272 Middlesex Ave, Chester, CT 06412
OFF MARKET

$563,100

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,796 sqft (on 0.89 acres)

272 Middlesex Ave, Chester, CT 06412

Est. Refi. Payment $3,946/mo*
Refinance Your Home
Currently Off Market - Sold Jun 18, 1997 for $167,500

Home Value

Trulia Estimate
$563K
Since last month
Decreased$900 (-0.2%)
Since last year
Increased$16K (+2.9%)
Since last sale
Increased$398K (+237.7%)
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 +82% in the last 10 years
MonthEstimated value
2026
August 2026$566K
August 2026$564K
July 2026$567K
June 2026$582K
May 2026$585K
April 2026$561K
March 2026$557K
February 2026$528K
January 2026$528K
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
136 Goose Hill Road, Chester, CT
0.19
Single-Family Home
$410,000
09/26/25
4
3
3,343
59 Castle View Dr, Chester, CT
0.80
Single-Family Home
$283,330
11/25/25
3
2
1,300
1809 Saybrook Rd, Haddam, CT
0.74
Single-Family Home
$229,000
11/25/25
2
1.5
1,617
12 Meadow Lane, Chester, CT
0.45
Single-Family Home
$515,000
07/27/26
3
3
2,971
3 KIRTLAND Avenue, Chester, CT
0.84
Single-Family Home
$233,600
07/23/26
2
2
1,344
1 Kirtland Avenue, Chester, CT
0.84
Single-Family Home
$452,000
08/25/26
3
1.5
1,198
19 Castle View Drive, Chester, CT
0.79
Single-Family Home
$470,000
06/12/26
3
1.5
1,092
109 Goose Hill Rd, Chester, CT
0.55
Single-Family Home
$310,000
02/12/26
3
3
1,241
226 Middlesex Avenue, Chester, CT
0.63
Single-Family Home
$695,000
05/15/26
4
2.5
2,029
14 Ferry Road, Chester, CT
1.32
Single-Family Home
$420,000
09/24/25
4
1.5
2,025

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
261 Middlesex Avenue, Chester, CT 06412
0.17
$394,600
3
1
1,248
Off Market
286 Middlesex Turnpike, Chester, CT 06412
0.22
$1,193,400
3
3.5
2,800
Off Market
288 Middlesex Avenue, Chester, CT 06412
0.25
$2,995,000
4
5
4,926
For Sale
10 Old County Road, Chester, CT 06412
0.35
$983,500
4
3.5
2,755
Off Market
6 Old County Road, Chester, CT 06412
0.37
$1,062,000
4
2.5
2,680
Off Market
248 Middlesex Avenue, Chester, CT 06412
0.36
$1,192,400
4
3.5
4,862
Off Market
3 Meadow Lane, Chester, CT 06412
0.37
$366,500
2
1
1,032
Off Market
103 Goose Hill Road, Chester, CT 06412
0.43
$461,000
3
1.5
1,560
Off Market
31 Parkers Point Road, Chester, CT 06412
0.42
$3,364,000
3
3.5
4,727
Off Market
96 Goose Hill Road, Chester, CT 06412
0.45
$400,200
1
1
642
Off Market
12 Meadow Lane, Chester, CT 06412
0.45
$515,000
3
3
2,971
Recently Sold
19 Denlar Drive, Chester, CT 06412
0.51
$1,350,000
2
2
5,886
For Sale

Local Information

  • Map ViewExplore the area around 272 Middlesex Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1984
0.89 acre lot
1,796 sqft
$314/sqft

About this House

This single-family home is located at 272 Middlesex Ave, Chester, CT. 272 Middlesex Ave is in Chester, CT and in ZIP code 06412. This property has 3 bedrooms, 2 bathrooms and approximately 1,796 sqft of floor space. This property has a lot size of 0.89 acres and was built in 1984.
272 Middlesex Ave, Chester, CT 06412 is a 3 bedroom, 2 bathroom, 1,796 sqft single-family home built in 1984. It last sold for $167,500 on Jun 18, 1997. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $563,100, with a rent estimate of $3,472/month.

Home Details for 272 Middlesex Ave

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, ElectricAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Security
Security System

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Wood

Property Information

Year Built
Year Built: 1984Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 0.89 acres

Price and Tax history

DateEventPrice
Jun 18, 1997
Source: N/A
Sold
$167,500

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

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 272 Middlesex Ave

  • What is 272 Middlesex Ave estimated to be worth?
    Trulia's estimated value for 272 Middlesex Ave in Chester, CT is $563,100.
  • What is the price history for 272 Middlesex Ave?
    272 Middlesex Ave in Chester, CT last sold for $167,500 in June 1997.
  • 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 272 Middlesex Ave?
    The lot at 272 Middlesex Ave in Chester, CT is about 0.89 acres (38,768 sq ft).

Apartments for Rent

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Off Market Homes Near 272 Middlesex Ave

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