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Sleepy Hollow Road
New Canaan, Connecticut
$1,999,000 Price
4 Bedrooms  
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Photo 1 of Sleepy Hollow Road, New Canaan, Connecticut, $1,999,000, Web #: 24085668Previous PhotoNext Photo1 of 40

Spectacular contemporary with soaring ceilings and walls of windows on one of New Canaan's most coveted cul-de-sacs. Purposefully set to capture light, 2 Sleepy Hollow delights on all four floors, with dramatic architecture and inspiring spaces. The home is defined by a remarkable double-story 270 degree arc that encompasses...

Spectacular contemporary with soaring ceilings and walls of windows on one of New Canaan's most coveted cul-de-sacs. Purposefully set to capture light, 2 Sleepy Hollow delights on all four floors, with dramatic architecture and inspiring spaces. The home is defined by a remarkable double-story 270 degree arc that encompasses living, dining and the kitchen, all bathed with south and western exposures and ready to live and entertain. Adjacent is the home office and two bedrooms including a spacious primary suite with sitting area and one of the house's three walk-in closets. Upstairs are two more bedrooms with an option for a third and a remarkable floating den/media room with views to below. And above, are two intriguing and whimsical lofts accessible by one of the bedrooms. In the lower level is the 3 car garage, spotless utility rooms for systems and storage, and a fully finished walk-out gym and rec room with giant windows that bring the outside in. Efficiency is also paramount, with recently installed propane heat and on-demand hot water and a full-house generator. Outside features extensive decks and patios that overlook the irrigated gardens and lawns. All this is a 1 minute walk to the Firefly Land Trust trails and a 5 minute drive to downtown New Canaan's cherished village, shopping and the award-winning schools. This is truly open plan living wrapped in exciting architecture that has to be seen. Extensive upgrade list upon request.

Listing courtesy of Houlihan Lawrence

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* All information furnished regarding property for sale, rental, financing or estimated mortgage rates is from sources deemed reliable but no warranty or representation is made as to the accuracy thereof. For further financing information, please contact a Brown Harris Stevens agent.

Listing Details

New Listing
New Canaan, Connecticut
Type: House
Price: $1,999,000
Re Tax: $17,879
Date Listed: 4/3/2025
Approx. sqft: 5,658 sf
Web ID: 24085668

Info & Amenities

Type: Single Family
Rooms: 12.0
Bedrooms: 4
Bathrooms: 3.0
Built: 1981
Woodburning fireplaces: 1

Get to Know New Canaan

A quintessential New England suburb with a charming downtown, sense of community and plenty of cultural activities, New Canaan is an easy train ride away from New York City. The sophisticated Lower Fairfield County community was home to the “Harvard Five” in the 1940s, five visionary architects who used New Canaan as their experimental playground for their mid-century modern designs, building more than 80 homes here.

More About New Canaan

Neighborhood Guide to NEW CANAAN

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