40 Plaster House Rd

$995,000
Price
4
Beds
2,877 Sq. Ft.
$346 / Sq. Ft.
2,877
Sq. Ft.
$346
per Sq. Ft.

Description

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...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.

Listing Agent

  1. Sam Campolo

    Sam Campolo

    Listing Agent

    Compass

    sam.campolo@compass.com

    P: (914)-584-9799

Property Details for 40 Plaster House Road

Basement Description
Full, Unfinished
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Farm House
Garage Parking Info
Detached Garage, Driveway
Swimming Pool
No
LISTING UPDATED: 11/25/2025 06:28 PM

Property Details for 40 Plaster House Road

StatusActive
MLS #24140686
Days on Market34
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1800
Lot Size3.21 AC / 139,827 SF
CountyNew Haven County

Location

Add your commute

Building Information for 40 Plaster House Road

Stories-Year Built1800Building Size-Lot Size3.21 AC / 139,827 SF

Payment Calculator

$5,661 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,917

Property Taxes

$744

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 40 Plaster House Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Turn right on Plaster House Road has red barn in front
  • Elementary School: Pomperaug
  • Flood Zone: No
  • High School: Pomperaug
  • Latitude: 41.452774
  • Longitude: -73.167289
  • Middle Jr High School: Rochambeau
  • State: Connecticut
Parking
  • Parking Total Spaces: 2
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $892,884
Interior and Exterior Features
Exterior Features
  • Exterior Features: Barn
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Range Hood, Refrigerator, Dishwasher, Dryer
  • Attic Description: Walk-In
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Available, Security System
  • Laundry Room Location: First Floor
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 9.0
Room 2
  • Room Entry Order: 2
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 3
  • Room Entry Order: 3
  • Room Features: Upper Level
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 4
  • Room Entry Order: 4
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.0
Room 5
  • Listing Key: 43D0BF20CDF96CA6E063E201100ADD3F
  • Room Entry Order: 5
  • Room Features: Country,Pantry
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 12.0
Room 6
  • Room Entry Order: 6
  • Room Features: Formal
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.0
Room 7
  • Room Entry Order: 7
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 13.0
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private
  • Exterior Siding: Shake, Stone
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1800
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: There are additional square feet.
Lot Information
  • Lot Description: Level Lot, Professionally Landscaped, Open Lot
  • Parcel Number: 1332800
  • Sq Ft Est Heated Above Grade: 2877.0
  • Sq Ft Total: 2877.0
  • Zoning: R-60
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 40 Plaster House Road

DateEvent & SourcePriceAppreciation
Jul 12, 2010

Closed (Public Record)

Public Record #293180225

$315,000

+22.3% / yr

Feb 12, 2010

Closed (Public Record)

Public Record #283670716

$290,000—
DateEvent & SourcePrice
07/12/2010

Closed (Public Record)

Public Record #293180225

$315,000

+22.3% / yr

02/12/2010

Closed (Public Record)

Public Record #283670716

$290,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 40 Plaster House Road

Taxable ValueLand$103,940Additions$265,020Total$368,960
Tax Record2024$8,929 ($744 / month)
Home Facts
Beds2Baths1Total Finished SqFt2,368 SqFtAbove Grade Finished SqFt2,368 SqFtStories2Lot Size139,828 SqFtStyleSingle Family ResidenceYear Built1985ZoningR-60CountyNEW HAVENAPNSBUR M:49 B:14 L:P1Fireplace TypeHas Fireplace

Schools near 40 Plaster House Road

This home is within Regional School District 15.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Pomperaug School
PublicPK to 5

Rochambeau Middle School
Public6 to 8

Pomperaug Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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40 Plaster House Road is a single family home for sale in Southbury, CT 06488. This property was listed for sale on November 20, 2025 by Compass, it's currently listed at $995,000. It has been on the market for a total of 34 days and was last sold on July 12, 2010. This listing's school district is Regional School District 15. Nearby schools include Pomperaug School, Rochambeau Middle School and Pomperaug Regional High School. 40 Plaster House Road is a 4-bed, 2-bath, 2,877 sqft single family home built in 1800.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.