Recently Sold Homes in Chester, NY

82 homes

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SOLD
NOV 21, 2025
$740,000
4 Beds
2.5 Baths
3,063 sqft
48 Brennan Court,
Chester, NY 10918
Keller Williams Realty
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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
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SOLD
NOV 17, 2025
$907,000
6 Beds
4 Baths
2,639 sqft
57 Whitetail Run,
Chester, NY 10918
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SOLD
NOV 17, 2025
$643,000
3 Beds
3 Baths
2,164 sqft
61 Whitetail Run,
Chester, NY 10918
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SOLD
NOV 14, 2025
$365,000
3 Beds
2.5 Baths
1,331 sqft
2409 Whispering Hills,
Chester, NY 10918
Hudson Valley Griffith
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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
SOLD
SEP 29, 2025
$200,000
1 Bed
1 Bath
814 sqft
79 Greycourt Rd,
Chester, NY 10918
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 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 16, 2025
$315,800
4 Beds
2 Baths
1,780 sqft
108 Pine Hill Rd,
Chester, NY 10918
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 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
AUG 29, 2025
$367,500
3 Beds
2 Baths
1,316 sqft
3911 Whispering Hills,
Chester, NY 10918
Master Realty Group Inc.
SOLD
AUG 28, 2025
$540,000
3 Beds
2.5 Baths
2,040 sqft
1 Winding Trail,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
AUG 28, 2025
$460,000
4 Beds
2 Baths
1,770 sqft
22 Able Noble Drive,
Chester, NY 10918
Picture It Sold, LLC
SOLD
AUG 28, 2025
$350,000
3 Beds
2 Baths
1,316 sqft
2402 Whispering Hills Drive,
Chester, NY 10918
eXp Realty
SOLD
AUG 27, 2025
$420,000
Studio
480 sqft
1398 Kings Hwy,
Chester, NY 10918
SOLD
AUG 25, 2025
$610,000
4 Beds
2 Baths
1,987 sqft
411 Prospect Road,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
AUG 25, 2025
$330,000
3 Beds
3 Baths
1,331 sqft
3710 Whispering Hls,
Chester, NY 10918
SOLD
AUG 22, 2025
$210,000
3 Beds
1 Bath
1,266 sqft
84 Pine Hill Rd,
Chester, NY 10918
SOLD
AUG 22, 2025
$305,000
2 Beds
1 Bath
1,084 sqft
4501 Whispering Hills Drive,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
AUG 21, 2025
$533,000
5 Beds
5.5 Baths
5,403 sqft
4 Debbie Ct,
Chester, NY 10918
SOLD
AUG 19, 2025
$128,500
3 Beds
1 Bath
1,561 sqft
33 Meadow Ave,
Chester, NY 10918

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