Skip to main content

76 South Canaan Road

North Canaan, Connecticut 06018

ACTIVE$649,000
Beds
4
Baths
1 | 1
SqFt
3,708
Acres
17.50
Year Built
1762
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
4 Fireplaces

About This Home

Historic 1762 Farmhouse - Rare Restoration Opportunity Bring your vision to life with this authentic 1762 New England farmhouse, rich in history and full of untapped potential. This 4-bedroom home offers a unique opportunity for restoration, blending original character with the chance to create something truly your own. Featuring classic colonial architecture, the home showcases solid structural integrity and striking original details that highlight its historic charm. While the property is ready for extensive updates, its strong bones and preserved features provide an exceptional foundation for a transformative renovation. Ideally situated in North Canaan, the property abuts a popular golf course, offering scenic surroundings and added appeal for future value. The peaceful setting provides both privacy and a connection to nature, making it an excellent candidate for a full-time residence, weekend retreat, or investment project. Whether you're an investor, renovator, or a lover of historic homes, this is a rare chance to restore and elevate a true piece of New England history.

Key Facts

City/Town
North Canaan
Neighborhood
N/A
Property / Style
Single Family · Farm House
Year Built
1762
Days on Market
93 days
Beds
4
Baths
1 full · 1 half
Living Area
3,708 sq ft
Lot Size
17.50 acres
Garage / Parking
10 total
Property Taxes
$7,297 / Annually

Market Snapshot

The North Canaan Market

Single Family · trailing 12 months

Median Days on Market

50

10 active listings

Median $ / Sq Ft

$233

10 active listings

Sale-to-List Ratio

97.4%

29 sales

How this home compares

List Price

$649,000

vs $517,000 median

25.5% above median

Price / Sq Ft

$175

vs $233 median

24.9% below median

Days on Market

93 days

vs 50 days median

43 days longer than median

Based on 10 active and 29 closed sales (trailing 12 mo) of single family in North Canaan. Source: SmartMLS · As of July 29, 2026.

Location

76 South Canaan Road, North Canaan, Connecticut

Property + 8 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,133

per month

  • Principal & Interest$3,309
  • Property Taxes$608
  • Insurance$216
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
North Canaan
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Farm House
Year Built
1762
New Construction
No/Resale
Living Area
3,708 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
RadiatorSteamOther
Heat Fuel
Oil
Cooling
None
Fireplaces
4
Appliances
None
Basement
FullFull With Hatchway
In-Law Apartment
No

Exterior & Lot

Lot Size
17.50 acres
Zoning
1
Garage / Parking
10 total parking spacesDrivewayPrivate
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer In StreetSeptic
Construction
Shingle
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
Golf Course FrontageSome WetlandsDryLevel LotGolf Course ViewCleared

Listing & Financials

Property Taxes
$7,297 / Annually
Days on Market
93
MLS #
24169703
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Arlene Gonzalez

The Gonzalez Property Group

(718) 650-0292

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/29/2026 at 10:10 AM UTC.