190 MIDDLESEX AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(12)
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
190 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.
- Has a bigger lot than 70% of homes in Lower Connecticut River Valley County
- Newer than 76% of homes in Chester 06412
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 49% 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 49% of homes nearby
Pricier than 42% of homes nearby
Bigger than 50% of homes nearby
Bigger than 50% of homes nearby
Newer than 76% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $534,508 | 49% of homes | 57% of homes |
| Price per ft²pricier than | $301 | 42% of homes | 56% of homes |
| Living areabigger than | 1,776 ft² | 50% of homes | 57% of homes |
| Lot sizebigger than | 1.32 ac | 50% of homes | 70% of homes |
| Year builtnewer than | 1987 | 76% of homes | 72% of homes |
About 190 Middlesex Ave
How much is 190 Middlesex Ave, Chester, CT worth?
The TopHap Estimate for 190 Middlesex Ave, Chester, CT is $534,508 as of Sep 24, 2026. The likely range is $509,220 to $559,796. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 190 Middlesex Ave, Chester, CT last sell?
190 Middlesex Ave, Chester, CT last sold on Jun 28, 2001 for $230,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 190 Middlesex Ave, Chester, CT?
190 Middlesex Ave, Chester, CT has 3 bedrooms, 1.5 bathrooms, 1,776 square feet of living space and a 1.32-acre lot.
When was 190 Middlesex Ave, Chester, CT built?
190 Middlesex Ave, Chester, CT was built in 1987, making it 39 years old. It is a colonial home. The building has 2 stories.
What schools serve 190 Middlesex Ave, Chester, CT?
190 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 B-. All sit in Regional High School District 04. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 190 Middlesex Ave, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 49% of them ($534,508 against a typical $538,424), its price per square foot is higher than 42% of them ($301 against a typical $310), it is bigger than 50% of them (1,776 ft² against a typical 1,776 ft²), its lot is bigger than 50% of them (1.32 ac against a typical 1.31 ac) and it is newer than 76% of them (1987 against a typical 1966). Measured against all of Lower Connecticut River Valley County, it is worth more than 57% 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 190 Middlesex Ave, Chester, CT?
The 2025 property tax bill for 190 Middlesex Ave, Chester, CT was $7,493. The county assessed it at $276,710.
More homes on Middlesex Ave
- 226 Middlesex Ave$709K4 bd · 2.5 ba · 2,029 ft² · Sold $695K · May 2026
- 79 Middlesex Ave$419K2 bd · 1 ba · 1,470 ft² · Sold $410K · May 2026
- 131 Middlesex Ave$549K3 bd · 2.5 ba · 1,664 ft² · Sold $530K · Feb 2026
- 108 Middlesex Ave$734K3 bd · 4.5 ba · 3,120 ft² · Sold $675K · May 2025
- 251 Middlesex Ave$398K4 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$254K3 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$554K3 bd · 2.5 ba · 1,511 ft² · Sold $480K · May 2024
- 20 Middlesex Ave$581K3 bd · 2.5 ba · 1,815 ft² · Sold $300K · Apr 2024
- 132 Middlesex Ave$332K2 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
- 53 Castle View Dr$447K193 ft · 3 bd · 1.5 ba · 1,356 ft² · Sold $14K · Aug 1980
- 55 Castle View Dr$396K313 ft · 2 bd · 1 ba · 1,092 ft² · Sold $235K · Dec 2006
- 182 Middlesex Ave$366K323 ft · 2 bd · 1.5 ba · 1,188 ft² · Sold $169K · Jan 2018
- 51 Castle View Dr$459K315 ft · 2 bd · 2.5 ba · 1,304 ft² · Sold $290K · Jan 2018
- 192 Middlesex Ave$654K298 ft · 4 bd · 3.5 ba · 2,766 ft² · Sold $333K · Jun 2019
- 57 Castle View Dr$386K439 ft · 3 bd · 2 ba · 1,304 ft² · Sold $255K · Dec 2013
- 52 Castle View Dr$372K426 ft · 3 bd · 1 ba · 1,020 ft² · Sold $30K · Feb 1972
- 184 Middlesex Ave$482K366 ft · 2 bd · 2 ba · 1,552 ft² · Sold $300K · Nov 2020
More homes in Chester 06412
- 25 Goose Hill Rd$430K2 bd · 1.5 ba · 902 ft² · Sold $430K · Sep 2026
- 6 Jagger Ln$805K2 bd · 2.5 ba · 2,428 ft² · Sold $805K · Sep 2026
- 22 Goose Hill Rd$500K3 bd · 1.5 ba · 1,714 ft² · Sold $500K · Sep 2026
- 22 Ridge Rd$410K3 bd · 1 ba · 1,104 ft² · Sold $295K · Aug 2026
- 1 Kirtland Ave$454K3 bd · 1.5 ba · 1,198 ft² · Sold $452K · Aug 2026
- 42 Straits Rd$462K3 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$236K2 bd · 2 ba · 1,344 ft² · Sold $234K · Jul 2026
Assigned schools
Explore the area
See this home in context
Open 190 Middlesex Ave on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map