Home › Homes for Sale › Chester, CT › 88 Winthrop Road

88 Winthrop Road, Chester, CT 06412

Single Family For Sale

$799,900
$357/sqft
88 Winthrop Road, Chester, CT
Active
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3
Bedrooms
3
Bathrooms
2,240
Sq Ft
33.97
Acres
1980
Year Built

About This Home

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.

Listed by Peter Walsh (860) 304-9288 with Re/Max Valley Shore (860) 388-1228

Listing Snapshot

Price $799,900 Days on Our Site 3 days
Property Tax $8,198/yr Style Contemporary,Farm House
Year Built 1980 Total Sq Ft 2,240
Lot Size 33.97 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 2
Total Rooms 8 Half Baths 1

Key Features

Appliances
  • Oven/Range
  • Wall Oven
  • Refrigerator
  • Washer
  • Electric Dryer
Outdoor
  • Balcony
  • Shed

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling None
Hot Water Oil, Tank Size Unknown
Water Private Well
Sewer Septic

Schools

Elem Chester
High Region 4

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $683/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 8, 2026 Listed $799,900

Frequently Asked Questions

How much does 88 Winthrop Road in Chester, CT cost?
This property is listed at $799,900, which works out to $357 per square foot.
How many bedrooms does 88 Winthrop Road have?
This home has 3 bedrooms and 3 bathrooms.
What is the square footage of 88 Winthrop Road?
The home is 2,240 square feet, situated on 33.97 acres.
When was 88 Winthrop Road in Chester built?
This property was built in 1980.
Is 88 Winthrop Road, Chester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 88 Winthrop Road, Chester in?
This home is served by the Chester public school system, with Chester as the elementary school and Region 4 as the high school.
How do I schedule a tour of 88 Winthrop Road, Chester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Peter Walsh · (860) 304-9288

Re/Max Valley Shore · (860) 388-1228

MLS# 24179377 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 1, 2026 5:45 PM UTC