76 South Canaan Road
North Canaan, Connecticut 06018
- Beds
- 4
- Baths
- 1 | 1
- SqFt
- 3,708
- Acres
- 17.50
- Year Built
- 1762
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
10
4 under contract
Median List Price
$517,000
10 active listings
Median Closed Price
$365,000
29 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.