21 PLEASANT ST
Valuation
Tax & Assessment
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
21 Pleasant 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.
- Bigger than 67% of homes in Lower Connecticut River Valley County
- Has a smaller lot than 74% of homes in Chester 06412
- Older than 97% of homes in Lower Connecticut River Valley County
How it measures up in Chester 06412
The dot is this home. The mark in the middle is the typical home in Chester 06412.
Bigger than 62% of homes nearby
Bigger than 26% of homes nearby
Newer than 5% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Living areabigger than | 2,010 ft² | 62% of homes | 67% of homes |
| Lot sizebigger than | 0.59 ac | 26% of homes | 46% of homes |
| Year builtnewer than | 1850 | 5% of homes | 3% of homes |
About 21 Pleasant St
When did 21 Pleasant St, Chester, CT last sell?
21 Pleasant St, Chester, CT last sold on May 17, 2019 for $84,950, according to the county's recorded deed.
How big is 21 Pleasant St, Chester, CT?
21 Pleasant St, Chester, CT has 3 bedrooms, 2 bathrooms, 2,010 square feet of living space and a 0.59-acre lot.
When was 21 Pleasant St, Chester, CT built?
21 Pleasant St, Chester, CT was built in 1850, making it 176 years old. It is a duplex single home. The building has 2 stories.
What schools serve 21 Pleasant St, Chester, CT?
21 Pleasant 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 21 Pleasant St, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is bigger than 62% of them (2,010 ft² against a typical 1,776 ft²), its lot is bigger than 26% of them (0.59 ac against a typical 1.31 ac) and it is newer than 5% of them (1850 against a typical 1966). These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 21 Pleasant St, Chester, CT?
The 2025 property tax bill for 21 Pleasant St, Chester, CT was $5,785. The county assessed it at $213,640.
More homes on Pleasant St
- 62 Pleasant St$378K3 bd · 1 ba · 1,242 ft² · Sold $335K · Sep 2024
- 34 Pleasant St$530K4 bd · 2 ba · 1,927 ft² · Sold $385K · Jun 2023
- 16 Pleasant St$550K3 bd · 2 ba · 2,038 ft² · Sold $370K · Sep 2020
- 55 Pleasant St$794K3 bd · 2.5 ba · 2,531 ft² · Sold $430K · Jul 2018
- 12 Pleasant St$682K3 bd · 2.5 ba · 2,104 ft² · Sold $433K · Apr 2017
- 40 Pleasant St4 bd · 2 ba · 2,689 ft² · Sold Apr 2015
- 38 Pleasant St$456K3 bd · 1.5 ba · 1,482 ft² · Sold $296K · Jul 2014
- 18 Pleasant St$681K3 bd · 2.5 ba · 2,322 ft² · Sold $318K · Apr 2014
- 30 Pleasant St$657K3 bd · 2 ba · 2,249 ft² · Sold $425K · Jun 2012
- 48 Pleasant St$538K4 bd · 3 ba · 3,103 ft² · Sold $111K · May 2007
- 54 Pleasant St$772K4 bd · 3.5 ba · 2,880 ft² · Sold $481K · May 2007
- 37 Pleasant St$411K2 bd · 1.5 ba · 1,217 ft² · Sold $305K · Oct 2004
Closest homes
- 29 Pleasant St$431K147 ft · 3 bd · 1 ba · 1,328 ft² · Sold $25K · Jun 1972
- 17 Pleasant St$606K163 ft · 3 bd · 2.5 ba · 2,216 ft² · Sold Jan 1900
- 31 Pleasant St$495K236 ft · 4 bd · 1.5 ba · 1,788 ft² · Sold $270K · Mar 2003
- 25 Pleasant St$295K221 ft · 3 bd · 1 ba · 1,002 ft² · Sold $103K · Mar 1997
- 24 Pleasant St$669K232 ft · 3 bd · 2.5 ba · 2,380 ft² · Sold Jan 1900
- 18 Pleasant St$681K213 ft · 3 bd · 2.5 ba · 2,322 ft² · Sold $318K · Apr 2014
- 15 Pleasant St$552K298 ft · 2 bd · 2 ba · 1,834 ft² · Sold Jan 1900
- 32 Pleasant St$533K349 ft · 2 bd · 2 ba · 1,645 ft² · Sold Jan 1900
More homes in Chester 06412
- 22 Ridge Rd$392K3 bd · 1 ba · 1,104 ft² · Sold $295K · Aug 2026
- 1 Kirtland Ave$452K3 bd · 1.5 ba · 1,198 ft² · Sold $452K · Aug 2026
- 42 Straits Rd$460K3 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$235K2 bd · 2 ba · 1,344 ft² · Sold $234K · Jul 2026
- 48 Winthrop Rd$442K4 bd · 2 ba · 1,683 ft² · Sold $440K · Jul 2026
- 12 Meadow Ln$518K3 bd · 3 ba · 1,684 ft² · Sold $515K · Jul 2026
- 61 Maple St$141K2 bd · 1 ba · 672 ft² · Sold $140K · Jul 2026
Assigned schools
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