Originally built in 1911, this distinguished Colonial seamlessly blends timeless character with modern sophistication. Thoughtfully renovated and reimagined by a renowned builder, this HOBI Award-winning home showcases exceptional craftsmanship, refined millwork, and today's most desirable amenities. Ideally located in the heart of New Canaan, moments from the train, downtown, and local conveniences, it offers elegance and accessibility. A striking curved wall of windows fills the home with natural light, while the open floor plan flows effortlessly to inviting outdoor spaces. Featuring a luxurious primary suite, four additional bedrooms, terraces, landscaped grounds, and an outdoor fireplace, this exceptional residence perfectly balances historic charm with modern living.
Sold for $3,250,000
$3,250,000
322 Main St, New Canaan, CT 06840
4beds
4,643sqft
Residential, Single Family Residence
Built in 1911
0.43 Acres Lot
$3,258,400 Zestimate®
$700/sqft
$7,634 Estimated rent
Home value
$3,258,400
$2.97M - $3.58M
$7,634/mo
Zestimate® history
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List your homeWhat's special
Outdoor fireplaceRefined millworkExceptional craftsmanshipLandscaped groundsLuxurious primary suiteFour additional bedroomsOpen floor plan
Zillow last checked:
Listing updated:
Listed by:
Linna Yuen 203-550-1657,
Coldwell Banker Realty
Bought with:
Libby Mattson, RES.0795773
Houlihan Lawrence
Source: Greenwich MLS, Inc.,MLS#: 124937
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Natural Gas, Hot Water
Cooling
- Central Air
Features
- Kitchen Island, Eat-in Kitchen
- Windows: Bay Window(s)
- Basement: Unfinished
- Number of fireplaces: 2
Interior area
- Total structure area: 4,643
- Total interior livable area: 4,643 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener
- Garage spaces: 2
Features
- Patio & porch: Terrace
Lot
- Size: 0.43 Acres
Details
- Additional structures: Shed(s)
- Parcel number: N 81 630
- Zoning: OT - Out of Town
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Residential, Single Family Residence
Materials
- Shingle Siding, Stone
- Roof: Asphalt
Condition
- Year built: 1911
Utilities & green energy
- Water: Public
- Utilities for property: Cable Connected
Community & neighborhood
Location
- Region: New Canaan
Price history
| Date | Event | Price |
|---|---|---|
| 6/9/2026 | Sold | $3,250,000+8.3%$700/sqft |
Source:  Greenwich MLS, Inc. #124937 Report a problem | ||
| 5/22/2026 | Pending sale | $3,000,000$646/sqft |
Source:  Smart MLS #24170321 Report a problem | ||
| 5/22/2026 | Contingent | $3,000,000$646/sqft |
Source: Greenwich MLS, Inc. #124937 Report a problem | ||
| 5/15/2026 | Listed for sale | $3,000,000+25%$646/sqft |
Source: Smart MLS #24170321 Report a problem | ||
| 8/27/2021 | Sold | $2,400,000+9.1%$517/sqft |
Source: Smart MLS #170411729 Report a problem | ||
| 6/29/2021 | Pending sale | $2,199,000$474/sqft |
Source:  William Raveis Real Estate, Mortgage & Insurance #170411729 Report a problem | ||
| 6/29/2021 | Contingent | $2,199,000$474/sqft |
Source: Smart MLS #170411729 Report a problem | ||
| 6/22/2021 | Listed for sale | $2,199,000+12.8%$474/sqft |
Source: Smart MLS #170411729 Report a problem | ||
| 4/1/2019 | Listing removed | $1,950,000$420/sqft |
Source: William Raveis Real Estate #170158425 Report a problem | ||
| 1/29/2019 | Listed for sale | $1,950,000+2.7%$420/sqft |
Source: William Raveis Real Estate #170158425 Report a problem | ||
| 12/24/2018 | Listing removed | $1,899,000$409/sqft |
Source: William Raveis Real Estate #170110021 Report a problem | ||
| 8/28/2018 | Listed for sale | $1,899,000-22.5%$409/sqft |
Source: William Raveis Real Estate #170110021 Report a problem | ||
| 3/25/2012 | Listing removed | $2,449,900$528/sqft |
Source: William Pitt Sotheby's International Realty #133744 Report a problem | ||
| 1/28/2012 | Listed for sale | $2,449,900+16.7%$528/sqft |
Source: William Pitt Sotheby's International Realty #133744 Report a problem | ||
| 1/26/2012 | Sold | $2,100,000-12%$452/sqft |
Source: Public Record Report a problem | ||
| 11/8/2011 | Price change | $2,385,900-2.6%$514/sqft |
Source: William Pitt Sotheby's International Realty #98494054 Report a problem | ||
| 3/24/2011 | Listed for sale | $2,449,900+157.9%$528/sqft |
Source: William Pitt Sotheby's International Realty #98494054 Report a problem | ||
| 6/3/2010 | Sold | $950,000-41.9%$205/sqft |
Source: Public Record Report a problem | ||
| 9/5/2009 | Listing removed | $1,635,000$352/sqft |
Source: NRT TriStates #130726 Report a problem | ||
| 8/8/2009 | Price change | $1,635,000-2.4%$352/sqft |
Source: NRT TriStates #130726 Report a problem | ||
| 9/13/2008 | Listed for sale | $1,675,000-20%$361/sqft |
Source: NRT TriStates #130726 Report a problem | ||
| 7/20/2008 | Listing removed | $2,095,000$451/sqft |
Source: NRT TriStates #98373583 Report a problem | ||
| 6/19/2008 | Listed for sale | $2,095,000$451/sqft |
Source: NRT TriStates #98373583 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $24,431 +3.4% | $1,463,840 |
| 2024 | $23,626 -2.5% | $1,463,840 +14.4% |
| 2023 | $24,233 +3.1% | $1,279,460 |
| 2022 | $23,504 +1.2% | $1,279,460 |
| 2021 | $23,235 | $1,279,460 |
| 2020 | $23,235 -0.4% | $1,279,460 |
| 2019 | $23,337 +3% | $1,279,460 -0.5% |
| 2018 | $22,651 +1.8% | $1,286,390 |
| 2017 | $22,240 +2.3% | $1,286,390 |
| 2016 | $21,735 +2% | $1,286,390 |
| 2015 | $21,305 +2.9% | $1,286,390 |
| 2014 | $20,712 +8.5% | $1,286,390 +2.6% |
| 2013 | $19,096 +3.5% | $1,254,400 |
| 2012 | $18,443 +34.7% | $1,254,400 +32.6% |
| 2011 | $13,688 +6.5% | $945,980 0% |
| 2010 | $12,847 -2.7% | $946,000 |
| 2009 | $13,197 +16.3% | $946,000 +26.1% |
| 2008 | $11,346 -0.7% | $750,400 |
| 2007 | $11,421 +3.7% | $750,400 |
| 2006 | $11,016 +4.9% | $750,400 |
| 2005 | $10,498 +5.7% | $750,400 |
| 2004 | $9,928 +4.3% | $750,400 +10.3% |
| 2003 | $9,518 +12.5% | $680,330 +74.5% |
| 2001 | $8,464 +6% | $389,900 |
| 2000 | $7,985 +5% | $389,900 |
| 1999 | $7,603 | $389,900 |
Find assessor info on the county website
Neighborhood: 06840
Nearby schools
GreatSchools rating
- 10/10Saxe Middle SchoolGrades: 5-8Distance: 0.8 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 1 mi
- 9/10South SchoolGrades: K-4Distance: 0.8 mi
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- Connecticut
- Fairfield County
- New Canaan
- 06840
- 322 Main St
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