2 Sleepy Hollow Rd New Canaan, CT 06840
4
Beds
3
Baths
5,658
Sq Ft
2.62
Acres
Highlights
- Sub-Zero Refrigerator
- 2.62 Acre Lot
- Deck
- East Elementary School Rated A+
- Open Floorplan
- Contemporary Architecture
About This Home
As of July 2025Spectacular 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 Agent to Sell the Property
Houlihan Lawrence License #RES.0811324 Listed on: 04/03/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $17,879
Year Built
- Built in 1981
Lot Details
- 2.62 Acre Lot
- Sprinkler System
- Garden
- Property is zoned 2AC
Home Design
- Contemporary Architecture
- Concrete Foundation
- Frame Construction
- Asphalt Shingled Roof
- Shingle Siding
Interior Spaces
- Open Floorplan
- Built In Speakers
- Sound System
- 1 Fireplace
- Thermal Windows
- Home Gym
- Unfinished Attic
Kitchen
- Built-In Oven
- Cooktop
- Sub-Zero Refrigerator
- Dishwasher
Bedrooms and Bathrooms
- 4 Bedrooms
- 3 Full Bathrooms
Laundry
- Laundry on main level
- Dryer
- Washer
Partially Finished Basement
- Heated Basement
- Walk-Out Basement
- Partial Basement
- Basement Storage
Home Security
- Home Security System
- Smart Thermostat
Parking
- 3 Car Garage
- Parking Deck
- Automatic Garage Door Opener
Outdoor Features
- Deck
- Patio
- Exterior Lighting
- Rain Gutters
Location
- Flood Zone Lot
Schools
- East Elementary School
- Saxe Middle School
- New Canaan High School
Utilities
- Zoned Heating and Cooling
- Heating System Uses Propane
- Programmable Thermostat
- Power Generator
- Private Company Owned Well
- Tankless Water Heater
- Propane Water Heater
- Fuel Tank Located in Ground
- Cable TV Available
Listing and Financial Details
- Exclusions: Downstairs Refrigerator
- Assessor Parcel Number 187541
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Apr 3, 2025
Closed on
Jul 7, 2025
Sold by
Madan Jamshed K and Madan Robin J
Bought by
Crusafio Marco and Monahan Ruth P
Seller's Agent
Richard Tanner
Houlihan Lawrence
Buyer's Agent
Leslie Razook
William Pitt Sotheby's Int'l
List Price
$1,999,000
Sold Price
$1,900,000
Premium/Discount to List
-$99,000
-4.95%
Views
90
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
59.92%
Original Mortgage
$1,520,000
Outstanding Balance
$1,518,377
Interest Rate
5.63%
Mortgage Type
New Conventional
Estimated Equity
$520,262
Purchase Details
Listed on
Apr 1, 2019
Closed on
Aug 10, 2019
Sold by
Ian Priot Disclaimer T
Bought by
Madan Jamshed and Madan Robin
Seller's Agent
Martha Perry
William Pitt Sotheby's Int'l
Buyer's Agent
Steve Anastos
William Raveis Real Estate
List Price
$1,150,000
Sold Price
$962,500
Premium/Discount to List
-$187,500
-16.3%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
12.26%
Original Mortgage
$484,500
Interest Rate
3.7%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Listed on
Feb 12, 2013
Closed on
May 29, 2013
Sold by
Zeitler Nancy M
Bought by
Prior Ian and Prior Janet
Seller's Agent
Denise Gannalo
William Raveis Real Estate
Buyer's Agent
Martha Perry
William Pitt Sotheby's Int'l
List Price
$1,395,000
Sold Price
$1,275,000
Premium/Discount to List
-$120,000
-8.6%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-4.41%
Purchase Details
Closed on
Dec 2, 1994
Sold by
Page Snow N and Page Snow Susan
Bought by
Zeitler William M and Zeitler Nancy M
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$600,000
Interest Rate
3%
Similar Homes in New Canaan, CT
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,900,000 | -- | |
| Deed | $481,250 | -- | |
| Warranty Deed | $481,250 | -- | |
| Deed | $481,250 | -- | |
| Warranty Deed | $1,275,000 | -- | |
| Warranty Deed | $1,275,000 | -- | |
| Warranty Deed | $800,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,520,000 | New Conventional | |
| Previous Owner | $484,500 | Purchase Money Mortgage | |
| Previous Owner | $600,000 | No Value Available | |
| Previous Owner | $600,000 | No Value Available |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 07/07/2025 07/07/25 | Sold | $1,900,000 | -5.0% | $336 / Sq Ft |
| 06/02/2025 06/02/25 | Pending | -- | -- | -- |
| 04/03/2025 04/03/25 | For Sale | $1,999,000 | +107.7% | $353 / Sq Ft |
| 08/20/2019 08/20/19 | Sold | $962,500 | -10.5% | $170 / Sq Ft |
| 08/19/2019 08/19/19 | Pending | -- | -- | -- |
| 06/06/2019 06/06/19 | Price Changed | $1,075,000 | -6.5% | $190 / Sq Ft |
| 04/01/2019 04/01/19 | For Sale | $1,150,000 | 0.0% | $203 / Sq Ft |
| 08/02/2017 08/02/17 | Rented | $6,700 | -4.3% | -- |
| 07/27/2017 07/27/17 | Under Contract | -- | -- | -- |
| 06/13/2017 06/13/17 | For Rent | $7,000 | 0.0% | -- |
| 05/29/2013 05/29/13 | Sold | $1,275,000 | -8.6% | $252 / Sq Ft |
| 04/29/2013 04/29/13 | Pending | -- | -- | -- |
| 02/12/2013 02/12/13 | For Sale | $1,395,000 | -- | $276 / Sq Ft |
Source: SmartMLS
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $18,488 | $1,107,750 | $598,500 | $509,250 |
| 2024 | $17,879 | $1,107,750 | $598,500 | $509,250 |
| 2023 | $16,664 | $879,830 | $538,720 | $341,110 |
| 2022 | $16,162 | $879,830 | $538,720 | $341,110 |
| 2021 | $15,978 | $879,830 | $538,720 | $341,110 |
| 2020 | $15,978 | $879,830 | $538,720 | $341,110 |
| 2019 | $16,048 | $879,830 | $538,720 | $341,110 |
| 2018 | $15,169 | $894,390 | $570,010 | $324,380 |
| 2017 | $14,909 | $894,390 | $570,010 | $324,380 |
| 2016 | $14,860 | $911,120 | $570,010 | $341,110 |
| 2015 | $14,569 | $911,120 | $570,010 | $341,110 |
| 2014 | $14,159 | $911,120 | $570,010 | $341,110 |
Source: Public Records
Agents Affiliated with this Home
-
Richard Tanner
R
Seller's Agent in 2025
Richard Tanner
Houlihan Lawrence
(917) 703-7000
24 in this area
33 Total Sales
-
Leslie Razook
Buyer's Agent in 2025
Leslie Razook
William Pitt
(203) 918-4452
41 in this area
57 Total Sales
-
Martha Perry
Seller's Agent in 2019
Martha Perry
William Pitt
(203) 912-9091
21 in this area
27 Total Sales
-
Janis Hennessy
Seller Co-Listing Agent in 2019
Janis Hennessy
William Raveis Real Estate
(203) 856-8827
49 in this area
62 Total Sales
-
S
Buyer's Agent in 2019
Steve Anastos
William Raveis Real Estate
-
Monie Sullivan
Buyer Co-Listing Agent in 2019
Monie Sullivan
William Raveis Real Estate
(203) 326-1662
Map
Source: SmartMLS
MLS Number: 24085668
APN: NCAN-000039-000101-000089
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