143 E Canaan Rd

4,753 Sq. Ft.
$251 / Sq. Ft.
4,753
Sq. Ft.
$251
per Sq. Ft.

Description

Exceptional country estate on 16.65 pristine acres offering the ultimate in privacy and convenience without isolation. This remarkable North Canaan property features rare amenities including a private helipad for seamless arrivals and a 3 car garage-ideal for automotive enthusiasts to enjoy nearby Lime Rock Park. Inside, the chef's kitchen with commercial prep area is an entertainer's paradise, designed to accommodate everything from intimate dinners to large-scale catered events with ease. The expansive...Exceptional country estate on 16.65 pristine acres offering the ultimate in privacy and convenience without isolation. This remarkable North Canaan property features rare amenities including a private helipad for seamless arrivals and a 3 car garage-ideal for automotive enthusiasts to enjoy nearby Lime Rock Park. Inside, the chef's kitchen with commercial prep area is an entertainer's paradise, designed to accommodate everything from intimate dinners to large-scale catered events with ease. The expansive grounds provide endless possibilities for grand-scale entertaining, intimate gatherings, or peaceful countryside retreats. An additional parcel conveys with the sale, ensuring maximum privacy and future flexibility. Perfectly positioned between Connecticut's Northwest Corner and the cultural richness of the Berkshires, you're moments from Tanglewood's world-class performances and direct access to the Appalachian Trail for hiking and outdoor adventure. This property is ready for its next steward to reimagine it and make it their own for the finest country estate living.
  1. Listed by Phil Fox • William Pitt Sotheby's Int'l
    P: (310)-308-5289 C: (310)-308-5289 pfox@wpsir.com

Property Details for 143 East Canaan Road

Basement Description
Full, Storage, Full With Hatchway
Direct Waterfront
No
Expected Active Date
02-19-2026
Garages Number
3
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Detached Garage, Driveway
Swimming Pool
No
LISTING UPDATED: 02/23/2026 10:17 PM

Property Details for 143 East Canaan Road

StatusActive
MLS #24152414
Days on Market5
Taxes$13,172 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1910
Lot Size16.65 AC / 725,273 SF
CountyLitchfield County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Phil Fox
Add your commute

Building Information for 143 East Canaan Road

Stories-Year Built1910Building Size-Lot Size16.65 AC / 725,273 SF

Payment Calculator

$6,922 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,824

Property Taxes

$1,098

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 143 East Canaan Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 44 East towards Norfolk, turn slight left into long driveway up hill to parking area in front of garage.
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 42.017843
  • Longitude: -73.302958
  • Neighborhood Amenities: Lake, Library, Park, Private School(s)
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $13,172
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Porch, Barn, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Unfinished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air, Radiant, Radiator, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Home Automation: Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Main level with laundry sink
  • Rooms Additional: Foyer, Laundry Room, Wine Cellar
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Breakfast Bar,Granite Counters,Island,Pantry,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 3
  • Room Entry Order: 11
  • Room Features: Tub w/Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 4
  • Room Entry Order: 12
  • Room Features: Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 5
  • Listing Key: 49F0C0E4BCE9E34EE063E201100A473B
  • Room Entry Order: 13
  • Room Features: Tile Floor
  • Room Level: Upper
  • Room Type: Half Bath
Room 6
  • Room Entry Order: 14
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Level: Main
  • Room Type: Den
Room 7
  • Room Entry Order: 15
  • Room Features: Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 8
  • Room Entry Order: 16
  • Room Features: Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 9
  • Listing Key: 49F0C0E4BCE9E34EE063E201100A473B
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 10
  • Room Entry Order: 3
  • Room Features: Bay/Bow Window,Built-Ins,Fireplace,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 11
  • Room Entry Order: 4
  • Room Features: Granite Counters,Double-Sink,Hydro-Tub,Stall Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Primary Bath
Room 12
  • Room Entry Order: 5
  • Room Features: Book Shelves,Built-Ins,Ceiling Fan,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 13
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 14
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 15
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 16
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Grey/Stone
  • Construction Description: Frame
  • Driveway Type: Private
  • Exterior Siding: Shingle, Cedar
  • Foundation Type: Block
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1910
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 4753
Lot Information
  • Lot Description: Additional Land Avail., Level Lot, Cleared, Open Lot
  • Parcel Number: 2408766
  • Sq Ft Est Heated Above Grade: 4753.0
  • Sq Ft Total: 4753.0
  • Zoning: 1
Utilities
  • Energy Features: Generator
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Radon Mitigation Air: Unknown
  • Radon Mitigation Water: Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Public Records for 143 East Canaan Road

Taxable ValueLand$50,960Additions$481,250Total$532,210
Tax Record2024$13,172 ($1,098 / month)
Home Facts
Beds6Baths2.5Total Finished SqFt4,753 SqFtAbove Grade Finished SqFt4,753 SqFtUnfinished Basement SqFt2,244 SqFtStories2Lot Size544,064 SqFtStyleSingle Family ResidenceYear Built1910Year Renovated1990Zoning1CountyLITCHFIELDAPNNRCA M:16 L:056-1Fireplace TypeHas Fireplace

Schools near 143 East Canaan Road

This home is within Regional School District 01.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Public - 6 to 8
Public - 2 to 5
Rating
School
Distance
North Canaan Elementary School
PublicPK to 8

Housatonic Valley Regional High School
Public9 to 12

Selc
Public6 to 8

Leapss
Public2 to 5

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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143 East Canaan Road is a single family home for sale in North Canaan, CT 06024. This property was listed for sale on February 6, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $1,195,000. This listing's school districts are North Canaan School District, Regional School District 01. Nearby schools include North Canaan Elementary School, Housatonic Valley Regional High School and Selc. 143 East Canaan Road is a 6-bed, 3-bath, 4,753 sqft single family home built in 1910.

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.

Listing Courtesy of William Pitt Sotheby's Int'l, Phil Fox

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.