58 Chessor Ln, Wilton, CT 06897
Property image
Property image
OFF MARKET

$1,879,100

Trulia Estimate
  • 5 Beds
  • 4.5 Baths
  • 5,792 sqft (on 2.14 acres)

58 Chessor Ln, Wilton, CT 06897

South Wilton
Est. Refi. Payment $12,773/mo*
Refinance Your Home
Currently Off Market - Sold Jul 16, 2018 for $1,050,000

Home Value

Trulia Estimate
$1.88M
Since last month
Increased$1K (+0.1%)
Since last year
Increased$61K (+3.4%)
Since last sale
Increased$840K (+80%)
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 +86% in the last 10 years
MonthEstimated value
2026
September 2026$1.89M
August 2026$1.89M
July 2026$1.89M
June 2026$1.9M
May 2026$1.88M
April 2026$1.88M
March 2026$1.88M
February 2026$1.79M
January 2026$1.75M
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
0.12
Single-Family Home
$2,650,000
03/04/26
5
5
5,288
18 Edith Lane, Wilton, CT
0.18
Single-Family Home
$1,300,000
06/29/26
5
3
2,452
44 Old Nursery Drive, Wilton, CT
0.59
Single-Family Home
$1,860,044
07/01/26
5
3.5
4,324
58 Kent Road, Wilton, CT
0.31
Single-Family Home
$1,345,000
09/11/26
4
2.5
3,504
65 Valeview Road, Wilton, CT
0.27
Single-Family Home
$1,003,000
10/22/25
3
3
1,854
183 Range Road, Wilton, CT
0.50
Single-Family Home
$1,610,000
08/10/26
5
3
2,937
56 Chipmunk Lane, Wilton, CT
0.44
Single-Family Home
$1,050,000
08/10/26
4
2.5
2,268
112 Old Belden Hill Road, Norwalk, CT
0.75
Single-Family Home
$1,450,000
10/08/25
6
4.5
4,548
515 Belden Hill Road, Wilton, CT
0.70
Single-Family Home
$1,310,000
12/15/25
5
3.5
3,357
66 Kent Hills Lane, Wilton, CT
0.17
Single-Family Home
$525,000
05/29/26
3
2
2,296

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
50 Chessor Lane, Wilton, CT 06897
0.09
$2,214,900
5
5
5,999
Off Market
51 Chessor Lane, Wilton, CT 06897
0.12
$2,650,000
5
5
5,288
Recently Sold
43 Chessor Lane, Wilton, CT 06897
0.13
$2,529,300
5
4.5
5,352
Off Market
18 Edith Lane, Wilton, CT 06897
0.18
$1,300,000
5
3
2,452
Recently Sold
47 Chessor Road, Wilton, CT 06897
0.15
$1,377,500
4
2.5
3,650
Off Market
66 Kent Hills Lane, Wilton, CT 06897
0.17
$525,000
3
2
2,296
Recently Sold
21 Edith Lane, Wilton, CT 06897
0.23
$2,321,800
3
3.5
3,867
Off Market
65 Valeview Road, Wilton, CT 06897
0.27
$1,076,300
3
3
1,854
Off Market
26A Danbury Road, Wilton, CT 06897
0.29
$523,100
2
1
862
Off Market
15 Edith Lane, Wilton, CT 06897
0.30
$1,521,300
4
2.5
3,676
Off Market
58 Kent Road, Wilton, CT 06897
0.31
$1,345,000
4
2.5
3,504
Recently Sold
20 Newsome Lane, Wilton, CT 06897
0.33
$1,036,200
3
1.5
1,600
Off Market

Local Information

  • Map ViewExplore the area around 58 Chessor Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
2.14 acre lot
5,792 sqft
$324/sqft
Garage

About this House

This newer, classic Colonial is built with uncompromising detail and quality, located in sought after South Wilton on a cul-de-sac. A beautiful "turn- key home that features an open floor plan, superb trim and moldings, 9 ceilings, hardwood floors, large mudroom and both the 3rd floor and lower level are finished. The stunning Chef's kitchen with a large island and high-end appliances opens to the family room with cathedral ceiling and stone fireplace. Perfect for entertaining your family or larger crowds, these rooms open out onto the backyard and a lovely blue stone patio. Completing the first floor are a coffered-ceiling office, elegant dining room, and living room with fireplace. On the second floor is a gorgeous master suite with fireplace, full bath, walk-in closet, 3 more bedrooms, one with en suite bath and 2 share a Jack and Jill bath. At the end of the hall is a sunny bonus room. The 3rd floor is finished as a game/playroom and the lower level has more space with nanny/in-law quarters and its own private entrance, giving plenty of space for all. The private backyard is a paradise for nature lovers and has a large, flat grassy area and a zip line! This spacious home is so welcoming, come take a look. * SEE ATTACHED VIRTUAL TOUR Washer/Dryer in Laundry Room not sold with house: the Electrolux W/D in basement (2011) will be installed in their place.
58 Chessor Ln, Wilton, CT 06897 is a 5 bedroom, 5 bathroom, 5,792 sqft single-family home in South Wilton, built in 2005. It last sold for $1,050,000 on Jul 16, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,879,100, with a rent estimate of $10,889/month.

Home Details for 58 Chessor Ln

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Other
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleExterior: OtherPatio
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.14 acres

Price and Tax history

DateEventPrice
Jul 16, 2018
Source: Smart MLS #170066083
Sold
$1,050,000
Apr 30, 2018
Source: Agent Provided
Pending
$1,099,000
Apr 19, 2018
Source: Agent Provided
Listed For Sale
$1,099,000
Aug 15, 2016
Source: Smart MLS #99142997
Sold
$1,045,000
Jun 20, 2016
Source: Agent Provided
Pending
$1,045,000

Market trends in Wilton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.47M
$46.67KMoM
Sale-to-List Price
105.1%
0.7%MoM
Price per sq ft
$427
$4MoM
Available listings
49
15MoM

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 58 Chessor Ln

  • What is 58 Chessor Ln estimated to be worth?
    Trulia's estimated value for 58 Chessor Ln in Wilton, CT is $1,879,100.
  • What is the price history for 58 Chessor Ln?
    58 Chessor Ln in Wilton, CT last sold for $1,050,000 in July 2018.
  • 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 $1.47M. That is up $46.67K from the prior month.
  • Does 58 Chessor Ln have air conditioning?
    Yes, 58 Chessor Ln in Wilton, CT has air conditioning.
  • Does 58 Chessor Ln have laundry facilities?
    Yes, 58 Chessor Ln in Wilton, CT has in-unit laundry.

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