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Homes Recently Sold in Chester, NY | Page 2

339 Homes
 
5 Gabriels Dr, Chester, NY 10918
  • $830,000
  • 4Bd
  • 3Ba
  • 2,722 Sq Ft
SOLD 05/21/26
5 Roggia Rd, Chester, NY 10918
  • $450,000
  • 3Bd
  • 2Ba
  • 1,882 Sq Ft
SOLD 05/17/26
71 Greycourt Rd, Chester, NY 10918
  • $437,000
  • 3Bd
  • 2Ba
  • 1,056 Sq Ft
SOLD 05/17/26
55 Beverly Rd, Chester, NY 10918
  • $742,500
  • 4Bd
  • 4Ba
  • 3,356 Sq Ft
SOLD
78 Goshen Rd, Chester, NY 10918
  • $715,000
  • 4Bd
  • 4Ba
  • 3,908 Sq Ft
SOLD
1071 Craigville Rd, Chester, NY 10918
  • $770,000
  • 4Bd
  • 3Ba
  • 2,780 Sq Ft
SOLD
2323 Whispering Hls, Chester, NY 10918
  • $340,000
  • 2Bd
  • 2Ba
  • 1,316 Sq Ft
SOLD
58 Oxford Springs Rd, Chester, NY 10918
  • $370,000
  • 1Bd
  • 1Ba
  • 783 Sq Ft
SOLD
21 Bull Mine Rd, Chester, NY 10918
  • $905,000
  • 5Bd
  • 4Ba
  • 3,680 Sq Ft
SOLD
7 Park Pl, Chester, NY 10918
  • $700,000
  • 4Bd
  • 4Ba
  • 2,780 Sq Ft
SOLD
4 Oak St, Chester, NY 10918
  • $525,000
  • 3Bd
  • 3Ba
  • 1,888 Sq Ft
SOLD
101 Whitetail Run, Chester, NY 10918
  • $589,000
  • 3Bd
  • 3Ba
  • 1,854 Sq Ft
SOLD
3917 Whispering Hls, Chester, NY 10918
  • $305,000
  • 2Bd
  • 2Ba
  • 1,072 Sq Ft
SOLD
2203 Whispering Hls, Chester, NY 10918
  • $348,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
SOLD
3601 Whispering Hls #3601, Chester, NY 10918
  • $296,000
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
SOLD
4116 Whispering Hls, Chester, NY 10918
  • $385,000
  • 3Bd
  • 3Ba
  • 1,355 Sq Ft
SOLD
307 Gibson Hill Rd, Chester, NY 10918
  • $315,000
  • 2Bd
  • 1Ba
  • 1,272 Sq Ft
SOLD
34 Booth Rd, Chester, NY 10918
  • $660,000
  • 4Bd
  • 3Ba
  • 2,506 Sq Ft
SOLD
31 Hudson St, Chester, NY 10918
  • $445,000
  • 2Bd
  • 2Ba
  • 1,998 Sq Ft
SOLD
16 Oxford Springs Rd, Chester, NY 10918
  • $725,000
  • 3Bd
  • 3Ba
  • 2,870 Sq Ft
SOLD
2913 Whispering Hls, Chester, NY 10918
  • $288,000
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
SOLD
1503 Whispering Hls, Chester, NY 10918
  • $295,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
SOLD
9 Country Woods Dr, Chester, NY 10918
  • $690,000
  • 5Bd
  • 3Ba
  • 3,124 Sq Ft
SOLD
4508 Whispering Hls, Chester, NY 10918
  • $300,000
  • 2Bd
  • 2Ba
  • 1,072 Sq Ft
SOLD
25 Sugarloaf Mountain Rd, Chester, NY 10918
  • $635,000
  • 3Bd
  • 3Ba
  • 1,954 Sq Ft
SOLD
3120 Whispering Hls, Chester, NY 10918
  • $299,000
  • 2Bd
  • 2Ba
  • 1,072 Sq Ft
SOLD
3308 Whispering Hills Dr, Chester, NY 10918
  • $290,000
  • 2Bd
  • 2Ba
  • 1,072 Sq Ft
SOLD
Landon Hill Road, Chester, NY
  • $60,000
  • 5.17 Acre
SOLD
Landon Hill Road, Chester, NY
  • $45,000
  • 3.72 Acre
SOLD
391 Bull Mill Rd, Chester, NY 10918
  • $460,000
  • 2Bd
  • 2Ba
  • 1,714 Sq Ft
SOLD
6 Vista Dr, Chester, NY 10918
  • $515,000
  • 3Bd
  • 3Ba
  • 1,934 Sq Ft
SOLD
44 Cedar Pond Ln, Chester, NY 10918
  • $610,000
  • 3Bd
  • 2Ba
  • 1,876 Sq Ft
SOLD
25 High St, Chester, NY 10918
  • $505,000
  • 4Bd
  • 3Ba
  • 2,898 Sq Ft
SOLD
65 Hudson St, Chester, NY 10918
  • $305,000
  • 3Bd
  • 1Ba
  • 1,120 Sq Ft
SOLD
16 Mari Rd, Chester, NY 10918
  • $501,500
  • 4Bd
  • 3Ba
  • 2,098 Sq Ft
SOLD
23 Pewter Cir, Chester, NY 10918
  • $675,000
  • 4Bd
  • 3Ba
  • 2,318 Sq Ft
SOLD
507 Bull Mill Rd, Chester, NY 10918
  • $675,000
  • 5Bd
  • 3Ba
  • 3,115 Sq Ft
SOLD
2915 Whispering Hls, Chester, NY 10918
  • $382,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
SOLD
10 Damian Ct, Chester, NY 10918
  • $1,225,000
  • 11Bd
  • 7Ba
  • 4,327 Sq Ft
SOLD
80 Pewter Cir, Chester, NY 10918
  • $520,000
  • 3Bd
  • 3Ba
  • 1,946 Sq Ft
SOLD
2812 Whispering Hls, Chester, NY 10918
  • $320,000
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
SOLD
2104 Whispering Hls, Chester, NY 10918
  • $260,000
  • 3Bd
  • 3Ba
  • 1,331 Sq Ft
SOLD
18 Oakland Ave, Chester, NY 10918
  • $369,900
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
SOLD
2912 Whispering Hls, Chester, NY 10918
  • $320,000
  • 2Bd
  • 1Ba
  • 1,084 Sq Ft
SOLD
3 Derose Ln, Chester, NY 10918
  • $655,000
  • 5Bd
  • 4Ba
  • 2,550 Sq Ft
SOLD
23 Renies Rd, Chester, NY 10918
  • $644,000
  • 3Bd
  • 3Ba
  • 3,200 Sq Ft
SOLD
2 Dawn Ct, Chester, NY 10918
  • $669,000
  • 4Bd
  • 3Ba
  • 3,092 Sq Ft
SOLD
11 Saddle Hill Rd, Chester, NY 10918
  • $845,000
  • 4Bd
  • 4Ba
  • 3,489 Sq Ft
SOLD
219 Bull Mill Rd, Chester, NY 10918
  • $535,000
  • 4Bd
  • 2Ba
  • 1,928 Sq Ft
SOLD
3107 Whispering Hls, Chester, NY 10918
  • $310,000
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
SOLD
51 - 100 of 339 Homes in Chester, NY
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Chester, NY real estate market trends

Statistics as of November 2026
$684K
Avg. list price
$266/Sqft
Avg. price/sqft
94
Homes for sale
2,599 Sqft
Avg. home size
77 Days
Avg. days on market
Movoto makes it easy to track market trends in Chester, NY. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Chester, NY?
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Frequently Asked Questions about Chester, NY

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