Chester, NY Homes for Sale & Real Estate

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1-41 of 79 Homes
$550,000 | 94 Booth Road, Chester, NY 10918
1/21
Listed By Compass

$550,000

3
Bedrooms
2,083
Square Feet
1.8
Acres

94 Booth Road, Chester, NY 10918

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$1,000,000 | 1 Oakland Avenue, Chester, NY 10918
1/50

Listing Courtesy of Howard Hanna Rand Realty

Coming SoonOpen: 6/13 12:00PM - 02:00PM

$1,000,000

4
Bedrooms
3,955
Square Feet
6.8
Acres

1 Oakland Avenue, Chester, NY 10918

$715,000 | 335 Laroe Road, Chester, NY 10918
1/35

Listing Courtesy of Coldwell Banker Choice Prop.

Open: 6/14 11:00AM - 01:00PMNew

$715,000

4
Bedrooms
2,784
Square Feet
3.2
Acres

335 Laroe Road, Chester, NY 10918

$720,000 | 26 Bridle Lane, Chester, NY 10918
1/29

Listing Courtesy of Owner Entry.com

New

$720,000

4
Bedrooms
1,718
Square Feet
0.39
Acres

26 Bridle Lane, Chester, NY 10918

$385,000 | 152 Eagleton Drive, Monroe, NY 10950
1/36

Listing Courtesy of Keller Williams Realty

$385,000

2
Bedrooms
1,490
Square Feet
0.15
Acres

152 Eagleton Drive, Monroe, NY 10950

$1,200,000 | 63 Whitetail Run, Chester, NY 10918
1/38

Listing Courtesy of SPIRAL NY Real Estate LLC

New

$1,200,000

4
Bedrooms
2,711
Square Feet
6
Acres

63 Whitetail Run, Chester, NY 10918

$370,000 | 3815 Whispering Hills Drive, Chester, NY 10924
1/50

Listing Courtesy of MK Realty Inc

$370,000

3
Bedrooms
1,331
Square Feet

3815 Whispering Hills Drive, Chester, NY 10924

$549,900 | 3318 Highway 94, Chester, NY 10918
1/28

Listing Courtesy of Howard Hanna Rand Realty

New

$549,900

3
Bedrooms
2,138
Square Feet
0.45
Acres

3318 Highway 94, Chester, NY 10918

$419,000 | 332 Heritage Lane, Monroe, NY 10950
1/36

Listing Courtesy of RE/MAX Prime Properties

$419,000

3
Bedrooms
1,694
Square Feet
0.17
Acres

332 Heritage Lane, Monroe, NY 10950

$949,000 | 19 Bull Mine Road, Chester, NY 10918
1/42

Listing Courtesy of BHG Real Estate Green Team

New

$949,000

4
Bedrooms
3,332
Square Feet
2.3
Acres

19 Bull Mine Road, Chester, NY 10918

$1,200,000 | 206 Greycourt Road, Chester, NY 10918
1/49

Listing Courtesy of Cronin & Company Real Estate

$1,200,000

Unavailable
Bedrooms
Unavailable
Bathrooms
4,032
Square Feet
3.2
Acres

206 Greycourt Road, Chester, NY 10918

$900,000 | 60 Whitetail Run, Chester, NY 10918
1/7

Listing Courtesy of Realty Blue Corp

$900,000

4
Bedrooms
2,588
Square Feet
10.4
Acres

60 Whitetail Run, Chester, NY 10918

a view of a house with a yard from a balcony
1/47

Listing Courtesy of RE/MAX Town & Country

$985,000

5
Bedrooms
3,764
Square Feet
5.2
Acres

86 Long Vista Lane, Chester, NY 10918

$429,000 | 4 Maple Lane, Monroe, NY 10950
1/19

Listing Courtesy of Flag Realty Group

Open: 6/14 02:00AM - 02:45PM

$429,000

3
Bedrooms
1,460
Square Feet
0.33
Acres

4 Maple Lane, Monroe, NY 10950

$549,000 | 107 Pine Hill Road, Chester, NY 10918
1/33

Listing Courtesy of Hudson Valley Griffith

$549,000

3
Bedrooms
1,730
Square Feet
1.1
Acres

107 Pine Hill Road, Chester, NY 10918

a sign on the side of a building
1/26

Listing Courtesy of Keller Williams Realty

$275,000

2
Bedrooms
1,062
Square Feet

804 Swan Hollow Road, Monroe, NY 10950

a view of a house with garden and deck
1/49

Listing Courtesy of Keller Williams Realty

$1,090,000

4
Bedrooms
4,130
Square Feet
2.3
Acres

102 Beverly Road, Chester, NY 10918

a front view of a house with garden and porch
1/36

Listing Courtesy of Keller Williams Realty

$495,000

4
Bedrooms
1,792
Square Feet
0.64
Acres

18 Southside Drive, Monroe, NY 10950

$779,000 | 270 Bull Mill Road, Chester, NY 10918
1/25

Listing Courtesy of Keller Williams Realty

$779,000

4
Bedrooms
2,948
Square Feet
1
Acres

270 Bull Mill Road, Chester, NY 10918

a front view of a house with a yard and trees
1/35

Listing Courtesy of Platinum Realty Associates

$999,999

5
Bedrooms
4,772
Square Feet
3.6
Acres

2 Garnett Hill, Chester, NY 10918

$640,000 | 4 Greycourt Road, Chester, NY 10918
1/12

Listing Courtesy of MK Realty Inc

$640,000

3
Bedrooms
2,136
Square Feet
2.8
Acres

4 Greycourt Road, Chester, NY 10918

a front view of a house with a yard
1/46

Listing Courtesy of Hudson Valley Home Connection

$825,000

4
Bedrooms
2,732
Square Feet
10.9
Acres

45 Whitetail Run, Chester, NY 10918

$579,999 | 24 Walnut Street, Chester, NY 10918
1/28

Listing Courtesy of Keller Williams Village Sq Rlt

$579,999

4
Bedrooms
2,698
Square Feet
0.56
Acres

24 Walnut Street, Chester, NY 10918

$785,000 | 4 Debbie Court, Chester, NY 10918
1/49

Listing Courtesy of Flag Realty Group

Open: 6/14 01:15PM - 02:00PM

$785,000

5
Bedrooms
5,403
Square Feet
5.4
Acres

4 Debbie Court, Chester, NY 10918

a front view of a house with a yard
1/50

Listing Courtesy of RE/MAX Benchmark Realty Group

$650,000

3
Bedrooms
2,389
Square Feet
1.16
Acres

18 Fernglade Court, Monroe, NY 10918

a front view of a house with a yard
1/45

Listing Courtesy of Cronin & Company Real Estate

$899,900

5
Bedrooms
3,846
Square Feet
2.4
Acres

2 Heidi Lane, Chester, NY 10918

$425,000 | 11 Oxford Depot, Chester, NY 10918
1/26

Listing Courtesy of Keller Williams Realty

$425,000

3
Bedrooms
1,748
Square Feet
0.30
Acres

11 Oxford Depot, Chester, NY 10918

$899,000 | 220 Oxford Road, Chester, NY 10918
1/3

Listing Courtesy of Blooming Realty

$899,000

3
Bedrooms
3,535
Square Feet
6.3
Acres

220 Oxford Road, Chester, NY 10918

$499,000 | 63 Hubshop Road, Chester, NY 10918
1/45

Listing Courtesy of Keller Williams Realty

$499,000

4
Bedrooms
2,060
Square Feet
0.87
Acres

63 Hubshop Road, Chester, NY 10918

$424,999 | 2722 Whispering Hills Drive, Chester, NY 10918
1/37

Listing Courtesy of Artisan Realty

$424,999

3
Bedrooms
1,331
Square Feet

2722 Whispering Hills Drive, Chester, NY 10918

a view of a golf ground with huge green field and trees in the background
1/18

Listing Courtesy of eXp Realty

$399,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
46
Acres

492 Black Meadow Road, Chester, NY 10918

a view of a house with a yard
1/49

Listing Courtesy of Howard Hanna Rand Realty

$769,000

3
Bedrooms
2,718
Square Feet
1.3
Acres

58 Nancy Lane, Chester, NY 10918

a front view of a house with yard and green space
1/42

Listing Courtesy of Weichert Realtors

$849,900

4
Bedrooms
2,370
Square Feet
18.5
Acres

2 Primrose Lane, Chester, NY 10918

a house view with a garden space
1/43

Listing Courtesy of Keller Williams Realty

$430,000

3
Bedrooms
1,177
Square Feet
0.45
Acres

151 Laroe Road, Chester, NY 10918

a front view of a house with garden
1/41

Listing Courtesy of eXp Realty

$1,159,900

4
Bedrooms
4,624
Square Feet
1.1
Acres

16 Lori Lane, Chester, NY 10918

a front view of a house with a yard
1/36

Listing Courtesy of Ellis Sotheby's Intl Realty

$875,000

3
Bedrooms
2,302
Square Feet
0.50
Acres

2 Pine Hill Road, Chester, NY 10918

$319,900 | 2820 Whispering Hills Drive, Chester, NY 10918
1/31

Listing Courtesy of R2M Realty Inc.

$319,900

2
Bedrooms
1,072
Square Feet

2820 Whispering Hills Drive, Chester, NY 10918

$499,900 | 35 Maple Avenue, Chester, NY 10918
1/28

Listing Courtesy of RE/MAX Benchmark Realty Group

$499,900

3
Bedrooms
2,032
Square Feet
0.26
Acres

35 Maple Avenue, Chester, NY 10918

$1,195,000 | 19 High Street, Chester, NY 10918
1/50

Listing Courtesy of Keller Williams Realty

$1,195,000

9
Bedrooms
4,965
Square Feet
2.7
Acres

19 High Street, Chester, NY 10918

a view of a swimming pool with a yard
1/14

Listing Courtesy of Serhant LLC

$1,299,000

4
Bedrooms
5,712
Square Feet
5.9
Acres

16 Sunset Ridge, Monroe, NY 10950

$585,000 | 6 Adams Court, Monroe, NY 10950
1/44

Listing Courtesy of Keller Williams Realty

Open: 6/14 12:00PM - 02:00PM

$585,000

4
Bedrooms
2,056
Square Feet
0.41
Acres

6 Adams Court, Monroe, NY 10950

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