Skip main navigation
For sale
  • $625,000

    89 John Perry Road, Eastford, CT 06242

    4beds
    4,538sqft
    : 
    $4,436/mo
    Get pre-qualified
    Single Family Residence
    Built in 1800
    3 Acres Lot
    $-- Zestimate®
    $138/sqft
    $-- HOA

    What's special

    Paneled fireplace wallFederal-style homeHand-carved woodworkGenerously scaled roomsSunlit sitting roomCurly maple countersStenciled floors
    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.
    1 day
    385
    50

    Zillow last checked:

    Listing updated:

    Listed by:

    Kristen Kaskela (860)377-0118,

    Berkshire Hathaway NE Prop. 860-928-1995

    Source: Smart MLS,MLS#: 24210501MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Fireplace, Full Bath, Wide Board Floor
      • Level: Upper
      • Area: 259 Square Feet
      • Dimensions: 17.5 x 14.8
      Bedroom
      • Features: Fireplace, Wide Board Floor
      • Level: Upper
      • Area: 198.45 Square Feet
      • Dimensions: 13.5 x 14.7
      Bedroom
      • Features: Fireplace, Wide Board Floor
      • Level: Upper
      • Area: 179.34 Square Feet
      • Dimensions: 12.2 x 14.7
      Bedroom
      • Features: Wide Board Floor
      • Level: Upper
      • Area: 135.59 Square Feet
      • Dimensions: 9.1 x 14.9
      Den
      • Features: Fireplace, Wide Board Floor
      • Level: Main
      • Area: 176.64 Square Feet
      • Dimensions: 13.8 x 12.8
      Dining room
      • Features: Bookcases, Built-in Features, Fireplace, Wide Board Floor
      • Level: Main
      • Area: 323.12 Square Feet
      • Dimensions: 22.9 x 14.11
      Kitchen
      • Features: Built-in Features, Fireplace, Half Bath, Laundry Hookup, Wide Board Floor
      • Level: Main
      • Area: 227.43 Square Feet
      • Dimensions: 13.3 x 17.1
      Living room
      • Features: Fireplace, Wide Board Floor
      • Level: Main
      • Area: 244.1 Square Feet
      • Dimensions: 17.3 x 14.11
      Office
      • Features: Wide Board Floor
      • Level: Upper
      • Area: 133.77 Square Feet
      • Dimensions: 9.1 x 14.7
      Other
      • Features: Palladian Window(s), Wide Board Floor
      • Level: Main
      • Area: 187.18 Square Feet
      • Dimensions: 19.1 x 9.8
      Other
      • Features: Built-in Features, Fireplace, Wide Board Floor
      • Level: Third,Upper
      • Area: 393.67 Square Feet
      • Dimensions: 20.6 x 19.11
      Heating
      • Radiator, Steam, Oil
      Cooling
      • None
      Appliances
      • Included: Refrigerator, Electric Water Heater, Water Heater
      • Laundry: Main Level
      Features
      • Elevator
      • Basement: Full
      • Attic: Floored,Walk-up
      • Number of fireplaces: 11
      Interior area
      • Total structure area: 4,538
      • Total interior livable area: 4,538 sqft
      • Finished area above ground: 4,538

      Property

      Features
      • Patio & porch: Screened, Porch
      Lot
      • Size: 3 Acres
      • Features: Sloped
      Details
      • Parcel number: 1683630
      • Zoning: RES

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1800

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cable Available

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Eastford

      Financial & listing details

      • Price per square foot: $138/sqft
      • Tax assessed value: $303,800
      • Annual tax amount: $6,744
      • Date on market: 9/28/2026
      • Exclusions: Personal items, furniture

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/28/2026Listed for sale$625,000+8.7%$138/sqft
        Source: Smart MLS #24210501 Report a problem
        5/26/2026Sold$575,000$127/sqft
        Source: Smart MLS #24099024 Report a problem
        8/19/2025Pending sale$575,000$127/sqft
        Source: Smart MLS #24099024 Report a problem
        6/7/2025Listed for sale$575,000+187.5%$127/sqft
        Source: Smart MLS #24099024 Report a problem
        3/19/2002Sold$200,000$44/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,441 +7.6%$303,800
        2024$5,985 -24.8%$303,800 +5%
        2023$7,960 +4.8%$289,460
        2022$7,598 +1%$289,460
        2021$7,526 +1.5%$289,460
        2020$7,413 $289,460
        2019$7,413 -0.7%$289,460 +1.2%
        2018$7,468 $286,020
        2017$7,468 +4%$286,020
        2015$7,182 +1.3%$286,020
        2014$7,093 +12.2%$286,020 -2.7%
        2013$6,321 $293,980
        2012$6,321 +1.2%$293,980
        2011$6,247 +1.2%$293,980
        2010$6,174 +3.6%$293,980
        2009$5,959 +2.1%$293,980
        2008$5,838 +21.4%$293,980 +90.7%
        2007$4,809 $154,140
        2006$4,809 -0.3%$154,140
        2005$4,825 +46.3%$154,140
        2004$3,299 -26.1%$154,140 +21.9%
        2001$4,463 $126,420
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06242

        Getting around

        14 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Eastford
        • High: Woodstock Academy

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts