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.
Under contract
$2,999,999
99 Hickok Road, New Canaan, CT 06840
4beds
5,902sqft
Single Family Residence
Built in 1955
2.31 Acres Lot
$-- Zestimate®
$508/sqft
$-- HOA
What's special
Belgian block detailingNewly paved drivewayMature landscapingSecond-floor laundryFirst-floor ensuite bedroomPaneled first-floor officeBluestone patios and walkways
- 27 days |
- 1,520 |
- 104 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Davenport + Schettino Team of Compass,
Genevieve Schettino (203)604-5270,
Compass Connecticut, LLC 203-423-3100,
Co-Listing Agent: Amanda Davenport 404-803-0989,
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24174429
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry, Sitting Room
Primary bedroom
- Features: Balcony/Deck, Ceiling Fan(s), French Doors, Hardwood Floor
- Level: Upper
- Area: 374 Square Feet
- Dimensions: 17 x 22
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Main
- Area: 180 Square Feet
- Dimensions: 12 x 15
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 336 Square Feet
- Dimensions: 16 x 21
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 176 Square Feet
- Dimensions: 16 x 11
Dining room
- Features: Bay/Bow Window, Built-in Features, Dry Bar, Hardwood Floor
- Level: Main
- Area: 294 Square Feet
- Dimensions: 14 x 21
Family room
- Features: Hardwood Floor
- Level: Main
- Area: 352 Square Feet
- Dimensions: 16 x 22
Kitchen
- Features: Eating Space, French Doors, Kitchen Island, Pantry, Hardwood Floor
- Level: Main
- Area: 352 Square Feet
- Dimensions: 16 x 22
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
- Area: 322 Square Feet
- Dimensions: 14 x 23
Media room
- Features: Vaulted Ceiling(s), Hardwood Floor
- Level: Upper
- Area: 552 Square Feet
- Dimensions: 23 x 24
Office
- Features: Dry Bar, French Doors, Patio/Terrace, Hardwood Floor
- Level: Main
- Area: 234 Square Feet
- Dimensions: 18 x 13
Other
- Features: Hardwood Floor
- Level: Upper
- Area: 294 Square Feet
- Dimensions: 14 x 21
Rec play room
- Features: Wall/Wall Carpet
- Level: Lower
- Area: 420 Square Feet
- Dimensions: 30 x 14
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Lower Level, Upper Level, Mud Room
Features
- Sound System
- Doors: French Doors
- Windows: Thermopane Windows
- Basement: Full,Partially Finished
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 5,902
- Total interior livable area: 5,902 sqft
- Finished area above ground: 5,252
- Finished area below ground: 650
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Patio & porch: Porch, Patio
- Exterior features: Stone Wall
Lot
- Size: 2.31 Acres
- Features: Few Trees, Level, Sloped, Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 2405629
- Zoning: 2AC
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1955
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Features: Golf, Library, Medical Facilities, Playground, Near Public Transport, Shopping/Mall
- Security: Security System
HOA
- Has HOA: No
Location
- Region: New Canaan
Financial & listing details
- Price per square foot: $508/sqft
- Tax assessed value: $1,706,950
- Annual tax amount: $28,489
- Date on market: 5/28/2026
Estimated market value
Not available
Estimated sales range
Not available
$16,788/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/5/2026 | Pending sale | $2,999,999$508/sqft |
Source:  Smart MLS #24174429 Report a problem | ||
| 5/28/2026 | Listed for sale | $2,999,999+13.4%$508/sqft |
Source: Smart MLS #24174429 Report a problem | ||
| 5/31/2022 | Sold | $2,645,000+1.9%$448/sqft |
Source: Smart MLS #170464316 Report a problem | ||
| 3/2/2022 | Contingent | $2,595,000$440/sqft |
Source: Smart MLS #170464316 Report a problem | ||
| 2/10/2022 | Listed for sale | $2,595,000+67.4%$440/sqft |
Source: Smart MLS #170464316 Report a problem | ||
| 1/6/2017 | Sold | $1,550,000-8.8%$263/sqft |
Source: Smart MLS #99153556 Report a problem | ||
| 12/10/2016 | Pending sale | $1,699,999$288/sqft |
Source: William Pitt Sotheby's International Realty #99153556 Report a problem | ||
| 9/12/2016 | Price change | $1,699,999-5.6%$288/sqft |
Source: William Pitt Sotheby's International Realty #99153556 Report a problem | ||
| 7/15/2016 | Price change | $1,799,999-5%$305/sqft |
Source: William Pitt Sotheby's International Realty #99153556 Report a problem | ||
| 5/14/2016 | Price change | $1,895,000-5%$321/sqft |
Source: Halstead Property #99094392 Report a problem | ||
| 3/27/2016 | Price change | $1,995,000-4.8%$338/sqft |
Source: Halstead Property #99094392 Report a problem | ||
| 7/3/2015 | Price change | $2,095,000-4.6%$355/sqft |
Source: Halstead Property #99094392 Report a problem | ||
| 3/3/2015 | Listed for sale | $2,195,000+162.4%$372/sqft |
Source: Halstead Property #99094392 Report a problem | ||
| 7/15/2002 | Sold | $836,500+62.4%$142/sqft |
Source: Smart MLS #98124032 Report a problem | ||
| 4/6/1999 | Sold | $515,000$87/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $28,489 +3.4% | $1,706,950 |
| 2024 | $27,550 +19.2% | $1,706,950 +39.9% |
| 2023 | $23,109 +3.1% | $1,220,100 |
| 2022 | $22,413 +1.2% | $1,220,100 |
| 2021 | $22,157 | $1,220,100 |
| 2020 | $22,157 -0.4% | $1,220,100 |
| 2019 | $22,255 -2.4% | $1,220,100 -9.2% |
| 2018 | $22,793 +1.7% | $1,343,930 |
| 2017 | $22,403 +2.2% | $1,343,930 |
| 2016 | $21,919 +2% | $1,343,930 |
| 2015 | $21,489 +15.4% | $1,343,930 +12.2% |
| 2014 | $18,620 +15.3% | $1,198,190 +8.3% |
| 2013 | $16,148 +3.6% | $1,106,800 |
| 2012 | $15,584 +1.7% | $1,106,800 |
| 2011 | $15,329 +2% | $1,106,800 |
| 2010 | $15,030 +1.7% | $1,106,800 |
| 2009 | $14,776 -6.3% | $1,106,800 +6.2% |
| 2008 | $15,763 +4% | $1,042,500 |
| 2007 | $15,158 +3.6% | $1,042,500 |
| 2006 | $14,637 +4.9% | $1,042,500 |
| 2005 | $13,959 +61.7% | $1,042,500 +52.9% |
| 2004 | $8,630 +28.2% | $681,700 +41.7% |
| 2003 | $6,732 +2.9% | $481,180 +53.6% |
| 2001 | $6,540 +1.9% | $313,200 0% |
| 2000 | $6,415 +5% | $313,250 |
| 1999 | $6,108 | $313,250 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06840
Nearby schools
GreatSchools rating
- 10/10East SchoolGrades: K-4Distance: 2.1 mi
- 10/10Saxe Middle SchoolGrades: 5-8Distance: 3.3 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 3.5 mi
Schools provided by the listing agent
- Elementary: East
- 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Fairfield County
- New Canaan
- 06840
- 99 Hickok Road
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