89 John Perry Road, Eastford, Connecticut

$625,000

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4

Beds

3

Baths

4,538

Square feet

3.00

Acres

About 89 John Perry Road

The Benjamin Bosworth House has been part of Eastford's landscape for more than two centuries, and there is still nothing quite like it. Set on 3 acres, this Federal-style home, completed around 1800, offers 4,538 square feet, 4 bedrooms, 2.5 baths and 11 fireplaces. Its defining feature is a rare full-height monitor, once used as a Masonic meeting hall, with built-in benches and fireplaces. Throughout the house, hand-carved woodwork, historic finishes and generously scaled rooms tell the story of its past. The main level includes a formal dining room, parlor, sunlit sitting room, kitchen, studio and workshop, with additional flexible space upstairs. Since purchasing the home in May, the current owner has continued restoration work, including new lime plaster in the parlor and second-floor hall, a retiled upstairs bath and fresh paint in several rooms. Listed on the National Register of Historic Places, this is a remarkable opportunity for someone who appreciates early American craftsmanship and wants to carry its story forward.

Features of 89 John Perry Road

MLS® # 24210501
Price $625,000
Bedrooms 4
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 4,538
Acres 3.00
Type Single Family For Sale
Style Colonial
Status Active

Community Information

Address 89 John Perry Road
Area N/A
City Eastford
County Windham
State Connecticut
Zip Code 06242

Amenities

Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Available, Elevator
Appliances Refrigerator
Heating Radiator, Steam, Oil
Cooling None
Fireplace Yes
# of Fireplaces 11
Has Basement Yes
Basement Full, Full With Walk-Out

Exterior

Exterior Clapboard
Exterior Features Porch-Screened, Porch
Lot Description Sloping Lot
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Eastford
High Woodstock Academy

Additional Information

Date Listed September 28th, 2026
Days on Market 7
Zoning RES
RE / Bank Owned No

Listing Details

OfficeBerkshire Hathaway NE Prop.

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Listing information last updated on October 6th, 2026 at 8:29pm EDT.