88 Winthrop Road Chester, CT $ 499,000
88 Winthrop Road
$ 499,000
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88 Winthrop Road

Chester, CT, 06412
$ 499,000
Bedrooms3 Baths2.1 Sq 2,240

Monthly Estimate*

$ 3,151

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Single Family Home for sale in Chester, CT

for $499,000 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 nearly 34 acres and directly abutting state forest, this unique contemporary home offers privacy, space, and endless potential. The open-concept interior features soaring cathedral ceilings and exposed beams, creating a dramatic and inviting living space. The home offers 3 bedrooms, 2.5 bathrooms, and an oversized 2-car attached garage. A separate approximately 800-square-foot barn/shop provides additional workspace, storage, or hobby potential and includes a dedicated garage bay. This home is an excellent opportunity for a buyer looking to restore and customize the property to their vision. With substantial acreage, direct access to nature, and versatile outbuildings, this property presents a rare opportunity to create a private estate, homestead, or retreat.

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Single Family Contingent

Price

$ 499,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 8,410

Style

Lot Size

33.97

Year Built

1980

Town/City

Chester

MLS | Web ID

24204497

Features
General
Zoning R-2
Neighborhood Cedar Lake
County Middlesex
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Under Contract
Acres 33.97
Directions GPS Friendly
High School Per Board of Ed
City Chester
Elementary School Per Board of Ed
Sq Ft Total 2240
DOM 3
Year Built 1980
Style Contemporary
Year Built Source Public Records
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Interior
Cooling System Window Unit
Total Rooms 8
Basement Description Crawl Space
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Exterior
Water Source Private Well
Lot Description Secluded Treed
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* Excluded Features
List By
Carlos Ortiz

Listing Agent

Re/Max Heritage

Broker

cortiz2381@gmail.com

Email

Affordability Calculator

$3,852
Per Month
82%
18%
0%
Monthly Principal & Interest
$3,151
Monthly Property Taxes
$701
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
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
9/10/2026$499,000 Listed Price

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88 Winthrop Road, Chester, CT, 06412 is a Single Family Home for sale at $499,000 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