Exceptional country estate on 16.65 pristine acres offering the ultimate in privacy and convenience without isolation. This remarkable North Canaan property features 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. Parcel 98100551 is 12.49 acres and has home and structures. Parcel 98100552 is 4.16 acres of open space adjoining land and conveys with this property. Tax record shows 3 baths, home has 3 full and 3 half baths. Buyer to perform all due diligence..
For sale
Price cut: $100K (3/24)
$1,095,000
143 East Canaan Road, North Canaan, CT 06024
6beds
4,753sqft
Est.:
Single Family Residence
Built in 1910
16.65 Acres Lot
$1,037,500 Zestimate®
$230/sqft
$-- HOA
What's special
- 59 days |
- 2,482 |
- 111 |
Zillow last checked: 7 hours ago
Listing updated: 20 hours ago
Listed by:
Phil Fox (310)308-5289,
William Pitt Sotheby's Int'l 860-927-1141
Source: Smart MLS,MLS#: 24152414
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry, Wine Cellar
Primary bedroom
- Features: Bay/Bow Window, Built-in Features, Fireplace, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Bookcases, Built-in Features, Ceiling Fan(s), Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Main
Primary bathroom
- Features: Granite Counters, Double-Sink, Hydro-Tub, Stall Shower, Tile Floor
- Level: Upper
Bathroom
- Features: Tub w/Shower, Tile Floor
- Level: Upper
Bathroom
- Features: Tile Floor
- Level: Main
Bathroom
- Features: Tile Floor
- Level: Upper
Bathroom
- Features: Tile Floor
- Level: Upper
Bathroom
- Features: Tile Floor
- Level: Main
Den
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Main
Dining room
- Features: Hardwood Floor
- Level: Main
Kitchen
- Features: Breakfast Bar, Granite Counters, Kitchen Island, Pantry, Hardwood Floor
- Level: Main
Living room
- Features: Bay/Bow Window, Fireplace, Hardwood Floor
- Level: Main
Heating
- Forced Air, Radiant, Radiator, Zoned, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Main Level
Features
- Entrance Foyer
- Basement: Full,Storage Space
- Attic: Walk-up
- Number of fireplaces: 3
Interior area
- Total structure area: 4,753
- Total interior livable area: 4,753 sqft
- Finished area above ground: 4,753
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Detached, Driveway, Private
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Patio
Lot
- Size: 16.65 Acres
- Features: Additional Land Avail., Level, Cleared, Open Lot
Details
- Additional structures: Shed(s), Barn(s)
- Parcel number: 2408766
- Zoning: 1
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Cedar
- Foundation: Block
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1910
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Lake, Library, Park, Private School(s)
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Canaan
Financial & listing details
- Price per square foot: $230/sqft
- Tax assessed value: $532,210
- Annual tax amount: $13,172
- Date on market: 2/7/2026
Estimated market value
$1,037,500
$986,000 - $1.09M
$3,928/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/24/2026 | Price change | $1,095,000-8.4%$230/sqft |
Source:  Smart MLS #24152414 Report a problem | ||
| 2/19/2026 | Listed for sale | $1,195,000$251/sqft |
Source: Smart MLS #24152414 Report a problem | ||
Public tax history
Public tax history
Tax history is unavailable.Monthly payment
Est. payment
$7,153/mo
Principal & interest
$5529
Property taxes
$1624
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Climate risks
Neighborhood: North Canaan
Nearby schools
GreatSchools rating
- 8/10North Canaan Elementary SchoolGrades: PK-8Distance: 1.8 mi
- 5/10Housatonic Valley Regional High SchoolGrades: 9-12Distance: 6.4 mi
Local experts in 06018
- Connecticut
- Litchfield County
- Canaan
- 06018
- North Canaan
- 143 East Canaan Road
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