$10,000 Closing Credit¹
#24064484, Jaime Sneddon, Listing Office: William Pitt Sotheby's Int'l
#24085668·
Listing office: Houlihan Lawrence·
Listing agent: Richard Tanner·
Listing office phone: (203) 966-3507
$1,999,000 List price
2 Sleepy Hollow Rd New Canaan, CT 06840
$10,000
Closing credit¹
4 beds
3 full
5,658 sqft
2.6 acres
$353 / sqft
House
Property details
About 2 Sleepy Hollow Rd
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.
Highlights
Home typeOther
HeatingForced Air
StatusActive
CoolingCentral Air, Zoned
Size5,658 sqft
BasementYes
Lot size2.62 Acres
Year built1981
ParkingUnder House Garage
MLS #24085668
Attached garage3 spaces
Summary
- Full Bathrooms: 3
- Appliances: Cooktop, Oven, Subzero, Dishwasher, Washer, Dryer
- Basement: Yes
- Interior: Audio System, Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
- Total Bedroom Count: 4
- Garage Space: 3 spaces
- Attached Garage: Yes
- Private Pool: No
- Parking: Under House Garage
- Exterior: Deck, Gutters, Garden Area, Lighting, Underground Sprinkler, Patio
- Architectural Style: Contemporary
- Heating: Forced Air
- Cooling: Central Air, Zoned
- List Price: $1,999,000
- Price/SqFt: $353
- Annual Tax Amount: $17,879
- Tax Year: 2024
- Lot: Wetlands, Cul-De-Sac, Landscaped, Rolling/Hilly
- 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
- Year Built: 1981
- Living Area: 5,658 SqFt
- Lot Size: 2.62 Acres
- MLS Number: 24085668
- Office Name: Houlihan Lawrence
- Office Phone: (203) 966-3507
- Office Email: rtanner@houlihanlawrence.com
- Listing Agent: Richard Tanner
Copyright © 2025 Smart MLS. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/2/2025, 10:20:53 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$1,999,000
2 Sleepy Hollow Rd
$10,000
closing credit¹
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0.5% sale price²
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Aug 15, 2019 | Home Sold | $481,250 |
| Aug 15, 2019 | Home Sold | $481,250 |
| May 29, 2013 | Home Sold | $1,275,000 |
| Dec 02, 1994 | Home Sold | $800,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $1,107,750 | $17,879 |
| 2023 | $879,830 | $16,664 |
| 2022 | $879,830 | $16,162 |
| 2021 | $879,830 | $15,978 |
| 2020 | $879,830 | $15,978 |
| 2019 | $879,830 | $16,048 |
History based on county public records data.
Nearby schools
10
East School
Public District KG-4
1.8 mi
•54 Little Brook Rd
10
South School
Public District KG-4
2.9 mi
•8 Farm Rd
9
West School
Public District PK-4
3.0 mi
•769 Ponus Rdg
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $281,152. The majority of New Canaan, CT residents have income $200k+ annually. Typical family type is married, with kids. Most residents in this area have post secondary degree education.
How much money do the neighbors make?
9%
<35k
6%
35k-100k
23%
100k-200k
62%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
18%
Single, No Kids
3%
Single, with Kids
35%
Married, No Kids
44%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
15%
<11 yrs old
15%
12-17 yrs old
8%
18-34 yrs old
50%
35-64 yrs old
12%
65+ yrs old
What do the neighbors do for fun?
Skiing/snowboarding
PGA/LPGA
Figure Skating
Where do the neighbors shop?
BJs Wholesale Club
Stein Mart
Kmart
Where do the neighbors go to eat?
Panera
Cracker Barrel
Bob Evans
What do the neighbors drive?
Infiniti
Lexus
Lincoln
What do the neighbors listen to?
Adult Hits
Oldies
News/Talk/Information
All data provided by Home Junction and Claritas
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Frequently asked questions
Living in New Canaan, CT
New Canaan features a well-developed transport infrastructure, with a focus on convenience and accessibility. The town is served by a local train station that provides regular service to nearby cities, facilitating an easy commute for residents. Public buses operate within the town and surrounding areas, and the community is also served by a network of well-maintained roads and highways. While ride-sharing services are available, the town also encourages walking and cycling, with several areas designed to be pedestrian-friendly.
The community benefits from a robust educational system, with a number of public and private schools that cater to a range of educational needs and preferences. Healthcare services are comprehensive, with facilities that provide a spectrum of care from routine check-ups to specialized treatments. The town also offers a variety of retail and dining options, with local boutiques and restaurants that reflect the town's upscale and historic character.
New Canaan is celebrated for its charming downtown area and a strong sense of community. The town prides itself on a rich cultural scene, with local galleries, theaters, and a history of mid-century modern architecture that attracts enthusiasts. Annual events and festivals contribute to the town's vibrant character, fostering a sense of pride and tradition among residents.
New Canaan offers a diverse array of housing options, with a focus on single-family homes that make up a significant portion of the market. Architectural styles range from classic Colonial to contemporary, with many properties featuring expansive lots and private amenities. The housing stock also includes condominiums and apartments, providing alternatives for those seeking a more compact living space. The town's homeownership rate is high, reflecting a community invested in residential stability and quality of life.
About 2 Sleepy Hollow Rd
The listing price of 2 Sleepy Hollow Rd property is $1,999,000.
The property 2 Sleepy Hollow Rd is a house located in New Canaan, Connecticut, 06840.
Active Listing: 2 Sleepy Hollow Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 2 Sleepy Hollow Rd are: East School (GreatSchools Rating 10/10), South School (GreatSchools Rating 10/10), West School (GreatSchools Rating 9/10), Saxe Middle School (GreatSchools Rating 9/10), Middlebrook School (GreatSchools Rating 10/10), Ponus Ridge Middle School (GreatSchools Rating 3/10), New Canaan High School (GreatSchools Rating 9/10), Wilton High School (GreatSchools Rating 10/10), Darien High School (GreatSchools Rating 10/10).
According to the records, the last property tax for 2024 is $17,879 (source: MLS/based on county public records data).
The last sale was on August 15, 2019 for $481,250 (source: MLS/tax record).
The property at 2 Sleepy Hollow Rd has 4 bedrooms and 3 bathrooms.
The property 2 Sleepy Hollow Rd is 5,658 SqFt (source: MLS/tax record).
The year of construction for 2 Sleepy Hollow Rd is 1981.
This home is located at 2 Sleepy Hollow Rd in New Canaan, CT and zip code 06840. This 5,658 square foot home, which was built in 1981, sits on a 2.62 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since April 4, 2025 and is currently priced at $1,999,000.
While more than 12 listings in New Canaan, CT in April 2025 were sold above asking price, there were more than 2 listings sold at asking price, and more than 6 were sold below. In April 2025 in New Canaan, CT there were 17.2% more homes for sale than in March.
From Rocket Homes Real Estate and based on county public records data.