45 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.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
45 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 more per square foot than 66% of homes in Lower Connecticut River Valley County
- Has a smaller lot than 95% of homes in Chester 06412
- Older than 91% 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 59% 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 59% of homes nearby
Pricier than 63% of homes nearby
Bigger than 48% of homes nearby
Bigger than 5% of homes nearby
Newer than 16% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $573,728 | 59% of homes | 63% of homes |
| Price per ft²pricier than | $329 | 63% of homes | 66% of homes |
| Living areabigger than | 1,744 ft² | 48% of homes | 55% of homes |
| Lot sizebigger than | 0.24 ac | 5% of homes | 19% of homes |
| Year builtnewer than | 1906 | 16% of homes | 9% of homes |
About 45 Middlesex Ave
How much is 45 Middlesex Ave, Chester, CT worth?
The TopHap Estimate for 45 Middlesex Ave, Chester, CT is $573,728 as of Oct 21, 2026. The likely range is $545,533 to $601,923. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 45 Middlesex Ave, Chester, CT last sell?
45 Middlesex Ave, Chester, CT last sold on Nov 17, 2003 for $278,500, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 45 Middlesex Ave, Chester, CT?
45 Middlesex Ave, Chester, CT has 4 bedrooms, 2 bathrooms, 1,744 square feet of living space and a 0.24-acre lot.
When was 45 Middlesex Ave, Chester, CT built?
45 Middlesex Ave, Chester, CT was built in 1906, making it 120 years old. It is a colonial home. The building has 2 stories.
What schools serve 45 Middlesex Ave, Chester, CT?
45 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 45 Middlesex Ave, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 59% of them ($573,728 against a typical $538,296), its price per square foot is higher than 63% of them ($329 against a typical $310), it is bigger than 48% of them (1,744 ft² against a typical 1,782 ft²), its lot is bigger than 5% of them (0.24 ac against a typical 1.31 ac) and it is newer than 16% of them (1906 against a typical 1967). Measured against all of Lower Connecticut River Valley County, it is worth more than 63% 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 45 Middlesex Ave, Chester, CT?
The 2025 property tax bill for 45 Middlesex Ave, Chester, CT was $6,570. The county assessed it at $242,620.
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
- 2 Pratt St$504K78 ft · 3 bd · 1.5 ba · 1,320 ft² · Sold $275K · Sep 2020
- 9 Maple St121 ft · 1 bd · 1 ba · 712 ft² · Sold Jan 1900
- 9 Maple St121 ft · 1 bd · 1 ba · 716 ft² · Sold Jan 1900
- 37 Middlesex Ave$805K249 ft · 5 bd · 3.5 ba · 3,523 ft² · Sold $263K · Oct 1993
- 6 Pratt St$505K195 ft · 3 bd · 1.5 ba · 1,575 ft² · Sold $150K · Feb 1991
- 40 Middlesex Ave215 ft · 4 bd · 3 ba · 2,311 ft² · Sold $343K · Feb 2021
- 51 Middlesex Ave321 ft · 4 bd · 3.5 ba · 3,586 ft² · Sold $190K · Jul 1999
- 8 Pratt St$527K272 ft · 3 bd · 1.5 ba · 1,918 ft² · Sold $294K · Sep 2015
More homes in Chester 06412
- 11 Castle View Dr$503K3 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$491K3 bd · 2 ba · 1,267 ft² · Sold $140K · Sep 2026
- 25 Goose Hill Rd$432K2 bd · 1.5 ba · 902 ft² · Sold $430K · Sep 2026
- 6 Jagger Ln$809K2 bd · 2.5 ba · 2,428 ft² · Sold $805K · Sep 2026
- 22 Goose Hill Rd$503K3 bd · 1.5 ba · 1,714 ft² · Sold $500K · Sep 2026
- 22 Ridge Rd$390K3 bd · 1 ba · 1,104 ft² · Sold $295K · Aug 2026
- 1 Kirtland Ave$457K3 bd · 1.5 ba · 1,198 ft² · Sold $452K · Aug 2026
- 42 Straits Rd$465K3 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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