116 MIDDLESEX AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
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
116 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.
- Worth less than 69% of homes in Chester 06412
- Costs less per square foot than 92% of homes in Chester 06412
- Has a bigger lot than 77% of homes in Lower Connecticut River Valley County
- Older than 96% 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 31% 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 31% of homes nearby
Pricier than 8% of homes nearby
Bigger than 55% of homes nearby
Bigger than 59% of homes nearby
Newer than 7% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $459,911 | 31% of homes | 44% of homes |
| Price per ft²pricier than | $246 | 8% of homes | 27% of homes |
| Living areabigger than | 1,872 ft² | 55% of homes | 61% of homes |
| Lot sizebigger than | 1.85 ac | 59% of homes | 77% of homes |
| Year builtnewer than | 1870 | 7% of homes | 4% of homes |
About 116 Middlesex Ave
How much is 116 Middlesex Ave, Chester, CT worth?
The TopHap Estimate for 116 Middlesex Ave, Chester, CT is $459,911 as of Sep 24, 2026. The likely range is $252,993 to $666,829. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 116 Middlesex Ave, Chester, CT last sell?
116 Middlesex Ave, Chester, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 116 Middlesex Ave, Chester, CT?
116 Middlesex Ave, Chester, CT has 3 bedrooms, 2 bathrooms, 1,872 square feet of living space and a 1.85-acre lot.
When was 116 Middlesex Ave, Chester, CT built?
116 Middlesex Ave, Chester, CT was built in 1870, making it 156 years old. It is a colonial home. The building has 2 stories.
What schools serve 116 Middlesex Ave, Chester, CT?
116 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 116 Middlesex Ave, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 31% of them ($459,911 against a typical $539,039), its price per square foot is higher than 8% of them ($246 against a typical $310), it is bigger than 55% of them (1,872 ft² against a typical 1,781 ft²), its lot is bigger than 59% of them (1.85 ac against a typical 1.3 ac) and it is newer than 7% of them (1870 against a typical 1966). Measured against all of Lower Connecticut River Valley County, it is worth more than 44% 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 116 Middlesex Ave, Chester, CT?
The 2025 property tax bill for 116 Middlesex Ave, Chester, CT was $8,233. The county assessed it at $304,010.
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
- 122 Middlesex Ave$664K206 ft · 3 bd · 3 ba · 3,270 ft² · Sold $140K · Jan 1991
- 108 Middlesex Ave$734K250 ft · 3 bd · 4.5 ba · 3,120 ft² · Sold $675K · May 2025
- 124 Middlesex Ave$442K294 ft · 3 bd · 2 ba · 1,373 ft² · Sold $300K · Jul 2006
- 104 Middlesex Ave359 ft · 2.37 ac · Sold $70K · Mar 2002
- 112 Middlesex Ave$872K304 ft · 3 bd · 4.5 ba · 3,168 ft² · Sold Jan 1900
- 126 Middlesex Ave$504K376 ft · 2 bd · 2 ba · 1,373 ft² · Sold $360K · May 2022
- 114 Middlesex Ave$756K318 ft · 4 bd · 2.5 ba · 2,800 ft² · Sold $374K · Jun 2004
- 121 Middlesex Ave$869K492 ft · 3 bd · 2.5 ba · 2,316 ft² · Sold $475K · Mar 2015
More homes in Chester 06412
- 11 Castle View Dr$497K3 bd · 2 ba · 1,638 ft² · Sold $503K · Oct 2026
- 136 Goose Hill Rd$825K3 bd · 2.5 ba · 2,702 ft² · Sold $825K · Oct 2026
- 3 Story Hill Rd$445K3 bd · 2 ba · 1,267 ft² · Sold $140K · Sep 2026
- 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
Assigned schools
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