2 Sleepy Hollow Road, New Canaan, Connecticut

$2,400,000

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5

Beds

3

Baths

5,658

Square feet

2.62

Acres

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

OfficeWilliam Pitt Sotheby's Int'l

Listing Map

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