Recently Listed Open House 5/30 11am - 2pm
99 Hickok Road
New Canaan, CT, 06840 $ 2,999,999
Bedrooms4 Baths4.1 Sq 5,902 Monthly Estimate*
$ 18,472
for $2,999,999 with 4 bedrooms and 4 full baths, 1 half bath. This 5,902 square foot home was built in 1955 on a lot size of 2.31.
99 Hickok Road is a beautifully updated and meticulously maintained Dutch Colonial set on stunning landscaped property with exceptional privacy and outdoor living. Thoughtfully improved over the years, the home blends timeless elegance with modern comfort and functionality. Designed for both everyday living and entertaining, the home features gracious formal and informal spaces, a paneled first-floor office, updated kitchen with premium appliances, first-floor ensuite bedroom, new HVAC, whole-house generator, and smart-home/Sonos integration. The flexible second floor includes a spacious primary suite with sitting area and walk-in closet, two bedrooms with Jack-and-Jill bath, a large bonus/media room, and an additional flexible room ideal as a second office or potential fifth bedroom. A newly added full bath and second-floor laundry enhance convenience and versatility. Outdoor spaces feature bluestone patios and walkways, Belgian block detailing, mature landscaping, irrigation, lighting, and a newly paved driveway-creating a private, resort-like setting perfect for both relaxation and entertaining. Exceptionally cared for and turnkey, this pristine home is set on one of New Canaan's picturesque tree-lined streets.
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Open House
5/30/2026 11:00 AM - 2:00 PM
5/31/2026 2:00 PM - 4:00 PM
99 Hickok Road New Canaan, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning 2AC
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2.31
Directions Valley Road to Hickok Road
High School New Canaan
City New Canaan
Elementary School East
Sq Ft Total 5902
DOM 2
Year Built 1955
Style Colonial
Year Built Source Public Records
Energy Features Generator Thermopane Windows
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InteriorCooling System Central Air
Total Rooms 9
Basement Description Full Partially Finished
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ExteriorWater Source Private Well
Lot Description Lightly Wooded Level Lot Sloping Lot Professionally Landscaped
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* Excluded FeaturesList ByGenevieve SchettinoListing Agent
Compass Connecticut, LlcBroker
genevieve.schettino@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $18,472
- Monthly Property Taxes
- $2,374
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in New Canaan, CT
Average List Price $3,397,256
Percent of Sale Price 13%
About New Canaan, CT 19,880 Population
3% Since 2002
$ 174,253 Median Income
45.76 Median Age
41% Households with Children
Trends Information provided by ATTOM Data Solutions.
4778078 Elementary School
3041765 Middle School
New Canaan High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/28/2026 | $2,999,999 | | Listed Price |