88 Winthrop Road Chester, CT $ 799,900
88 Winthrop Road
$ 799,900
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88 Winthrop Road

Chester, CT, 06412
$ 799,900
Bedrooms3 Baths2.1 Sq 2,240

Monthly Estimate*

$ 5,051

88 Winthrop Road, Chester, CT 06412 - Image 1
88 Winthrop Road, Chester, CT 06412 - Image 2
88 Winthrop Road, Chester, CT 06412 - Image 3
88 Winthrop Road, Chester, CT 06412 - Image 4
88 Winthrop Road, Chester, CT 06412 - Image 5
88 Winthrop Road, Chester, CT 06412 - Image 6

Single Family Home for sale in Chester, CT

for $799,900 with 3 bedrooms and 2 full baths, 1 half bath. This 2,240 square foot home was built in 1980 on a lot size of 33.97.

Set on 33.97 private acres in beautiful Chester, CT, this inviting home offers space, privacy, and scenic views. The main level features a primary bedroom with a full bath, while upstairs you'll find 3 additional bedrooms with 2 full baths. The bright, open living room features soaring ceiling and a second floor balcony overlooking the main living space, creating an airy feel. Large south facing windows bring in abundant natural light and capture lovely views of the lightly wooded landscape. The home's attractive vertical wood siding adds character, while the expansive acreage provides a peaceful setting just minutes from the charm, shops and restaurants of Chester village.

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Single Family Active

Price

$ 799,900

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 8,198

Style

Lot Size

33.97

Year Built

1980

Town/City

Chester

MLS | Web ID

24179377

Features
General
Zoning R-2
Neighborhood Cedar Lake
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 33.97
Directions GPS
High School Region 4
City Chester
Elementary School Chester
Sq Ft Total 2240
DOM 66
Year Built 1980
Style Contemporary Farm House
Year Built Source Public Records
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Interior
Cooling System None
Total Rooms 8
Basement Description Crawl Space
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Exterior
Water Source Private Well
Lot Description Secluded Some Wetlands Treed Level Lot
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* Excluded Features
List By
Peter Walsh

Listing Agent

Re/Max Valley Shore

Broker

pdwalsh1@gmail.com

Email

Affordability Calculator

$5,734
Per Month
88%
12%
0%
Monthly Principal & Interest
$5,051
Monthly Property Taxes
$683
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Region 4 High School High School
Pricing History
DatePricePrice ChangeDescription
7/13/2026$799,900 Listed Price

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88 Winthrop Road, Chester, CT, 06412 is a Single Family Home for sale at $799,900 with 2,240 sqft and a lot size of 33.97. 88 Winthrop Road has 3 bedrooms, 2.1 baths, and was built in 1980. The property's zip code is 06412 which is in Chester, CT