About 2 Sleepy Hollow Road
Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled kitchen with new appliances, walk-in pantry, and breakfast nook-opening to a patio and enclosed garden and lawn, perfect for effortless entertaining. The first-floor primary retreat boasts a sitting area, spa-like bath, and large walk-in closet. Sip morning coffee or catch sunsets overlooking your own nature preserve from the wraparound deck. Nearby are a private office and guest bedroom. Upstairs: three generous bedrooms and vaulted media room. The light-filled walk-out lower level features gym/exercise space and a rec room ready for a wood-burning stove. Mudroom and storage areas add flexibility. All floors were refinished or replaced. A pristine utility room includes recently installed propane heat, on demand hot water and whole house generator. Fiber optic connected and security system upgraded. The oversized three-car garage with high ceilings and epoxy floors stores bikes and gear easily. Owners shared their inspired property vision images (onsite) planned before their transfer. Don't miss this incredible opportunity.
Features of 2 Sleepy Hollow Road
| MLS® # | 24166322 |
|---|---|
| Price | $2,400,000 |
| Bedrooms | 5 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 5,658 |
| Acres | 2.62 |
| Type | Single Family For Sale |
| Style | Contemporary, Modern |
| Status | Closed |
Community Information
| Address | 2 Sleepy Hollow Road |
|---|---|
| Area | N/A |
| City | New Canaan |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06840 |
Amenities
| Parking | Attached Garage, Under House Garage |
|---|---|
| Garage Spaces | 3 |
| Is Waterfront | Yes |
| Waterfront | Pond, View |
| Has Pool | No |
Interior
| Interior Features | Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan |
|---|---|
| Appliances | Electric Cooktop, Wall Oven, Refrigerator, Subzero, Dishwasher, Washer, Dryer |
| Heating | Hot Air, Propane |
| Cooling | Central Air, Split System |
| Fireplace | Yes |
| # of Fireplaces | 1 |
Exterior
| Exterior | Clapboard |
|---|---|
| Exterior Features | Deck, Garden Area |
| Lot Description | Some Wetlands, Level Lot, On Cul-De-Sac, Professionally Landscaped, Rolling |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | East |
|---|---|
| Middle | Saxe Middle |
| High | New Canaan |
Additional Information
| Date Listed | May 11th, 2026 |
|---|---|
| Days on Market | 13 |
| Zoning | 2AC |
| RE / Bank Owned | No |
Listing Details
| Office | William Pitt Sotheby's Int'l |
|---|
