High Street Chester, NY MLS# 995148 - Image 47

19 High Street Chester, NY MLS# 995148 - Image 48

19 High Street Chester, NY MLS# 995148 - Image 49

19 High Street Chester, NY MLS# 995148 - Image 50

Virtual Tour

1 of 50

$1,145,000

Beds

6.1

Baths

4,965

Sq.Ft.

19 High Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

2820 Whispering Hills Chester, NY MLS# 986005 - Image 2

2820 Whispering Hills Chester, NY MLS# 986005 - Image 3

2820 Whispering Hills Chester, NY MLS# 986005 - Image 4

2820 Whispering Hills Chester, NY MLS# 986005 - Image 5

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2820 Whispering Hills Chester, NY MLS# 986005 - Image 30

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2820 Whispering Hills Chester, NY MLS# 986005 - Image 32

1 of 32

$319,900

Beds

1.1

Baths

1,072

Sq.Ft.

2820 Whispering Hills

Chester, NY

Courtesy of R2M REALTY INC

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

19 Greentree Lane Chester, NY MLS# 988789 - Image 5

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19 Greentree Lane Chester, NY MLS# 988789 - Image 49

19 Greentree Lane Chester, NY MLS# 988789 - Image 50

1 of 50

$3,400,000

Beds

4.0

Baths

7,750

Sq.Ft.

19 Greentree Lane

Chester, NY

Courtesy of SERHANT LLC

THE TIME TO SELL IS NOW!

2 Primrose Lane Chester, NY MLS# 991517 - Image 1

2 Primrose Lane Chester, NY MLS# 991517 - Image 2

2 Primrose Lane Chester, NY MLS# 991517 - Image 3

2 Primrose Lane Chester, NY MLS# 991517 - Image 4

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2 Primrose Lane Chester, NY MLS# 991517 - Image 15

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2 Primrose Lane Chester, NY MLS# 991517 - Image 41

2 Primrose Lane Chester, NY MLS# 991517 - Image 42

1 of 42

OPEN HOUSE: Saturday 10/3 1:00 PM - 3:00 PM

$849,900

Beds

3.0

Baths

2,370

Sq.Ft.

2 Primrose Lane

Chester, NY

Courtesy of Weichert Realtors - Monroe

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 2

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 3

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 4

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 5

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 6

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 7

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 8

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 9

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 10

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 11

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 12

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 13

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 14

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 15

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 16

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 17

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 18

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 19

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 20

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 21

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 22

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 23

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 24

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 25

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 26

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 27

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 28

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149 Creamery Pond Road Chester, NY MLS# 986323 - Image 31

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149 Creamery Pond Road Chester, NY MLS# 986323 - Image 33

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149 Creamery Pond Road Chester, NY MLS# 986323 - Image 37

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149 Creamery Pond Road Chester, NY MLS# 986323 - Image 39

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 40

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 41

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 42

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 43

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 44

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 45

149 Creamery Pond Road Chester, NY MLS# 986323 - Image 46

Virtual Tour

1 of 46

$775,000

Beds

3.0

Baths

2,740

Sq.Ft.

149 Creamery Pond Road

Chester, NY

Courtesy of KELLER WILLIAMS 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 11

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 12

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

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 14

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

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53 Gibson Hill Road Chester, NY MLS# 986225 - Image 17

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 18

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53 Gibson Hill Road Chester, NY MLS# 986225 - Image 20

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 21

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53 Gibson Hill Road Chester, NY MLS# 986225 - Image 39

53 Gibson Hill Road Chester, NY MLS# 986225 - Image 40

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

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

1 of 48

$1,100,000

Beds

4.0

Baths

5,312

Sq.Ft.

53 Gibson Hill Road

Chester, NY

Courtesy of EXP REALTY

1311 Whispering Hills Chester, NY MLS# 983111 - Image 2

1311 Whispering Hills Chester, NY MLS# 983111 - Image 3

1311 Whispering Hills Chester, NY MLS# 983111 - Image 4

1311 Whispering Hills Chester, NY MLS# 983111 - Image 5

1311 Whispering Hills Chester, NY MLS# 983111 - Image 6

1311 Whispering Hills Chester, NY MLS# 983111 - Image 7

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1311 Whispering Hills Chester, NY MLS# 983111 - Image 10

1311 Whispering Hills Chester, NY MLS# 983111 - Image 11

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1311 Whispering Hills Chester, NY MLS# 983111 - Image 32

1 of 32

$329,900

Beds

2.0

Baths

1,316

Sq.Ft.

1311 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

90 Pewter Circle Chester, NY MLS# 981270 - Image 2

90 Pewter Circle Chester, NY MLS# 981270 - Image 3

90 Pewter Circle Chester, NY MLS# 981270 - Image 4

90 Pewter Circle Chester, NY MLS# 981270 - Image 5

1 of 5

$759,900

Beds

2.1

Baths

2,250

Sq.Ft.

90 Pewter Circle

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

1 of 1

$1,000,000

Address not provided

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

1414 Kings Highway Chester, NY MLS# 965992 - Image 2

1414 Kings Highway Chester, NY MLS# 965992 - Image 3

1414 Kings Highway Chester, NY MLS# 965992 - Image 4

1414 Kings Highway Chester, NY MLS# 965992 - Image 5

1414 Kings Highway Chester, NY MLS# 965992 - Image 6

1414 Kings Highway Chester, NY MLS# 965992 - Image 7

1414 Kings Highway Chester, NY MLS# 965992 - Image 8

1414 Kings Highway Chester, NY MLS# 965992 - Image 9

1 of 9

$879,900

Beds

2.1

Baths

3,200

Sq.Ft.

1414 Kings Highway

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

10 Wells Sweep Lane Chester, NY MLS# 966048 - Image 2

10 Wells Sweep Lane Chester, NY MLS# 966048 - Image 3

10 Wells Sweep Lane Chester, NY MLS# 966048 - Image 4

10 Wells Sweep Lane Chester, NY MLS# 966048 - Image 5

10 Wells Sweep Lane Chester, NY MLS# 966048 - Image 6

10 Wells Sweep Lane Chester, NY MLS# 966048 - Image 7

10 Wells Sweep Lane Chester, NY MLS# 966048 - Image 8

1 of 8

$869,900

Beds

2.1

Baths

3,000

Sq.Ft.

10 Wells Sweep Lane

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

1 of 1

$299,000

0.0

Baths

248,292

Sq.Ft.

552 Pine Hill Road

Chester, NY

Courtesy of EREALTY ADVISORS, INC

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 2

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 3

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 4

7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 5

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7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 7

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7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 24

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7 Hambletonian Avenue Chester, NY MLS# 964090 - Image 26

1 of 26

$379,900

Beds

1.0

Baths

1,026

Sq.Ft.

7 Hambletonian Avenue

Chester, NY

Courtesy of HOMESMART HOMES & ESTATES

487 Black Meadow Road Chester, NY MLS# 960665 - Image 2

487 Black Meadow Road Chester, NY MLS# 960665 - Image 3

487 Black Meadow Road Chester, NY MLS# 960665 - Image 4

487 Black Meadow Road Chester, NY MLS# 960665 - Image 5

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487 Black Meadow Road Chester, NY MLS# 960665 - Image 41

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487 Black Meadow Road Chester, NY MLS# 960665 - Image 43

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487 Black Meadow Road Chester, NY MLS# 960665 - Image 46

487 Black Meadow Road Chester, NY MLS# 960665 - Image 47

487 Black Meadow Road Chester, NY MLS# 960665 - Image 48

487 Black Meadow Road Chester, NY MLS# 960665 - Image 49

1 of 49

$699,995

Beds

3.1

Baths

4,204

Sq.Ft.

487 Black Meadow Road

Chester, NY

Courtesy of JOSEPH BARATTA COMPANY REALTY

12 Damian Court Chester, NY MLS# 950640 - Image 2

12 Damian Court Chester, NY MLS# 950640 - Image 3

12 Damian Court Chester, NY MLS# 950640 - Image 4

12 Damian Court Chester, NY MLS# 950640 - Image 5

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12 Damian Court Chester, NY MLS# 950640 - Image 20

12 Damian Court Chester, NY MLS# 950640 - Image 21

12 Damian Court Chester, NY MLS# 950640 - Image 22

12 Damian Court Chester, NY MLS# 950640 - Image 23

12 Damian Court Chester, NY MLS# 950640 - Image 24

12 Damian Court Chester, NY MLS# 950640 - Image 25

12 Damian Court Chester, NY MLS# 950640 - Image 26

12 Damian Court Chester, NY MLS# 950640 - Image 27

12 Damian Court Chester, NY MLS# 950640 - Image 28

12 Damian Court Chester, NY MLS# 950640 - Image 29

12 Damian Court Chester, NY MLS# 950640 - Image 30

12 Damian Court Chester, NY MLS# 950640 - Image 31

12 Damian Court Chester, NY MLS# 950640 - Image 32

12 Damian Court Chester, NY MLS# 950640 - Image 33

12 Damian Court Chester, NY MLS# 950640 - Image 34

1 of 34

$949,000

Beds

4.0

Baths

3,136

Sq.Ft.

12 Damian Court

Chester, NY

Courtesy of MS REALTY GROUP USA, INC

2113 Whispering Hills Chester, NY MLS# 950534 - Image 2

2113 Whispering Hills Chester, NY MLS# 950534 - Image 3

2113 Whispering Hills Chester, NY MLS# 950534 - Image 4

2113 Whispering Hills Chester, NY MLS# 950534 - Image 5

2113 Whispering Hills Chester, NY MLS# 950534 - Image 6

2113 Whispering Hills Chester, NY MLS# 950534 - Image 7

2113 Whispering Hills Chester, NY MLS# 950534 - Image 8

2113 Whispering Hills Chester, NY MLS# 950534 - Image 9

2113 Whispering Hills Chester, NY MLS# 950534 - Image 10

2113 Whispering Hills Chester, NY MLS# 950534 - Image 11

2113 Whispering Hills Chester, NY MLS# 950534 - Image 12

2113 Whispering Hills Chester, NY MLS# 950534 - Image 13

2113 Whispering Hills Chester, NY MLS# 950534 - Image 14

2113 Whispering Hills Chester, NY MLS# 950534 - Image 15

2113 Whispering Hills Chester, NY MLS# 950534 - Image 16

2113 Whispering Hills Chester, NY MLS# 950534 - Image 17

2113 Whispering Hills Chester, NY MLS# 950534 - Image 18

2113 Whispering Hills Chester, NY MLS# 950534 - Image 19

2113 Whispering Hills Chester, NY MLS# 950534 - Image 20

2113 Whispering Hills Chester, NY MLS# 950534 - Image 21

2113 Whispering Hills Chester, NY MLS# 950534 - Image 22

2113 Whispering Hills Chester, NY MLS# 950534 - Image 23

2113 Whispering Hills Chester, NY MLS# 950534 - Image 24

1 of 24

$275,000

Beds

1.0

Baths

1,084

Sq.Ft.

2113 Whispering Hills

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

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

25 Oakland Avenue Chester, NY MLS# 949886 - Image 6

25 Oakland Avenue Chester, NY MLS# 949886 - Image 7

25 Oakland Avenue Chester, NY MLS# 949886 - Image 8

25 Oakland Avenue Chester, NY MLS# 949886 - Image 9

25 Oakland Avenue Chester, NY MLS# 949886 - Image 10

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

25 Oakland Avenue Chester, NY MLS# 949886 - Image 12

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

25 Oakland Avenue Chester, NY MLS# 949886 - Image 14

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

25 Oakland Avenue Chester, NY MLS# 949886 - Image 16

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

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

Main Street Chester, NY MLS# H6204360 - Image 2

1 of 2

$500,000

0.0

Baths

36,098

Sq.Ft.

Main Street

Chester, NY

Courtesy of KELLER WILLIAMS REALTY

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

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the NJMLS. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 10/1/2026.

Source: New Jersey Multiple Listing Service, Inc.

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.