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19 S Down River Road

New Canaan, Connecticut 06840

ACTIVE$999,000

Reduced from $1,095,000

Beds
3
Baths
1 | 1
SqFt
1,440
Acres
0.32
Year Built
1954
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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1 FireplacePrice Reduced

About This Home

The Ultimate Canvas on the Cul-de-Sac: Shine Bright in the Village Corridor! Tucked away on one of the neighborhood's most coveted, postcard-worthy cul-de-sacs, this rare gem serves up the ultimate blend of peaceful seclusion and unbeatable village convenience-complete with sidewalks taking you right to the heart of the action! Perched on a flat, dry, and bathed-in-sunlight .32-acre parcel, the south-facing orientation floods the property with natural light all day long. Whether you choose to reimagine the existing, 3-bedroom, 1.5-bath home or bring your dream team to build a custom masterpiece from the ground up, the possibilities here are endless. Set among a gorgeous tapestry of mature landscaping, meticulous existing homes, and impressive multi-million-dollar new construction, you are investing in a premier street where location is king and the upside is limitlessly bright. Just minutes from the train, vibrant village life, and top-rated New Canaan schools.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Split Level
Year Built
1954
Days on Market
66 days
Beds
3
Baths
1 full · 1 half
Living Area
1,440 sq ft
Lot Size
0.32 acres
Property Taxes
$10,946 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

31

42 active listings

Median $ / Sq Ft

$678

42 active listings

Sale-to-List Ratio

101.8%

217 sales

How this home compares

List Price

$999,000

vs $3.23M median

69.0% below median

Price / Sq Ft

$694

vs $678 median

In line with median

Days on Market

66 days

vs 31 days median

35 days longer than median

Based on 42 active and 217 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of October 5, 2026.

Location

19 S Down River Road, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,713

per month

  • Principal & Interest$5,468
  • Property Taxes$912
  • Insurance$333
  • HOA$0

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

Location

City/Town
New Canaan
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Split Level
Year Built
1954
New Construction
No/Resale
Living Area
1,440 sq ft

Schools

Elementary
South
High
New Canaan

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
1
Appliances
None
Basement
Partial

Exterior & Lot

Lot Size
0.32 acres
Zoning
ARES
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Septic
Construction
Shingle
Color
Tan
Roof
Asphalt Shingle
Foundation
Wood
Lot Description
On Cul-De-Sac

Listing & Financials

Property Taxes
$10,946 / Annually
Days on Market
66
MLS #
24195555
MLS Status
Active

Similar Properties

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

Listed By

Jaime Sneddon

(203) 219-3769

William Pitt Sotheby's Int'l

(203) 966-2633

Co-Listed By

Kendall Sneddon

William Pitt Sotheby's Int'l

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/5/2026. 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 10/5/2026 at 10:31 PM UTC.