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.
| MLS # | 24210501 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 1800 |
| Days On Site | 31 |
| Listing Provided By | Berkshire Hathaway NE Prop. | Kristen Kaskela |
| Bed(s) | 4 |
|---|---|
| Bath(s) | 3 Total |
| SQ Feet | 4,538 |
| Basement | Y |
| Zoning | RES |
| Acreage | 3.00 |
| Total Rooms | 8 |
|---|---|
| Cooling System | None |
| Interior Features | Cable - Available, Elevator |
| Appliances Included | Refrigerator |
| Fireplaces Total | 11 |
| Laundry Room Info | Main Level |
| Exterior Features | Porch-Screened, Porch |
|---|---|
| Roof Information | Asphalt Shingle |
| Foundation Type | Stone |
| Sewage System | Septic |
|---|
| Tax Year | July 2026-June 2027 |
|---|---|
| Property Tax | 6744 |
| State | CT |
|---|---|
| County | Windham |
| City | Eastford |
| Zip Code | 06242 |
| Area | N | A |
| School District | Eastford |
| Elementary School | Eastford |
| High School | Woodstock Academy |
| Listing VS Median (in 06242) | |
Price: $625,000 low | high Med: $347,450 sqft: 4,538 low | high Med: 1,513 $ / sqft: $138 low | high Med: $230 On site: 31 low | high Med: 35.5 | |
| State | CT |
|---|---|
| County | Windham |
| City | Eastford |
| Zip Code | 06242 |
| Area | N | A |
| School District | Eastford |
| Elementary School | Eastford |
| High School | Woodstock Academy |
| Listing VS Median (in 06242) | |
Price: $625,000 low | high Med: $347,450 sqft: 4,538 low | high Med: 1,513 $ / sqft: $138 low | high Med: $230 On site: 31 low | high Med: 35.5 | |