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304 Main Street

New Canaan, Connecticut 06840

PENDING$1,895,000
Beds
5
Baths
4
SqFt
2,290
Acres
0.56
Year Built
1920
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Renovated stone and shingle home, offering an abundance of character and modern amenities in a prime Main Street location. The residence features four finished levels with 5 bedrooms and 4 full baths, including a finished basement suitable for a playroom or gym. Perfectly sited on a large .56-acre in-town lot, the property includes a private backyard with an identified pool site. This home was renovated by SILWEL in 2022 and has been further updated by the current owner. The ideal location includes sidewalks, making it an easy walk to the train, village center, schools, and parks, providing convenient access to everything New Canaan has to offer.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1920
Days on Market
61 days
Beds
5
Baths
4 full
Living Area
2,290 sq ft
Lot Size
0.56 acres
Property Taxes
$15,621 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

43

33 active listings

Median $ / Sq Ft

$657

33 active listings

Sale-to-List Ratio

100.4%

210 sales

How this home compares

List Price

$1.90M

vs $3.00M median

36.8% below median

Price / Sq Ft

$828

vs $657 median

26.0% above median

Days on Market

61 days

vs 43 days median

18 days longer than median

Based on 33 active and 210 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 29, 2026.

Location

304 Main Street, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,596

per month

  • Principal & Interest$9,662
  • Property Taxes$1,302
  • Insurance$632
  • 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
Colonial
Year Built
1920
New Construction
No/Resale
Living Area
2,290 sq ft
Below Grade
500 sq ft

Schools

Elementary
South
High
New Canaan

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Central AirSplit System
Fireplaces
1
Appliances
RefrigeratorDishwasher
Basement
FullPartially Finished

Exterior & Lot

Lot Size
0.56 acres
Zoning
BRES
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
ShingleStone
Color
gray shingle
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level LotOpen Lot

Listing & Financials

Property Taxes
$15,621 / Annually
Days on Market
61
MLS #
24178770
MLS Status
Under Contract

Similar Properties

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

Listed By

Hannelore Kaplan

(914) 450-3880

William Raveis Real Estate

(203) 966-3555

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 11:05 AM UTC.