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

192 Middlesex Ave
Chester, CT 06412

3 Beds
2.5 Baths
2,582 sqft (on 2 acres)

$680,000

Trulia Estimate

as of Jul 25, 2026

Est. Refi. Payment $4,666/mo*

Refinance Your Home

$680,000

Trulia Estimate

as of Jul 25, 2026

Est. Refi. Payment $4,666/mo*

Refinance Your Home

3 Beds

2.5 Baths

2,582 sqft

(on 2 acres)

Local Information

Map ViewExplore the area around 192 Middlesex Ave.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1996

Lot Size

2 acres

Living Area

2,582 sqft

Price/Sqft

$263

Parking

Garage

About this House

Private setting with the convenience of shopping and commuting! Gleaming hard wood floors and fresh paint make this 3 bedroom Colonial move in ready! Open floor plan with fireplace off the eat-in kitchen ~ relax on the front porch or entertain on the back deck. Come see!

192 Middlesex Ave, Chester, CT 06412 is a 3 bedroom, 3 bathroom, 2,582 sqft single-family home built in 1996. It last sold for $333,000 on Jun 4, 2019. It is currently off market. The Trulia Estimate is $680,000, with a rent estimate of $4,460/month.

Home Details for 192 Middlesex Ave

Interior Features
Heating & Cooling Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 8
Fireplace & Spa Fireplace
Security Security System

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: Wood
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1996Year Updated: 2000
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Lot Information
Lot Area: 2.00 acres

Price History for 192 Middlesex Ave

Date	Price	Event	Source
06/04/2019	$333,000	Sold	Smart MLS #170131816
Recording Date 06/04/2019 County Transfer Tax N/A Total Transfer Tax N/A
04/27/2016	$268,500	Sold	Smart MLS #N10099303
Recording Date 04/27/2016 County Transfer Tax N/A Total Transfer Tax N/A
04/13/2016	$275,000	Pending	Agent Provided

03/23/2016	$275,000	PriceChange	Agent Provided
Price Change $24,900 (-8%)
02/18/2016	$299,900	PriceChange	Agent Provided
Price Change $15,000 (-5%)
01/19/2016	$314,900	PriceChange	Agent Provided
Price Change $10,000 (-3%)
12/17/2015	$324,900	Listed For Sale	Agent Provided

06/29/2012	$435,000	ListingRemoved	Agent Provided

03/29/2012	$435,000	PriceChange	Agent Provided
Price Change $4,000 (-1%)
09/07/2011	$439,000	Listed For Sale	Agent Provided

06/25/1990	$215,000	Sold	N/A
Recording Date 06/25/1990 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chester

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

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Property Tax and Assessment

Year	2025
Tax	$9,759
Assessment	$360,360

Home facts updated by county records

Comparable Sales for 192 Middlesex Ave

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
226 Middlesex Avenue, Chester, CT	0.32	Single-Family Home	$695,000	05/15/26	4	2.5	2,029
36 Kings Highway, Chester, CT	0.26	Single-Family Home	$469,900	12/18/25	4	2	1,516
59 Castle View Dr, Chester, CT	0.11	Single-Family Home	$283,330	11/25/25	3	2	1,300
1 Ferry Road, Chester, CT	0.47	Single-Family Home	$635,000	04/30/26	3	3	2,752
47 Ferry Road, Chester, CT	0.30	Single-Family Home	$1,275,000	12/12/25	3	3	2,664
14 Ferry Road, Chester, CT	0.41	Single-Family Home	$420,000	09/24/25	4	1.5	2,025
19 Castle View Drive, Chester, CT	0.16	Single-Family Home	$470,000	06/12/26	3	1.5	1,092
3 KIRTLAND Avenue, Chester, CT	0.07	Single-Family Home	$233,600	07/23/26	2	2	1,344
136 Goose Hill Road, Chester, CT	0.77	Single-Family Home	$410,000	09/26/25	4	3	3,343
1 Ferry Rd, Chester, CT	0.47	Single-Family Home	$635,000	05/01/26	4	3	2,242

Nearby homes

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

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OFF MARKET
Est. $486,100
3 bd
1.5 ba
1,800 sqft
190 Middlesex Turnpike,
Chester, CT 06412
Genovali Realty, Inc.
SOLD
JUL 23, 2026
$233,600
2 bd
2 ba
1,344 sqft
3 KIRTLAND Avenue,
Chester, CT 06412
Realhome Services & Solutions
OFF MARKET
Est. $488,200
3 bd
3 ba
2,268 sqft
56 Castle View Drive,
Chester, CT 06412
Berkshire Hathaway NE Prop.
OFF MARKET
Est. $338,300
3 bd
1 ba
1,232 sqft
181 Middlesex Avenue,
Chester, CT 06412
William Raveis Real Estate
OFF MARKET
Est. $378,400
3 bd
1 ba
1,533 sqft
14 Castle View Drive,
Chester, CT 06412
Puorro Realty Group
OFF MARKET
Est. $362,000
3 bd
1 ba
1,194 sqft
187 Middlesex Avenue,
Chester, CT 06412
Statewide Premier Prop. LLC
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. $425,500
3 bd
1 ba
1,274 sqft
21 Castle View Drive,
Chester, CT 06412
William Pitt Sotheby's Int'l
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
OFF MARKET
Est. $461,500
3 bd
3.5 ba
2,208 sqft
39 Castle View Drive,
Chester, CT 06412
RE/MAX Alliance
OFF MARKET
Est. $430,000
3 bd
1 ba
1,080 sqft
33 Castle View Drive,
Chester, CT 06412
Re/Max Valley Shore
OFF MARKET
Est. $513,100
3 bd
2.5 ba
1,820 sqft
37 Castle View Drive,
Chester, CT 06412
Great Estates, CT

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Additional Cost

Assigned Schools

These are the assigned schools for 192 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
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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

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PET FRIENDLY
$1,938 - $2,295/mo
Total price
1 bd
1 ba
Haddam Village Commons | 3 Brookes Ct,
Haddam, CT 06438
PET FRIENDLY
$2,700/mo
Fees may apply
2 bd
1 ba
105 Bridge Rd #2,
Haddam, CT 06438
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
Contact for price
1-2 bd
1-2 ba
10 Prospect St #f320a52c6,
Deep River, CT 06417
Contact for price
1-2 bd
1-2 ba
3 S Wig Hill Rd #f320a52c6,
Chester, CT 06412
APPLY INSTANTLY
$2,000/mo
Total price
2 bd
1 ba
Address Not Disclosed,
Deep River, CT 06417
APPLY INSTANTLY
$10,000/mo
Total price
3 bd
3.5 ba
150 Ferry Rd #THE,
Old Lyme, CT 06371
$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
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Homes for sale near 192 Middlesex Ave

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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
OPEN SAT, 11-12:30PM
2.05 ACRES
$900,000
4 bd
3 ba
3,343 sqft
136 Goose Hill Road,
Chester, CT 06412
RE/MAX One
NEW
OPEN SAT, 10-12PM
COMING SOON 7/25
2.39 ACRES
$385,000
2 bd
1.5 ba
1,454 sqft
25 Goose Hill Road,
Chester, CT 06412
William Pitt Sotheby's Int'l
0.68 ACRES
$499,000
3 bd
2 ba
1,188 sqft
135 Middlesex 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
2.65 ACRES
$3,150,000
4 bd
5 ba
4,926 sqft
288 Middlesex Avenue,
Chester, CT 06412
Coldwell Banker Realty
0.28 ACRES
$274,900
1 bd
1 ba
1,034 sqft
90 Water Street,
Chester, CT 06412
SSG Real Estate LLC
COMING SOON 7/25
2.71 ACRES
$495,000
3 bd
2.5 ba
2,068 sqft
42 Straits Road,
Chester, CT 06412
William Raveis/First Town RE
4.35 ACRES
$925,000
4 bd
2.5 ba
2,841 sqft
10 Shelter Rock Road,
East Haddam, CT 06423
Coldwell Banker Realty
15.22 ACRES
$5,775,000
4 bd
3.5 ba
9,852 sqft
89 River Road,
East Haddam, CT 06423
William Pitt Sotheby's Int'l
See more homes for sale in
Chester
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Off Market Homes Near 192 Middlesex Ave

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SOLD
JUL 24, 2026
$345,000
2 bd
1 ba
912 sqft
8 Prospect Hill,
Deep River, CT 06417
Berkshire Hathaway NE Prop.
SOLD
JUL 24, 2026
$687,500
3 bd
2.5 ba
1,999 sqft
12 Maritone Lane,
Deep River, CT 06417
William Pitt Sotheby's Int'l
SOLD
JUL 20, 2026
$675,000
4 bd
3 ba
2,641 sqft
11 Phelps Road,
East Haddam, CT 06423
Agnelli Real Estate
SOLD
JUL 10, 2026
$900,000
2 bd
1 ba
2,736 sqft
84 Little Meadow Road,
Haddam, CT 06438
Premier Re Group LLC
SOLD
JUL 10, 2026
$675,000
2 bd
1 ba
932 sqft
3 Conn River Road,
East Haddam, CT 06423
William Raveis Real Estate
SOLD
JUL 10, 2026
$600,000
4 bd
2 ba
8,382 sqft
26 Ferry Road,
Chester, CT 06412
VC Property Group, LLC
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
JUL 2, 2026
$695,000
5 bd
2.5 ba
3,862 sqft
59-61 Wig Hill Road,
Chester, CT 06412
William Pitt Sotheby's Int'l
SOLD
JUN 30, 2026
$699,900
4 bd
2.5 ba
2,154 sqft
2 Ella Ru Court,
East Haddam, CT 06423
Eagle Eye Realty PLLC
SOLD
JUN 29, 2026
$430,000
2 bd
1 ba
1,200 sqft
12 Jones Lane,
Deep River, CT 06417
William Raveis Real Estate
See more homes for sale in
Chester
Take a look

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192 Middlesex Ave
Chester, CT 06412

$680,000

$680,000