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
| Office | Berkshire Hathaway NE Prop. |
|---|
