99 Hickok Road

Closed 8/13/26
Closed 8/13/26
Gallery Image 1
Sold
Last Sold Price
$3,475,000
4 beds5,902 sqft$589/sqft
99 Hickok Rd, New Canaan, CT 06840
Single FamilyProperty Type
2.31 acresLot Size
1955Year Built
$589/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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.

Listing Agents

  1. Genevieve Schettino

    Genevieve Schettino

    Listing Agent

    Compass Connecticut, LLC

    P: (203) 604-5270

    M: (203) 604-5270

    CallText
  2. Amanda Davenport

    Amanda Davenport

    Alternative Listing Agent

    Compass Connecticut, LLC

    P: (404) 803-0989

    M: (404) 803-0989

    CallText
Listing closed: 08/13/2026 12:00 AM • Source: SMARTMLS, MLS#: 24174429
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Location

Sold By Compass Connecticut, LLC, Amanda Bryan

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$20,037 per month

30 year fixed, 6.55% Interest

Principal and Interest

$17,663

Property Taxes

$2,374

HOA Dues

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Property Information for 99 Hickok Road

Property Details
  • Taxes: $28,489 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Partially Finished
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Colonial
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1955
  • Lot Size: 2.31 AC / 100,623 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Valley Road to Hickok Road
  • Elementary School: East
  • Flood Zone: No
  • High School: New Canaan
  • Latitude: 41.178957
  • Longitude: -73.479754
  • Neighborhood Amenities: Golf Course, Library, Medical Facilities, Playground/Tot Lot, Public Transportation, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $28,489
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Porch, Stone Wall, French Doors, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: No
  • Fireplaces Total: 1
  • Interior Features: Audio System, Security System
  • Laundry Room Info: Lower Level, Upper Level
  • Rooms Additional: Laundry Room, Mud Room, Sitting Room
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.0
Room 2
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Other
  • Room Width: 14.0
Room 3
  • Room Entry Order: 11
  • Room Features: Vaulted Ceiling,Hardwood Floor
  • Room Length: 24.0
  • Room Level: Upper
  • Room Type: Media Room
  • Room Width: 23.0
Room 4
  • Room Entry Order: 12
  • Room Features: Wall/Wall Carpet
  • Room Length: 14.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 30.0
Room 5
  • Listing Key: 5180A9380FD4458CE063E201100AC66D
  • Room Entry Order: 2
  • Room Features: Bay/Bow Window,Built-Ins,Dry Bar,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.0
Room 6
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 16.0
Room 7
  • Room Entry Order: 4
  • Room Features: Eating Space,French Doors,Island,Pantry,Hardwood Floor
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 16.0
Room 8
  • Room Entry Order: 5
  • Room Features: Dry Bar,French Doors,Patio/Terrace,Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 18.0
Room 9
  • Listing Key: 5180A9380FD4458CE063E201100AC66D
  • Room Entry Order: 6
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 12.0
Room 10
  • Room Entry Order: 7
  • Room Features: Balcony/Deck,Ceiling Fan,French Doors,Hardwood Floor
  • Room Length: 22.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 17.0
Room 11
  • Room Entry Order: 8
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.0
Room 12
  • Room Entry Order: 9
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.0
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Shingle
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1955
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 650
  • Living Area SQFT Per Public Records: 5252
Lot Information
  • Lot Description: Lightly Wooded, Level Lot, Sloping Lot, Professionally Landscaped
  • Parcel Number: 2405629
  • Sq Ft Est Heated Above Grade: 5252.0
  • Sq Ft Total: 5902.0
  • Zoning: 2AC
Utilities
  • Energy Features: Generator, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 99 Hickok Road

DateEvent & SourcePriceAppreciation
May 31, 2022

Closed (Public Record)

Public Record #1492680240

$2,645,000

+10.4% / yr

Jan 10, 2017

Closed (Public Record)

Public Record #1192092471

$1,550,000—
Jan 10, 2017

Closed (Public Record)

Public Record #587030437

$1,550,000—
DateEvent & SourcePrice
05/31/2022

Closed (Public Record)

Public Record #1492680240

$2,645,000

+10.4% / yr

01/10/2017

Closed (Public Record)

Public Record #1192092471

$1,550,000
01/10/2017

Closed (Public Record)

Public Record #587030437

$1,550,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 99 Hickok Road

Taxable ValueLand$593,250Additions$1,113,700Total$1,706,950
Tax Record2025$28,489 ($2,374 / month)
Home Facts
Beds4Baths4Total Finished SqFt5,252 SqFtAbove Grade Finished SqFt5,252 SqFtUnfinished Basement SqFt1,425 SqFtStories2Lot Size100,624 SqFtStyleSingle Family ResidenceYear Built1955Year Renovated1955Zoning2ACCountyWESTERN CONNECTICUTAPNNCAN M:0045 B:227 L:00145

Schools near 99 Hickok Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
East School
Public - K to 4
Saxe Middle School
Public - 5 to 8
New Canaan High School
Public - 9 to 12
Rating
School
Distance
East School
PublicK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

New Canaan
New Canaan
A verdant oasis filled with historic charm. Established in 1801, New Canaan shifted from agriculture to shoe making in the 19th century. As wealthy New Yorkers started to migrate to Connecticut, they initially made their way to New Canaan to build summer homes and eventually built permanent...
New Canaan Guide

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 99 Hickok Road, New Canaan, CT 06840
$3,475,000
4
5,902
100,623
89 Hickok Road, New Canaan, CT 06840
$1
6
5,334
120,226
129 Hickok Road, New Canaan, CT 06840
$860,000
4
4,507
116,740
90 Hickok Road, New Canaan, CT 06840
–
5
5
4,744
87,991
116 Hickok Road, New Canaan, CT 06840
$1
4
4,900
91,476
44 Hickok Road, New Canaan, CT 06840
$861,500
–
–
–
97,574

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.