116 Middlesex Ave, Chester, CT 06412
OFF MARKET

$532,400

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,872 sqft (on 1.85 acres)

116 Middlesex Ave, Chester, CT 06412

Chester Center
Est. Refi. Payment $3,638/mo*
Refinance Your Home

Home Value

Trulia Estimate
$532K
Since last month
Decreased$4K (-0.8%)
Since last year
Increased$1K (+0.2%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$526K
July 2026$530K
June 2026$551K
May 2026$544K
April 2026$515K
March 2026$514K
February 2026$479K
January 2026$506K
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
131 Middlesex Avenue, Chester, CT
0.15
Single-Family Home
$530,000
02/26/26
3
2.5
1,664
1 Ferry Road, Chester, CT
0.31
Single-Family Home
$635,000
04/30/26
3
3
2,752
14 Ferry Road, Chester, CT
0.45
Single-Family Home
$420,000
09/24/25
4
1.5
2,025
6 Pelton Hill, Chester, CT
0.82
Single-Family Home
$813,500
04/30/26
3
1.5
1,982
1 Ferry Rd, Chester, CT
0.31
Single-Family Home
$635,000
05/01/26
4
3
2,242
15 Kirtland Terrace, Chester, CT
0.36
Single-Family Home
$187,000
09/04/25
3
1.5
1,170
7 Hickory Hill Drive, Chester, CT
0.68
Single-Family Home
$549,000
03/24/26
3
2.5
2,202
79 Middlesex Avenue, Chester, CT
0.28
Single-Family Home
$410,000
04/30/26
2
1
1,470
16 Hickory Hill Drive, Chester, CT
0.70
Single-Family Home
$755,000
11/19/25
3
2.5
1,896
23 Hickory Hill Dr, Chester, CT
0.74
Single-Family Home
$446,000
10/23/25
3
3
1,876

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
108 Middlesex Avenue, Chester, CT 06412
0.05
$739,200
4
4.5
4,056
Off Market
109A Middlesex Avenue, Chester, CT 06412
0.10
-
-
-
-
Off Market
132 Middlesex Avenue, Chester, CT 06412
0.14
$330,300
2
1
1,001
Off Market
131 Middlesex Avenue, Chester, CT 06412
0.15
$530,000
3
2.5
1,664
Recently Sold
96 Middlesex Avenue, Chester, CT 06412
0.14
$1,421,300
4
3.5
3,153
Off Market
135 Middlesex Avenue, Chester, CT 06412
0.17
$499,000
3
2
1,188
For Sale
41 Railroad Avenue, Chester, CT 06412
0.20
$461,300
2
1
1,771
Off Market
90 Water Street, Chester, CT 06412
0.25
$269,900
1
1
1,034
For Sale
92 Water Street, Chester, CT 06412
0.26
$284,900
3
1
1,217
For Sale
34 Story Hill Road, Chester, CT 06412
0.30
$354,500
2
1
1,081
Off Market
79 Middlesex Avenue, Chester, CT 06412
0.28
$410,000
2
1
1,470
Recently Sold
42 Railroad Avenue, Chester, CT 06412
0.25
$547,300
4
2
2,092
Off Market

Local Information

  • Map ViewExplore the area around 116 Middlesex Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1870
Lot Size
1.85 acres
Living Area
1,872 sqft
Price/Sqft
$284

About this House

This single-family home is located at 116 Middlesex Ave, Chester, CT. 116 Middlesex Ave is in the Chester Center neighborhood in Chester, CT and in ZIP code 06412. This property has 3 bedrooms, 2 bathrooms and approximately 1,872 sqft of floor space. This property has a lot size of 1.85 acres and was built in 1870.
116 Middlesex Ave, Chester, CT 06412 is a 3 bedroom, 2 bathroom, 1,872 sqft single-family home in Chester Center, built in 1870. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $532,400, with a rent estimate of $3,146/month.

Home Details for 116 Middlesex Ave

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1870Year Updated: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.85 acres

Price and Tax history

YearProperty taxTax assessment
2025
$8,233
$304,010
Home facts updated by county records

Market trends in Chester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
12
4MoM

Around this home

Neighborhood Overview

Chester Center
See Local Highlights
Neighborhood stats provided by third party data sources.

LGBTQ Local Legal Protections

Frequently asked questions about 116 Middlesex Ave

  • What is 116 Middlesex Ave estimated to be worth?
    Trulia's estimated value for 116 Middlesex Ave in Chester, CT is $532,400.
  • Is Chester a buyer's or seller's market?
    Chester is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 116 Middlesex Ave?
    The closest schools to 116 Middlesex Ave in Chester, CT are Chester Elementary School (Pre-K, rated 7/10), John Winthrop Middle School (rated 4/10), Valley Regional High School (rated 7/10).
  • How big is the lot at 116 Middlesex Ave?
    The lot at 116 Middlesex Ave in Chester, CT is about 1.9 acres.

Apartments for Rent

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Off Market Homes Near 116 Middlesex Ave

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Homes for sale near 116 Middlesex Ave

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