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89 John Perry Road

Eastford, CT 06242
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Bed 4

Bed

Bath 3

Bath

SqFt4,538

Sqft

Acres3

Acres(Lot)

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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Detail Ic Property Details

Property Type : Residential

Price : $625,000

AD Id : 91558921

MLS Id : 24210501

Beds : 4

Lot Size : 3 Acres

Living Area Size : 4,538 Sq. Ft

Tax Amount : $6,744

Year Built : 1800

County : Windham

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Rooms Total: 8 Has Basement: Yes Basement: Full, Walk-Out Access
  • Roofing Information

    Asphalt
  • Interior Features

    Elevator Roof: Asphalt Appliances: Refrigerator, Electric Water Heater Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Hot Water, Steam Cooling: None

  • Building Information

    Year Built: 1800 Building Area Total: 4538 Construction Materials: Frame, Clapboard Patio And Porch Features: Porch, Screened Private Pool: No

  • Lot Information

    Lot Size Acres: 3 Lot Description: Sloped

  • Listing Price Information

    Listing Price: $625000

  • Tax Information

    Parcel Number: 1683630 Annual Tax: $6744

  • School Information

    Elementary School: Eastford
    Junior High School:
    Senior High School: Woodstock Academy
  • Location Information

    Direction: GPS WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
5 Eastford Road, Eastford, CT, 06242 $369,000 4 2 3,324 0.70 Acre
187 Eastford Road, Eastford, CT, 06242 $199,900 4 2 1,752 0.60 Acre
41 Weeks Road, Eastford, CT, 06242 $560,000 3 3 1,872 2.06 Acres
32 Ashford Road, Eastford, CT, 06242 $435,000 3 2 1,992 17.07 Acres

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 09/30/2026 @ 22:28

MLS: 24210501 LISTED BY: Kristen Kaskela, Berkshire Hathaway NE Prop. SOURCE: SmartMLS

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