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$3,000,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,643 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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This distinguished Colonial, originally built in 1911, seamlessly blends timeless character with modern sophistication. Thoughtfully renovated and reimagined by renowned Country Club Homes, this HOBI Award-winning residence showcases exceptional craftsmanship, refined millwork, and today's most desirable amenities. Ideally situated in the heart of New Canaan, just moments from the train, downtown, and local conveniences, the home offers both elegance and accessibility. Architectural highlights include a striking curved wall of windows that fills the interiors with natural light, while the open floor plan provides effortless flow for everyday living and entertaining, with seamless access to inviting outdoor spaces. The second floor features a gracious primary suite along with three additional bedrooms, while the third level offers a private ensuite bedroom with sitting room and full bath-ideal for guests or extended family. Set amid beautifully landscaped grounds, the property is enhanced by terraces and outdoor fireplace, creating an exceptional setting for relaxation and gatherings. A rare offering, this home captures the perfect balance of old-world charm and modern living in a premier in-town location.

Full Property Details for 322 Main St

General

  • Price: $3,000,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24170321
  • Updated: 5/15/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 11
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Cooktop, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Full Bath: Upper
  • Partial Bath: Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Bedroom Suite, Full Bath, Walk-In Closet, Upper
  • Bedroom 1: Bedroom - Full Bath, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Main
  • Family Room: Family Room - Fireplace, Main
  • Eat In Kitchen: Eat-In Kitchen - Breakfast Nook, Island, Pantry, Main
  • Dining Room: Dining Room - Built-Ins, Fireplace, Main
  • Office: Office - Bay/Bow Window, Main
  • Study: Built-Ins, Main
  • Laundry: Upper Level
  • Other Room 1: Other - Bedroom Suite, Built-Ins, Full Bath, On 3rd Floor, Upper

Exterior

  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Driving Directions: Farm to Main Street on the right.

School Information

  • Elementary School: South
  • Middle School: Saxe Middle
  • High School: New Canaan

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, 50 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,643
  • Above Ground: 4,643 Sq. Ft.
  • Year Built: 1911

Lot Features

  • Lot Size (Acres): 0.43
  • Zoning: BRES
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $1,463,840
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: Dining room chandelier and scones are excluded.
  • Property ID: 186736
Buyer's Brokerage Compensation: Contact Listing Agent
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— 322 Main St —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 322 Main St

School District:New Canaan School District
NameGradesDistance
Saxe Middle School
468 South Avenue, New Canaan, CT 06840
5-80.7 mi
South School
8 Farm Road, New Canaan, CT 06840
K-40.8 mi
New Canaan High School
11 Farm Road, New Canaan, CT 06840
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 322 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/15/2026
Listed
$3,000,000
25%
MLS
8/27/2021
Sold
$2,400,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 322 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$24,431
3%
$1,463,840
—
2023
$23,626
-3%
$1,463,840
14%
2023
$24,233
3%
$1,279,460
—
2022
$23,504
1%
$1,279,460
—
2021
$23,235
—
$1,279,460
—
2020
$23,235
—
$1,279,460
—
2019
$23,337
3%
$1,279,460
-1%
2018
$22,651
2%
$1,286,390
—
2017
$22,240
2%
$1,286,390
—
2016
$21,735
2%
$1,286,390
—
2015
$21,305
3%
$1,286,390
—
2014
$20,712
8%
$1,286,390
3%
2012
$19,096
—
$1,254,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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322 Main Street, New Canaan, CT 06840 (MLS# 24170321) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 322 Main Street is currently listed for $3,000,000 and was received on May 15, 2026. This property is listed by Linna Yuen from our Greenwich Office.Want to learn more about 322 Main Street? Do you have questions about finding other Single Family real estate for sale in New Canaan? You can browse all New Canaan real estate or contact a Coldwell Banker agent to request more information.

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