About 322 Main Street
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.
Features of 322 Main Street
| MLS® # | 24170321 |
|---|---|
| Price | $3,250,000 |
| Bedrooms | 4 |
| Bathrooms | 4/1 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 4,643 |
| Acres | 0.43 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Closed |
Community Information
| Address | 322 Main Street |
|---|---|
| Area | N/A |
| City | New Canaan |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06840 |
Amenities
| Parking | Attached Garage |
|---|---|
| Garage Spaces | 2 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Interior Features | Auto Garage Door Opener, Cable - Pre-wired |
|---|---|
| Appliances | Gas Cooktop, Refrigerator, Dishwasher, Washer, Dryer |
| Heating | Hot Water, Natural Gas |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 2 |
Exterior
| Exterior | Shingle |
|---|---|
| Lot Description | Level Lot |
| Roof | Asphalt Shingle |
| Foundation | Masonry |
School Information
| Elementary | South |
|---|---|
| Middle | Saxe Middle |
| High | New Canaan |
Additional Information
| Date Listed | May 7th, 2026 |
|---|---|
| Days on Market | 7 |
| Zoning | BRES |
| RE / Bank Owned | No |
