Recently Sold Homes in Chester, NY

72 homes

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SOLD
JAN 22, 2026
$369,900
2 Beds
1 Bath
1,084 sqft
18 Oakland Avenue,
Chester, NY 10918
Keller Williams Realty
SOLD
JAN 20, 2026
$320,000
2 Beds
2 Baths
1,072 sqft
2317 Whispering Hls,
Chester, NY 10918
SOLD
JAN 13, 2026
$425,000
74 Main St,
Chester, NY 10918
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SOLD
JAN 12, 2026
$669,000
4 Beds
2.5 Baths
3,092 sqft
2 Dawn Court,
Chester, NY 10918
Keller Williams Hudson Valley
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SOLD
JAN 12, 2026
$382,000
3 Beds
2.5 Baths
1,331 sqft
4703 Whispering Hills Drive,
Chester, NY 10918
Artisan Realty
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SOLD
JAN 8, 2026
$375,000
3 Beds
1,355 sqft
4309 Whispering Hls,
Chester, NY 10918
SOLD
JAN 2, 2026
$100,000
840 sqft
82 Goosepond Mountain Rd,
Chester, NY 10918
SOLD
DEC 30, 2025
$800,000
4 Beds
2.5 Baths
2,450 sqft
126 Beverly Rd,
Chester, NY 10918
SOLD
DEC 18, 2025
$845,000
4 Beds
4 Baths
3,489 sqft
11 Saddle Hill Road,
Chester, NY 10918
Keller Williams Realty
SOLD
DEC 11, 2025
$375,000
3 Beds
2.5 Baths
1,355 sqft
4309 Whispering Hills Drive,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
DEC 10, 2025
$310,000
2 Beds
1.5 Baths
1,086 sqft
3107 Whispering Hills,
Chester, NY 10918
Master Realty Group Inc.
SOLD
DEC 9, 2025
$515,000
5 Beds
3 Baths
1,888 sqft
6 Moffatt Lane,
Chester, NY 10918
HomeSmart Homes & Estates
SOLD
NOV 28, 2025
$780,000
5 Beds
3.5 Baths
4,490 sqft
27 Grand View Terrace,
Chester, NY 10918
eXp Realty
SOLD
NOV 24, 2025
$60,000
2 Beds
2 Baths
2,523 sqft
90 Four Corners Rd,
Warwick, NY 10990
SOLD
NOV 21, 2025
$498,000
4 Beds
1.5 Baths
1,570 sqft
22 Bridle Lane,
Chester, NY 10918
Keller Williams Realty
SOLD
NOV 21, 2025
$740,000
4 Beds
2.5 Baths
3,063 sqft
48 Brennan Court,
Chester, NY 10918
Keller Williams Realty
SOLD
NOV 18, 2025
$675,000
4 Beds
2.5 Baths
2,548 sqft
165 Creamery Pond Road,
Chester, NY 10918
Christie's Int. Real Estate
SOLD
NOV 17, 2025
$907,000
6 Beds
4 Baths
2,639 sqft
57 Whitetail Run,
Chester, NY 10918
SOLD
NOV 17, 2025
$643,000
3 Beds
3 Baths
2,164 sqft
61 Whitetail Run,
Chester, NY 10918
SOLD
NOV 14, 2025
$365,000
3 Beds
2.5 Baths
1,331 sqft
2409 Whispering Hills,
Chester, NY 10918
Hudson Valley Griffith
SOLD
NOV 10, 2025
$310,000
2 Beds
1.5 Baths
1,072 sqft
3708 Whispering Hills,
Chester, NY 10918
Keller Williams Realty
SOLD
NOV 7, 2025
$230,000
3 Beds
2.5 Baths
1,331 sqft
1221 Whispering Hls,
Chester, NY 10918
SOLD
OCT 30, 2025
$700,000
4 Beds
1.5 Baths
3,288 sqft
19 Lake Station Road,
Warwick, NY 10990
BHG Real Estate Green Team
SOLD
OCT 29, 2025
$230,000
3 Beds
2 Baths
1,732 sqft
9 N Hudson St,
Chester, NY 10918
SOLD
OCT 29, 2025
$620,000
4 Beds
2.5 Baths
2,402 sqft
9 June Road,
Chester, NY 10918
eXp Realty
SOLD
OCT 23, 2025
$499,000
5 Beds
2.5 Baths
3,120 sqft
358 Bull Mill Road,
Chester, NY 10918
Corcoran Baer & McIntosh
SOLD
OCT 22, 2025
$850,000
5 Beds
3 Baths
3,485 sqft
284 Bull Mill Road,
Chester, NY 10918
Keller Williams Valley Realty
SOLD
OCT 21, 2025
$555,000
4 Beds
2 Baths
3,330 sqft
114 Old Mansion Road,
Chester, NY 10918
Master Realty Group Inc.
SOLD
OCT 20, 2025
$500,000
4 Beds
2 Baths
1,888 sqft
15 Mari Road,
Chester, NY 10918
HomeSmart Homes & Estates
SOLD
OCT 17, 2025
$105,000
Studio
222 Lehigh Ave,
Chester, NY 10918
SOLD
OCT 16, 2025
$425,000
3 Beds
1.5 Baths
1,410 sqft
8 Hom Street,
Chester, NY 10918
Preferred Properties Real Esta
SOLD
OCT 15, 2025
$340,000
3 Beds
2.5 Baths
1,316 sqft
2503 Whispering Hills,
Chester, NY 10918
Keller Williams Hudson Valley

Recently Sold Homes Near Chester, NY

We found 30 more homes matching your filters just outside Chester

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SOLD
JUL 1, 2026
$450,000
3 Beds
2 Baths
1,920 sqft
88 W Mombasha Road,
Monroe, NY 10950
R2M Realty Inc
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SOLD
JUN 30, 2026
$495,000
3 Beds
1 Bath
1,575 sqft
18 Scanlon Avenue,
Florida, NY 10921
Keller Williams Realty
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SOLD
JUN 30, 2026
$450,000
3 Beds
2 Baths
1,382 sqft
23 Weathervane Way,
Warwick, NY 10990
RE/MAX Town & Country
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SOLD
JUN 29, 2026
$535,000
3 Beds
3.5 Baths
2,078 sqft
6 Turnberry Court,
Monroe, NY 10950
Q Home Sales
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SOLD
JUN 26, 2026
$698,000
4 Beds
3.5 Baths
2,168 sqft
5 Quaker Mill Run,
Florida, NY 10921
Hudson Valley Griffith
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SOLD
JUN 25, 2026
$380,000
5 Beds
2 Baths
2,136 sqft
16 Judd Place,
Goshen, NY 10924
Hudson Premium Realty
SOLD
JUN 24, 2026
$820,000
4 Beds
2.5 Baths
3,246 sqft
4 Cara Court,
Goshen, NY 10924
Keller Williams Realty
SOLD
JUN 24, 2026
$580,000
3 Beds
2 Baths
1,680 sqft
135 Highland Avenue,
Monroe, NY 10950
Keller Williams Realty
SOLD
JUN 24, 2026
$575,000
2 Beds
2 Baths
1,548 sqft
17 Cropsey Street #1D,
Warwick, NY 10990
Keller Williams Realty
SOLD
JUN 24, 2026
$347,000
2 Beds
2 Baths
1,032 sqft
11 Barnett Drive #2,
Monroe, NY 10950
RE/MAX Benchmark Realty Group
SOLD
JUN 23, 2026
$624,000
3 Beds
2.5 Baths
1,340 sqft
158 S Church St,
Goshen, NY 10924
Owner Entry.com
SOLD
JUN 23, 2026
$640,000
3 Beds
2.5 Baths
2,236 sqft
5 Sherry Lane,
Goshen, NY 10924
HomeSmart Homes & Estates
SOLD
JUN 23, 2026
$355,000
2 Beds
1.5 Baths
1,212 sqft
142 Villagegreen Court,
Warwick, NY 10990
Keller Williams Realty
SOLD
JUN 23, 2026
$750,000
4 Beds
2.5 Baths
2,398 sqft
14 Corral Lane,
Goshen, NY 10924
Keller Williams Realty
SOLD
JUN 22, 2026
$380,000
2 Beds
1.5 Baths
1,304 sqft
19 Olde Wagon Road,
Warwick, NY 10990
eXp Realty
SOLD
JUN 19, 2026
$745,000
3 Beds
3.5 Baths
2,616 sqft
21 Old Quaker Hill Road,
Monroe, NY 10950
Howard Hanna Rand Realty
SOLD
JUN 18, 2026
$465,000
3 Beds
2 Baths
1,108 sqft
40 Poplar Drive,
Monroe, NY 10950
RE/MAX Benchmark Realty Group
SOLD
JUN 18, 2026
$330,000
2 Beds
2 Baths
1,266 sqft
606 Arlin Road,
Monroe, NY 10950
Howard Hanna Rand Realty
SOLD
JUN 18, 2026
$530,000
6 Beds
5 Baths
2,797 sqft
36 Houston Street,
Florida, NY 10921
HomeSmart Homes & Estates
SOLD
JUN 18, 2026
$475,000
3 Beds
1.5 Baths
1,189 sqft
14 Claire Ann Drive,
Warwick, NY 10990
BHG Real Estate Green Team
SOLD
JUN 18, 2026
$750,000
4 Beds
2.5 Baths
2,427 sqft
2 Corral Lane,
Goshen, NY 10924
Our House Real Estate Group
SOLD
JUN 17, 2026
$381,000
2 Beds
1.5 Baths
1,216 sqft
40 Weathervane Way,
Warwick, NY 10990
BHG Real Estate Green Team
SOLD
JUN 15, 2026
$525,000
4 Beds
2 Baths
2,413 sqft
14 Sears Rd,
Monroe, NY 10950
SOLD
JUN 15, 2026
$590,000
4 Beds
2.5 Baths
2,100 sqft
5 Elena Road,
Campbell Hall, NY 10916
RE/MAX Prime Properties
SOLD
JUN 15, 2026
$490,000
3 Beds
2 Baths
1,762 sqft
85 Farries Avenue,
Florida, NY 10921
Keller Williams Hudson Valley
SOLD
JUN 15, 2026
$165,000
7 Josephine Dr,
Washingtonville, NY 10992
SOLD
JUN 15, 2026
$500,000
2 Beds
2.5 Baths
2,161 sqft
26 Silas Seaman Street #85,
Monroe, NY 10950
HomeCoin.com
SOLD
JUN 15, 2026
$595,000
4 Beds
1.5 Baths
2,191 sqft
165 Round Hill Road,
Washingtonville, NY 10992
Divine Realty NY, LLC
SOLD
JUN 14, 2026
$640,000
3 Beds
1 Bath
960 sqft
28 Duelk Avenue,
Monroe, NY 10950
Blooming Realty
SOLD
JUN 14, 2026
$879,000
5 Beds
3.5 Baths
3,058 sqft
5 Sears Road #101,
Monroe, NY 10950
eRealty Advisors, Inc

Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information