75 MIDDLESEX AVE
Valuation
Tax & Assessment
Property Facts
Transaction History(8)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Foreclosure Filings(1)
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
75 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 smaller lot than 71% of homes in Chester 06412
- Newer than 91% 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 45% 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 45% of homes nearby
Pricier than 56% of homes nearby
Bigger than 43% of homes nearby
Bigger than 29% of homes nearby
Newer than 91% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $520,138 | 45% of homes | 55% of homes |
| Price per ft²pricier than | $319 | 56% of homes | 63% of homes |
| Living areabigger than | 1,632 ft² | 43% of homes | 50% of homes |
| Lot sizebigger than | 0.66 ac | 29% of homes | 49% of homes |
| Year builtnewer than | 2001 | 91% of homes | 88% of homes |
About 75 Middlesex Ave
How much is 75 Middlesex Ave, Chester, CT worth?
The TopHap Estimate for 75 Middlesex Ave, Chester, CT is $520,138 as of Sep 24, 2026. The likely range is $500,429 to $539,847. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 75 Middlesex Ave, Chester, CT last sell?
75 Middlesex Ave, Chester, CT last sold on Aug 17, 2021 for $360,137, according to the county's recorded deed. TopHap holds 6 recorded sales for this parcel.
How big is 75 Middlesex Ave, Chester, CT?
75 Middlesex Ave, Chester, CT has 3 bedrooms, 1.5 bathrooms, 1,632 square feet of living space and a 0.66-acre lot.
When was 75 Middlesex Ave, Chester, CT built?
75 Middlesex Ave, Chester, CT was built in 2001, making it 25 years old. It is a colonial home. The building has 2 stories.
What schools serve 75 Middlesex Ave, Chester, CT?
75 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 75 Middlesex Ave, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 45% of them ($520,138 against a typical $538,395), its price per square foot is higher than 56% of them ($319 against a typical $310), it is bigger than 43% of them (1,632 ft² against a typical 1,774 ft²), its lot is bigger than 29% of them (0.66 ac against a typical 1.3 ac) and it is newer than 91% of them (2001 against a typical 1966). Measured against all of Lower Connecticut River Valley County, it is worth more than 55% 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 75 Middlesex Ave, Chester, CT?
The 2025 property tax bill for 75 Middlesex Ave, Chester, CT was $7,605. The county assessed it at $280,840.
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
- 77 Middlesex Ave$457K104 ft · 3 bd · 1 ba · 1,488 ft² · Sold $16K · Aug 1965
- 71 Middlesex Ave$407K170 ft · 3 bd · 1.5 ba · 1,434 ft² · Sold $180K · Jun 2012
- 79 Middlesex Ave$419K210 ft · 2 bd · 1 ba · 1,470 ft² · Sold $410K · May 2026
- 81 Middlesex Ave$416K352 ft · 2 bd · 1 ba · 1,148 ft² · Sold Jan 1900
- 67 Middlesex Ave362 ft · 3 bd · 2.5 ba · 1,152 ft² · Sold $170K · May 2016
- 83 Middlesex Ave$425K398 ft · 3 bd · 1 ba · 1,128 ft² · Sold $207K · Dec 2005
- 65 Middlesex Ave$237K470 ft · 2 bd · 1 ba · 739 ft² · Sold $175K · Apr 2023
- 76 Middlesex Ave$631K383 ft · 5 bd · 2 ba · 1,963 ft² · Sold $475K · Feb 2022
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
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