Search

Leave a Message

Thank you for your message. We will be in touch with you shortly.

Home Search

Property Description

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.

Overview

Open House
6/20/2025 11:00AM - 2:00PM EDT
6/21/2025 12:00PM - 2:00PM EDT
6/22/2025 1:00PM - 3:00PM EDT
Property Status
For Sale
Lot Size
1.31 Acres
MLS ID
24104186
Property Type
Residential
Year Built
2004
Buyer Agency Compensation
2%

Features & Amenities

Neighborhood
Wilton
Architecture Styles
Colonial
Garage Spaces
3.0
Water Source
Well
Utilites
Underground Utilities
Roof
Asphalt
Lot Features
Level, Cul-De-Sac, Sloped
Parking
Garage Door Opener, Attached
Heat Type
Oil, Forced Air, Zoned
Air Conditioning
Central Air
Sewer
Septic Tank
Substructure
Concrete Perimeter
Security Features
Security System
Other Exterior Features
Balcony, Garden
Elementary School
Miller-Driscoll
Middle School
Middlebrook
High School
Wilton
Sales Price
$2,250,000
Buyer Agency Compensation
2%
Real Estate Tax
$32,061/yr
Zoning
R-1

Downloads

  • Property Improvements - 43 Chessor Ln.pdf

  • Property InclusionsExclusions - 43 Chessor Ln.pdf

  • Survey - 43 Chessor Ln.pdf

  • Well and Septic - 43 Chessor Ln.pdf

43 Chessor Lane

Schedule a Tour

We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

Enter a valid email

Thank you

for your interest in 43 Chessor Lane, Wilton, CT 06897

back to page
43 Chessor Lane
Navigate
Wilton

Explore Wilton

It is known for its numerous historic 18th and 19th century homes and varied architectural styles throughout the town.

read more

Mortgage Calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.
All estimates are provided for informational purposes only. Actual amounts may vary.
$0,000 Your Payment 20 15 65
$0,000 Your Payment

I'm Interested In

43 Chessor Lane

or Contact

Browse Our

Current Properties

  • 338 Redding Road Under Contract

    $2,500,000

    338 Redding Road, Fairfield, CT 06824

    • 5 Beds
    • 5 Baths
    • 5,197 Sq.Ft.
  • 19 Old Hill Road For Sale

    $2,499,000

    19 Old Hill Road, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 3,495 Sq.Ft.
  • 685 Fairfield Beach Road 685 Active Under Contract

    $2,300,000

    685 Fairfield Beach Road 685, Fairfield, CT 06824

    • 4 Beds
    • 3 Baths
    • 2,866 Sq.Ft.
  • 43 Chessor Lane For Sale

    $2,250,000

    43 Chessor Lane, Wilton, CT 06897

    • 5 Beds
    • 5 Baths
    • 5,352 Sq.Ft.
  • 1 Banks Drive Pending

    $2,075,000

    1 Banks Drive, Weston, CT 06883

    • 4 Beds
    • 4 Baths
    • 5,226 Sq.Ft.
  • 3663 Congress Street Coming Soon

    $1,675,000

    3663 Congress Street, Fairfield, CT 06824

    • 4 Beds
    • 5 Baths
    • 4,047 Sq.Ft.
  • 6 North Ridge Road Pending

    $1,650,000

    6 North Ridge Road, Westport, CT 06880

    • 5 Beds
    • 4 Baths
    • 3,320 Sq.Ft.
  • 110 Wellington Drive Active Under Contract

    $1,499,000

    110 Wellington Drive, Fairfield, CT 06824

    • 4 Beds
    • 3 Baths
    • 2,970 Sq.Ft.
  • 158 Linden Tree Road For Sale

    $1,495,000

    158 Linden Tree Road, Wilton, CT 06897

    • 4 Beds
    • 4 Baths
    • 4,102 Sq.Ft.
  • 129 Brookmere Drive Active Under Contract

    $999,000

    129 Brookmere Drive, Fairfield, CT 06824

    • 4 Beds
    • 3 Baths
    • 1,976 Sq.Ft.
  • 105 Valley Road Active Under Contract

    $945,000

    105 Valley Road, Westport, CT 06880

    • 4 Beds
    • 2 Baths
    • 2,448 Sq.Ft.
  • 14 Granite Drive Active Under Contract

    $849,000

    14 Granite Drive, Norwalk, CT 06851

    • 4 Beds
    • 3 Baths
    • 2,770 Sq.Ft.
  • 160 Fairfield Woods Road APT 58 Pending

    $365,000

    160 Fairfield Woods Road APT 58, Fairfield, CT 06825

    • 2 Beds
    • 1 Bath
    • 1,000 Sq.Ft.
  • 25 Deacons Lane Pending

    $14,000/mo

    25 Deacons Lane, Wilton, CT 06897

    • 5 Beds
    • 6 Baths
    • 4,412 Sq.Ft.
  • 105 Valley Road For Lease

    $5,900/mo

    105 Valley Road, Westport, CT 06880

    • 4 Beds
    • 2 Baths
    • 2,448 Sq.Ft.
  • 1700 Hillside Road Pocket Listing

    Price Upon Request

    1700 Hillside Road, Fairfield, CT 06824

    • 5 Beds
    • 4 Baths
    • 5,696 Sq.Ft.
View All