88 Winthrop Road, Chester, Connecticut

$499,000

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3

Beds

2/1

Baths

2,240

Square feet

33.97

Acres

About 88 Winthrop Road

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.

Features of 88 Winthrop Road

MLS® # 24204497
Price $499,000
Bedrooms 3
Bathrooms 2/1
Full Baths 2
Half Baths 1
Square Footage 2,240
Acres 33.97
Type Single Family For Sale
Style Contemporary

Community Information

Address 88 Winthrop Road
Area Cedar Lake
City Chester
County Middlesex
State Connecticut
Zip Code 06412

Amenities

Parking Attached Garage
Garage Spaces 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Appliances None
Heating Hot Air, Oil
Cooling Window Unit
Fireplace No

Exterior

Exterior Vertical Siding, Wood
Exterior Features Balcony, Shed
Lot Description Secluded, Treed
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed September 10th, 2026
Days on Market 10
Zoning R-2
RE / Bank Owned No

Listing Details

OfficeRE/MAX Heritage

Listing Map

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