Is a car needed in Chester, CT?

As of early 2026, 95% of users say car is needed

Is Chester, CT dog-friendly?

As of early 2026, 94% of users say it's dog friendly

Does Chester, CT show holiday spirit?

As of early 2026, 93% of users say there's holiday spirit

Are yards well-kept in Chester, CT?

As of early 2026, 93% of users say yards are well-kept

Would people walk alone at night in Chester, CT?

As of early 2026, 84% of users say people would walk alone at night

Is parking easy in Chester, CT?

As of early 2026, 79% of users say parking is easy

Do residents of Chester, CT plan to stay at least 5 years?

As of early 2026, 78% of users say they plan to stay for at least 5 years

Is Chester, CT walkable to restaurants?

As of early 2026, 74% of users say it's walkable to restaurants

Is there wildlife in Chester, CT?

As of early 2026, 74% of users say there's wildlife

Is Chester, CT quiet?

As of early 2026, 69% of users say it's quiet

Are neighbors friendly in Chester, CT?

As of early 2026, 63% of users say neighbors are friendly

Does Chester, CT have sidewalks?

As of early 2026, 59% of users say there are sidewalks

Do kids play outside in Chester, CT?

As of early 2026, 52% of users say kids play outside

Are the streets well-lit in Chester, CT?

As of early 2026, 44% of users say streets are well-lit

Are there community events in Chester, CT?

As of early 2026, 37% of users say there are community events

Is Chester, CT walkable to grocery stores?

As of early 2026, 18% of users say it's walkable to grocery stores

OFF MARKET

182 Middlesex Ave
Chester, CT 06412

2 Beds
1 Bath
1,188 sqft (on 0.56 acres)

$389,600

Trulia Estimate

as of Jul 15, 2026

Est. Refi. Payment $2,662/mo*

Refinance Your Home

$389,600

Trulia Estimate

as of Jul 15, 2026

Est. Refi. Payment $2,662/mo*

Refinance Your Home

2 Beds

1 Bath

1,188 sqft

(on 0.56 acres)

Local Information

Map ViewExplore the area around 182 Middlesex Ave.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 182 Middlesex Ave, Chester, CT. 182 Middlesex Ave is in Chester, CT and in ZIP code 06412. This property has 2 bedrooms, 1 bathroom and approximately 1,188 sqft of floor space. This property has a lot size of 0.56 acres and was built in 1941.

182 Middlesex Ave, Chester, CT 06412 is a 2 bedroom, 1 bathroom, 1,188 sqft single-family home built in 1941. It last sold for $168,900 on Jan 18, 2018. It is currently off market. The Trulia Estimate is $389,600, with a rent estimate of $2,328/month.

Home Highlights

Parking

No Info

Outdoor

Patio

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 182 Middlesex Ave

Interior Features
Interior Details BasementNumber of Rooms: 5
Heating & Cooling Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 2
Fireplace & Spa Fireplace
Security Security System

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: OtherPatio

Property Information
Year Built Year Built: 1941Year Updated: 1990
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information
Lot Area: 0.56 acres

Price History for 182 Middlesex Ave

Date	Price	Event	Source
01/18/2018	$168,900	Sold	Smart MLS #170026017
Recording Date 01/18/2018 County Transfer Tax N/A Total Transfer Tax N/A
06/07/2002	$190,000	Sold	N/A
Recording Date 06/07/2002 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chester

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$4,910
Assessment	$181,300

Home facts updated by county records

Comparable Sales for 182 Middlesex Ave

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
7 Kirtland Ter, Chester, CT	0.37	Single-Family Home	$330,000	07/28/25	2	1	1,043
92 Water Street, Chester, CT	0.46	Single-Family Home	$177,500	06/03/26	3	1	1,217
15 Kirtland Terrace, Chester, CT	0.37	Single-Family Home	$187,000	09/04/25	3	1.5	1,170
59 Castle View Dr, Chester, CT	0.16	Single-Family Home	$283,330	11/25/25	3	2	1,300
90 Water Street, Chester, CT	0.47	Single-Family Home	$177,500	06/03/26	1	1	1,034
19 Castle View Drive, Chester, CT	0.24	Single-Family Home	$470,000	06/12/26	3	1.5	1,092
21 East Liberty Street, Chester, CT	0.84	Single-Family Home	$252,500	11/17/25	2	1	1,012
79 Middlesex Avenue, Chester, CT	0.93	Single-Family Home	$410,000	04/30/26	2	1	1,470
14 Ferry Road, Chester, CT	0.39	Single-Family Home	$420,000	09/24/25	4	1.5	2,025
36 Kings Highway, Chester, CT	0.18	Single-Family Home	$469,900	12/18/25	4	2	1,516

Nearby homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $347,300
3 bd
1 ba
1,232 sqft
181 Middlesex Avenue,
Chester, CT 06412
William Raveis Real Estate
OFF MARKET
Est. $526,100
3 bd
1.5 ba
1,800 sqft
190 Middlesex Turnpike,
Chester, CT 06412
Genovali Realty, Inc.
OFF MARKET
Est. $377,600
3 bd
1 ba
1,194 sqft
187 Middlesex Avenue,
Chester, CT 06412
Statewide Premier Prop. LLC
FOR SALE
3.2 ACRES
$2,200,000
4 bd
3.5 ba
3,957 sqft
47 East Kings Highway,
Chester, CT 06412
Chiarito Real Estate LLC
FOR SALE
NEW - 2 DAYS AGO
0.43 ACRES
$439,900
3 bd
1.5 ba
1,198 sqft
1 Kirtland Avenue,
Chester, CT 06412
Re/Max Valley Shore
OFF MARKET
Est. $496,400
3 bd
3 ba
2,268 sqft
56 Castle View Drive,
Chester, CT 06412
Berkshire Hathaway NE Prop.
SOLD
DEC 18, 2025
$469,900
4 bd
2 ba
1,516 sqft
36 Kings Highway,
Chester, CT 06412
Re/Max Valley Shore
OFF MARKET
Est. $390,500
3 bd
1 ba
1,533 sqft
14 Castle View Drive,
Chester, CT 06412
Puorro Realty Group
SOLD
JUN 12, 2026
$470,000
3 bd
1.5 ba
1,092 sqft
19 Castle View Drive,
Chester, CT 06412
Great Estates, CT
OFF MARKET
Est. $451,000
3 bd
3.5 ba
2,208 sqft
39 Castle View Drive,
Chester, CT 06412
RE/MAX Alliance
OFF MARKET
Est. $441,600
3 bd
1 ba
1,274 sqft
21 Castle View Drive,
Chester, CT 06412
William Pitt Sotheby's Int'l
OFF MARKET
Est. $528,000
3 bd
2.5 ba
1,820 sqft
37 Castle View Drive,
Chester, CT 06412
Great Estates, CT

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 182 Middlesex Ave.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
Resident
2y ago
"Local parades, community events and fairs and the friendliness of the neighborhoods. I am lucky to live here"
0
Flag
Jejoy924
Resident
6y ago
"Kindness and the feeling of community. Enjoy meeting new people and having new encounters. Kids in the neighborhood"
0
Flag
Lscd1959
Resident
7y ago
"Regular Sunday markets downtown. Great restaurants and shops. Very friendly staff. Walkable from my home"
1
Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item

PET FRIENDLY
$1,938 - $2,295/mo
Total price
1 bd
1 ba
Haddam Village Commons | Brookes Ct,
Haddam, CT 06438
PET FRIENDLY
$2,750/mo
Fees may apply
2 bd
1 ba
105 Bridge Rd #2,
Haddam, CT 06438
$1,552/mo
Fees may apply
Studio
1 ba
4 Norwich Rd,
East Haddam, CT 06423
PET FRIENDLY
$2,595/mo
Fees may apply
3 bd
2 ba
1556 Saybrook Rd #10de4fed3,
Haddam, CT 06438
$1,390/mo
Fees may apply
1 bd
1 ba
160 Main St #11019781,
Deep River, CT 06417
Contact for price
1-2 bd
1-2 ba
132 Main St #f320a52c6,
Chester, CT 06412
NEW - 1 DAY AGO
APPLY INSTANTLY
$2,000/mo
Total price
2 bd
1 ba
Address Not Disclosed,
Deep River, CT 06417
APPLY INSTANTLY
$8,000/mo
Total price
3 bd
3.5 ba
150 Ferry Rd #THE,
Old Lyme, CT 06371
APPLY INSTANTLY
$1,500/mo
Total price
1 bd
1 ba
Address Not Disclosed,
Deep River, CT 06417
APPLY INSTANTLY
$1,450/mo
Fees may apply
2 bd
1 ba
22 Spring St #B,
Deep River, CT 06417
NEW - 6 HRS AGO
$2,750/mo
Fees may apply
1 bd
1 ba
107 W Main St #1-B,
Chester, CT 06412
See more homes for rent in
Chester
Take a look

Skip to first item

Homes for sale near 182 Middlesex Ave

Skip to last item

NEW - 2 DAYS AGO
0.43 ACRES
$439,900
3 bd
1.5 ba
1,198 sqft
1 Kirtland Avenue,
Chester, CT 06412
Re/Max Valley Shore
0.27 ACRES
$299,900
3 bd
1 ba
1,217 sqft
92 Water Street,
Chester, CT 06412
SSG Real Estate LLC
0.28 ACRES
$274,900
1 bd
1 ba
1,034 sqft
90 Water Street,
Chester, CT 06412
SSG Real Estate LLC
0.68 ACRES
$499,000
3 bd
2 ba
1,188 sqft
135 Middlesex Avenue,
Chester, CT 06412
Re/Max Valley Shore
3.2 ACRES
$2,200,000
4 bd
3.5 ba
3,957 sqft
47 East Kings Highway,
Chester, CT 06412
Chiarito Real Estate LLC
2.05 ACRES
$900,000
4 bd
3 ba
3,343 sqft
136 Goose Hill Road,
Chester, CT 06412
RE/MAX One
0.52 ACRES
$399,900
2 bd
1 ba
1,817 sqft
79 River Street,
Deep River, CT 06417
Compass Connecticut, LLC
2.65 ACRES
$3,150,000
4 bd
5 ba
4,926 sqft
288 Middlesex Avenue,
Chester, CT 06412
Coldwell Banker Realty
See more homes for sale in
Chester
Take a look

Skip to first item

Off Market Homes Near 182 Middlesex Ave

Skip to last item

SOLD
JUL 6, 2026
$510,000
3 bd
2 ba
2,080 sqft
199 Petticoat Lane,
East Haddam, CT 06423
Berkshire Hathaway NE Prop.
SOLD
JUN 30, 2026
$325,000
3 bd
3 ba
1,436 sqft
102 West Bridge Street,
Deep River, CT 06417
Berkshire Hathaway NE Prop.
SOLD
JUN 29, 2026
$430,000
2 bd
1 ba
1,200 sqft
12 Jones Lane,
Deep River, CT 06417
William Raveis Real Estate
SOLD
JUN 25, 2026
$540,000
4 bd
3 ba
3,906 sqft
103 Old Chester Rd,
Haddam, CT 06438
SOLD
JUN 23, 2026
$580,000
3 bd
2.5 ba
2,646 sqft
4 Acorn Drive,
East Haddam, CT 06423
RE/MAX on the Bay
SOLD
JUN 22, 2026
$540,000
3 bd
1.5 ba
1,392 sqft
177 Union Street,
Deep River, CT 06417
William Pitt Sotheby's Int'l
SOLD
JUN 15, 2026
$563,500
4 bd
1.5 ba
1,241 sqft
64 River Lane,
Deep River, CT 06417
Coldwell Banker Realty
SOLD
JUN 12, 2026
$470,000
3 bd
1.5 ba
1,092 sqft
19 Castle View Drive,
Chester, CT 06412
Great Estates, CT
SOLD
JUN 11, 2026
$560,000
3 bd
2.5 ba
1,739 sqft
3 Ferry Road,
Lyme, CT 06371
Coldwell Banker Realty
SOLD
JUN 10, 2026
$225,000
11 Kings Highway,
Chester, CT 06412
William Raveis Real Estate
See more homes for sale in
Chester
Take a look

Skip to first item

182 Middlesex Ave
Chester, CT 06412

$389,600

$389,600

Local Information