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$650,000
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Property Description
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.
Full Property Details
Full Property Details for 88 Winthrop Rd
General
- Price: $650,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24179377
- Updated: 8/20/2026
- Added to Site: 111 day(s) ago
Interior
- Number of Rooms: 8
- Appliances: Oven/Range, Wall Oven, Refrigerator, Washer, Electric Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom, Main
- Bedroom 1: Bedroom, Upper
- Bedroom 2: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Kitchen: Kitchen, Main
Exterior
- Exterior Features: Balcony, Shed
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: Middlesex
- Neighborhood: Cedar Lake
- Driving Directions: GPS
School Information
- Elementary School: Chester
- High School: Region 4
Community
- Community Name: Cedar Lake
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Tank Size Unknown
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Contemporary, Farm House
- Construction Status: No/Resale
- Exterior Const.: Vertical Siding, Wood
- Basement Desc.: Crawl Space
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 2,240
- Above Ground: 2,240 Sq. Ft.
- Year Built: 1980
Lot Features
- Lot Size (Acres): 33.97
- Zoning: R-2
- Lot Description: Secluded, Some Wetlands, Treed, Level Lot
Water Features
- Water Front Desc.: View, Seasonal
Financial Considerations
- Assessment Amount: $302,750
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 941053
Listed by Re/Max Valley Shore, Peter Walsh
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Schools
Schools serving 88 Winthrop Rd
School Districts:Chester School District, Regional High School District 04
| Name | Grades | Distance |
|---|---|---|
Chester Elementary School, Chester, CT 23 Ridge Road, Chester, CT 06412 | K-6 | 4.7 mi |
John Winthrop Middle School 1 Winthrop Road, Deep River, CT 06417 | 7-8 | 3 mi |
Valley Regional High School 256 Kelsey Hill Road, Deep River, CT 06417 | 9-12 | 3.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 88 Winthrop Rd
Date
Details
Price
Change
Source
8/15/2026
Price Reduced
$650,000
-18.74%
MLS
5/08/2026
Listed
$799,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 88 Winthrop Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,198
11%
$302,750
—
2023
$7,402
7%
$302,750
30%
2023
$6,935
1%
$233,490
—
2022
$6,888
—
$233,490
—
2021
$6,888
3%
$233,490
—
2020
$6,682
-1%
$233,490
—
2019
$6,722
-5%
$233,490
-11%
2018
$7,096
3%
$261,760
—
2017
$6,900
3%
$261,760
—
2016
$6,693
1%
$261,760
—
2015
$6,628
2%
$261,760
—
2014
$6,497
3%
$261,760
-9%
2011
$6,326
—
$288,190
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 88 Winthrop Rd
88 Winthrop Road, Chester, CT 06412 (MLS# 24179377) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 88 Winthrop Road is currently listed for $650,000 and was received on May 08, 2026. Want to learn more about 88 Winthrop Road? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.

