2 Sleepy Hollow Rd New Canaan, CT, 06840

single family home
$ 1,999,000 For Sale Active Apr 3, 2025
  • 4 beds
  • 3 baths
  • 5,658 sq ft
  • 2.62 acres
  • 1981 year built
  • 3 cars garage

About the Home

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.

Rooms & Interior

4 bedrooms beds
3 full baths
5,658 square feet sq ft

Room Details

  • Living Room (Main Level) 2 Story Window(s), Vaulted Ceiling, Balcony/Deck, Dining Area, Fireplace, Hardwood Floor
  • Bedroom (Main Level) Vaulted Ceiling, Walk-In Closet, Hardwood Floor
  • Office (Main Level) Hardwood Floor
  • Bedroom (Upper Level) Vaulted Ceiling, Walk-In Closet, Hardwood Floor
  • Family Room (Upper Level) Vaulted Ceiling, Hardwood Floor
  • Primary Br Suite (Main Level) Balcony/Deck, Stall Shower, Whirlpool Tub, Walk-In Closet, Hardwood Floor
  • Den (Upper Level) Vaulted Ceiling, Book Shelves, Hardwood Floor
  • Bedroom (Upper Level) Vaulted Ceiling, Walk-In Closet, Hardwood Floor
  • Loft (Other Level) On 3rd Floor
  • Loft (Other Level) On 3rd Floor
  • Rec/Play Room (Lower Level) Skylight, Wall/Wall Carpet
  • Kitchen (Main Level) 2 Story Window(s), Cathedral Ceiling, Breakfast Nook, Sliders, Hardwood Floor
  • Other Rooms Exercise room

Home Features

Heating

  • Fireplaces: 1
  • Heating: hot air
  • Heat fuel type: propane
  • Fuel tank: in ground

Cooling

  • Central air
  • Zoned

Interior Features

  • Audio system
  • Auto garage door opener
  • Cable - available
  • Open floor plan
  • Security system

Appliances

  • Cook top
  • Wall oven
  • Subzero
  • Dishwasher
  • Washer
  • Dryer

Home Automation

  • Built in audio
  • Thermostat(s)

Attic

  • Unfinished
  • Walk-in

Basement

  • Partial
  • Heated
  • Storage
  • Cooled
  • Partially finished
  • Walk-out

Laundry

  • Location: off kitchen
  • Main level

Energy Features

  • Generator
  • Programmable thermostat
  • Thermopane windows

Exterior Features

  • Deck
  • Gutters
  • Garden area
  • Lighting
  • Underground sprinkler
  • Patio

Property Details

Parking

  • Garage spaces: 3
  • Under house garage

Lot Details

  • Lot surface: 2.62 acres
  • Some wetlands
  • Borders open space
  • On cul-de-sac
  • Professionally landscaped
  • Rolling
  • Flood zone: Yes

Utilities

  • Water: private well
  • Sewage: septic

Construction Details

Style
contemporary

Construction year
1981

Exterior Siding
shingle

Foundation
concrete

Roof
asphalt shingle


Area & Town

This home is located in Smith Ridge neighborhood, in the town of New Canaan.

Finance & Listing Info

Status Active
Listing date April 03, 2025
List price $ 1,999,000
Current price $ 1,999,000
Tax amount $ 17,879
Tax year july 2024-june 2025
MLS ID #24085668
List Agent Richard Tanner
List Office Houlihan Lawrence

2 Sleepy Hollow Road Home Photos

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