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

$1,664,600

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 3,379 sqft (on 1.09 acres)

55 Chessor Ln, Wilton, CT 06897

South Wilton
Refinance Your Home
Currently Off Market - Sold Jul 24, 2013 for $1,020,000

Home Value

Trulia Estimate
$1.67M
Since last month
Decreased$4K (-0.2%)
Since last year
Increased$59K (+3.7%)
Since last sale
Increased$647K (+63.4%)
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
August 2026$1.67M
August 2026$1.67M
July 2026$1.67M
June 2026$1.7M
May 2026$1.69M
April 2026$1.7M
March 2026$1.7M
February 2026$1.61M
January 2026$1.58M
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
18 Edith Lane, Wilton, CT
0.22
Single-Family Home
$1,300,000
06/29/26
5
3
2,452
51 Chessor Lane, Wilton, CT
0.03
Single-Family Home
$2,650,000
03/04/26
5
5
5,288
65 Valeview Road, Wilton, CT
0.23
Single-Family Home
$1,003,000
10/22/25
3
3
1,854
66 Kent Hills Lane, Wilton, CT
0.11
Single-Family Home
$525,000
05/29/26
3
2
2,296
25 Arrowhead Road, Wilton, CT
0.42
Single-Family Home
$900,000
04/03/26
3
2.5
2,679
105 Danbury Road, Wilton, CT
0.50
Single-Family Home
$840,000
12/11/25
4
3.5
2,050
56 Chipmunk Lane, Wilton, CT
0.51
Single-Family Home
$1,050,000
08/10/26
4
2.5
2,268
113 Range Road, Wilton, CT
0.43
Single-Family Home
$1,290,000
06/25/26
3
2.5
2,496
515 Belden Hill Road, Wilton, CT
0.71
Single-Family Home
$1,310,000
12/15/25
5
3.5
3,357
183 Range Road, Wilton, CT
0.43
Single-Family Home
$1,610,000
08/10/26
5
3
2,937

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
43 Chessor Lane, Wilton, CT 06897
0.04
$2,529,300
5
4.5
5,352
Off Market
51 Chessor Lane, Wilton, CT 06897
0.03
$2,650,000
5
5
5,288
Recently Sold
47 Chessor Road, Wilton, CT 06897
0.07
$1,450,400
4
2.5
3,650
Off Market
50 Chessor Lane, Wilton, CT 06897
0.03
$2,232,400
5
5
5,999
Off Market
66 Kent Hills Lane, Wilton, CT 06897
0.11
$525,000
3
2
2,296
Recently Sold
60 Mcfadden Drive, Wilton, CT 06897
0.25
$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
0.26
$959,700
4
2
2,384
Off Market
18 Edith Lane, Wilton, CT 06897
0.22
$1,300,000
5
3
2,452
Recently Sold
60 Valeview Road, Wilton, CT 06897
0.27
$1,276,100
4
3
2,816
Off Market
134 Range Road, Wilton, CT 06897
0.31
$1,352,400
3
2
2,197
Off Market
21 Edith Lane, Wilton, CT 06897
0.29
$2,349,700
3
3.5
3,867
Off Market

Local Information

  • Map ViewExplore the area around 55 Chessor Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1995
1.09 acre lot
3,379 sqft
$493/sqft
Garage

About this House

At the end of a most desireable south Wilton cul-de-sac, this classic colonial residence shows meticulous attention to every detail. Carefully updated with modern amenities for today's life style, the home is highlighted by a 2-story foyer hosting a fly-away staircase, the 3,379 square foot plan offer 4 spacious bedrooms, 3 full baths and 1 powder room. 2 fireplaces are featured in the formal living room and warm family room off the kitchen, additionally there is an office and a great room with full bath, and a beautifully fin. basement with wine cellar and exercise room. The sun lit eat-in-chef's kitchen offers top-of-the-line appliances, exquisite cabinetry & granite counters.

Neighborhood Description

Excellent commute to all highways and train stations. Minutes to downtown Wilton Center and all town amenites
55 Chessor Ln, Wilton, CT 06897 is a 4 bedroom, 4 bathroom, 3,379 sqft single-family home in South Wilton, built in 1995. It last sold for $1,020,000 on Jul 24, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,664,600, with a rent estimate of $7,818/month.

Home Details for 55 Chessor Ln

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Master Bath, Office, Pantry, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.09 acres

Price and Tax history

DateEventPrice
Jul 24, 2013
Source: Smart MLS #99029089
Sold
$1,020,000
Aug 1, 1997
Source: Smart MLS #97010289
Sold
$540,000

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 55 Chessor Ln

  • What is 55 Chessor Ln estimated to be worth?
    Trulia's estimated value for 55 Chessor Ln in Wilton, CT is $1,664,600.
  • What is the price history for 55 Chessor Ln?
    55 Chessor Ln in Wilton, CT last sold for $1,020,000 in July 2013.
  • 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 55 Chessor Ln have air conditioning?
    Yes, 55 Chessor Ln in Wilton, CT has air conditioning.
  • How big is the lot at 55 Chessor Ln?
    The lot at 55 Chessor Ln in Wilton, CT is about 1.1 acres.

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