25 PLEASANT ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
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
25 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.
- Worth less than 95% of homes in Chester 06412
- Smaller than 90% of homes in Chester 06412
- Has a smaller lot than 85% of homes in Chester 06412
- Older than 90% 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 5% 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 5% of homes nearby
Pricier than 40% of homes nearby
Bigger than 10% of homes nearby
Bigger than 15% of homes nearby
Newer than 20% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $297,696 | 5% of homes | 11% of homes |
| Price per ft²pricier than | $297 | 40% of homes | 54% of homes |
| Living areabigger than | 1,002 ft² | 10% of homes | 12% of homes |
| Lot sizebigger than | 0.4 ac | 15% of homes | 33% of homes |
| Year builtnewer than | 1920 | 20% of homes | 10% of homes |
About 25 Pleasant St
How much is 25 Pleasant St, Chester, CT worth?
The TopHap Estimate for 25 Pleasant St, Chester, CT is $297,696 as of Sep 24, 2026. The likely range is $244,041 to $351,351. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 25 Pleasant St, Chester, CT last sell?
25 Pleasant St, Chester, CT last sold on Mar 3, 1997 for $102,500, according to the county's recorded deed.
How big is 25 Pleasant St, Chester, CT?
25 Pleasant St, Chester, CT has 3 bedrooms, 1 bathrooms, 1,002 square feet of living space and a 0.40-acre lot.
When was 25 Pleasant St, Chester, CT built?
25 Pleasant St, Chester, CT was built in 1920, making it 106 years old. It is a colonial home. The building has 2 stories.
What schools serve 25 Pleasant St, Chester, CT?
25 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 25 Pleasant St, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 5% of them ($297,696 against a typical $539,926), its price per square foot is higher than 40% of them ($297 against a typical $310), it is bigger than 10% of them (1,002 ft² against a typical 1,774 ft²), its lot is bigger than 15% of them (0.4 ac against a typical 1.32 ac) and it is newer than 20% of them (1920 against a typical 1966). Measured against all of Lower Connecticut River Valley County, it is worth more than 11% 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 25 Pleasant St, Chester, CT?
The 2025 property tax bill for 25 Pleasant St, Chester, CT was $3,632. The county assessed it at $134,120.
More homes on Pleasant St
- 62 Pleasant St$376K3 bd · 1 ba · 1,242 ft² · Sold $335K · Sep 2024
- 34 Pleasant St$459K4 bd · 2 ba · 1,927 ft² · Sold $385K · Jun 2023
- 16 Pleasant St$515K3 bd · 2 ba · 2,038 ft² · Sold $370K · Sep 2020
- 21 Pleasant St3 bd · 2 ba · 2,010 ft² · Sold $85K · May 2019
- 55 Pleasant St$778K3 bd · 2.5 ba · 2,531 ft² · Sold $430K · Jul 2018
- 12 Pleasant St$649K3 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$469K3 bd · 1.5 ba · 1,482 ft² · Sold $296K · Jul 2014
- 18 Pleasant St$679K3 bd · 2.5 ba · 2,322 ft² · Sold $318K · Apr 2014
- 30 Pleasant St$632K3 bd · 2 ba · 2,249 ft² · Sold $425K · Jun 2012
- 48 Pleasant St$541K4 bd · 3 ba · 3,103 ft² · Sold $111K · May 2007
- 54 Pleasant St$770K4 bd · 3.5 ba · 2,880 ft² · Sold $481K · May 2007
Closest homes
- 31 Pleasant St$470K129 ft · 4 bd · 1.5 ba · 1,788 ft² · Sold $270K · Mar 2003
- 29 Pleasant St$422K126 ft · 3 bd · 1 ba · 1,328 ft² · Sold $25K · Jun 1972
- 33 Pleasant St$450K204 ft · 3 bd · 1 ba · 1,364 ft² · Sold Jan 1900
- 35 Pleasant St$582K215 ft · 3 bd · 2.5 ba · 2,007 ft² · Sold $189K · May 1994
- 21 Pleasant St221 ft · 3 bd · 2 ba · 2,010 ft² · Sold $85K · May 2019
- 37 Pleasant St$398K300 ft · 2 bd · 1.5 ba · 1,217 ft² · Sold $305K · Oct 2004
- 27 Pleasant St$558K306 ft · 3 bd · 2.5 ba · 1,726 ft² · Sold $250K · Sep 1999
- W Main St410 ft · 5.01 ac · Sold Jan 1900
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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