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Recently Sold Homes in Town of Chester, NY

85 homes

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SOLD
DEC 30, 2025
$800,000
4 Beds
2.5 Baths
2,450 sqft
126 Beverly Rd,
Chester, NY 10918
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SOLD
DEC 23, 2025
$904,500
4 Beds
3 Baths
2,700 sqft
893 Laroe and Co Hwy 45,
Monroe, NY 10950
Corcoran Country Living
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SOLD
DEC 18, 2025
$845,000
4 Beds
4 Baths
3,489 sqft
11 Saddle Hill Road,
Chester, NY 10918
Keller Williams Realty
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SOLD
DEC 12, 2025
$320,000
2 Beds
1.5 Baths
1,072 sqft
2317 Whispering Hills,
Chester, NY 10918
HomeSmart Homes & Estates
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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
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SOLD
DEC 10, 2025
$310,000
2 Beds
1.5 Baths
1,086 sqft
3107 Whispering Hills,
Chester, NY 10918
Master Realty Group Inc.
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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 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 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 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
SOLD
SEP 29, 2025
$382,000
3 Beds
2.5 Baths
1,331 sqft
3915 Whispering Hills,
Chester, NY 10918
Century 21 Full Service Realty
SOLD
SEP 23, 2025
$575,000
4 Beds
2.5 Baths
3,200 sqft
12 Bianca Boulevard,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
SEP 19, 2025
$610,000
4 Beds
2.5 Baths
2,144 sqft
18 Grant Drive,
Monroe, NY 10950
Howard Hanna Rand Realty
SOLD
SEP 18, 2025
$325,000
2 Beds
2 Baths
1,086 sqft
2206 Whispering Hls,
Chester, NY 10918
SOLD
SEP 18, 2025
$305,000
2 Beds
1 Bath
1,084 sqft
4501 Whispering Hls,
Chester, NY 10918
SOLD
SEP 18, 2025
$555,000
3 Beds
2 Baths
1,844 sqft
13 Tulip Lane,
Monroe, NY 10950
Keller Williams Realty
SOLD
SEP 16, 2025
$315,800
4 Beds
2 Baths
1,780 sqft
108 Pine Hill Rd,
Chester, NY 10918
SOLD
SEP 15, 2025
$380,000
3 Beds
2 Baths
1,632 sqft
68 Southside Drive,
Monroe, NY 10950
BHG Real Estate Green Team
SOLD
SEP 15, 2025
$800,000
5 Beds
4 Baths
4,496 sqft
10 Spectrum Drive,
Chester, NY 10918
eRealty Advisors, Inc
SOLD
SEP 15, 2025
$799,900
4 Beds
2.5 Baths
2,500 sqft
40 Mountainside Drive,
Chester, NY 10918
Our House Real Estate Group
SOLD
SEP 12, 2025
$365,000
3 Beds
2.5 Baths
1,698 sqft
226 Eagleton Drive,
Monroe, NY 10950
Weichert Realtors
SOLD
SEP 8, 2025
$475,000
4 Beds
1.5 Baths
1,554 sqft
4 Wood Road,
Chester, NY 10918
HomeSmart Homes & Estates
SOLD
SEP 5, 2025
$765,000
3 Beds
2 Baths
2,020 sqft
1711 Kings Highway,
Chester, NY 10918
Keller Williams Realty
SOLD
SEP 5, 2025
$612,500
3 Beds
2 Baths
1,938 sqft
81 Hambletonian Road,
Chester, NY 10918
Keller Williams Realty
SOLD
SEP 3, 2025
$350,000
3 Beds
2 Baths
1,316 sqft
2402 Whispering Hls,
Chester, NY 10918
SOLD
SEP 2, 2025
$525,000
4 Beds
2 Baths
1,758 sqft
10 Tulip Lane,
Monroe, NY 10950
Keller Williams Realty
SOLD
AUG 29, 2025
$367,500
3 Beds
2 Baths
1,316 sqft
3911 Whispering Hills,
Chester, NY 10918
Master Realty Group 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