Off market jun 2016 for $229K

$443,880

Est. refi paymentEst. refi $1,830/mo

•

1,578

sq ft

183 Middlesex Ave, Chester, CT 06412

About this home

Great Value! Move right into this renovated home. Beautiful wood floor throughout main level, good size updated kitchen with dining area, 2 new full baths, 3-bedrooms, and a surprise of a big bright great room. The walk-out lower level has additional square footage with a finished family room and laundry room. Workshop space is also has a walk-out. New roof. Circular Drive. Large, mostly open 1.63 Acre lot; great area to garden or play. Outbuilding for potential storage. The BEST deal around. WOW!

Single-familyProperty Type

1975Year Built

1.63 acresLot Size

$281Est. Price/Sq.Ft.

Listed by Kevin Kennedy • Kennedy Real Estate Solutions

Bought with Kevin Kennedy • Kennedy Real Estate Solutions

Source:Smart MLS #N10113595

Redfin Estimate

$443,880

$215K since sold in June 2016$5,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.2% lower than the average sale price ($524K) of 6 comparable homes.

SOLD SEP 2, 2026
$500,000
A
3 beds2 baths1,714 sq ft
22 Goose Hill Rd, Chester, CT 06412
SOLD NOV 9, 2026
$500,000
B
3 beds2 baths1,774 sq ft
55 Wig Hill Rd, Chester, CT 06412
SOLD OCT 21, 2026
$525,000
C
3 beds1.5 baths1,742 sq ft
43 Goose Hill Rd, Chester, CT 06412
SOLD JUL 29, 2026
$605,000
D
2 beds2 baths1,585 sq ft
47 Ferry Rd, Lyme, CT 06371
SOLD AUG 25, 2026
$452,000
E
3 beds1.5 baths1,198 sq ft
1 Kirtland Ave, Chester, CT 06412
SOLD OCT 26, 2026
$559,000
F
3 beds2 baths1,740 sq ft
28 Deep Hollow Rd, Chester, CT 06412

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$274,317

Est. take-home

List your home with Redfin and save $4,439

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,647/mo

Redfin rental estimate

List your home for rent

Market trends in 06412, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

104.6%

+4.1% MoM

Median sale price

$513K

$13K MoM

Avg. days on market

38d

6 days MoM

Recently sold homes

1 MoM

Provided by Redfin

Sale history for 183 Middlesex Ave

Date

Event

Price

Smart MLS #N10113595

Jun 30, 2016

Sold

$229,000

$145/sq ft

Apr 8, 2016

Listing Removed

—

Mar 4, 2016

Listed

$229,000

$145/sq ft

Smart MLS #N10032271

Oct 15, 2015

Sold

$75,000

$48/sq ft

Jul 15, 2015

Listing Removed

—

Apr 1, 2015

Listed

$99,000

$63/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$4,636 (+0.7%)

$60,280 + $95,830

$156,110

2022

$4,605

$60,280 + $95,830

$156,110

2021

$4,605 (+3.1%)

$60,280 + $95,830

$156,110

2020

$4,468 (−0.6%)

$60,280 + $95,830

$156,110

2019

$4,494 (+4.1%)

$60,280 + $95,830

$156,110

2018

$4,315 (+2.9%)

$63,620 + $95,530

$159,150

2017

$4,195 (+3.6%)

$63,620 + $95,530

$159,150

2016

$4,048 (+3.0%)

$63,630 + $94,700

$158,330

2014

$3,930 (−0.3%)

$63,630 + $94,700

$158,330

2011

$3,940

$92,190 + $87,300

$179,490

Tax history for 183 Middlesex Ave

Year

Property tax

Land + Additions

Assessment*

2023

$4,636 (+0.7%)

$60,280 + $95,830

$156,110

2022

$4,605

$60,280 + $95,830

$156,110

2021

$4,605 (+3.1%)

$60,280 + $95,830

$156,110

2020

$4,468 (−0.6%)

$60,280 + $95,830

$156,110

2019

$4,494 (+4.1%)

$60,280 + $95,830

$156,110

2018

$4,315 (+2.9%)

$63,620 + $95,530

$159,150

2017

$4,195 (+3.6%)

$63,620 + $95,530

$159,150

2016

$4,048 (+3.0%)

$63,630 + $94,700

$158,330

2014

$3,930 (−0.3%)

$63,630 + $94,700

$158,330

2011

$3,940

$92,190 + $87,300

$179,490

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.63 Acres

Year renovated

1995

Sq. Ft.

1,578

Year built

1975

Style

Single Family Residential

County

Middlesex County

APN

941346

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Open

Interior

Interior Information
Total Rooms: 8
Laundry Room Info: Basement Hook-Up(s)
In-Law Apartment: No
Cooling System: Ceiling Fans
Appliances Included: Dishwasher, Oven/Range, Refrigerator

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Laundry Room
Room Count: 7
Basement Description: Full With Walk-Out
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Exterior Siding: Vinyl Siding

Lot Information
Lot Description: Open Lot

Property Information
Property Type: Single Family For Sale
Driveway Type: Circular, Gravel

Financial

Assessments Information
Assessed Value: $158,330

Rental Information
Lease Purchase YN: No

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric
Heat Type: Baseboard
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
High School: Region 4
Elementary School: Chester

Location Information
State: Connecticut
Directions: RT 154 is Middlesex Ave. #183 See sign on West side of street.
County: Middlesex

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,578
Stories: 1.0
Lot Size: 1.63 acres
Style: Single Family Residential
Year Built: 1975
Year Renovated: 1995
County: Middlesex County
APN: 941346

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 7

Around this home

Schools

K - 12
Preschool & daycare

Chester Elementary School

Public PreK-6 • Assigned • 1.2mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 3.7mi

6/10

Valley Regional High School

Public 9-12 • Assigned • 3.3mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 96° expected this year, 16 days in 30 years

6/10 Wind Factor

77% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Chester, CT • 06412

Average low and high temperatures (°F)

34°

21°

36°

22°

51°

33°

60°

42°

68°

51°

80°

60°

83°

66°

80°

59°

76°

57°

64°

47°

54°

38°

39°

25°

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$422,000 – $511,000

Reach more buyers when you sell with Redfin. Save up to $4,439 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$5,775,000

4 beds3.5 baths9,852 sq ft

89 River Rd, East Haddam, CT 06423

Private acres • Custom wine cellar • Expansive sun deck

$375,000

2 beds1.5 baths948 sq ft

28 Blake St, Ivoryton, CT 06442

Hardwood floors • Updated bathrooms • Back deck

$252,500

3 beds1 bath1,217 sq ft

92 Water St, Chester, CT 06412

Direct water access • Tranquil river views • Waterfront offering

OPEN SUN, 12PM TO 2PM

$625,000

4 beds2.5 baths2,196 sq ft

73 Long Hill Rd, Deep River, CT 06417

Historic essex • Waterfront dining • Boutique shopping

3D WALKTHROUGH

$1,900,000

4 beds3.5 baths3,957 sq ft

47 E Kings Hwy, Chester, CT 06412

3.2 acre lot • 4 garage spots • Built 1798

$1,550,000

4 beds4 baths4,070 sq ft

77 Main St, East Haddam, CT 06423

Copper cupola • Chef's kitchen • Granite countertops

Home values near 183 Middlesex Ave

Data from public records.

Address	Redfin Estimate
182 Middlesex Ave, Chester, CT 2 Beds \| 1 Baths \| 1260 Sq. Ft.	$280,845
192 Middlesex Ave Apt A, Chester, CT 3 Beds \| 2.5 Baths \| 2544 Sq. Ft.	$644,693
149 Middlesex Ave, Chester, CT 2 Beds \| 1 Baths \| 1277 Sq. Ft.	$362,884
177 Middlesex Ave, Chester, CT 2 Beds \| 2 Baths \| 1040 Sq. Ft.	$376,392
55 Castle View Dr, Chester, CT 2 Beds \| 1 Baths \| 1092 Sq. Ft.	$362,351
47 East Kings Hwy, Chester, CT 4 Beds \| 3.5 Baths \| 3957 Sq. Ft.	—
52 Castle View Dr, Chester, CT 3 Beds \| 1 Baths \| 1020 Sq. Ft.	$362,350

Address	Redfin Estimate
190 Middlesex Ave, Chester, CT 3 Beds \| 1.5 Baths \| 1776 Sq. Ft.	$529,798
192 Middlesex Ave Apt B, Chester, CT 3 Beds \| 2.5 Baths \| 2582 Sq. Ft.	$602,187
181 Middlesex Ave, Chester, CT 3 Beds \| 1 Baths \| 1232 Sq. Ft.	$356,560
49 Castle View Dr, Chester, CT 3 Beds \| 2 Baths \| 1960 Sq. Ft.	$517,617
53 Castle View Dr, Chester, CT 3 Beds \| 1.5 Baths \| 1356 Sq. Ft.	$410,975
45 Kings Hwy, Chester, CT 3 Beds \| 1.5 Baths \| 1552 Sq. Ft.	$405,140
41 Kings Hwy, Chester, CT 3 Beds \| 2 Baths \| 1060 Sq. Ft.	$396,115

Address	Redfin Estimate
199 Middlesex Ave, Chester, CT 3 Beds \| 2 Baths \| 2455 Sq. Ft.	$623,601
187 Middlesex Ave, Chester, CT 3 Beds \| 1 Baths \| 1194 Sq. Ft.	$285,106
192 Middlesex Ave, Chester, CT 3 Beds \| 2.5 Baths \| 2582 Sq. Ft.	$604,355
56 Castle View Dr, Chester, CT 3 Beds \| 3 Baths \| 2268 Sq. Ft.	$496,567
57 Castle View Dr, Chester, CT 3 Beds \| 2 Baths \| 1304 Sq. Ft.	$441,181
51 Castle View Dr, Chester, CT 2 Beds \| 2 Baths \| 1304 Sq. Ft.	$496,909
42 Kings Hwy, Chester, CT 3 Beds \| 2.5 Baths \| 3076 Sq. Ft.	$752,748

Property information provided by Smart MLS when last listed in 2016. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Middlesex County	Agents near me	Westport, CT homes for sale	Middlesex County Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Middlesex County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Clinton homes for sale
Meriden homes for sale
Middletown homes for sale

Fairfield County homes for sale
Suffolk County homes for sale
New Haven County homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 183 Middlesex Ave

Tax history for 183 Middlesex Ave

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 183 Middlesex Ave

More real estate resources