15 Cobble Road
Canaan, Connecticut 06031
- Beds
- 4
- Baths
- 3
- SqFt
- 3,421
- Acres
- 38.90
- Year Built
- 1820
- Neighborhood
- Falls Village
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A RARE RIVERFRONT COUNTRY ESTATE - 38.9 ACRES OF BEAUTY, PRIVACY & HISTORY. Set along the Hollenbeck River, this extraordinary 1820 Colonial offers a rare opportunity to own nearly 39 acres in one of Litchfield County's most beautiful settings, surrounded by open meadows, mature woodland, and picturesque river frontage. Thoughtfully updated while preserving the warmth and character of its historic architecture, the 3,421-square-foot residence is both timeless and inviting. Beautiful wood floors, a stunning updated kitchen with Viking appliances, and a screened porch overlooking the landscape create a home equally suited for quiet country living and entertaining. An in-ground pool completes the setting for unforgettable summer days and weekends with family and friends. Beyond the main residence, a classic two-story barn adds tremendous character and possibility. Closer to the river, a beautifully renovated outbuilding is a destination of its own-an inspiring, private space surrounded by nature and ready to become whatever its next owner imagines: a studio, office, guest retreat, creative space, or something entirely unique. The 38.9 acres are what make this property truly exceptional. Sweeping meadow, mature woodland, privacy, and river frontage come together in a setting increasingly difficult to find in Northwest Connecticut. From the river and pool to the historic home, barn, and renovated outbuilding, every part of the property offers something special. Ideally located
Key Facts
- City/Town
- Canaan
- Neighborhood
- Falls Village
- Property / Style
- Single Family · Antique
- Year Built
- 1820
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 3,421 sq ft
- Lot Size
- 38.90 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $558,100 / Annually
Market Snapshot
The Canaan Market
Single Family · trailing 12 months
Active Listings
7
3 under contract
Median List Price
$1.29M
7 active listings
Median Closed Price
$625,000
12 sales
Median Days on Market
46
7 active listings
Median $ / Sq Ft
$464
7 active listings
Sale-to-List Ratio
96.1%
12 sales
How this home compares
List Price
$1.95M
vs $1.29M median
50.3% above median
Price / Sq Ft
$569
vs $464 median
22.6% above median
Days on Market
0 days
vs 46 days median
46 days fresher than median
Based on 7 active and 12 closed sales (trailing 12 mo) of single family in Canaan. Source: SmartMLS · As of September 22, 2026.
Location
15 Cobble Road, Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$10,311
- Property Taxes$46,508
- Insurance$649
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Canaan
- Neighborhood
- Falls Village
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Antique
- Year Built
- 1820
- New Construction
- No/Resale
- Living Area
- 3,421 sq ft
Schools
- Elementary
- Lee H. Kellogg
- High
- Housatonic
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 2
- Laundry
- Upper Level
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasher
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 38.90 acres
- Zoning
- R80
- Garage / Parking
- 4 garage spacesBarnAttached GarageDetached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- RiverWalk to Water
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GuniteIn Ground Pool
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- BlockStone
- Exterior Features
- Porch-ScreenedPorchBarn
- Lot Description
- Corner LotTreedCleared
Listing & Financials
- Property Taxes
- $558,100 / Annually
- Days on Market
- 0
- MLS #
- 24207965
- MLS Status
- Active
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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 9/22/2026. 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 9/22/2026 at 6:05 PM UTC.