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.
Under contract
Price cut: $70K (2/2)
$925,000
40 Plaster House Road, Southbury, CT 06488
4beds
2,877sqft
Est.:
Single Family Residence
Built in 1800
3.21 Acres Lot
$-- Zestimate®
$322/sqft
$-- HOA
What's special
Private compoundExpanded ceiling heightsNatural textures
- 123 days |
- 1,484 |
- 40 |
Zillow last checked: 7 hours ago
Listing updated: March 17, 2026 at 07:33am
Listed by:
Sam Campolo (914)584-9799,
Compass Connecticut, LLC 203-290-2477
Source: Smart MLS,MLS#: 24140686
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Upper
- Area: 182 Square Feet
- Dimensions: 13 x 14
Bedroom
- Level: Main
- Area: 108 Square Feet
- Dimensions: 9 x 12
Bedroom
- Level: Upper
- Area: 198 Square Feet
- Dimensions: 11 x 18
Bedroom
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 12 x 13
Dining room
- Level: Main
- Area: 196 Square Feet
- Dimensions: 14 x 14
Kitchen
- Features: Country, Pantry
- Level: Main
- Area: 168 Square Feet
- Dimensions: 12 x 14
Living room
- Features: Formal
- Level: Main
- Area: 238 Square Feet
- Dimensions: 14 x 17
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Oven/Range, Range Hood, Refrigerator, Dishwasher, Dryer, Water Heater, Tankless Water Heater
Features
- Basement: Full,Unfinished
- Number of fireplaces: 1
Interior area
- Total structure area: 2,877
- Total interior livable area: 2,877 sqft
- Finished area above ground: 2,877
Property
Parking
- Total spaces: 2
- Parking features: Detached, Driveway, Private
- Garage spaces: 2
- Has uncovered spaces: Yes
Lot
- Size: 3.21 Acres
- Features: Level, Landscaped, Open Lot
Details
- Additional structures: Barn(s)
- Parcel number: 1332800
- Zoning: R-60
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farm House
- Property subtype: Single Family Residence
Materials
- Shake Siding, Stone
- Foundation: Concrete Perimeter, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1800
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Southbury
Financial & listing details
- Price per square foot: $322/sqft
- Tax assessed value: $368,960
- Annual tax amount: $8,928
- Date on market: 11/20/2025
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/17/2026 | Pending sale | $925,000$322/sqft |
Source:  Smart MLS #24140686 Report a problem | ||
| 2/2/2026 | Price change | $925,000-7%$322/sqft |
Source: Smart MLS #24140686 Report a problem | ||
| 11/20/2025 | Listed for sale | $995,000+192.7%$346/sqft |
Source: Smart MLS #24140686 Report a problem | ||
| 5/19/2011 | Listing removed | $339,900+7.9%$118/sqft |
Source: William Raveis - Southbury #W1055823 Report a problem | ||
| 7/9/2010 | Sold | $315,000-7.3%$109/sqft |
Source: Smart MLS #W1055823 Report a problem | ||
| 5/26/2010 | Pending sale | $339,900$118/sqft |
Source: William Raveis - Southbury #W1055823 Report a problem | ||
| 3/15/2010 | Listed for sale | $339,900+15.2%$118/sqft |
Source: William Raveis - Southbury #W1055823 Report a problem | ||
| 2/11/2010 | Sold | $295,000-7.8%$103/sqft |
Source: Smart MLS #W1052809 Report a problem | ||
| 9/7/2009 | Price change | $319,900-11.1%$111/sqft |
Source: William Raveis Real Estate #W1052809 Report a problem | ||
| 7/29/2009 | Listed for sale | $359,900-21.7%$125/sqft |
Source: William Raveis Real Estate #W1052809 Report a problem | ||
| 8/31/2008 | Listing removed | $459,900$160/sqft |
Source: Prudential Real Estate #98369974 Report a problem | ||
| 6/5/2008 | Price change | $459,900-7.8%$160/sqft |
Source: Prudential Real Estate #98369974 Report a problem | ||
| 5/29/2008 | Listed for sale | $499,000$173/sqft |
Source: Prudential Real Estate #98369974 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,929 +36.5% | $368,960 +33.1% |
| 2024 | $6,540 +4.9% | $277,120 |
| 2023 | $6,235 +0.8% | $277,120 +28.3% |
| 2022 | $6,185 -2.2% | $215,940 |
| 2021 | $6,327 0% | $215,940 +1.7% |
| 2020 | $6,327 +2.4% | $212,320 |
| 2019 | $6,179 +0.4% | $212,320 |
| 2018 | $6,157 -3.9% | $212,320 -2.9% |
| 2017 | $6,407 +3.2% | $218,670 |
| 2015 | $6,210 +3.6% | $218,670 +0.7% |
| 2014 | $5,993 +4.6% | $217,130 |
| 2013 | $5,732 +1.8% | $217,130 -18.2% |
| 2012 | $5,631 -0.9% | $265,600 |
| 2011 | $5,684 -0.5% | $265,600 |
| 2010 | $5,710 +2.9% | $265,600 |
| 2009 | $5,551 -0.9% | $265,600 |
| 2008 | $5,604 +25.4% | $265,600 +51% |
| 2007 | $4,468 +1.2% | $175,890 |
| 2006 | $4,415 +5% | $175,890 |
| 2005 | $4,204 +18% | $175,890 +3.7% |
| 2003 | $3,562 +12.7% | $169,610 +31.5% |
| 2001 | $3,161 | $129,000 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$6,412/mo
Principal & interest
$4770
Property taxes
$1642
More affordability tools
Climate risks
Neighborhood: 06488
Nearby schools
GreatSchools rating
- 7/10Pomperaug SchoolGrades: PK-5Distance: 3.9 mi
- 7/10Rochambeau Middle SchoolGrades: 6-8Distance: 3.1 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 3.3 mi
Schools provided by the listing agent
- Elementary: Pomperaug
- Middle: Rochambeau
- High: Pomperaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 06488
- Connecticut
- New Haven County
- Southbury
- 06488
- 40 Plaster House Road
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