New Listing - 05/11/2026
Listing courtesy of Leslie Razook (203) 918-4452, William Pitt Sotheby's Int'l (203) 966-2633
2 Sleepy Hollow Road, New Canaan, CT, 06840
12 rooms
5 beds
3 Full baths
1981
Contemporary, Modern
5,658 sqft
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. Town has approved 5 bedroom designation. Approval paperwork available in documents. All measurements approximate. Only the lower level is in a flood zone. The previous owner and this owner have never experienced water intrusion. A transferable flood policy is available currently $1105.06 per year. Previous owners kept a canoe for pond access. Land trust trails and the magical firefly preserve are a short walk.
Status:
Active
Type:
Single-family residential
Laundry Remarks:
Main Level
Zoning:
2AC
Garage:
3-car Attached Garage, Under House Garage
Heating:
Hot Air
Cooling:
Central Air, Split System
Basement:
Full, Heated, Partially Finished, Walk-out
Acreage:
2.62
Est. Taxes:
$18,488
Assessment
$1,107,750
Lot Description:
Some Wetlands,Level Lot,On Cul-De-Sac,Professionally Landscaped,Rolling
Waterfront:
Yes
Elementary School:
East
Middle School:
Saxe Middle
High School:
New Canaan
Days on Market:
4
Appliances:
Electric Cooktop, Wall Oven, Refrigerator, Subzero, Dishwasher, Washer, Dryer
MLS #:
24166322
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