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15 Cobble Road

Canaan, Connecticut 06031

ACTIVE - NEW$1,947,000
Beds
4
Baths
3
SqFt
3,421
Acres
38.90
Year Built
1820
Matt Caiola

Matt Caiola

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WaterfrontPool4-Car Garage2 FireplacesVirtual Tour

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

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

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$57,468

per 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

Similar Properties

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Listed By

Victoria Bothroyd

(860) 307-8203

William Pitt Sotheby's Int'l

(860) 567-0806

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.