Chester, CT Real Estate & Homes For Sale

7 homes

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NEW
OPEN SUN, 12-2PM
2.5 ACRES
$585,000
2 Beds
2.5 Baths
1,726 sqft
16 Sypher Road,
Chester, CT 06412
Coldwell Banker Realty
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2 ACRES
$485,000
4 Beds
2 Baths
1,906 sqft
275 West Main Street,
Chester, CT 06412
Puorro Realty Group
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OPEN SAT, 11-12:30PM
3D VIEW
2.05 ACRES
$995,000
4 Beds
3 Baths
3,343 sqft
136 Goose Hill Road,
Chester, CT 06412
RE/MAX One
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FORECLOSURE
BANK OWNED
0.33 ACRES
$282,225
2 Beds
2 Baths
1,344 sqft
3 KIRTLAND Avenue,
Chester, CT 06412
Realhome Services & Solutions
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2.56 ACRES
$2,100,000
11 Beds
11 Baths
8,500 sqft
59-65 Maple Street,
Chester, CT 06412
VC Property Group, LLC
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OPEN SAT, 1-3PM
0.68 ACRES
$525,000
3 Beds
2 Baths
1,188 sqft
135 Middlesex Avenue,
Chester, CT 06412
Re/Max Valley Shore
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2.65 ACRES
$3,150,000
4 Beds
5 Baths
4,926 sqft
288 Middlesex Avenue,
Chester, CT 06412
Coldwell Banker Realty

Real Estate & Homes For Sale Near Chester, CT

We found 23 more homes matching your filters just outside Chester

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NEW - 11 HRS AGO
0.37 ACRES
$409,000
4 Beds
1.5 Baths
1,080 sqft
15 Grove Street,
Deep River, CT 06417
William Raveis Real Estate
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NEW
OPEN SUN, 12-2PM
0.4 ACRES
$525,000
4 Beds
2 Baths
2,033 sqft
13 Platt Lane,
Deep River, CT 06417
Coldwell Banker Realty
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NEW - 22 HRS AGO
$450,000
3 Beds
2.5 Baths
1,572 sqft
93 Book Hill Road,
Essex, CT 06426
Innovation Propeties, LLC
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NEW
OPEN SAT, 11-3PM
0.29 ACRES
$415,000
2 Beds
1 Bath
1,200 sqft
12 Jones Lane,
Deep River, CT 06417
William Raveis Real Estate
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NEW - 1 DAY AGO
2.41 ACRES
$190,000
Cedar Swamp Road,
Deep River, CT 06417
William Raveis Real Estate
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$239,700
2 Beds
1.5 Baths
1,080 sqft
391 Main Street #504,
Deep River, CT 06417
Berkshire Hathaway NE Prop.
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3.9 ACRES
$924,000
4 Beds
2.5 Baths
2,774 sqft
15 Pent Road,
Deep River, CT 06417
Ki Property Group
4.2 ACRES
$518,000
3 Beds
2 Baths
1,842 sqft
42 Parker Hill Road,
Killingworth, CT 06419
Coldwell Banker Realty
$2,100,000
11 Beds
11 Baths
8,500 sqft
163 Main Street,
Deep River, CT 06417
VC Property Group, LLC
37 ACRES
$899,000
0 Cold Spring Road,
East Haddam, CT 06423
Coldwell Banker Realty
$212,000
1 Bed
1 Bath
727 sqft
92 Main Street #107,
Deep River, CT 06417
Compass Connecticut, LLC
2.29 ACRES
$115,000
428-LOT Plains Road,
Haddam, CT 06438
William Raveis Real Estate
9.05 ACRES
$3,395,000
5 Beds
5 Baths
4,734 sqft
53-1 Selden Road Road,
Old Lyme, CT 06371
Coldwell Banker Realty
4.4 ACRES
$823,999
3 Beds
2.5 Baths
2,433 sqft
257 West Elm Street,
Deep River, CT 06417
William Raveis Real Estate
2.15 ACRES
$650,000
4 Beds
3 Baths
2,286 sqft
882 Killingworth Road,
Higganum, CT 06441
CT Home Pro, LLC
0.41 ACRES
$365,000
2 Beds
1 Bath
912 sqft
8 Prospect Hill,
Deep River, CT 06417
Re/Max Valley Shore
2.3 ACRES
$850,000
3 Beds
2.5 Baths
1,476 sqft
559 Route 81,
Killingworth, CT 06419
William Pitt Sotheby's Int'l
$220,000
2 Beds
1 Bath
884 sqft
113 Union Street APT Z,
Deep River, CT 06417
Kennedy Real Estate Solutions
0.44 ACRES
$1,350,000
7 Beds
6 Baths
3,787 sqft
87 Main Street,
Deep River, CT 06417
VC Property Group, LLC
3D VIEW
$489,999
3 Beds
2 Baths
1,608 sqft
89 Book Hill Road,
Essex, CT 06426
RE/MAX RISE
0.45 ACRES
$1,199,999
9 Beds
9 Baths
4,982 sqft
209 Main Street,
Deep River, CT 06417
William Pitt Sotheby's Int'l
2.03 ACRES
$749,000
5 Beds
3 Baths
2,648 sqft
11 Phelps Road,
East Haddam, CT 06423
Agnelli Real Estate
25 ACRES
$10,000,000
5 Beds
6 Baths
7,021 sqft
153 Ferry Road,
Lyme, CT 06371
William Raveis Real Estate

Chester, CT Real Estate Trends

Learn about the Chester, CT housing market through trends and averages.

Affordability
Home Value
What Locals Say

Affordability of Living in Chester, CT

The median home value is $527,743

Month	Median home value
May 2025	$493k
June 2025	$499k
July 2025	$507k
August 2025	$513k
September 2025	$517k
October 2025	$519k
November 2025	$522k
December 2025	$525k
January 2026	$527k
February 2026	$527k
March 2026	$527k
April 2026	$528k

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Trends and affordability stats are provided by third party data sources.

Average Home Value in Chester, CT, by Home Size

Currently, there are 3 new listings in Chester, CT and 7 homes for sale.

Home Size	Home Value*
2 bedrooms (2 homes)	$426,208
3 bedrooms (1 home)	$531,613
4 bedrooms (3 homes)	$665,927

*Home value over the past month

Explore Neighborhoods in Chester, CT

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Chester Center
2 Homes For You
Buy: $525k - $2.1m
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Neighborhood stats provided by third party data sources.

What Locals Say about Chester

Jcollier82816
Resident
2y ago
"Local parades, community events and fairs and the friendliness of the neighborhoods. I am lucky to live here"
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Jejoy924
Resident
5y ago
"Kindness and the feeling of community. Enjoy meeting new people and having new encounters. Kids in the neighborhood"
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Lscd1959
Resident
7y ago
Chester Center, Chester
"Regular Sunday markets downtown. Great restaurants and shops. Very friendly staff. Walkable from my home"
1
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Chester, CT Real Estate & Homes For Sale

7 homes

We found 23 more homes matching your filters just outside Chester

Chester, CT Real Estate Trends

Affordability of Living in Chester, CT

Average Home Value in Chester, CT, by Home Size

Explore Neighborhoods in Chester, CT

What Locals Say about Chester

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