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2 Sleepy Hollow Rd
Single Family
New
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$2,195,000

$388/sqft

2 Sleepy Hollow Rd, New Canaan

Great $/sqft
5 bd·3 ba·5,658 sqft
2.62 acres lot

2 Sleepy Hollow Rd, New Canaan, CT

5 bd · 3 ba · 5,658 sqft Single Family listed at $2,195,000.

About this home

This 5 bed, 3 bath single family home offers 5,658 sqft of living space at 2 Sleepy Hollow Rd in New Canaan, CT. Listed at $2,195,000 ($388/sqft) with 17 days on market. The property sits in the Connecticut area of CT. The lot measures 2.62 acres.

What it's like to live here

AI

Listed by

Leslie Razook

William Pitt Sotheby's International Realty

2039662633lrazook@wpsir.com

Property details

Price
$2,195,000
Bedrooms
5
Bathrooms
3
Interior
5,658 sqft
Price / sqft
$388
Lot size
2.62 acres
Type
Single Family
Days on market
17
Est. property tax
$46,973/yr · $3,914/mo · 2.14% CT avg
Last sold
$1,900,000 · Jul 2025

Estimated monthly payment

Down payment20% ($439,000)
Interest rate6.75%
Principal & Interest$11,389
Property Tax$2,012
Insurance$150
Total$13,551/mo

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Price history

$2.41M$1.10M$-212K$800K on Dec 94 (Sold)$1.70M on Apr 08 (Initial list)$1.50M on Apr 09 (Price change)$1.40M on Feb 13 (Initial list)$1.40M on Feb 13 (Initial list)$1.40M on Apr 13 (Price change)$1.40M on Apr 13 (Price change)$1.27M on May 13 (Sold)$7K on Jun 17 (Price change)$1.25M on Jun 17 (Initial list)$1.25M on Jun 17 (Initial list)$7K on Jun 17 (Price change)$7K on Jul 17 (Price change)$1.25M on Jul 17 (Price change)$1.25M on Jul 17 (Price change)$7K on Jul 17 (Price change)$1.15M on Apr 19 (Initial list)$1.15M on Apr 19 (Initial list)$1.07M on Jun 19 (Price change)$1.07M on Jun 19 (Price change)$481K on Aug 19 (Sold)$2.00M on Apr 25 (Initial list)$1.90M on Jul 25 (Sold)$2.19M on May 26 (Initial list)
$800K · Dec 94$2.19M · May 26
  1. May 11, 2026$2,195,000Initial list price
  2. Jul 7, 2025$1,900,000Sold
  3. Apr 4, 2025$1,999,000Initial list price
  4. Aug 15, 2019$481,250Sold
  5. Jun 6, 2019$1,075,000Price change
  6. Jun 6, 2019$1,075,000Price change
  7. Apr 1, 2019$1,150,000Initial list price
  8. Apr 1, 2019$1,150,000Initial list price
  9. Jul 27, 2017$7,000Price change
  10. Jul 27, 2017$1,250,000Price change
  11. Jul 27, 2017$1,250,000Price change
  12. Jul 15, 2017$7,000Price change
  13. Jun 13, 2017$7,000Price change
  14. Jun 13, 2017$1,250,000Initial list price
  15. Jun 12, 2017$1,250,000Initial list price
  16. Jun 12, 2017$7,000Price change
  17. May 29, 2013$1,275,000Sold
  18. Apr 15, 2013$1,395,000Price change
  19. Apr 15, 2013$1,395,000Price change
  20. Feb 12, 2013$1,395,000Initial list price
  21. Feb 12, 2013$1,395,000Initial list price
  22. Apr 14, 2009$1,499,000Price change
  23. Apr 10, 2008$1,695,000Initial list price
  24. Dec 2, 1994$800,000Sold

Location

This home is located in New Canaan, CT, in the Connecticut area. Browse more New Canaan listings on the New Canaan market page or explore the full New Canaan market report.

Home Intelligence

Neighborhood (zip 06840)

This neighborhood is highly educated (43% hold a bachelor's degree) and is predominantly owner-occupied (85%). Median age is 43.5; median household income is $250,001.

Median income
$250,001
Median age
43.5
Owner-occupied
85.0%
Bachelor's degree
43.1%
Census median home value
$1,434,400

Source: US Census Bureau American Community Survey 5-year estimates.

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