19 S Down River Road
New Canaan, Connecticut 06840
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,440
- Acres
- 0.32
- Year Built
- 1954
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
- 0 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,440 sq ft
- Lot Size
- 0.32 acres
- Property Taxes
- $10,767 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
33
52 under contract
Median List Price
$3.00M
33 active listings
Median Closed Price
$2.75M
209 sales
Median Days on Market
45
33 active listings
Median $ / Sq Ft
$659
33 active listings
Sale-to-List Ratio
100.5%
209 sales
How this home compares
List Price
$1.09M
vs $3.00M median
63.5% below median
Price / Sq Ft
$760
vs $659 median
15.3% above median
Days on Market
0 days
vs 45 days median
45 days fresher than median
Based on 33 active and 209 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 31, 2026.
Location
19 S Down River Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$5,629
- Property Taxes$897
- Insurance$365
- 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
- $10,767 / Annually
- Days on Market
- 0
- MLS #
- 24195555
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
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 7/31/2026. 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 7/31/2026 at 8:15 PM UTC.