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Windham
89 John Perry Road
Listing Courtesy of: Kristen Kaskela, Berkshire Hathaway NE Prop., (860) 377-0118
$625,000
● House - For Sale

89 John Perry Road

Eastford, CT 06242
bedrooms
4 Beds
bathrooms
2 Baths, 1 Half Bath
square feet
4,538 Ft²
$3,631
Est. Monthly

About This Property

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.
Unit Size
4,538 Ft²
Days on Market
-
Land Size
3.00 acres
Price per sqft
$138
Property Type
House
Property Taxes
$562
HOA Dues
-
Year Built
1800

Listed By

Kristen Kaskela
Berkshire Hathaway Home Service New England Properties

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Last updated: 2 months ago (Smart MLS #24210501)

Price History

Date / Event Date Event Price
Sep 28, 2026 Listed by Berkshire Hathaway NE Prop. $625,000
Listed by Berkshire Hathaway NE Prop.
May 26, 2026 Sold
Sold
Aug 20, 2025 In contract -
In contract
May 30, 2025 Listed by Berkshire Hathaway NE Prop. $575,000
Listed by Berkshire Hathaway NE Prop.
Welcome to the Benjamin Bosworth House, affectionately known locally as "The Castle." This extraordinary Federal-style home, Circa 1796, blends timeless craftsmanship with historic character. Set on 3 private acres, this 4,538 sq ft estate features 4 bedrooms, 2.5 baths, and 11 fireplaces across a thoughtfully designed layout. Notable architectural details include hand-carved mantels, doors, and windows-crafted by a woodworker who lived onsite through a winter. The centerpiece is a rare full-height monitor, originally a Masonic meeting hall, complete with fireplaces and built-in benches. Inside you'll find grand halls, a formal parlor, Dining room with bookcases & original China closet, tea room or keeping room gets afternoon sun, office, Studio, workshop, pantry, and laundry.1/2 bath with original wooden drain board & copper sink, Kitchen has antique basin, custom cherry wood pantry, hand painted stenciled floors. Primary Bed with private shower bathroom, 3 beds & office and full bath finish 2nd floor. Listed on the National Register of Historic Places, this one-of-a-kind home offers the charm of 18th-century design with the potential for modern customization. Own a piece of Connecticut history in peaceful Eastford.
Mar 19, 2002 Sold
Sold

Property Highlights

Elevator
Fireplace
Interior Details
Half Bathrooms: 1
Full Bathrooms: 2
Interior Features: Elevator, Cable - Available
Appliances: Refrigerator
Has Fireplace
Fireplaces: 11
Exterior Details
Square Footage: 4538
Property Condition: No/Resale
Architectural Style: Colonial
Year Built Source: Public Records
Year Built: 1800
Construction Materials: Clapboard
Lot Features: Sloping Lot
Lot Size Area: 130680
Lot Size Units: Square Feet
Lot Size Acres: 3
Lot Size Square Feet: 130680
Water Source: Private
Financial Details
Tax Annual Amount: $6,744
Utilities Details
Cooling Type: None
Heating Type: Steam, Radiator

Building Info

Overview

    General

  • Year Built: 1800
  • Effective Year Built: 1800
  • Building Count: 1
  • Total Rooms: 8
  • Bedroom Count: 4
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 3
  • Building Quality: 0
  • Construction Type: 6
  • Building Style: 5
  • Exterior Walls Type: 18
  • Interior Walls Type: 0
  • Roof Shape Type: 1
  • Roof Cover Type: 15
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 7
  • Basement Area: 1,764
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 130,680
  • Total Building Area: 4,538
  • Gross Building Area: 7,878
  • Building Area: 4,538
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 0
  • Heating: 16
  • Heated Square Feet: 4,538
  • Heating Fuel Type: 6

    Utilities

  • Sewer System: 4
  • Water Service: 5

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000003000
  • Standard Land Use Code: 1001
  • County Land Use Code: 101

Neighborhood

  • School District Name: Eastford School District
  • School Tax School District: EASTFORD SD
  • Census Tract: 902200

Geography

  • Account Number: 6500
  • Parcel: EFOR M:122 B:14 L:3
  • Block: 14
  • Lot: 3
  • Municipality: EASTFORD
  • Latitude: 41.9
  • Longitude: -72.0842

    Address

  • Full Address: 89 John Perry Rd
  • Address - House Number: 89
  • Address - Street Name: John Perry
  • Address - Suffix Type: Rd
  • State: CT
  • City Name: Eastford
  • Carrier Code: R777
  • 4-Digit Zip Code: 9464
  • Zip Code: 06242

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $796,000

    Appraisal Valuation

  • Standard Deviation: 0.1856
  • Valuation Date: Jul 26, 2023
  • Confidence Score: 75
  • Final Value: 476,923
  • High Value: 565,475
  • Low Value: 388,371

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $289,460
  • Assessed Land Value: $32,700
  • Assessed Improvements Value: $256,760

    Sales

  • Current Sale Recording Date: Mar 19, 2002
  • Current Sale Price:
  • Current Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Windham


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Frequently Asked Questions

When was property at 89 John Perry Road built and last sold?
The property at 89 John Perry Road was built in 1800 and last sold on Jan 1, 1970 for $200,000.
How much is this home worth?
The estimated value of the home located at 89 John Perry Road is $647,052.
What are some comparable homes to 89 John Perry Road?
There are currently no comparable homes to 89 John Perry Road.