Recently Sold Single Family Homes in Chester, NY

61 homes

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SOLD
OCT 1, 2026
$575,000
3 Beds
2 Baths
1,724 sqft
1 Bell Way,
Chester, NY 10918
Howard Hanna Rand Realty
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SOLD
SEP 25, 2026
$510,000
3 Beds
3 Baths
2,032 sqft
35 Maple Avenue,
Chester, NY 10918
RE/MAX Benchmark Realty Group
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SOLD
SEP 21, 2026
$490,000
3 Beds
2 Baths
1,912 sqft
76 Surrey Road,
Chester, NY 10918
eXp Realty
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SOLD
SEP 16, 2026
$850,000
4 Beds
3.5 Baths
4,130 sqft
102 Beverly Road,
Chester, NY 10918
Keller Williams Realty
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SOLD
SEP 15, 2026
$700,000
3 Beds
2.5 Baths
2,600 sqft
1 Hemlock Court,
Chester, NY 10918
MK Realty Inc
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SOLD
SEP 10, 2026
$1,200,000
4 Beds
2.5 Baths
3,866 sqft
2948 State Route 94,
Chester, NY 10918
Tuxedo Hudson Realty Corp
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SOLD
SEP 10, 2026
$740,000
5 Beds
2.5 Baths
2,700 sqft
7 Hilltop Lane,
Chester, NY 10918
MK Realty Inc
SOLD
SEP 8, 2026
$745,000
5 Beds
2.5 Baths
2,700 sqft
1 Periwinkle Court,
Chester, NY 10918
MK Realty Inc
SOLD
SEP 5, 2026
$710,000
5 Beds
2.5 Baths
3,200 sqft
2 Gate Way,
Chester, NY 10918
MK Realty Inc
SOLD
SEP 4, 2026
$464,900
3 Beds
2 Baths
2,303 sqft
172 Farmingdale Road,
Blooming Grove, NY 10914
Curasi Realty, Inc.
SOLD
SEP 4, 2026
$69,000
4 Beds
4.5 Baths
4,492 sqft
2 Park Place,
Chester, NY 10918
Keller Williams Realty
SOLD
SEP 2, 2026
$560,000
4 Beds
2 Baths
2,076 sqft
85 Surrey Road,
Chester, NY 10918
Keller Williams Realty
SOLD
SEP 1, 2026
$399,000
4 Beds
3 Baths
2,090 sqft
16 Oakland Ave,
Chester, NY 10918
BHG Real Estate Green Team
SOLD
AUG 28, 2026
$870,000
5 Beds
3.5 Baths
3,764 sqft
86 Long Vista Lane,
Chester, NY 10918
RE/MAX Town & Country
SOLD
AUG 27, 2026
$440,000
3 Beds
1.5 Baths
1,177 sqft
151 Laroe Road,
Chester, NY 10918
Keller Williams Realty
SOLD
AUG 27, 2026
$600,000
3 Beds
2.5 Baths
1,730 sqft
107 Pine Hill Road,
Chester, NY 10918
Hudson Valley Griffith
SOLD
AUG 27, 2026
$535,000
4 Beds
2 Baths
1,730 sqft
37 Surrey Road,
Chester, NY 10918
eXp Realty
SOLD
AUG 26, 2026
$425,000
3 Beds
2 Baths
1,748 sqft
11 Oxford Depot,
Chester, NY 10918
Keller Williams Realty
SOLD
AUG 24, 2026
$860,000
4 Beds
3 Baths
3,846 sqft
2 Heidi Lane,
Chester, NY 10918
Cronin & Company Real Estate
SOLD
AUG 17, 2026
$625,000
4 Beds
2.5 Baths
2,524 sqft
17 Woodridge Drive,
Chester, NY 10918
eXp Realty
SOLD
AUG 14, 2026
$685,000
4 Beds
2.5 Baths
3,100 sqft
9 Derose Lane,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
AUG 12, 2026
$500,000
3 Beds
2 Baths
1,778 sqft
1 N Hudson Street,
Chester, NY 10918
KW Hudson Valley United
SOLD
AUG 4, 2026
$450,000
3 Beds
2 Baths
1,882 sqft
5 Roggia Road,
Chester, NY 10918
Nazma Real Estate LLC
SOLD
AUG 3, 2026
$998,999
4 Beds
3.5 Baths
4,467 sqft
53 Odyssey Drive,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
JUL 14, 2026
$742,500
4 Beds
3.5 Baths
3,356 sqft
55 Beverly Road,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
JUL 13, 2026
$589,000
3 Beds
2.5 Baths
1,854 sqft
101 Whitetail Run,
Chester, NY 10918
Cronin & Company Real Estate
SOLD
JUL 8, 2026
$700,000
4 Beds
3.5 Baths
2,780 sqft
7 Park Place,
Chester, NY 10918
Century 21 Full Service Realty
SOLD
JUL 7, 2026
$830,000
4 Beds
2.5 Baths
2,722 sqft
5 Gabriels Drive,
Chester, NY 10918
Q Home Sales
SOLD
JUL 1, 2026
$370,000
1 Bed
1 Bath
783 sqft
58 Oxford Springs Road,
Chester, NY 10918
Keller Williams Realty
SOLD
JUL 1, 2026
$525,000
3 Beds
2.5 Baths
1,888 sqft
4 Oak Street,
Chester, NY 10918
Cronin & Company Real Estate
SOLD
JUN 25, 2026
$770,000
4 Beds
2.5 Baths
2,780 sqft
1071 Craigville Road,
Chester, NY 10918
MS Realty Group USA, Inc
SOLD
JUN 22, 2026
$635,000
3 Beds
2.5 Baths
1,954 sqft
25 Sugarloaf Mountain Road,
Chester, NY 10918
Cronin & Company Real Estate
SOLD
JUN 18, 2026
$905,000
5 Beds
3.5 Baths
3,680 sqft
21 Bull Mine Road,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
JUN 16, 2026
$717,000
4 Beds
2.5 Baths
3,020 sqft
278 Gibson Hill Rd,
Chester, NY 10918
SOLD
JUN 14, 2026
$437,000
3 Beds
1.5 Baths
1,056 sqft
71 Greycourt Road,
Chester, NY 10918
Blooming Realty
SOLD
JUN 14, 2026
$720,000
4 Beds
2.5 Baths
3,112 sqft
15 Old Dominion Road,
Blooming Grove, NY 10914
Blooming Realty
SOLD
JUN 8, 2026
$690,000
5 Beds
2.5 Baths
3,124 sqft
9 Country Woods Drive,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
JUN 1, 2026
$660,000
4 Beds
2.5 Baths
2,506 sqft
34 Booth Road,
Chester, NY 10918
Century 21 Full Service Realty
SOLD
MAY 29, 2026
$315,000
2 Beds
1 Bath
1,272 sqft
307 Gibson Hill Road,
Chester, NY 10918
Howard Hanna Rand Realty
SOLD
MAY 27, 2026
$725,000
3 Beds
3 Baths
2,870 sqft
16 Oxford Springs Road,
Chester, NY 10918
RE/MAX Benchmark Realty Group
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Based on information submitted to the MLS GRID as of 2026-10-03 06:53:09 PDT 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