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16 Raymond Street

New Canaan, Connecticut 06840

ACTIVE$1,275,000
Beds
4
Baths
2
SqFt
2,894
Acres
0.20
Year Built
1877
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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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 rent both units. 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
Multi-Family · Units on different Floors
Year Built
1877
Days on Market
69 days
Beds
4
Baths
2 full
Living Area
2,894 sq ft
Lot Size
0.20 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$10,838 / Annually

Market Snapshot

The New Canaan Market

Multi-Family · trailing 12 months

Median Days on Market

57

3 active listings

Median $ / Sq Ft

$708

3 active listings

Sale-to-List Ratio

95.7%

4 sales

How this home compares

List Price

$1.27M

vs $1.50M median

15.0% below median

Price / Sq Ft

$441

vs $708 median

37.7% below median

Days on Market

69 days

vs 57 days median

12 days longer than median

Based on 3 active and 4 closed sales (trailing 12 mo) of multi-family in New Canaan. Source: SmartMLS · As of July 28, 2026.

Location

16 Raymond Street, New Canaan, Connecticut

Property + 3 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
Multi-Family
Subtype
Duplex
Style
Units on different Floors
Year Built
1877
New Construction
No/Resale
Living Area
2,894 sq ft
Below Grade
958 sq ft

Schools

Elementary
East
High
New Canaan

Interior

Heating
Other
Cooling
Split System
Laundry
Washer/Dryer All Units
Laundry Location
2nd floor and Basement
Basement
FullUnfinishedStorageConcrete FloorFull With Walk-Out

Exterior & Lot

Lot Size
0.20 acres
Zoning
BRES
Garage / Parking
2 garage spaces4 total parking spacesDetached GaragePavedDrivewayPaved
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-EnclosedShedPorchGuttersGarden AreaPatio
Lot Description
On Cul-De-Sac

Listing & Financials

Property Taxes
$10,838 / Annually
Days on Market
69
MLS #
24165564
MLS Status
Active

Similar Properties

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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 6:55 AM UTC.