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16 Raymond Street

New Canaan, Connecticut 06840

ACTIVE$1,275,000
Beds
4
Baths
2
SqFt
1,936
Acres
0.20
Year Built
1877
Matt Caiola

Matt Caiola

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2-Car Garage

About This Home

Enjoy the ease of in-town living at its finest. Ideally located just moments from restaurants, shops, library, farmer's market, movie theater, the Metro-North train and local churches. This home offers exceptional convenience with no car required. Set on a quiet cul-de-sac, the property combines peaceful surroundings with close proximity to all the amenities of town. A rare opportunity, this legal two-family residence offers outstanding flexibility, live in one unit while generating rental income from the other, or easily convert to a single-family home to suit your needs. Perfect for commuters or those seeking a weekend retreat, the home also features a sunny backyard, ideal for gardening, relaxing, or entertaining. Thoughtfully updated, the main house includes a new washer and dryer (2026), new dishwasher and hood (2025), a perimeter fence (2023), a mini-split heating and cooling system (2023), a roof installed in 2021, and a whole house water filtration system in place. The apartment has also been well maintained with a new stove (2026), new dishwasher (2025), and washer and dryer (2023). The property is serviced by public sewer and town water. Properties with this combination of location, versatility, and charm rarely come to market. Come experience all the possibilities this exceptional home has to offer.

Key Facts

City/Town
New Canaan
Neighborhood
N/A
Property / Style
Single Family · Farm House
Year Built
1877
Days on Market
110 days
Beds
4
Baths
2 full
Living Area
1,936 sq ft
Lot Size
0.20 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$10,838 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

Median Days on Market

42

34 active listings

Median $ / Sq Ft

$636

34 active listings

Sale-to-List Ratio

100.5%

211 sales

How this home compares

List Price

$1.27M

vs $3.02M median

57.9% below median

Price / Sq Ft

$659

vs $636 median

In line with median

Days on Market

110 days

vs 42 days median

68 days longer than median

Based on 34 active and 211 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 28, 2026.

Location

16 Raymond Street, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,829

per month

  • Principal & Interest$6,501
  • Property Taxes$903
  • Insurance$425
  • 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
Farm House
Year Built
1877
New Construction
No/Resale
Living Area
1,936 sq ft

Schools

Elementary
East
High
New Canaan

Interior

Heating
Other
Cooling
Split System
Laundry
Lower Level
Laundry Location
Basement & Second Floor
Appliances
Gas RangeRange HoodDishwasherWasherDryer
Basement
FullUnfinishedStorage
In-Law Apartment
YesSecond Floor
Interior Features
Cable - Pre-wired

Exterior & Lot

Lot Size
0.20 acres
Zoning
BRES
Garage / Parking
2 garage spaces4 total parking spacesDetached GarageDrivewayPaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Aluminum
Color
Beige
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
Porch-EnclosedShedPorchGarden Area
Lot Description
On Cul-De-Sac

Listing & Financials

Property Taxes
$10,838 / Annually
Days on Market
110
MLS #
24165724
MLS Status
Active

Similar Properties

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

Listed By

Laura Danforth

(203) 801-8001

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 7/28/2026. 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 7/28/2026 at 7:05 AM UTC.