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

$951,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,888 sqft (on 4.41 acres)

161 Middlesex Ave, Chester, CT 06412

Est. Refi. Payment $6,612/mo*
Refinance Your Home
Currently Off Market - Sold Apr 28, 2017 for $550,000

Home Value

Trulia Estimate
$951K
Since last month
Increased$17K (+1.8%)
Since last year
Increased$25K (+2.7%)
Since last sale
Increased$400K (+72.8%)
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 +445% in the last 10 years
MonthEstimated value
2026
August 2026$950K
August 2026$949K
July 2026$933K
June 2026$981K
May 2026$967K
April 2026$943K
March 2026$935K
February 2026$895K
January 2026$888K
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
36 Kings Highway, Chester, CT
0.08
Single-Family Home
$469,900
12/18/25
4
2
1,516
1 Ferry Road, Chester, CT
0.23
Single-Family Home
$635,000
04/30/26
3
3
2,752
1 Ferry Rd, Chester, CT
0.23
Single-Family Home
$635,000
05/01/26
4
3
2,242
47 Ferry Road, Chester, CT
0.43
Single-Family Home
$1,275,000
12/12/25
3
3
2,664
12 Meadow Lane, Chester, CT
0.74
Single-Family Home
$515,000
07/27/26
3
3
2,971
226 Middlesex Avenue, Chester, CT
0.58
Single-Family Home
$695,000
05/15/26
4
2.5
2,029
14 Ferry Road, Chester, CT
0.28
Single-Family Home
$420,000
09/24/25
4
1.5
2,025
22 Goose Hill Road, Chester, CT
0.59
Single-Family Home
$500,000
09/02/26
3
2
1,714
131 Middlesex Avenue, Chester, CT
0.38
Single-Family Home
$530,000
02/26/26
3
2.5
1,664
7 Old Depot Road, Chester, CT
0.81
Single-Family Home
$975,000
11/17/25
4
2.5
3,149

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
36 Kings Highway, Chester, CT 06412
0.08
$469,900
4
2
1,516
Recently Sold
47 East Kings Highway, Chester, CT 06412
0.11
$1,900,000
4
3.5
3,957
For Sale
15 Kirtland Terrace, Chester, CT 06412
0.18
$200,200
3
1.5
1,170
Off Market
181 Middlesex Avenue, Chester, CT 06412
0.18
$341,300
3
1
1,232
Off Market
187 Middlesex Avenue, Chester, CT 06412
0.24
$364,700
3
1
1,194
Off Market
1 Ferry Road, Chester, CT 06412
0.23
$635,000
3
3
2,752
Recently Sold
190 Middlesex Turnpike, Chester, CT 06412
0.26
$512,800
3
1.5
1,800
Off Market
92 Water Street, Chester, CT 06412
0.27
$284,900
3
1
1,217
For Sale
90 Water Street, Chester, CT 06412
0.28
$269,900
1
1
1,034
For Sale
17 Kings Highway, Chester, CT 06412
0.31
$762,800
4
2.5
2,428
Off Market
14 Ferry Road, Chester, CT 06412
0.28
$358,400
4
1.5
2,025
Off Market
11 Kings Highway, Chester, CT 06412
0.32
$225,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 161 Middlesex Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2009
4.41 acre lot
2,888 sqft
$329/sqft
Garage

About this House

This single-family home is located at 161 Middlesex Ave, Chester, CT. 161 Middlesex Ave is in Chester, CT and in ZIP code 06412. This property has 4 bedrooms, 3 bathrooms and approximately 2,888 sqft of floor space. This property has a lot size of 4.41 acres and was built in 2009.
161 Middlesex Ave, Chester, CT 06412 is a 4 bedroom, 3 bathroom, 2,888 sqft single-family home built in 2009. It last sold for $550,000 on Apr 28, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $951,000, with a rent estimate of $4,897/month.

Home Details for 161 Middlesex Ave

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2009Year Updated: 2013
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

Exterior Home Features
DeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Lot Information

Lot Area: 4.41 acres

Price and Tax history

DateEventPrice
Apr 28, 2017
Source: Smart MLS #N10197018
Sold
$550,000
May 4, 2004
Source: Smart MLS #M9080419
Sold
$124,900

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 161 Middlesex Ave

  • What is 161 Middlesex Ave estimated to be worth?
    Trulia's estimated value for 161 Middlesex Ave in Chester, CT is $951,000.
  • What is the price history for 161 Middlesex Ave?
    161 Middlesex Ave in Chester, CT last sold for $550,000 in April 2017.
  • 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 161 Middlesex Ave?
    The lot at 161 Middlesex Ave in Chester, CT is about 4.4 acres.
  • Does 161 Middlesex Ave have a garage?
    Yes, 161 Middlesex Ave in Chester, CT has a garage.

Apartments for Rent

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Off Market Homes Near 161 Middlesex Ave

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Homes for sale near 161 Middlesex Ave

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