40 Main Street
Plainfield, Connecticut 06374
- Beds
- 6
- Baths
- 4 | 1
- SqFt
- 5,856
- Acres
- 2.65
- Year Built
- 1855
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
The Fenner-Matthewson Mansion-an extraordinary piece of Connecticut history. Built circa 1855 for prominent mill owner Arnold Fenner, this magnificent Italian Villa is a distinguished contributing property within the National Register-listed Central Village Historic District. Nearly 6,000 SF of timeless grandeur offers 12 rooms, 6 bedrooms and 4.5 baths, with soaring 12' ceilings and exquisite period detail throughout. A grand foyer and sweeping staircase make an unforgettable first impression, complemented by 2 additional staircases, original black walnut doors and millwork, red pine floors, mercury glass doorknobs and beautiful built-ins. An incredible 9 working fireplaces, many with distinctive Italian marble surrounds, grace the home-including fireplaces in the updated kitchen and primary suite. The kitchen blends historic character with modern function, featuring a Sub-Zero refrigerator, pantry and butler's pantry. The primary suite offers a private full bath with soaking tub and fireplace. Recent improvements include a new roof and new central air. Set on 2.65 acres with an inviting front porch, stone courtyard and charming stucco outbuilding. More than a home-this is architecture, history and legacy, awaiting its next steward.
Key Facts
- City/Town
- Plainfield
- Neighborhood
- N/A
- Property / Style
- Single Family · Antique
- Year Built
- 1855
- Days on Market
- 3 days
- Beds
- 6
- Baths
- 4 full · 1 half
- Living Area
- 5,856 sq ft
- Lot Size
- 2.65 acres
- Garage / Parking
- 10 total
- Property Taxes
- $10,138 / Annually
Market Snapshot
The Plainfield Market
Single Family · trailing 12 months
Active Listings
20
20 under contract
Median List Price
$424,500
20 active listings
Median Closed Price
$375,000
146 sales
Median Days on Market
20
20 active listings
Median $ / Sq Ft
$211
20 active listings
Sale-to-List Ratio
100.9%
146 sales
How this home compares
List Price
$1.10M
vs $424,500 median
2.6× the median
Price / Sq Ft
$188
vs $211 median
10.9% below median
Days on Market
3 days
vs 20 days median
17 days fresher than median
Based on 20 active and 146 closed sales (trailing 12 mo) of single family in Plainfield. Source: SmartMLS · As of July 28, 2026.
Location
40 Main Street, Plainfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$5,609
- Property Taxes$845
- Insurance$367
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Plainfield
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Antique
- Year Built
- 1855
- New Construction
- No/Resale
- Living Area
- 5,856 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 9
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveSubzeroDishwasherWasherDryer
- Basement
- PartialInterior Access
- In-Law Apartment
- PossibleUpper LevelSeparate Entry
- Interior Features
- Cable - Available
- Additional Rooms
- FoyerLaundry RoomSitting Room
Exterior & Lot
- Lot Size
- 2.65 acres
- Zoning
- RA19
- Garage / Parking
- 10 total parking spacesPavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Clapboard
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- ShedPorchGuttersGarden AreaStone Wall
- Lot Description
- Fence - PartialLightly WoodedTreedCleared
Listing & Financials
- Property Taxes
- $10,138 / Annually
- Days on Market
- 3
- MLS #
- 24194248
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 5:55 AM UTC.