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

$458,100

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,578 sqft (on 1.63 acres)

183 Middlesex Ave, Chester, CT 06412

Est. Refi. Payment $3,177/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2016 for $229,000

Home Value

Trulia Estimate
$458K
Since last month
Increased$11K (+2.4%)
Since last year
Increased$22K (+5.1%)
Since last sale
Increased$230K (+100.3%)
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 +102% in the last 10 years
MonthEstimated value
2026
August 2026$459K
August 2026$458K
July 2026$448K
June 2026$469K
May 2026$463K
April 2026$450K
March 2026$443K
February 2026$421K
January 2026$418K
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
59 Castle View Dr, Chester, CT
0.17
Single-Family Home
$283,330
11/25/25
3
2
1,300
36 Kings Highway, Chester, CT
0.16
Single-Family Home
$469,900
12/18/25
4
2
1,516
3 KIRTLAND Avenue, Chester, CT
0.18
Single-Family Home
$233,600
07/23/26
2
2
1,344
1 Kirtland Avenue, Chester, CT
0.16
Single-Family Home
$452,000
08/25/26
3
1.5
1,198
14 Ferry Road, Chester, CT
0.44
Single-Family Home
$420,000
09/24/25
4
1.5
2,025
19 Castle View Drive, Chester, CT
0.27
Single-Family Home
$470,000
06/12/26
3
1.5
1,092
1 Ferry Road, Chester, CT
0.44
Single-Family Home
$635,000
04/30/26
3
3
2,752
226 Middlesex Avenue, Chester, CT
0.39
Single-Family Home
$695,000
05/15/26
4
2.5
2,029
22 Goose Hill Road, Chester, CT
0.68
Single-Family Home
$500,000
09/02/26
3
2
1,714
131 Middlesex Avenue, Chester, CT
0.59
Single-Family Home
$530,000
02/26/26
3
2.5
1,664

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
187 Middlesex Avenue, Chester, CT 06412
0.03
$364,700
3
1
1,194
Off Market
181 Middlesex Avenue, Chester, CT 06412
0.04
$341,300
3
1
1,232
Off Market
190 Middlesex Turnpike, Chester, CT 06412
0.09
$512,800
3
1.5
1,800
Off Market
47 East Kings Highway, Chester, CT 06412
0.14
$1,900,000
4
3.5
3,957
For Sale
1 Kirtland Avenue, Chester, CT 06412
0.16
$452,000
3
1.5
1,198
Recently Sold
56 Castle View Drive, Chester, CT 06412
0.17
$515,100
3
3
2,268
Off Market
3 KIRTLAND Avenue, Chester, CT 06412
0.18
$233,600
2
2
1,344
Recently Sold
36 Kings Highway, Chester, CT 06412
0.16
$469,900
4
2
1,516
Recently Sold
6 Castle View Drive, Chester, CT 06412
0.19
$465,000
3
1.5
2,031
For Sale
14 Castle View Drive, Chester, CT 06412
0.21
$378,200
3
1
1,533
Off Market
19 Castle View Drive, Chester, CT 06412
0.27
$470,000
3
1.5
1,092
Recently Sold
21 Castle View Drive, Chester, CT 06412
0.28
$426,200
3
1
1,274
Off Market

Local Information

  • Map ViewExplore the area around 183 Middlesex Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1975
1.63 acre lot
1,578 sqft
$290/sqft

About this House

This single-family home is located at 183 Middlesex Ave, Chester, CT. 183 Middlesex Ave is in Chester, CT and in ZIP code 06412. This property has 3 bedrooms, 2 bathrooms and approximately 1,578 sqft of floor space. This property has a lot size of 1.63 acres and was built in 1975.
183 Middlesex Ave, Chester, CT 06412 is a 3 bedroom, 2 bathroom, 1,578 sqft single-family home built in 1975. It last sold for $229,000 on Jun 30, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $458,100, with a rent estimate of $3,226/month.

Home Details for 183 Middlesex Ave

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherPatio

Property Information

Year Built
Year Built: 1975Year Updated: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Lot Information

Lot Area: 1.63 acres

Price and Tax history

DateEventPrice
Jun 30, 2016
Source: Smart MLS #N10113595
Sold
$229,000
Oct 15, 2015
Source: Smart MLS #N10032271
Sold
$75,000

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

What Locals Say about Chester

At least 14 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 94 % Say it's dog friendly

  • 93 % Say there's holiday spirit

  • 93 % Say yards are well-kept

  • 84 % Say people would walk alone at night

  • 79 % Say parking is easy

  • 78 % Say they plan to stay for at least 5 years

  • 74 % Say it's walkable to restaurants

  • 74 % Say there's wildlife

  • 69 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 59 % Say there are sidewalks

  • 52 % Say kids play outside

  • 44 % Say streets are well-lit

  • 37 % Say there are community events

  • 18 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jcollier82816
    "Local parades, community events and fairs and the friendliness of the neighborhoods. I am lucky to live here"
    0
    Flag
  • Jejoy924
    "Kindness and the feeling of community. Enjoy meeting new people and having new encounters. Kids in the neighborhood"
    0
    Flag
  • Lscd1959
    "Regular Sunday markets downtown. Great restaurants and shops. Very friendly staff. Walkable from my home"
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 183 Middlesex Ave

  • What is 183 Middlesex Ave estimated to be worth?
    Trulia's estimated value for 183 Middlesex Ave in Chester, CT is $458,100.
  • What is the price history for 183 Middlesex Ave?
    183 Middlesex Ave in Chester, CT last sold for $229,000 in June 2016.
  • Is Chester a buyer's or seller's market?
    Chester is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chester?
    Residents describe Chester, CT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Chester, CT.
  • How big is the lot at 183 Middlesex Ave?
    The lot at 183 Middlesex Ave in Chester, CT is about 1.6 acres.

Apartments for Rent

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Off Market Homes Near 183 Middlesex Ave

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Homes for sale near 183 Middlesex Ave

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