88 Winthrop Road Chester, CT ^$ 650,000

88 Winthrop Road

^$ 650,000

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88 Winthrop Road

Chester, CT, 06412

^$ 650,000

Bedrooms3 Baths2.1 Sq 2,240

Monthly Estimate*

^$ 4,104

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Single Family Home for sale in Chester, CT

for $650,000 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.

Contemporary Post + Beam Home on almost 34 acres, abutting State Forest. Open floor plan, Cathedral Ceilings, exposed beams. 3 Bedrooms, 2 and 1/2 bathrooms. 2 car attached oversized garage plus an 800 sqft Barn/Shop with 1 garage Bay. Home and Barn are in need of renovation.

Single Family Active

Price

^$ 650,000

Bedrooms

Full Bath

Half Bath

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 104

Year Built 1980

Style Contemporary Farm House

Year Built Source Public Records

Interior

Cooling System None

Total Rooms 8

Basement Description Crawl Space

Exterior

Water Source Private Well

Lot Description Secluded Some Wetlands Treed Level Lot

* Excluded Features

List By

Peter Walsh

Listing Agent

Re/Max Valley Shore

Broker

pdwalsh1@gmail.com

Affordability Calculator

$4,787

Per Month

Monthly Principal & Interest: $4,104
Monthly Property Taxes: $683
Monthly Home Insurance: --

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Loan Term

Interest Rate

Yearly Property Taxes

Yearly 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

Trends
Schools

Single family listings in Chester, CT

Average List Price ^$863,383

Percent of Sale Price 33%

About Chester, CT

3,728 Population

0% Since 2002

^$78,487 Median Income

51.82 Median Age

25% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

0 Elementary School

0 Middle School

Region 4 High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
8/15/2026	$650,000	-18.74%	Price Down
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 $650,000 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

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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88 Winthrop Road

Single Family Home for sale in Chester, CT

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