181 Middlesex Avenue, Chester, CT 06412
OFF MARKET

$341,300

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,232 sqft (on 0.83 acres)

181 Middlesex Avenue, Chester, CT 06412

Est. Refi. Payment $2,446/mo*
Refinance Your Home
Currently Off Market - Sold Oct 31, 2023 for $225,000

Home Value

Trulia Estimate
$341K
Since last month
Increased$7K (+2.2%)
Since last year
Increased$17K (+5.4%)
Since last sale
Increased$113K (+50.4%)
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 +77% in the last 10 years
MonthEstimated value
2026
September 2026$338K
August 2026$341K
July 2026$331K
June 2026$347K
May 2026$342K
April 2026$336K
March 2026$329K
February 2026$313K
January 2026$313K
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
1 Kirtland Avenue, Chester, CT
0.16
Single-Family Home
$452,000
08/25/26
3
1.5
1,198
3 KIRTLAND Avenue, Chester, CT
0.18
Single-Family Home
$233,600
07/23/26
2
2
1,344
92 Water Street, Chester, CT
0.45
Single-Family Home
$177,500
06/03/26
3
1
1,217
19 Castle View Drive, Chester, CT
0.27
Single-Family Home
$470,000
06/12/26
3
1.5
1,092
14 Ferry Road, Chester, CT
0.40
Single-Family Home
$420,000
09/24/25
4
1.5
2,025
21 East Liberty Street, Chester, CT
0.80
Single-Family Home
$252,500
11/17/25
2
1
1,012
36 Kings Highway, Chester, CT
0.15
Single-Family Home
$469,900
12/18/25
4
2
1,516
90 Water Street, Chester, CT
0.46
Single-Family Home
$177,500
06/03/26
1
1
1,034
131 Middlesex Avenue, Chester, CT
0.56
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
190 Middlesex Turnpike, Chester, CT 06412
0.08
$512,800
3
1.5
1,800
Off Market
187 Middlesex Avenue, Chester, CT 06412
0.07
$362,500
3
1
1,194
Off Market
47 East Kings Highway, Chester, CT 06412
0.10
$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
3 KIRTLAND Avenue, Chester, CT 06412
0.18
$233,600
2
2
1,344
Recently Sold
56 Castle View Drive, Chester, CT 06412
0.18
$515,100
3
3
2,268
Off Market
36 Kings Highway, Chester, CT 06412
0.15
$469,900
4
2
1,516
Recently Sold
14 Castle View Drive, Chester, CT 06412
0.22
$378,200
3
1
1,533
Off Market
6 Castle View Drive, Chester, CT 06412
0.21
$449,000
3
1.5
2,031
For Sale
19 Castle View Drive, Chester, CT 06412
0.27
$470,000
3
1.5
1,092
Recently Sold
39 Castle View Drive, Chester, CT 06412
0.27
$519,400
3
3.5
2,208
Off Market

Local Information

  • Map ViewExplore the area around 181 Middlesex Avenue.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1956
0.83 acre lot
1,232 sqft
$277/sqft
Open Parking

About this House

Enjoy Chester close to shopping, restaurants, Parks. Centrally located between Boston, and NYC> Home is in need of some updating, and is being sold as is. Ready to conform to your taste, pick out the rooms colors, and make this your new dream home in Chester.
181 Middlesex Avenue, Chester, CT 06412 is a 3 bedroom, 1 bathroom, 1,232 sqft single-family home built in 1956. It last sold for $225,000 on Oct 31, 2023 (13% below the $259,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $341,300, with a rent estimate of $2,932/month.
Last check for updates: about 2 hours ago
Listed by Sam Robinson, (860) 388-3936
William Raveis Real Estate, (860) 388-3936
Bought with: Benjamin T. Zupan, (860) 324-7142, William Raveis Real Estate, (860) 388-3936
Source: Smart MLS, MLS#170594684

Home Details for 181 Middlesex Avenue

Interior Features

Interior Details
Basement: Full,Unfinished,Interior EntryNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Sun Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1232 Square Feet
Appliances & Utilities
Appliances: Gas Range, Oven/Range, Refrigerator, Dishwasher, Dryer, Water Heater, Electric Water HeaterDishwasherDryerLaundry: Lower LevelRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: DeckExterior: Fruit Trees, Garden, Rain GuttersFoundation: Block, Concrete PerimeterGardenNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway,Unpaved,Off Street
Frontage
Waterfront: BrookNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1232 Square Feet

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Aluminum Siding, Block, ConcreteNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 941438

Price & Status

Price
List Price: $259,000
Status Change & Dates
Off Market Date: Fri Sep 22 2023Possession Timing: Immediately After Closing

Active Status

MLS Status: Closed

Location

Direction & Address
City: Chester
School Information
Elementary School: ChesterHigh School: Valley

Agent Information

Buyer Agent
Buyer Company Name: Linda's Team at William Raveis Real Estate

Building

Building Area
Building Area: 1232 Square Feet

Community

Community Features: Near Public Transport, Park, Pool

HOA

No HOA

Lot Information

Lot Area: 0.83 acres

Miscellaneous

BasementMls Number: 170594684Attic: Pull Down StairsAbove Grade Unfinished Area: 1232

Additional Information

Near Public TransportParkPool

Price and Tax history

DateEventPrice
Oct 31, 2023
Source: Smart MLS #170594684
Sold
$225,000
Sep 23, 2023
Source: Smart MLS #170594684
Pending
$259,000
Sep 2, 2023
Source: Smart MLS #170594684
Listed For Sale
$259,000
May 22, 1995
Source: N/A
Sold
$122,000
Aug 26, 1993
Source: N/A
Sold
$95,000

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

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

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 181 Middlesex Avenue

  • What is 181 Middlesex Avenue estimated to be worth?
    Trulia's estimated value for 181 Middlesex Avenue in Chester, CT is $341,300.
  • What is the price history for 181 Middlesex Avenue?
    181 Middlesex Avenue in Chester, CT last sold for $225,000 in October 2023.
  • 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.
  • Does 181 Middlesex Avenue have air conditioning?
    Yes, 181 Middlesex Avenue in Chester, CT has air conditioning.
  • Does 181 Middlesex Avenue have a pool?
    Yes, 181 Middlesex Avenue in Chester, CT has a pool.

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