Nestled at the end of a peaceful cul-de-sac, this striking contemporary residence offers nearly 4,500sq ft of sun-drenched living space, thoughtfully designed for modern living. Set on two tranquil and private acres, the home is defined by dramatic walls of glass, soaring ceiling and a seamless connection between indoor and outdoor spaces. Key features include: 4 generously sized bedrooms and 4 full bathrooms. Vaulted living room with a fireplace, skylights and French doors that open to an expansive rear deck, perfect for entertaining or relaxing. First floor primary suite with a bright skylit bath. Eat-in kitchen that flows into to a beautiful glass-ceiling solarium. Walkout lower level featuring a cozy family room with fireplace, an oversized bedroom and two versatile bonus rooms - ideal as a playroom, home office or gym. Additional highlights include a whole-house generator and a flexible layout that offers space for everyone. Just minutes from town, this home delivers the perfect blend of privacy, comfort and convenience.
Sold for $1,575,000
$1,575,000
232 Sleepy Hollow Road, New Canaan, CT 06840
4beds
4,436sqft
Single Family Residence
Built in 1967
2.01 Acres Lot
$1,651,800 Zestimate®
$355/sqft
$9,470 Estimated rent
Home value
$1,651,800
$1.49M - $1.83M
$9,470/mo
Zestimate® history
Owner options
List your home for rent
$9,470/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$9,470/mo
Rent Zestimate®
Refinance and save
$8,877/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$8,877/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Primary suiteExpansive rear deckSoaring ceilingDramatic walls of glassCozy family roomVersatile bonus roomsWalkout lower level
Zillow last checked:
Listing updated:
Listed by:
Jane Forte 917-697-4302,
Coldwell Banker Realty 203-966-3737
Bought with:
Joe Balestriere, RES.0792559
William Raveis Real Estate
Source: Smart MLS,MLS#: 24124215
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 4
Primary bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
- Area: 331.5 Square Feet
- Dimensions: 15 x 22.1
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 231.4 Square Feet
- Dimensions: 14.11 x 16.4
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
Bedroom
- Features: Patio/Terrace, Wall/Wall Carpet
- Level: Lower
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 145.32 Square Feet
- Dimensions: 12 x 12.11
Family room
- Features: Fireplace, Patio/Terrace, Wall/Wall Carpet
- Level: Lower
- Area: 370.14 Square Feet
- Dimensions: 18.6 x 19.9
Kitchen
- Features: Dining Area, Tile Floor
- Level: Main
- Area: 163.49 Square Feet
- Dimensions: 12.11 x 13.5
Living room
- Features: Skylight, Ceiling Fan(s), Fireplace, Hardwood Floor
- Level: Main
- Area: 524.02 Square Feet
- Dimensions: 19.7 x 26.6
Other
- Features: Wall/Wall Carpet
- Level: Lower
- Area: 381.9 Square Feet
- Dimensions: 19 x 20.1
Other
- Features: Wall/Wall Carpet
- Level: Lower
- Area: 216.05 Square Feet
- Dimensions: 14.5 x 14.9
Sun room
- Features: Tile Floor
- Level: Main
- Area: 155.89 Square Feet
- Dimensions: 11.9 x 13.1
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level
Features
- Doors: French Doors
- Basement: Full,Finished,Liveable Space
- Attic: Partially Finished,Walk-up
- Number of fireplaces: 2
Interior area
- Total structure area: 4,436
- Total interior livable area: 4,436 sqft
- Finished area above ground: 4,436
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Attached garage spaces: 3
Features
- Patio & porch: Deck, Patio
Lot
- Size: 2.01 Acres
- Features: Wooded, Cul-De-Sac
Details
- Parcel number: 187537
- Zoning: 2AC
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Vertical Siding, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1967
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Location
- Region: New Canaan
Price history
| Date | Event | Price |
|---|---|---|
| 10/30/2025 | Sold | $1,575,000-4.5%$355/sqft |
Source:  Smart MLS #24124215 Report a problem | ||
| 9/25/2025 | Pending sale | $1,649,000$372/sqft |
Source: Smart MLS #24124215 Report a problem | ||
| 9/5/2025 | Listed for sale | $1,649,000-8.1%$372/sqft |
Source: Smart MLS #24124215 Report a problem | ||
| 9/5/2025 | Listing removed | $1,795,000$405/sqft |
Source: Smart MLS #24110737 Report a problem | ||
| 8/12/2025 | Price change | $1,795,000-5.3%$405/sqft |
Source: Smart MLS #24110737 Report a problem | ||
| 7/23/2025 | Listed for sale | $1,895,000+80.5%$427/sqft |
Source: Smart MLS #24110737 Report a problem | ||
| 4/24/2017 | Sold | $1,050,000-4.1%$237/sqft |
Source: Smart MLS #99173727 Report a problem | ||
| 3/23/2017 | Pending sale | $1,095,000$247/sqft |
Source: Halstead Property #99173727 Report a problem | ||
| 2/15/2017 | Listed for sale | $1,095,000-8.4%$247/sqft |
Source: Halstead Property #99173727 Report a problem | ||
| 11/22/2016 | Listing removed | $1,195,000$269/sqft |
Source: Houlihan Lawrence #139602 Report a problem | ||
| 5/27/2016 | Price change | $1,195,000-4%$269/sqft |
Source: Houlihan Lawrence #139602 Report a problem | ||
| 4/12/2016 | Listed for sale | $1,245,000-1.6%$281/sqft |
Source: Houlihan Lawrence #99141490 Report a problem | ||
| 10/31/2015 | Listing removed | $1,265,000$285/sqft |
Source: Houlihan Lawrence #138700 Report a problem | ||
| 6/29/2015 | Listed for sale | $1,265,000+30.7%$285/sqft |
Source: Brotherhood & Higley, Inc. #99109834 Report a problem | ||
| 6/30/2000 | Sold | $967,500+114%$218/sqft |
Source: Smart MLS #98051241 Report a problem | ||
| 1/30/1996 | Sold | $452,000$102/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $15,257 +3.4% | $914,130 |
| 2024 | $14,754 +28.7% | $914,130 +51% |
| 2023 | $11,467 +3.1% | $605,430 |
| 2022 | $11,122 +1.2% | $605,430 |
| 2021 | $10,995 | $605,430 |
| 2020 | $10,995 -0.4% | $605,430 |
| 2019 | $11,043 -23.3% | $605,430 -28.7% |
| 2018 | $14,407 +1.7% | $849,450 |
| 2017 | $14,160 +10.5% | $849,450 +8.1% |
| 2016 | $12,818 +2% | $785,890 |
| 2015 | $12,566 +2.9% | $785,890 |
| 2014 | $12,213 +11.9% | $785,890 +5.1% |
| 2013 | $10,914 +3.6% | $748,020 0% |
| 2012 | $10,533 +1.7% | $748,100 |
| 2011 | $10,361 +2% | $748,100 |
| 2010 | $10,159 +1.7% | $748,100 |
| 2009 | $9,987 -7.6% | $748,100 +4.6% |
| 2008 | $10,814 +4% | $715,200 |
| 2007 | $10,399 +3.6% | $715,200 |
| 2006 | $10,041 +4.8% | $715,200 |
| 2005 | $9,577 +5.8% | $715,200 |
| 2004 | $9,054 -6.2% | $715,200 +3.7% |
| 2003 | $9,653 +11.8% | $689,990 +66.9% |
| 2001 | $8,634 +2% | $413,500 +0% |
| 2000 | $8,468 +15.9% | $413,490 +10.4% |
| 1999 | $7,305 | $374,640 |
Find assessor info on the county website
Neighborhood: 06840
Nearby schools
GreatSchools rating
- 10/10East SchoolGrades: K-4Distance: 2.3 mi
- 10/10Saxe Middle SchoolGrades: 5-8Distance: 3.4 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 3.6 mi
Schools provided by the listing agent
- Elementary: East
- Middle: Saxe Middle
- High: New Canaan
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,651,800
2% more
+$33,036
With Zillow Showcase(estimated)
$1,684,836
- Connecticut
- Fairfield County
- New Canaan
- 06840
- 232 Sleepy Hollow Road
Nearby cities
Nearby zip codes
Other New Canaan Topics
