40 Plaster House Road, Southbury, Connecticut

$862,500

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4

Beds

2

Baths

2,877

Square feet

3.21

Acres

About 40 Plaster House Road

Welcome to Hennessey Farm, where heritage, craftsmanship, and modern living converge. Once a 60-plus-acre working dairy farm, this storied property was thoughtfully subdivided in 1980 and later transformed into a reimagined farmhouse Cape that has been restored, expanded, and elevated for the 21st century. Every inch of this home has been intentionally loved. The current owners approached each enhancement with reverence for the past and an eye toward timeless design. Reclaimed barnwood from the original horse stables now warms the custom kitchen cabinetry, while the solid chestnut front doors, crafted from beams salvaged from the original 1800s structure, announce both history and heart the moment you arrive. A brand-new septic system and a 2025 addition blend seamlessly with the historic envelope. Inside, expanded ceiling heights, natural textures, and an inviting, grounded aesthetic create a true sense of home. Step outside, and the property unfolds into its own private compound. A beautiful detached office, perfect for creative or remote work, adjoins a two-car garage with impressive 14-foot ceilings, an ideal space for collectors, hobbyists, or future expansion. Hennessey Farm is far more than a Cape Cod farmhouse. It is a thoughtfully reimagined heirloom, an 1800s structure renewed for modern life without sacrificing the soul that makes it unforgettable.

Features of 40 Plaster House Road

MLS® # 24140686
Price $862,500
Bedrooms 4
Bathrooms 2.00
Full Baths 2
Square Footage 2,877
Acres 3.21
Type Single Family For Sale
Style Farm House
Status Closed

Community Information

Address 40 Plaster House Road
Area N/A
City Southbury
County New Haven
State Connecticut
Zip Code 06488

Amenities

Parking Spaces 2
Parking Detached Garage, Driveway
Garage Spaces 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Available, Security System
Appliances Oven/Range, Range Hood, Refrigerator, Dishwasher, Dryer
Heating Hot Air, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 1

Exterior

Exterior Shake, Stone
Exterior Features Barn
Lot Description Level Lot, Professionally Landscaped, Open Lot
Roof Asphalt Shingle
Foundation Concrete, Stone

School Information

Elementary Pomperaug
Middle Rochambeau
High Pomperaug

Additional Information

Date Listed November 20th, 2025
Days on Market 112
Zoning R-60
RE / Bank Owned No

Listing Details

OfficeCompass Connecticut, LLC

Listing Map

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