16 HIGH ST
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
16 High St 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 79% of homes in Chester 06412
- Smaller than 72% of homes in Chester 06412
- Has a smaller lot than 90% of homes in Chester 06412
- Older than 98% 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 37% 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 37% of homes nearby
Pricier than 79% of homes nearby
Bigger than 28% of homes nearby
Bigger than 10% of homes nearby
Newer than 4% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $482,616 | 37% of homes | 48% of homes |
| Price per ft²pricier than | $360 | 79% of homes | 74% of homes |
| Living areabigger than | 1,340 ft² | 28% of homes | 34% of homes |
| Lot sizebigger than | 0.34 ac | 10% of homes | 27% of homes |
| Year builtnewer than | 1840 | 4% of homes | 2% of homes |
About 16 High St
How much is 16 High St, Chester, CT worth?
The TopHap Estimate for 16 High St, Chester, CT is $482,616 as of Sep 24, 2026. The likely range is $395,045 to $570,187. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 16 High St, Chester, CT last sell?
16 High St, Chester, CT last sold on Nov 14, 2000 for $234,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 16 High St, Chester, CT?
16 High St, Chester, CT has 3 bedrooms, 1 bathrooms, 1,340 square feet of living space and a 0.34-acre lot.
When was 16 High St, Chester, CT built?
16 High St, Chester, CT was built in 1840, making it 186 years old. It is a colonial home. The building has 2 stories.
What schools serve 16 High St, Chester, CT?
16 High St, 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 16 High St, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 37% of them ($482,616 against a typical $538,296), its price per square foot is higher than 79% of them ($360 against a typical $310), it is bigger than 28% of them (1,340 ft² against a typical 1,775 ft²), its lot is bigger than 10% of them (0.34 ac against a typical 1.32 ac) and it is newer than 4% of them (1840 against a typical 1967). Measured against all of Lower Connecticut River Valley County, it is worth more than 48% 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 16 High St, Chester, CT?
The 2025 property tax bill for 16 High St, Chester, CT was $5,264. The county assessed it at $194,390.
More homes on High St
- 27 High St$435K2 bd · 2 ba · 1,267 ft² · Sold $260K · Mar 2022
- 11 High St$425K3 bd · 2.5 ba · 1,798 ft² · Sold $210K · Oct 2017
- 25 High St$435K2 bd · 1 ba · 1,044 ft² · Sold $243K · Nov 2015
- 15 High St$655K3 bd · 2 ba · 2,348 ft² · Sold $455K · Jan 2014
- 10 High St$1M4 bd · 3.5 ba · 3,311 ft² · Sold $436K · May 2010
- 17 High St$748K3 bd · 3 ba · 2,880 ft² · Sold $336K · Jan 2010
- 19 High St$611K3 bd · 2 ba · 2,289 ft² · Sold $450K · Jul 2007
- 18 High St$653K3 bd · 2 ba · 2,170 ft² · Sold $290K · Jul 2006
- 31 High St # 354 bd · 3 ba · 2,572 ft² · Sold $205K · Aug 2001
- 1 High St$653K3 bd · 2.5 ba · 2,392 ft² · Sold $291K · Feb 2001
- 3 High St$429K2 bd · 1 ba · 1,106 ft² · Sold $190K · May 1999
- 22 High St$638K3 bd · 2 ba · 2,297 ft² · Sold $159K · Jul 1997
Closest homes
- 18 High St$653K62 ft · 3 bd · 2 ba · 2,170 ft² · Sold $290K · Jul 2006
- 14 High St$290K90 ft · 3 bd · 1.5 ba · 784 ft² · Sold Jan 1900
- 20 High St$383K136 ft · 3 bd · 1 ba · 952 ft² · Sold $23K · Jul 1972
- 3 Jagger Ln$579K165 ft · 3 bd · 2 ba · 1,890 ft² · Sold $340K · Jun 2016
- 1 Jagger Ln$666K198 ft · 3 bd · 2.5 ba · 2,218 ft² · Sold $394K · Dec 2003
- 22 High St$638K224 ft · 3 bd · 2 ba · 2,297 ft² · Sold $159K · Jul 1997
- 5 Jagger Ln$689K194 ft · 4 bd · 1.5 ba · 2,130 ft² · Sold Jan 1900
- 15 High St$655K285 ft · 3 bd · 2 ba · 2,348 ft² · Sold $455K · Jan 2014
More homes in Chester 06412
- 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
- 48 Winthrop Rd$445K4 bd · 2 ba · 1,683 ft² · Sold $440K · Jul 2026
Assigned schools
Explore the area
See this home in context
Open 16 High St 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