Home / Listings / New Canaan
Under Contract · For Sale
$2,999,999

99 Hickok Road, New Canaan, Connecticut 06840

4 beds 5 baths 5,902 sq ft Single Family For Sale Built 1955

About this home

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.

Status
Under Contract
Type
Single Family For Sale
Price
$2,999,999
Beds
4
Baths
5
Interior
5,902 sq ft
Lot
2.31 ac
Year Built
1955
MLS #
24174429
ZIP
06840
Days on Market
9
Heat
Oil · Hot Water
Cooling
Central Air
Water
Private Well
Sewer
Septic
Parking
Attached Garage (2-car)
Laundry
Lower Level, Upper Level
Flood Zone
No

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
East
High School
New Canaan

Taxes

Property tax
$28,489 (July 2025-June 2026)
Assessed value
$1,706,950

Interior

Appliances
Gas Cooktop, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
Basement
Full, Partially Finished
Fireplaces
1
Total rooms
9

Building & Exterior

Style
Colonial
Roof
Asphalt Shingle
Siding
Shingle
Exterior features
Shed, Porch, Stone Wall, French Doors, Patio
Foundation
Concrete
New construction
No/Resale

Lot & Land

Zoning
2AC
Lot
Lightly Wooded, Level Lot, Sloping Lot, Professionally Landscaped

Energy

Energy features
Generator, Thermopane Windows

Public record

From the New Canaan assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1955
Living area5,252 sq ft
Total rooms9
Lot size2.31 acres
Stories2
HeatHot Water
ExteriorWood Shingles
Assessed value$1,706,950
Town appraisal$2,438,500
Last recorded sale2022 — $2,645,000

Recorded sales

Deed transfers on file with the New Canaan land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

Listing courtesy of Compass Connecticut, LLC — Genevieve Schettino · (203) 423-3100

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