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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, totally updated bathroom, 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. 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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License #RES.0796508

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William Pitt Sotheby's Int'l

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203-981-4550

Last updated October 19, 2026

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Source: FlexMLS #125896

Listing Facts

  • TypeMulti-family
  • NeighborhoodNew Canaan
  • Bedrooms5
  • Bathrooms2
  • Days on Prevu43
  • Taxes$10,838/year
  • Size1,936 sqft
  • Price per sqft$646

Amenities

  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

09/18/2026
Listed by William Pitt Sotheby's Int'l
$1,250,000
  1. 09/18/2026$1,250,000
    Listed by William Pitt Sotheby's Int'l

Property Details for 16 Raymond Street

Exterior

Construction

  • Number Of Units Total: 2
  • Roof: Asphalt
  • Year Built: 1877
  • Construction Materials: Aluminum Siding, Clapboard

Measurements

  • Building Area Total: 1,936
  • Lot Size Acres: 0.20
  • Lot Size Area: 0
  • Lot Size Square Feet: 8,712
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: T 76 626
  • Tax Annual Amount: $10,838.00
  • Tax Assessed Value: $649,390.00

Interior

Rooms

  • Bathrooms Total Integer: 2
  • Bedrooms Total: 5
  • Main Level Bathrooms: 1
  • Main Level Bedrooms: 2

Other

Location

  • City Region: Out Of Town

Parking

Parking

  • Parking Features: Garage

Schools

Elementary School

  • Elementary School: Out Of Town

Middle or Junior School

  • Middle Or Junior School: Out Of Town

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, See Remarks, Electric
  • Has Heating: Yes
  • Sewer: Town Sewer
  • Water Source: Public

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 Out Of Town Elementary School and Out Of Town Middle School.

What are the annual taxes for 16 Raymond Street?

Annual taxes for this multi-family home are estimated at $10,838.

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

This multi-family home is listed 16% below the average price for multi-family homes in New Canaan and has been on the market for 69 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 43 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 $2,800,000. Nearby schools include Out Of Town Elementary School and Out Of Town Middle School. The home offers air conditioning and parking. Browse more multi-family home listings in Fairfield County.

Based on information from Greenwich Multiple Listing Service, Inc. and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

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.