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Sold for $3,475,000
    • $3,475,000

    99 Hickok Road, New Canaan, CT 06840

    4beds
    5,902sqft
    Single Family Residence
    Built in 1955
    2.31 Acres Lot
    $3,482,700 Zestimate®
    $589/sqft
    $-- Estimated rent

    Home value

    $3,482,700

    $3.17M - $3.83M

    Not available

    Zestimate® history
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    What's special

    Belgian block detailingNewly paved drivewayMature landscapingSecond-floor laundryFirst-floor ensuite bedroomPaneled first-floor officeBluestone patios and walkways
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Davenport + Schettino Team of Compass,

    Genevieve Schettino (203)604-5270,

    Compass Connecticut, LLC 203-423-3100,

    Co-Listing Agent: Amanda Davenport 404-803-0989,

    Compass Connecticut, LLC

    Bought with:

    Amanda Bryan, RES.0787038

    Compass Connecticut, LLC

    Source: Smart MLS,MLS#: 24174429MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Rooms
    • Room types: Laundry, Sitting Room
    Primary bedroom
    • Features: Balcony/Deck, Ceiling Fan(s), French Doors, Hardwood Floor
    • Level: Upper
    • Area: 374 Square Feet
    • Dimensions: 17 x 22
    Bedroom
    • Features: Full Bath, Hardwood Floor
    • Level: Main
    • Area: 180 Square Feet
    • Dimensions: 12 x 15
    Bedroom
    • Features: Jack & Jill Bath, Hardwood Floor
    • Level: Upper
    • Area: 336 Square Feet
    • Dimensions: 16 x 21
    Bedroom
    • Features: Jack & Jill Bath, Hardwood Floor
    • Level: Upper
    • Area: 176 Square Feet
    • Dimensions: 16 x 11
    Dining room
    • Features: Bay/Bow Window, Built-in Features, Dry Bar, Hardwood Floor
    • Level: Main
    • Area: 294 Square Feet
    • Dimensions: 14 x 21
    Family room
    • Features: Hardwood Floor
    • Level: Main
    • Area: 352 Square Feet
    • Dimensions: 16 x 22
    Kitchen
    • Features: Eating Space, French Doors, Kitchen Island, Pantry, Hardwood Floor
    • Level: Main
    • Area: 352 Square Feet
    • Dimensions: 16 x 22
    Living room
    • Features: Fireplace, Hardwood Floor
    • Level: Main
    • Area: 322 Square Feet
    • Dimensions: 14 x 23
    Media room
    • Features: Vaulted Ceiling(s), Hardwood Floor
    • Level: Upper
    • Area: 552 Square Feet
    • Dimensions: 23 x 24
    Office
    • Features: Dry Bar, French Doors, Patio/Terrace, Hardwood Floor
    • Level: Main
    • Area: 234 Square Feet
    • Dimensions: 18 x 13
    Other
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 294 Square Feet
    • Dimensions: 14 x 21
    Rec play room
    • Features: Wall/Wall Carpet
    • Level: Lower
    • Area: 420 Square Feet
    • Dimensions: 30 x 14
    Heating
    • Hot Water, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Gas Cooktop, Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
    • Laundry: Lower Level, Upper Level, Mud Room
    Features
    • Sound System
    • Doors: French Doors
    • Windows: Thermopane Windows
    • Basement: Full,Partially Finished
    • Attic: None
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 5,902
    • Total interior livable area: 5,902 sqft
    • Finished area above ground: 5,252
    • Finished area below ground: 650

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached
    • Attached garage spaces: 2
    Features
    • Patio & porch: Porch, Patio
    • Exterior features: Stone Wall
    Lot
    • Size: 2.31 Acres
    • Features: Few Trees, Level, Sloped, Landscaped
    Details
    • Additional structures: Shed(s)
    • Parcel number: 2405629
    • Zoning: 2AC
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Shingle Siding
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1955

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    Green energy
    • Energy efficient items: Windows

    Community & HOA

    Community
    • Features: Golf, Library, Medical Facilities, Playground, Near Public Transport, Shopping/Mall
    • Security: Security System
    HOA
    • Has HOA: No
    Location
    • Region: New Canaan

    Financial & listing details

    • Price per square foot: $589/sqft
    • Tax assessed value: $1,706,950
    • Annual tax amount: $28,489
    • Date on market: 5/28/2026

    Price history

    DateEventPrice
    8/13/2026Sold$3,475,000+15.8%$589/sqft
    Source: Smart MLS #24174429 Report a problem
    6/5/2026Pending sale$2,999,999$508/sqft
    Source: Smart MLS #24174429 Report a problem
    5/28/2026Listed for sale$2,999,999+13.4%$508/sqft
    Source: Smart MLS #24174429 Report a problem
    5/31/2022Sold$2,645,000+1.9%$448/sqft
    Source: Smart MLS #170464316 Report a problem
    3/2/2022Contingent$2,595,000$440/sqft
    Source: Smart MLS #170464316 Report a problem
    2/10/2022Listed for sale$2,595,000+67.4%$440/sqft
    Source: Smart MLS #170464316 Report a problem
    1/6/2017Sold$1,550,000-8.8%$263/sqft
    Source: Smart MLS #99153556 Report a problem
    12/10/2016Pending sale$1,699,999$288/sqft
    Source: William Pitt Sotheby's International Realty #99153556 Report a problem
    9/12/2016Price change$1,699,999-5.6%$288/sqft
    Source: William Pitt Sotheby's International Realty #99153556 Report a problem
    7/15/2016Price change$1,799,999-5%$305/sqft
    Source: William Pitt Sotheby's International Realty #99153556 Report a problem
    5/14/2016Price change$1,895,000-5%$321/sqft
    Source: Halstead Property #99094392 Report a problem
    3/27/2016Price change$1,995,000-4.8%$338/sqft
    Source: Halstead Property #99094392 Report a problem
    7/3/2015Price change$2,095,000-4.6%$355/sqft
    Source: Halstead Property #99094392 Report a problem
    3/3/2015Listed for sale$2,195,000+161.6%$372/sqft
    Source: Halstead Property #99094392 Report a problem
    7/17/2002Sold$839,000+62.9%$142/sqft
    Source: Public Record Report a problem
    4/6/1999Sold$515,000$87/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$28,489 +3.4%$1,706,950
    2024$27,550 +19.2%$1,706,950 +39.9%
    2023$23,109 +3.1%$1,220,100
    2022$22,413 +1.2%$1,220,100
    2021$22,157 $1,220,100
    2020$22,157 -0.4%$1,220,100
    2019$22,255 -2.4%$1,220,100 -9.2%
    2018$22,793 +1.7%$1,343,930
    2017$22,403 +2.2%$1,343,930
    2016$21,919 +2%$1,343,930
    2015$21,489 +15.4%$1,343,930 +12.2%
    2014$18,620 +15.3%$1,198,190 +8.3%
    2013$16,148 +3.6%$1,106,800
    2012$15,584 +1.7%$1,106,800
    2011$15,329 +2%$1,106,800
    2010$15,030 +1.7%$1,106,800
    2009$14,776 -6.3%$1,106,800 +6.2%
    2008$15,763 +4%$1,042,500
    2007$15,158 +3.6%$1,042,500
    2006$14,637 +4.9%$1,042,500
    2005$13,959 +61.7%$1,042,500 +52.9%
    2004$8,630 +28.2%$681,700 +41.7%
    2003$6,732 +2.9%$481,180 +53.6%
    2001$6,540 +1.9%$313,200 0%
    2000$6,415 +5%$313,250
    1999$6,108 $313,250
    Find assessor info on the county website

    Neighborhood: 06840

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    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: East
    • High: New Canaan

    Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    $3,482,700
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    $3,552,354
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
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    With Zillow Showcase(estimated)
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