30 Middlesex Avenue, Chester, CT 06412
OFF MARKET

$423,800

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 1,362 sqft (on 0.40 acres)

30 Middlesex Avenue, Chester, CT 06412

Chester Center
Est. Refi. Payment $3,013/mo*
Refinance Your Home
Currently Off Market - Sold Oct 16, 2023 for $350,000

Home Value

Trulia Estimate
$424K
Since last month
Increased$3K (+0.6%)
Since last year
Increased$18K (+4.5%)
Since last sale
Increased$73K (+20.9%)
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 +109% in the last 10 years
MonthEstimated value
2026
September 2026$423K
August 2026$421K
July 2026$426K
June 2026$438K
May 2026$434K
April 2026$423K
March 2026$423K
February 2026$405K
January 2026$411K
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
5 Mitchell Lane, Deep River, CT
0.33
Single-Family Home
$366,000
12/29/25
2
1.5
1,081
79 Middlesex Avenue, Chester, CT
0.36
Single-Family Home
$410,000
04/30/26
2
1
1,470
72 Winter Avenue, Deep River, CT
0.30
Single-Family Home
$320,000
08/26/26
3
3
1,836
8 Prospect Hill, Deep River, CT
0.74
Single-Family Home
$345,000
07/24/26
2
1
912
81 Main Street, Chester, CT
0.45
Single-Family Home
$618,000
06/11/26
2
2
1,128
35 Maple Street, Chester, CT
0.44
Single-Family Home
$780,000
01/15/26
3
2
1,772
8 Phelps Lane, Deep River, CT
0.80
Single-Family Home
$331,500
07/21/26
2
1
912
21 East Liberty Street, Chester, CT
0.63
Single-Family Home
$252,500
11/17/25
2
1
1,012

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
26 Middlesex Avenue, Chester, CT 06412
0.05
$481,400
4
1.5
1,496
Off Market
16 Middlesex Avenue, Chester, CT 06412
0.14
$565,500
3
2
1,963
Off Market
9 Gilbert Hill Road, Chester, CT 06412
0.12
$466,600
2
1.5
2,008
Off Market
15 Gilbert Hill Road, Chester, CT 06412
0.13
$1,088,900
4
3
3,054
Off Market
25 Gilbert Hill Road, Chester, CT 06412
0.22
$1,235,000
4
4.5
3,351
Off Market
142 Main Street, Chester, CT 06412
0.19
$751,700
3
2
2,188
Off Market
19 Hickory Hill Drive, Chester, CT 06412
0.23
$838,300
3
3
2,646
Off Market
137 Main Street, Chester, CT 06412
0.24
$656,200
3
1.5
1,570
Off Market
16 Hickory Hill Drive, Chester, CT 06412
0.26
$755,000
3
2.5
1,896
Recently Sold
18 Hickory Hill Drive, Chester, CT 06412
0.26
-
-
-
-
Off Market
22 Hickory Hill Drive, Chester, CT 06412
0.29
$649,100
3
2.5
1,838
Off Market

Local Information

  • Map ViewExplore the area around 30 Middlesex Avenue.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1922
0.4 acre lot
1,362 sqft
$311/sqft
Open Parking

About this House

MUST SEE TO APPRECIATE!!! Rare find!!! This gem is available for the first time in 26 years!!! Great location, within a stone throw to both Chester Village and Deep River Center 30 Middlesex Ave. will steal your heart. This farm house/chalet style beauty has so much character; with wood beams, stone and brick walls, and vaulted beam ceiling it is definitely not your average cookie cutter. Upon entry from the lower level, you will be greeted by the custom-made, eat-in kitchen with wood cabinets, soap stone counters and a generous size pantry. On the other side of the entry, you will find the ¨stone room¨, aka den with washer and dryer right on this main floor. Up a flight of stairs you will find the living room with soap stone fireplace, the primary bedroom with updated, tiled shower bathroom. From the living room the spiral staircase takes you to the upper level bedroom with an updated half bath. This space could also be used as an art studio, guest bedroom or home office. The current owners spared no expense to make the most out of this unique beauty; beautiful walkways, half circle driveway, with parking up to 3/4 cars, generous size deck, stone patio and balcony to enjoy the beautiful surroundings; a private backyard with garden and plantings. Seasonal water views of Deep River Cove. Enjoy the best of both worlds with privacy and convenience; being close to shops, restaurants, parks and boat marinas. Excellent primary home or weekend getaway. Multiple Offers Received. Sellers are asking for Highest and Best Offers by Tuesday, 8/22 at 4pm.
30 Middlesex Avenue, Chester, CT 06412 is a 2 bedroom, 2 bathroom, 1,362 sqft single-family home in Chester Center, built in 1922. It last sold for $350,000 on Oct 16, 2023 (19% above the $295,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $423,800, with a rent estimate of $2,563/month.
Last check for updates: about 12 hours ago
Listed by Agota Perry-Hill, (505) 463-2036
William Raveis Real Estate, (203) 318-3570
Bought with: Rebecca Bower, (404) 405-3035, Forever Homes Real Estate LLC, (860) 690-3141
Source: Smart MLS, MLS#170585833

Home Details for 30 Middlesex Avenue

Interior Features

Interior Details
Basement: Full,Unfinished,Walk-Out AccessNumber of Rooms: 5Types of Rooms: Den
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1362 Square Feet
Appliances & Utilities
Appliances: Cooktop, Oven/Range, Refrigerator, Washer, Dryer, Water Heater, Electric Water HeaterDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,ElectricHas CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)

Exterior Features

Exterior Home Features
Roof: FiberglassPatio / Porch: DeckFoundation: StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Paved,Private
Frontage
Waterfront: Walk to WaterNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1018 Square FeetFinished Area (below surface): 344 Square Feet

Property Information

Year Built
Year Built: 1922
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Chalet,Farm House
Building
Construction Materials: Shingle Siding, CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 940138

Price & Status

Price
List Price: $295,000
Status Change & Dates
Off Market Date: Tue Aug 22 2023Possession Timing: Immediate

Active Status

MLS Status: Closed

Location

Direction & Address
City: Chester
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 1362 Square Feet

Community

Community Features: Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 0.40 acres

Energy

Energy Efficiency Features: Doors

Miscellaneous

BasementMls Number: 170585833Attic: NoneAbove Grade Unfinished Area: 1018

Additional Information

HOA Amenities: None

Price and Tax history

DateEventPrice
Oct 16, 2023
Source: Smart MLS #170585833
Sold
$350,000
Aug 23, 2023
Source: William Raveis Real Estate, Mortgage & Insurance #170585833
Pending
$295,000
Aug 15, 2023
Source: William Raveis Real Estate, Mortgage & Insurance #170585833
PendingToActive
$295,000
Aug 9, 2023
Source: William Raveis Real Estate, Mortgage & Insurance #170585833
Pending
$295,000
Aug 3, 2023
Source: Smart MLS #170585833
Listed For Sale
$295,000

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

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 30 Middlesex Avenue

  • What is 30 Middlesex Avenue estimated to be worth?
    Trulia's estimated value for 30 Middlesex Avenue in Chester, CT is $423,800.
  • What is the price history for 30 Middlesex Avenue?
    30 Middlesex Avenue in Chester, CT last sold for $350,000 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 are the closest schools to 30 Middlesex Avenue?
    The closest schools to 30 Middlesex Avenue 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).
  • Does 30 Middlesex Avenue have air conditioning?
    Yes, 30 Middlesex Avenue in Chester, CT has air conditioning.
  • Does 30 Middlesex Avenue have laundry facilities?
    Yes, 30 Middlesex Avenue in Chester, CT has in-unit laundry.

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