43 Chessor
Wilton, CT 06897
Map
- 5 beds
- 5 baths
- 5,352 sqft
- ~1 acre lot
- $420 per sqft
- 2004 build
- – on site
Perched at the end of a peaceful South Wilton cul-de-sac, 43 Chessor Lane is a rare opportunity to own a custom-built masterpiece crafted by one of the area's most respected builders-for his own family. Designed with uncompromising quality and exceptional attention to detail, this home combines timeless elegance with cutting-edge technology for an elevated lifestyle. A new sweeping Belgian block-lined drive welcomes you to over 5,000 SF of refined living space, where thick crown moldings, coffered ceilings, and hand-finished millwork make a lasting impression. The sun-drenched chef's kitchen flows seamlessly into the family room, where a retractable projection screen and built-in surround sound create the ultimate home theater experience. A whole-house CAT 5 network, Control4 system, and six audio zones allow smart customization throughout. The primary suite features a spa-inspired bath, private sitting room, and balcony retreat. With five spacious bedrooms and 4.5 baths, every space is thoughtfully designed - with room for third floor expansion. A walk-out lower level with fireplace offers added living space and flexibility. Outside, professionally landscaped grounds offer room for pool, a bluestone patio, built-in fireplace, and intimate garden paths. Located within Wilton's award-winning school district and just minutes to shops, train, and town center-this home embodies both privacy and connection in one extraordinary setting.
Last checked:
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Last updated Jun 16, 2025
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MLS# 24104186 —
The Building
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Year Built:2004
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Year Built Source:Public Records
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New Construction Type:No/Resale
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Style:Colonial
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Roof Information:Asphalt Shingle
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Attic:Yes
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Attic Description:Unfinished, Storage Space, Walk-up
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Exterior Siding:Clapboard, Stone
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Foundation Type:Concrete
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Basement Description:Full, Heated, Storage, Cooled, Interior Access, Partially Finished, Full With Walk-Out
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Exterior Features:Balcony, Underground Utilities, Garden Area, Lighting, Stone Wall, French Doors, Underground Sprinkler, Patio
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Energy Features:Generator Ready, Programmable Thermostat, Thermopane Windows
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In-Law Access:Second Floor
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In-Law Apartment:Possible
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SqFt Total:5352
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SqFt Est Heated Above Grade:4872
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SqFt Est Heated Below Grade:480
Interior
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Interior Features:Audio System, Auto Garage Door Opener, Cable - Available, Central Vacuum, Open Floor Plan, Security System
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Fireplaces Total:5
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Laundry Room:Upper Level
Room Dimensions
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Living Area SqFt Per Public Record:4872
Location
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Directions:Range Rd. Right on McFadden, Right on Chessor Ln, #43.
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Neighborhood:South Wilton
The Property
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Parcel Number:1926674
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Property Type:Single Family For Sale
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Zoning:R-1
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Acres:1.31
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Acres Source:Public Records
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Flood Zone:No
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Lot Description:Dry, Level Lot, Sloping Lot, On Cul-De-Sac, Professionally Landscaped
Listing Agent
- Contact info:
- Agent phone:
- (203) 227-8424
Taxes
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Tax Year:July 2024-June 2025
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Property Taxes:32061
Beds
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Beds Total:5
Baths
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Total Baths:5
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Full Baths:4
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Half Baths:1
The Listing
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Virtual Showing:Yes
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Home Warranty Offered:No
Heating & Cooling
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Heat Type:Hot Air, Zoned
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Heat Fuel Type:Oil
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Cooling System:Central Air
Utilities
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Water Source:Private Well
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Sewage System:Septic
Appliances
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Appliances Included:Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
Schools
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Elementary School:Miller-Driscoll
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Middle Or Junior School:Middlebrook
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High School:Wilton
The Community
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Nearby Amenities:Golf Course, Health Club, Library, Medical Facilities, Playground/Tot Lot, Shopping/Mall
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Swimming Pool:No
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Direct Waterfront:No
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Waterfront Description:Not Applicable
Parking
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Garage & Parking:Attached Garage
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Garages Number:3
Monthly cost estimate
Asking price
$2,250,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$12,048
|
| Taxes | N/A |
| Insurance | $618 |
| Utilities | $464 See report |
| Total | $13,130/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
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6/15/25
Jun 15, 2025
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Coming Soon | SMART_MLS | $2,250,000 | 8.4% (0.4% / YR) |
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5/8/06
May 8, 2006
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SMART_MLS | $2,075,000 |
