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. The house features a two-story main block topped by a hip roof, with a distinctive full-height monitor section projecting from the center. Benjamin Bosworth, for whom the house was built, was a significant figure in Eastford's history. He served on the building committee of the local Congregational Church and was instrumental in relocating the previous meeting house from the site. His desire for a distinctive residence led to the creation of this unique structure, which has since become a landmark in the area. Today, the Benjamin Bosworth House stands as a testament to early American architecture and the rich history of Eastford, Connecticut.
Sold for $575,000
$575,000
89 John Perry Road, Eastford, CT 06242
4beds
4,538sqft
Single Family Residence
Built in 1800
3 Acres Lot
$575,500 Zestimate®
$127/sqft
$4,028 Estimated rent
Home value
$575,500
$529,000 - $627,000
$4,028/mo
Zestimate® history
Loading...
Owner options
List your home for rent
$4,028/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
Learn more$4,028/mo
Rent Zestimate®
Refinance and save
$3,241/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
See today's rates$3,241/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Mary R. Collins (860)336-6677,
Berkshire Hathaway NE Prop. 860-928-1995
Bought with:
Kristen Kaskela, RES.0807306
Berkshire Hathaway NE Prop.
Source: Smart MLS,MLS#: 24099024
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: Upper
- Area: 393.67 Square Feet
- Dimensions: 20.6 x 19.11
Heating
- Hot Water, Radiant, Oil
Cooling
- None
Appliances
- Included: Refrigerator, Water Heater
- Laundry: Main Level, Mud Room
Features
- Elevator
- Basement: Full
- Attic: Walk-up
- Number of fireplaces: 1
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 & neighborhood
Location
- Region: Eastford
Price history
| Date | Event | Price |
|---|---|---|
| 5/26/2026 | Sold | $575,000$127/sqft |
Source:  Smart MLS #24099024 Report a problem | ||
| 8/19/2025 | Pending sale | $575,000$127/sqft |
Source: Smart MLS #24099024 Report a problem | ||
| 6/7/2025 | Listed for sale | $575,000+187.5%$127/sqft |
Source: Smart MLS #24099024 Report a problem | ||
| 3/19/2002 | Sold | $200,000$44/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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
Neighborhood: 06242
Nearby schools
GreatSchools rating
- 6/10Eastford Elementary SchoolGrades: PK-8Distance: 0.4 mi
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.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$575,500
2% more
+$11,510
With Zillow Showcase(estimated)
$587,010
- Connecticut
- Windham County
- Eastford
- 06242
- 89 John Perry Road