89 John Perry Road
Eastford, CT, 06242 $ 625,000
Bedrooms4 Baths2.1 Sq 4,538 Monthly Estimate*
$ 3,946
for $625,000 with 4 bedrooms and 2 full baths, 1 half bath. This 4,538 square foot home was built in 1800 on a lot size of 3.
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. The house rewards a closer look. The room within its distinctive full-height monitor was first used as a Masonic lodge in the winter of 1800. Built-in benches and fireplaces remain. According to the current owner's research, the house may have the earliest monitor roof in Connecticut. Squire Bosworth used the basement as a storeroom, and historical accounts describe it as holding a remarkable supply of Madeira wine. The kitchen includes a maroon slate sink, curly maple counters, cabinetry crafted with cherry wood, a paneled fireplace wall and stenciled floors. In the dining room, bookcases and a china closet complement cabinetry made with carefully matched curly maple. Original and reproduced historic paint colors can be found throughout the home, and remnants of wall stenciling remain in the primary bedroom. Recent work includes new traditional lime and sand plaster in the parlor and second-floor hallway. All chimneys have been cleaned and inspected, with new parging added where needed. There's no knob and tube, 100amp electrical service, all windows were reglazed and have custom removable storm windows and the roof was redone in 2002 with 50-year shingles.
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FeaturesGeneralZoning RES
Neighborhood N/A
County Windham
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 3
Directions GPS
High School Woodstock Academy
City Eastford
Elementary School Eastford
Sq Ft Total 4538
DOM 0
Year Built 1800
Exclusions Personal items furniture
Style Colonial
Year Built Source Public Records
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InteriorCooling System None
Total Rooms 8
Basement Description Full Full With Walk-Out
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ExteriorWater Source Private Well
Lot Description Sloping Lot
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* Excluded FeaturesList ByKristen KaskelaListing Agent
Berkshire Hathaway Ne Prop.Broker
kristenkaskela@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,946
- Monthly Property Taxes
- $562
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Eastford, CT
Average List Price $524,225
Percent of Sale Price 16%
About Eastford, CT 1,905 Population
18% Since 2002
$ 78,077 Median Income
47.42 Median Age
20% Households with Children
Trends Information provided by ATTOM Data Solutions.
3042635 Elementary School
1186813 Middle School
Woodstock Academy High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/28/2026 | $625,000 | | Listed Price |