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16 Raymond Street, New Canaan CT 06840
16 Raymond Street, New Canaan CT 06840
Connecticut>Fairfield County>New Canaan

16 Raymond StreetNew Canaan, CT 06840

For Sale

$1,250,000

Smart Buyer Rebate $12,500

An incredible opportunity to own a beautifully updated two-family home in the heart of New Canaan-perfect for those looking to enjoy the New Canaan lifestyle while benefiting from valuable rental income. The spacious first-floor residence offers three bedrooms and has been thoughtfully updated for modern living, highlighted by a stunning, high-end renovated kitchen designed to be as beautiful as it is functional. Fresh, sophisticated finishes create a move-in-ready home with the space and comfort today's buyers are looking for. Upstairs, the second-floor apartment has been completely renovated from top to bottom, offering a fresh, modern living environment with all-new windows, new appliances, a beautifully renovated bathroom, and its own separate washer and dryer. Stylish finishes and thoughtful updates make this an exceptionally appealing rental. Whether you choose to live in one residence and offset your monthly expenses with income from the other, accommodate extended family, or add a desirable New Canaan property to your investment portfolio, 16 Raymond Street offers flexibility, income potential, and long-term value in one of Fairfield County's most sought-after communities. A rare opportunity to combine the benefits of homeownership, rental income, and the New Canaan lifestyle-all under one roof.

Listed by Wende Foreman

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William Pitt Sotheby's Int'l

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(203) 981-4550

Last updated September 14, 2026

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Source: SmartMLS #24204972

Listing Facts

  • TypeMulti-family
  • NeighborhoodNew Canaan
  • Bedrooms5
  • Bathrooms2
  • Days on Prevu9
  • Taxes$11,018/year
  • Size1,936 sqft
  • Price per sqft$646

Amenities

  • Washer/Dryer

Location

Mortgage Calculator

Listing History

09/06/2026
Listed by William Pitt Sotheby's Int'l
$1,250,000
  1. 09/06/2026$1,250,000
    Listed by William Pitt Sotheby's Int'l

Property Details for 16 Raymond Street

Exterior

Construction

  • New Construction: No/Resale
  • Number Of Units Total: 2
  • Roof: Asphalt Shingle
  • Year Built: 1877
  • Year Built Details: Public Records
  • Architectural Style: Units on different Floors
  • Construction Materials: Frame

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Level Lot, On Cul-De-Sac
  • Lot Size Acres: 0.20

Financial

Taxes

  • Parcel Number: 2120373
  • Tax Annual Amount: $11,018.00
  • Tax Year: 26

Interior

Measurements

  • Living Area: 1,936

Rooms

  • Basement: Full, Unfinished
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 5
  • Rooms Total: 8

Parking

Parking

  • Attached Garage: Detached Garage
  • Garage Spaces: 2

Schools

Elementary School

  • Elementary School: Per Board Of Ed

High School

  • High School: Per Board Of Ed

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Other
  • Laundry Features: Washer/Dryer All Units
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this multi-family home have?

There are 5 bedrooms and 2 bathrooms in this multi-family home at 16 Raymond Street.

What schools are nearby to 16 Raymond Street?

Nearby schools include the Per Board Of Ed Elementary School and Per Board Of Ed High School.

Does this multi-family home have parking?

Yes, there are 2 parking spaces available for 16 Raymond Street.

What are the annual taxes for 16 Raymond Street?

Annual taxes for this multi-family home are estimated at $11,018.

How does 16 Raymond Street compare to other multi-family homes in New Canaan?

This multi-family home is listed 18% below the average price for multi-family homes in New Canaan and has been on the market for 74 less days than the typical home in this area.

What is the square footage on this multi-family home?

According to the MLS, this listing is 1,936 sqft.

16 Raymond Street is a 5-bedroom, 2-bath multi-family home for sale in New Canaan CT 06840. On Prevu for 9 days at $1,250,000. This home features 1,936 square feet of living space, located in New Canaan. The median listing price for multi-family homes in this area is $2,795,000. Nearby schools include Per Board Of Ed Elementary School and Per Board Of Ed High School. Property amenities include laundry in unit. Explore more multi-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.