82 Middlesex Ave, Chester, CT 06412
Property image
Property image
OFF MARKET

$579,700

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,701 sqft (on 0.94 acres)

82 Middlesex Ave, Chester, CT 06412

Chester Center
Est. Refi. Payment $4,094/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2011 for $300,000

Home Value

Trulia Estimate
$580K
Since last month
Decreased$11K (-1.9%)
Since last year
Increased$16K (+2.9%)
Since last sale
Increased$284K (+94.5%)
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 +115% in the last 10 years
MonthEstimated value
2026
September 2026$584K
August 2026$577K
July 2026$595K
June 2026$611K
May 2026$607K
April 2026$584K
March 2026$583K
February 2026$559K
January 2026$559K
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
79 Middlesex Avenue, Chester, CT
0.08
Single-Family Home
$410,000
04/30/26
2
1
1,470
131 Middlesex Avenue, Chester, CT
0.36
Single-Family Home
$530,000
02/26/26
3
2.5
1,664
72 Winter Avenue, Deep River, CT
0.57
Single-Family Home
$320,000
08/26/26
3
3
1,836
14 Ferry Road, Chester, CT
0.67
Single-Family Home
$420,000
09/24/25
4
1.5
2,025
7 Hickory Hill Drive, Chester, CT
0.47
Single-Family Home
$549,000
03/24/26
3
2.5
2,202
16 Hickory Hill Drive, Chester, CT
0.49
Single-Family Home
$755,000
11/19/25
3
2.5
1,896
23 Hickory Hill Dr, Chester, CT
0.52
Single-Family Home
$446,000
10/23/25
3
3
1,876
21 East Liberty Street, Chester, CT
0.41
Single-Family Home
$252,500
11/17/25
2
1
1,012
35 Maple Street, Chester, CT
0.56
Single-Family Home
$780,000
01/15/26
3
2
1,772
9 Hickory Hill Drive, Chester, CT
0.45
Single-Family Home
$750,000
02/20/26
3
2.5
2,888

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
96 Middlesex Avenue, Chester, CT 06412
0.08
$1,406,800
4
3.5
3,153
Off Market
79 Middlesex Avenue, Chester, CT 06412
0.08
$410,000
2
1
1,470
Recently Sold
7 Old Depot Road, Chester, CT 06412
0.10
$1,031,000
4
2.5
3,149
Off Market
109A Middlesex Avenue, Chester, CT 06412
0.17
-
-
-
-
Off Market
108 Middlesex Avenue, Chester, CT 06412
0.19
$735,200
4
4.5
4,056
Off Market
41 Railroad Avenue, Chester, CT 06412
0.22
$459,400
2
1
1,771
Off Market
8 School Lane, Chester, CT 06412
0.21
$538,400
3
2
1,512
Off Market
137 Main Street, Chester, CT 06412
0.24
$656,200
3
1.5
1,570
Off Market
9 School Lane, Chester, CT 06412
0.25
$547,400
3
1.5
1,388
Off Market
42 Railroad Avenue, Chester, CT 06412
0.27
$540,600
4
2
2,092
Off Market
142 Main Street, Chester, CT 06412
0.26
$751,700
3
2
2,188
Off Market
132 Middlesex Avenue, Chester, CT 06412
0.36
$328,700
2
1
1,001
Off Market

Local Information

  • Map ViewExplore the area around 82 Middlesex Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1990
0.94 acre lot
1,701 sqft
$341/sqft

About this House

Immaculate, open floor plan Cape. Custom kit w/center isle, granite and all new stainless appliances. French doors from kit open onto a large private deck. Wood floors on the first level. Second level has 3 bds, large hall closet, full bath and laundry room.
82 Middlesex Ave, Chester, CT 06412 is a 3 bedroom, 2 bathroom, 1,701 sqft single-family home in Chester Center, built in 1990. It last sold for $300,000 on Jun 30, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $579,700, with a rent estimate of $3,273/month.

Home Details for 82 Middlesex Ave

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: OtherGarden

Property Information

Year Built
Year Built: 1990Year Updated: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 0.94 acres

Price and Tax history

DateEventPrice
Jun 30, 2011
Source: Smart MLS #M9128524
Sold
$300,000
May 30, 2011
Source: Agent Provided
Listed For Sale
$300,000
Oct 1, 2007
Source: Smart MLS #G454995
Sold
$323,000
Dec 1, 1993
Source: N/A
Sold
$120,000

Market trends in Chester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
3MoM

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 82 Middlesex Ave

  • What is 82 Middlesex Ave estimated to be worth?
    Trulia's estimated value for 82 Middlesex Ave in Chester, CT is $579,700.
  • What is the price history for 82 Middlesex Ave?
    82 Middlesex Ave in Chester, CT last sold for $300,000 in June 2011.
  • 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 82 Middlesex Ave?
    The closest schools to 82 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 82 Middlesex Ave?
    The lot at 82 Middlesex Ave in Chester, CT is about 0.94 acres (40,946 sq ft).

Apartments for Rent

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Off Market Homes Near 82 Middlesex Ave

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Homes for sale near 82 Middlesex Ave

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