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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON MAY 15 2025 AT 9:40 AM.

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2 Sleepy Hollow Rd

new canaan, CT 06840

$1,999,000

  • 4 BR
    3 BA
    APPROX. 5,658 SF
  • contract signed

INTERESTED? LET'S CONNECT

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 design and inspiring spaces. The 4-5 bedroom 5600sf 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.

Details

5,658 Sq Ft

2.62 Private Acres Exterior Space

Other

Built in 1981

MLS/Listing ID 24085668

Listing Courtesy of HOULIHAN LAWRENCE, RICHARD TANNER - 917-703-7000

SMART

Source of Data: SMART MLS

Interested in 2 Sleepy Hollow Rd?