99 Hickok Rd New Canaan, CT, 06840

single family home
$ 2,999,999 For Sale Active May 27, 2026
  • 4 beds
  • 5 baths
  • 5,902 sq ft
  • 2.31 acres
  • 1955 year built
  • 2 cars garage

About the 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.

Rooms & Interior

4 bedrooms beds
4 full + 1 half baths
5,902 square feet sq ft

Room Details

  • Family Room (Main Level) Hardwood Floor
  • Bedroom (Upper Level) Jack & Jill Bath, Hardwood Floor
  • Bedroom (Upper Level) Jack & Jill Bath, Hardwood Floor
  • Office (Main Level) Dry Bar, French Doors, Patio/Terrace, Hardwood Floor
  • Kitchen (Main Level) Eating Space, French Doors, Island, Pantry, Hardwood Floor
  • Bedroom (Main Level) Full Bath, Hardwood Floor
  • Media Room (Upper Level) Vaulted Ceiling, Hardwood Floor
  • Rec/Play Room (Lower Level) Wall/Wall Carpet
  • Living Room (Main Level) Fireplace, Hardwood Floor
  • Dining Room (Main Level) Bay/Bow Window, Built-Ins, Dry Bar, Hardwood Floor
  • Primary Br Suite (Upper Level) Balcony/Deck, Ceiling Fan, French Doors, Hardwood Floor
  • Other (Upper Level) Hardwood Floor
  • Other Rooms Laundry room, Mud room, Sitting room

Home Features

Heating

  • Fireplaces: 1
  • Heating: hot water
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air

Interior Features

  • Audio system
  • Security system

Appliances

  • Gas cooktop
  • Wall oven
  • Microwave
  • Range hood
  • Subzero
  • Dishwasher
  • Washer
  • Dryer
  • Wine chiller

Basement

  • Full
  • Partially finished

Laundry

  • Lower level
  • Upper level

Energy Features

  • Generator
  • Thermopane windows

Exterior Features

  • Shed
  • Porch
  • Stone wall
  • French doors
  • Patio

Property Details

Parking

  • Garage spaces: 2
  • Attached garage

Lot Details

  • Lot surface: 2.31 acres
  • Lightly wooded
  • Level lot
  • Sloping lot
  • Professionally landscaped

Utilities

  • Water: private well
  • Sewage: septic

Near-by Amenities

  • Golf course
  • Library
  • Medical facilities
  • Playground/tot lot
  • Public transportation
  • Shopping/mall

Construction Details

Style
colonial

Construction year
1955

Exterior Siding
shingle

Foundation
concrete

Roof
asphalt shingle


Area & Town

This home is located in Smith Ridge neighborhood, in the town of New Canaan.

Finance & Listing Info

Status Active
Listing date May 27, 2026
List price $ 2,999,999
Current price $ 2,999,999
Tax amount $ 28,489
Tax year july 2025-june 2026
MLS ID #24174429
List Agent Genevieve Schettino
Co-List Agent Amanda Davenport
List Office Compass Connecticut, LLC
Co-List Office compass connecticut, llc

99 Hickok Road Home Photos

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