40 Main Street, Plainfield, Connecticut

$995,000

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6

Beds

5

Baths

5,856

Square feet

2.65

Acres

About 40 Main Street

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.

Features of 40 Main Street

MLS® # 24194248
Price $995,000
Bedrooms 6
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 5,856
Acres 2.65
Type Single Family For Sale
Style Antique
Status Active

Community Information

Address 40 Main Street
Area N/A
City Plainfield
County Windham
State Connecticut
Zip Code 06374

Amenities

Parking Spaces 10
Parking Paved, Driveway
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Available
Appliances Oven/Range, Microwave, Subzero, Dishwasher, Washer, Dryer
Heating Hot Air, Natural Gas
Cooling Central Air
Fireplace Yes
# of Fireplaces 9
Has Basement Yes
Basement Partial, Interior Access

Exterior

Exterior Clapboard
Exterior Features Shed, Porch, Gutters, Garden Area, Stone Wall
Lot Description Fence - Partial, Lightly Wooded, Treed, Cleared
Roof Asphalt Shingle
Foundation Stone

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed July 24th, 2026
Days on Market 48
Zoning RA19
RE / Bank Owned No

Listing Details

OfficeRE/MAX Bell Park Realty

Listing Map

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Listing information last updated on September 10th, 2026 at 6:11pm EDT.