tomo logo

$1,999,000

Beds
4
Baths
3.0
sq ft
5,658

2 Sleepy Hollow Rd, New Canaan, CT 06840

2 Sleepy Hollow Rd

New Canaan, CT 06840

  • <1 day on market
    • Open house Apr 04
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

Property type

Single Family Residence

Lot size

2.62 acres

Price per sq ft

$354

Year built

1981

Annual property taxes

$17,879

HOA

No

Price History

04/04/2025
SmartMLS

SmartMLS #24085668

Listed
$1,999,000
+107.69%
08/20/2019
SmartMLS

SmartMLS #170178546

Sold
$962,500

Schools & Community

Elementary school: 

East

Middle school: 

Saxe Middle

High school: 

New Canaan

Status: Active

Tomo last checked: 04/04/2025 at 3:55 PM

Listing updated: 04/04/2025 at 1:06 PM

Listed by: Richard Tanner, Houlihan Lawrence Phone #: (917) 703-7000

MLS: SmartMLS #24085668

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