20 HIGH ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(1)
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
20 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.
- Worth less than 86% of homes in Chester 06412
- Costs more per square foot than 89% of homes in Chester 06412
- Smaller than 92% of homes in Chester 06412
- Has a smaller lot than 75% of homes in Chester 06412
- Older than 88% 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 14% 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 14% of homes nearby
Pricier than 89% of homes nearby
Bigger than 8% of homes nearby
Bigger than 25% of homes nearby
Newer than 23% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $383,320 | 14% of homes | 28% of homes |
| Price per ft²pricier than | $403 | 89% of homes | 81% of homes |
| Living areabigger than | 952 ft² | 8% of homes | 10% of homes |
| Lot sizebigger than | 0.55 ac | 25% of homes | 44% of homes |
| Year builtnewer than | 1926 | 23% of homes | 12% of homes |
About 20 High St
How much is 20 High St, Chester, CT worth?
The TopHap Estimate for 20 High St, Chester, CT is $383,320 as of Sep 24, 2026. The likely range is $365,141 to $401,499. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 20 High St, Chester, CT last sell?
20 High St, Chester, CT last sold on Jul 19, 1972 for $22,500, according to the county's recorded deed.
How big is 20 High St, Chester, CT?
20 High St, Chester, CT has 3 bedrooms, 1 bathrooms, 952 square feet of living space and a 0.55-acre lot.
When was 20 High St, Chester, CT built?
20 High St, Chester, CT was built in 1926, making it 100 years old. It is a cape cod home. The building has 2 stories.
What schools serve 20 High St, Chester, CT?
20 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 20 High St, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 14% of them ($383,320 against a typical $539,039), its price per square foot is higher than 89% of them ($403 against a typical $310), it is bigger than 8% of them (952 ft² against a typical 1,774 ft²), its lot is bigger than 25% of them (0.55 ac against a typical 1.29 ac) and it is newer than 23% of them (1926 against a typical 1967). Measured against all of Lower Connecticut River Valley County, it is worth more than 28% 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 20 High St, Chester, CT?
The 2025 property tax bill for 20 High St, Chester, CT was $4,267. The county assessed it at $157,570.
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
- 16 High St$483K3 bd · 1 ba · 1,340 ft² · Sold $234K · Nov 2000
- 3 High St$429K2 bd · 1 ba · 1,106 ft² · Sold $190K · May 1999
Closest homes
- 18 High St$653K77 ft · 3 bd · 2 ba · 2,170 ft² · Sold $290K · Jul 2006
- 22 High St$638K91 ft · 3 bd · 2 ba · 2,297 ft² · Sold $159K · Jul 1997
- 16 High St$483K136 ft · 3 bd · 1 ba · 1,340 ft² · Sold $234K · Nov 2000
- 14 High St$290K216 ft · 3 bd · 1.5 ba · 784 ft² · Sold Jan 1900
- 24 High St$583K233 ft · 2 bd · 2 ba · 1,610 ft² · Sold Jan 1900
- 3 Jagger Ln$579K302 ft · 3 bd · 2 ba · 1,890 ft² · Sold $340K · Jun 2016
- 1 Jagger Ln$666K326 ft · 3 bd · 2.5 ba · 2,218 ft² · Sold $394K · Dec 2003
- 23 N Main St$611K270 ft · 3 bd · 2.5 ba · 1,383 ft² · Sold $393K · Aug 2016
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
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