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99 Hickok Road, New Canaan, CT 06840

Single Family For Sale

$2,999,999
$508/sqft
99 Hickok Road, New Canaan, CT
Active Open House 5/30 · 11am–2pm
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4
Bedrooms
5
Bathrooms
5,902
Sq Ft
2.31
Acres
1955
Year Built

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.

Listed by Genevieve Schettino (203) 604-5270 with Compass Connecticut, LLC (203) 423-3100

Listing Snapshot

Price $2,999,999 Days on Our Site 0 days
Property Tax $28,489/yr Style Colonial
Year Built 1955 Total Sq Ft 5,902
Lot Size 2.31 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 4
Total Rooms 9 Half Baths 1

Key Features

Interior
  • Audio System
  • Security System
Appliances
  • Gas Cooktop
  • Wall Oven
  • Microwave
  • Range Hood
  • Subzero
  • Dishwasher
  • Washer
  • Dryer
  • Wine Chiller
Outdoor
  • Shed
  • Porch
  • Stone Wall
  • French Doors
  • Patio
Nearby
  • Golf Course
  • Library
  • Medical Facilities
  • Playground/Tot Lot
  • Public Transportation
  • Shopping/Mall

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage
Below Grade 650 sq ft

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling Central Air
Hot Water Oil, Upright Tank
Water Private Well
Sewer Septic

Schools

Elem East
High New Canaan

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $2,374/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 27, 2026 Listed $2,999,999

Frequently Asked Questions

How much does 99 Hickok Road in New Canaan, CT cost?
This property is listed at $2,999,999, which works out to $508 per square foot.
How many bedrooms does 99 Hickok Road have?
This home has 4 bedrooms and 5 bathrooms.
What is the square footage of 99 Hickok Road?
The home is 5,902 square feet, situated on 2.31 acres.
When was 99 Hickok Road in New Canaan built?
This property was built in 1955.
Is 99 Hickok Road, New Canaan, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 99 Hickok Road, New Canaan in?
This home is served by the New Canaan public school system, with East as the elementary school and New Canaan as the high school.
How do I schedule a tour of 99 Hickok Road, New Canaan, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Genevieve Schettino · (203) 604-5270

Compass Connecticut, LLC · (203) 423-3100

MLS# 24174429 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 28, 2026 9:28 PM UTC