2 Sleepy Hollow
New Canaan, CT 06840
- 4 beds
- 3 baths
- 5,658 sqft
- ~3 acre lot
- $353 per sqft
- 1981 build
- – on site
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.
Last checked:
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Checking…
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Last updated Apr 4, 2025
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MLS# 24085668 —
Upcoming Open Houses
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Saturday, 4/5
12pm-2pm -
Sunday, 4/6
1pm-3pm
The Building
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Year Built:1981
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Year Built Source:Public Records
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New Construction Type:No/Resale
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Style:Contemporary
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Roof Information:Asphalt Shingle
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Attic:Yes
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Attic Description:Unfinished, Walk-In
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Exterior Siding:Shingle
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Foundation Type:Concrete
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Basement Description:Partial, Heated, Storage, Cooled, Partially Finished, Walk-out
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Exterior Features:Deck, Gutters, Garden Area, Lighting, Underground Sprinkler, Patio
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Energy Features:Generator, Programmable Thermostat, Thermopane Windows
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SqFt Total:5658
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SqFt Est Heated Above Grade:5050
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SqFt Est Heated Below Grade:608
Interior
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Interior Features:Audio System, Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
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Fireplaces Total:1
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Laundry Room:Main Level
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Laundry Room Location:off Kitchen
Room Dimensions
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Living Area SqFt Per Public Record:5050
Location
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Directions:North on Canoe Hill to North on Laurel Road. Make left turn on to Sleepy Hollow Road and the house is first on the left
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Neighborhood:N/A
The Property
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Parcel Number:187541
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Property Type:Single Family For Sale
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Zoning:2AC
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Acres:2.62
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Acres Source:Public Records
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Flood Zone:Yes
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Lot Description:Some Wetlands, Borders Open Space, On Cul-De-Sac, Professionally Landscaped, Rolling
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Elevation Certificate:No
Listing Agent
- Contact info:
- Agent phone:
- (203) 966-3507
Taxes
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Tax Year:July 2024-June 2025
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Property Taxes:17879
Beds
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Beds Total:4
Baths
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Total Baths:3
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Full Baths:3
The Listing
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Virtual Showing:No
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Home Warranty Offered:No
Heating & Cooling
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Heat Type:Hot Air
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Heat Fuel Type:Propane
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Cooling System:Central Air, Zoned
Utilities
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Water Source:Private Well
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Sewage System:Septic
Appliances
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Appliances Included:Cook Top, Wall Oven, Subzero, Dishwasher, Washer, Dryer
Schools
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Elementary School:East
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Middle Or Junior School:Saxe Middle
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High School:New Canaan
The Community
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Swimming Pool:No
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Direct Waterfront:No
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Waterfront Description:Not Applicable
Parking
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Garage & Parking:Under House Garage
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Garages Number:3
Monthly cost estimate
Asking price
$1,999,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$10,704
|
| Taxes | N/A |
| Insurance | $549 |
| Utilities | $494 See report |
| Total | $11,747/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
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4/3/25
Apr 3, 2025
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Listed / Active | SMART_MLS | $1,999,000 | 107.7% (19.2% / YR) |
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8/20/19
Aug 20, 2019
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SMART_MLS | $962,500 | -24.5% (-3.9% / YR) | |
|
5/29/13
May 29, 2013
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SMART_MLS | $1,275,000 |
