19 MIDDLESEX AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(2)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Regional High School District 04
Neighborhood · ZIP 06412These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
19 Middlesex Ave measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Costs less per square foot than 73% of homes in Chester 06412
- Bigger than 65% of homes in Lower Connecticut River Valley County
What homes are worth in Chester 06412
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 55% of homes in Chester 06412.
How it measures up in Chester 06412
The dot is this home. The mark in the middle is the typical home in Chester 06412.
Pricier than 55% of homes nearby
Pricier than 27% of homes nearby
Bigger than 61% of homes nearby
Bigger than 36% of homes nearby
Newer than 49% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $552,828 | 55% of homes | 61% of homes |
| Price per ft²pricier than | $281 | 27% of homes | 46% of homes |
| Living areabigger than | 1,968 ft² | 61% of homes | 65% of homes |
| Lot sizebigger than | 0.89 ac | 36% of homes | 56% of homes |
| Year builtnewer than | 1965 | 49% of homes | 42% of homes |
About 19 Middlesex Ave
How much is 19 Middlesex Ave, Chester, CT worth?
The TopHap Estimate for 19 Middlesex Ave, Chester, CT is $552,828 as of Aug 30, 2026. The likely range is $485,747 to $619,909. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 19 Middlesex Ave, Chester, CT last sell?
19 Middlesex Ave, Chester, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 19 Middlesex Ave, Chester, CT?
19 Middlesex Ave, Chester, CT has 3 bedrooms, 2 bathrooms, 1,968 square feet of living space and a 0.89-acre lot.
When was 19 Middlesex Ave, Chester, CT built?
19 Middlesex Ave, Chester, CT was built in 1965, making it 61 years old. It is a ranch home. The building has 1 story.
What schools serve 19 Middlesex Ave, Chester, CT?
19 Middlesex Ave, Chester, CT is assigned to Chester Elementary School (elementary), rated B+; Valley Regional High School (high), rated B; John Winthrop Middle School (middle), rated C. All sit in Regional High School District 04. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 19 Middlesex Ave, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 55% of them ($552,828 against a typical $535,693), its price per square foot is higher than 27% of them ($281 against a typical $310), it is bigger than 61% of them (1,968 ft² against a typical 1,772 ft²), its lot is bigger than 36% of them (0.89 ac against a typical 1.32 ac) and it is newer than 49% of them (1965 against a typical 1966). Measured against all of Lower Connecticut River Valley County, it is worth more than 61% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 19 Middlesex Ave, Chester, CT?
The 2025 property tax bill for 19 Middlesex Ave, Chester, CT was $6,756. The county assessed it at $249,480.
More homes on Middlesex Ave
- 226 Middlesex Ave$706K4 bd · 2.5 ba · 2,029 ft² · Sold $695K · May 2026
- 79 Middlesex Ave$416K2 bd · 1 ba · 1,470 ft² · Sold $410K · May 2026
- 131 Middlesex Ave$546K3 bd · 2.5 ba · 1,664 ft² · Sold $530K · Feb 2026
- 108 Middlesex Ave$730K3 bd · 4.5 ba · 3,120 ft² · Sold $675K · May 2025
- 251 Middlesex Ave$396K4 bd · 1.5 ba · 1,644 ft² · Sold $360K · Feb 2025
- 96 Middlesex Ave$1.4M4 bd · 3.5 ba · 3,153 ft² · Sold $1.3M · Feb 2025
- 187 Middlesex Ave$253K3 bd · 1 ba · 1,164 ft² · Sold $225K · Oct 2024
- 248 Middlesex Ave$1.1M4 bd · 3.5 ba · 4,862 ft² · Sold $1M · Jun 2024
- 16 Middlesex Ave$536K3 bd · 2.5 ba · 1,511 ft² · Sold $480K · May 2024
- 20 Middlesex Ave$557K3 bd · 2.5 ba · 1,815 ft² · Sold $300K · Apr 2024
- 132 Middlesex Ave$311K2 bd · 1 ba · 1,001 ft² · Sold $270K · Mar 2024
- 181 Middlesex Ave$306K3 bd · 1 ba · 1,232 ft² · Sold $225K · Oct 2023
Closest homes
- 21 Middlesex Ave$421K182 ft · 3 bd · 3.5 ba · 1,464 ft² · Sold $250K · Jun 2005
- 17 Middlesex Ave$552K213 ft · 3 bd · 1 ba · 2,317 ft² · Sold $375K · Jul 2004
- 25 Middlesex Ave216 ft · 3 bd · 2.5 ba · 1,666 ft² · Sold $210K · Nov 2003
- 26 Middlesex Ave$467K277 ft · 3 bd · 1.5 ba · 1,496 ft² · Sold $400K · Jul 2023
- 24 Middlesex Ave$422K273 ft · 4 bd · 1.5 ba · 1,338 ft² · Sold $323K · Apr 2023
- 3 Gilbert Hill Rd263 ft · 2 bd · 1.5 ba · 1,111 ft² · Sold $275K · Feb 2004
- 28 Middlesex Ave$408K357 ft · 3 bd · 2.5 ba · 1,582 ft² · Sold $265K · Jan 2021
- 20 Middlesex Ave$557K286 ft · 3 bd · 2.5 ba · 1,815 ft² · Sold $300K · Apr 2024
More homes in Chester 06412
- 6 Jagger Ln$805K2 bd · 2.5 ba · 2,428 ft² · Sold $805K · Sep 2026
- 22 Goose Hill Rd$450K3 bd · 1.5 ba · 1,714 ft² · Sold $500K · Sep 2026
- 22 Ridge Rd$392K3 bd · 1 ba · 1,104 ft² · Sold $295K · Aug 2026
- 1 Kirtland Ave$452K3 bd · 1.5 ba · 1,198 ft² · Sold $452K · Aug 2026
- 42 Straits Rd$460K3 bd · 2.5 ba · 2,068 ft² · Sold $460K · Aug 2026
- 190 Pinnacle Ln4 bd · 3.5 ba · 2,305 ft² · Sold $280K · Aug 2026
- 201 Pinnacle Ln4.1 ac · Sold $120K · Aug 2026
- 220 Pinnacle Ln4.46 ac · Sold $280K · Aug 2026
- 15 Denlar Dr4 bd · 3 ba · 2,884 ft² · Sold $525K · Aug 2026
- 10 E Liberty St$1.1M5 bd · 3.5 ba · 3,324 ft² · Sold $1.1M · Jul 2026
- 3 Kirtland Ave$235K2 bd · 2 ba · 1,344 ft² · Sold $234K · Jul 2026
- 48 Winthrop Rd$442K4 bd · 2 ba · 1,683 ft² · Sold $440K · Jul 2026
Assigned schools
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