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.
For sale
$1,250,000
16 Raymond St, New Canaan, CT 06840
5beds
2baths
1,936sqft
Multi Family
Built in 1877
-- sqft lot
$-- Zestimate®
$646/sqft
$-- HOA
What's special
Fresh sophisticated finishesStylish finishesTotally updated bathroomBeautifully renovated bathroomAll-new windowsThree bedroomsSpacious first-floor residence
- 28 days
- 1,225
- 43
Zillow last checked:
Listing updated:
Listed by:
Wende Foreman 203-981-4550,
William Pitt Sotheby's Int'l
Source: Greenwich MLS, Inc.,MLS#: 125896
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 2
- Main level bathrooms: 1
- Main level bedrooms: 2
Heating
- Forced Air, See Remarks, Electric
Cooling
- Central Air
Interior area
- Total structure area: 1,936
- Total interior livable area: 1,936 sqft
Property
Parking
- Parking features: Garage
Lot
- Size: 8,712 Square Feet
Details
- Parcel number: T 76 626
- Zoning: R-6
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Aluminum Siding, Clapboard
- Roof: Asphalt
Condition
- Year built: 1877
Utilities & green energy
- Water: Public
Community & HOA
Location
- Region: New Canaan
Financial & listing details
- Price per square foot: $646/sqft
- Tax assessed value: $649,390
- Annual tax amount: $10,838
- Date on market: 9/18/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/6/2026 | Listed for sale | $1,250,000-2%$646/sqft |
Source:  Smart MLS #24204972 Report a problem | ||
| 8/29/2026 | Listing removed | $1,275,000$659/sqft |
Source: Smart MLS #24165724 Report a problem | ||
| 4/15/2026 | Listed for sale | $1,275,000+30.8%$659/sqft |
Source: Smart MLS #24165724 Report a problem | ||
| 10/10/2022 | Sold | $975,000$504/sqft |
Source: Smart MLS #170471247 Report a problem | ||
| 8/30/2022 | Contingent | $975,000$504/sqft |
Source: Smart MLS #170471247 Report a problem | ||
| 3/4/2020 | Listed for sale | $975,000-18.8%$504/sqft |
Source: William Raveis Real Estate #170266496 Report a problem | ||
| 7/21/2018 | Listed for sale | $1,200,000$620/sqft |
Source: William Raveis Real Estate #170107558 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,838 +3.4% | $649,390 |
| 2024 | $10,481 +21.6% | $649,390 +42.7% |
| 2023 | $8,622 +3.1% | $455,210 |
| 2022 | $8,362 +1.1% | $455,210 |
| 2021 | $8,267 | $455,210 |
| 2020 | $8,267 -0.4% | $455,210 |
| 2019 | $8,303 +5.9% | $455,210 +2.3% |
| 2018 | $7,837 +1.8% | $445,060 |
| 2017 | $7,695 +2.3% | $445,060 |
| 2016 | $7,520 +2% | $445,060 |
| 2015 | $7,371 +2.9% | $445,060 |
| 2014 | $7,166 +0% | $445,060 -5.4% |
| 2013 | $7,165 +3.5% | $470,680 |
| 2012 | $6,920 +1.6% | $470,680 |
| 2011 | $6,811 +6.5% | $470,680 0% |
| 2010 | $6,393 -2.7% | $470,800 0% |
| 2009 | $6,569 +9.6% | $470,900 +18.9% |
| 2008 | $5,991 -0.6% | $396,200 |
| 2007 | $6,030 +3.7% | $396,200 |
| 2006 | $5,816 +4.9% | $396,200 |
| 2005 | $5,543 +5.7% | $396,200 |
| 2004 | $5,242 -3.8% | $396,200 +1.7% |
| 2003 | $5,449 +7.3% | $389,480 +66.5% |
| 2001 | $5,077 +6% | $233,900 +0% |
| 2000 | $4,790 +5% | $233,870 |
| 1999 | $4,560 | $233,870 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 06840
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