43 Chessor Lane, Wilton, CT 06897
OFF MARKET

$2,529,300

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 5,352 sqft (on 1.31 acres)

43 Chessor Lane, Wilton, CT 06897

South Wilton
Est. Refi. Payment $16,694/mo*
Refinance Your Home
Currently Off Market - Sold Sep 5, 2025 for $2,350,000

Home Value

Trulia Estimate
$2.53M
Since last month
Increased$31K (+1.2%)
Since last year
Increased$199K (+8.5%)
Since last sale
Increased$178K (+7.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +81% in the last 10 years
MonthEstimated value
2026
August 2026$2.53M
August 2026$2.53M
July 2026$2.5M
June 2026$2.49M
May 2026$2.46M
April 2026$2.42M
March 2026$2.41M
February 2026$2.41M
January 2026$2.37M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
51 Chessor Lane, Wilton, CT
0.04
Single-Family Home
$2,650,000
03/04/26
5
5
5,288
44 Old Nursery Drive, Wilton, CT
0.51
Single-Family Home
$1,860,044
07/01/26
5
3.5
4,324
18 Edith Lane, Wilton, CT
0.26
Single-Family Home
$1,300,000
06/29/26
5
3
2,452
183 Range Road, Wilton, CT
0.42
Single-Family Home
$1,610,000
08/10/26
5
3
2,937
53 Wolfpit Road, Wilton, CT
0.79
Single-Family Home
$1,600,000
06/30/26
5
4
4,843
65 Valeview Road, Wilton, CT
0.23
Single-Family Home
$1,003,000
10/22/25
3
3
1,854
113 Range Road, Wilton, CT
0.39
Single-Family Home
$1,290,000
06/25/26
3
2.5
2,496
112 Old Belden Hill Road, Norwalk, CT
0.84
Single-Family Home
$1,450,000
10/08/25
6
4.5
4,548
515 Belden Hill Road, Wilton, CT
0.74
Single-Family Home
$1,310,000
12/15/25
5
3.5
3,357

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
51 Chessor Lane, Wilton, CT 06897
0.04
$2,650,000
5
5
5,288
Recently Sold
47 Chessor Road, Wilton, CT 06897
0.05
$1,450,400
4
2.5
3,650
Off Market
50 Chessor Lane, Wilton, CT 06897
0.05
$2,232,400
5
5
5,999
Off Market
66 Kent Hills Lane, Wilton, CT 06897
0.10
$525,000
3
2
2,296
Recently Sold
60 Mcfadden Drive, Wilton, CT 06897
0.20
$1,092,800
4
3
2,610
Off Market
65 Valeview Road, Wilton, CT 06897
0.23
$1,076,300
3
3
1,854
Off Market
66 Mcfadden Drive, Wilton, CT 06897
0.22
$959,700
4
2
2,384
Off Market
18 Edith Lane, Wilton, CT 06897
0.26
$1,300,000
5
3
2,452
Recently Sold
60 Valeview Road, Wilton, CT 06897
0.26
$1,276,100
4
3
2,816
Off Market
134 Range Road, Wilton, CT 06897
0.28
$1,352,400
3
2
2,197
Off Market
21 Edith Lane, Wilton, CT 06897
0.33
$2,349,700
3
3.5
3,867
Off Market

Local Information

  • Map ViewExplore the area around 43 Chessor Lane.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2004
1.31 acre lot
5,352 sqft
$473/sqft
3 Car Garage

About this House

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.
43 Chessor Lane, Wilton, CT 06897 is a 5 bedroom, 5 bathroom, 5,352 sqft single-family home in South Wilton, built in 2004. It last sold for $2,350,000 on Sep 5, 2025 (4% above the $2,250,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,529,300, with a rent estimate of $7,704/month.
Last check for updates: about 8 hours ago
Listed by Cindy Raney, (203) 257-8320
Coldwell Banker Realty, (203) 227-8424
Co-Listing Agent: Adrienne Schoetz, (917) 826-5345
Coldwell Banker Realty, (203) 227-8424
Bought with: Cheryl Williams, (203) 981-5247, Brown Harris Stevens, (203) 655-1418
Source: Smart MLS, MLS#24104186

Home Details for 43 Chessor Lane

Interior Features

Interior Details
Basement: Full,Heated,Storage Space,Cooled,Interior Entry,Partially FinishedNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5352 Square Feet
Appliances & Utilities
Utilities: Underground Utilities, Cable AvailableAppliances: Gas Range, Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDryerLaundry: Upper Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Zoned,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 5Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane WindowsDoor: French Doors
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioExterior: Balcony, Garden, Lighting, Stone Wall, Underground SprinklerFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4872 Square FeetFinished Area (below surface): 480 Square Feet

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard, StoneNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: Please see list of Inclusions/ExclusionsParcel Number: 1926674

Price & Status

Price
List Price: $2,250,000
Status Change & Dates
Off Market Date: Thu Jul 03 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: WiltonCommunity: South Wilton
School Information
Elementary School: Miller-DriscollJr High / Middle School: MiddlebrookHigh School: Wilton

Building

Building Area
Building Area: 5352 Square Feet

Community

Community Features: Golf, Health Club, Library, Medical Facilities, Playground, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 1.31 Acres

Energy

Energy Efficiency Features: Thermostat, Windows

Miscellaneous

BasementMls Number: 24104186Attic: Storage, Walk-upAbove Grade Unfinished Area: 4872

Additional Information

GolfHealth ClubLibraryMedical FacilitiesPlaygroundShopping/Mall

Price and Tax history

DateEventPrice
Sep 5, 2025
Source: Smart MLS #24104186
Sold
$2,350,000
Jul 3, 2025
Source: Smart MLS #24104186
Pending
$2,250,000
Jun 19, 2025
Source: Smart MLS #24104186
Listed For Sale
$2,250,000
May 8, 2006
Source: Smart MLS #98268194
Sold
$2,075,000

Market trends in Wilton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
Sale-to-List Price
105.8%
Price per sq ft
$424
Available listings
64
2MoM

Around this home

Neighborhood Overview

South Wilton
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about South Wilton

  • Jelani37
    "It’s a small town, and traffic can be bad during rush hours on the Merritt "
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Frequently asked questions about 43 Chessor Lane

  • What is 43 Chessor Lane estimated to be worth?
    Trulia's estimated value for 43 Chessor Lane in Wilton, CT is $2,529,300.
  • What is the price history for 43 Chessor Lane?
    43 Chessor Lane in Wilton, CT last sold for $2,350,000 in September 2025.
  • Is Wilton a buyer's or seller's market?
    Wilton is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Wilton?
    The median sale price in Wilton is $1.42M.
  • Does 43 Chessor Lane have air conditioning?
    Yes, 43 Chessor Lane in Wilton, CT has air conditioning.
  • Does 43 Chessor Lane have laundry facilities?
    Yes, 43 Chessor Lane in Wilton, CT has in-unit laundry.

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