99 Hickok Rd

New Canaan, CT 06840

$2,999,999
Price
4
Beds
5,902 Sq. Ft.
$508 / Sq. Ft.
5,902
Sq. Ft.
$508
per Sq. Ft.
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Listed By CompassUnder Contract
Listed By CompassUnder Contract
a front view of a residential houses with yard and green space
a front view of a house with a yard
a hallway with wooden floor and furniture
a living room with furniture and a fireplace
a living room with furniture and a wooden floor
a living room with furniture and a large window
a living room with furniture and a flat screen tv
a kitchen with a sink window and wooden floor
a kitchen with stainless steel appliances granite countertop a stove oven a refrigerator with white cabinets and wooden floor
a kitchen with stainless steel appliances a stove top oven a sink a refrigerator white cabinets and wooden floor
a very nice looking kitchen with granite countertop a stove and a white cabinets
a view of a dining room with furniture and window
a living room with furniture tv and a window
a bathroom with a sink and a mirror
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a spacious bedroom with a bed and a flat screen tv
a spacious bedroom with a large bed and a couch
a kitchen with wooden cabinets and a window
a bathroom with double vanity sinks a large mirror and a bathtub
a bathroom with a tub shower and mirror
a spacious bedroom with a large bed and a window
a spacious bathroom with a shower sink and mirror
a bedroom with a large bed and a window
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a bathroom with a sink a toilet and shower
a bedroom with a bed and wooden floor
a bathroom with a sink a toilet and a mirror
a living room with furniture and a flat screen tv
a living room with furniture and a wooden floor
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a bedroom with a bed and a window
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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

    CallText
  2. Amanda Davenport

    Amanda Davenport

    Alternative Listing Agent

    Compass Connecticut, LLC

    P: (404)-803-0989

    CallText

Property Details for 99 Hickok Road

Basement Description
Full, Partially Finished
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 06/05/2026 08:10 PM

Property Details for 99 Hickok Road

StatusUnder Contract
MLS #24174429
Days on Market9
Taxes$28,489 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1955
Lot Size2.31 AC / 100,623 SF
CountyFairfield County
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Location

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Building Information for 99 Hickok Road

Stories-Year Built1955Building Size-Lot Size2.31 AC / 100,623 SF

Payment Calculator

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$17,323 per month

30 year fixed, 6.36% Interest

Principal and Interest

$14,949

Property Taxes

$2,374

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 99 Hickok Road

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 Record2024$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 Built1955Zoning2ACCountyWESTERN CONNECTICUTAPNNCAN M:0045 B:227 L:00145Fireplace TypeHas Fireplace

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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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.