18 PLEASANT ST
Valuation
Tax & Assessment
Property Facts
Transaction History(3)
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
18 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 more than 76% of homes in Lower Connecticut River Valley County
- Bigger than 77% of homes in Lower Connecticut River Valley County
- Has a smaller lot than 78% of homes in Chester 06412
- Older than 96% 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 73% 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 73% of homes nearby
Pricier than 36% of homes nearby
Bigger than 75% of homes nearby
Bigger than 22% of homes nearby
Newer than 8% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $678,871 | 73% of homes | 76% of homes |
| Price per ft²pricier than | $292 | 36% of homes | 52% of homes |
| Living areabigger than | 2,322 ft² | 75% of homes | 77% of homes |
| Lot sizebigger than | 0.5 ac | 22% of homes | 41% of homes |
| Year builtnewer than | 1875 | 8% of homes | 4% of homes |
About 18 Pleasant St
How much is 18 Pleasant St, Chester, CT worth?
The TopHap Estimate for 18 Pleasant St, Chester, CT is $678,871 as of Sep 24, 2026. The likely range is $591,116 to $766,626. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 18 Pleasant St, Chester, CT last sell?
18 Pleasant St, Chester, CT last sold on Apr 28, 2014 for $318,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 18 Pleasant St, Chester, CT?
18 Pleasant St, Chester, CT has 3 bedrooms, 2.5 bathrooms, 2,322 square feet of living space and a 0.50-acre lot.
When was 18 Pleasant St, Chester, CT built?
18 Pleasant St, Chester, CT was built in 1875, making it 151 years old. It is a colonial home. The building has 2 stories.
What schools serve 18 Pleasant St, Chester, CT?
18 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 18 Pleasant St, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 73% of them ($678,871 against a typical $538,395), its price per square foot is higher than 36% of them ($292 against a typical $310), it is bigger than 75% of them (2,322 ft² against a typical 1,774 ft²), its lot is bigger than 22% of them (0.5 ac against a typical 1.3 ac) and it is newer than 8% of them (1875 against a typical 1966). Measured against all of Lower Connecticut River Valley County, it is worth more than 76% 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 18 Pleasant St, Chester, CT?
The 2025 property tax bill for 18 Pleasant St, Chester, CT was $8,826. The county assessed it at $325,920.
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
- 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
- 37 Pleasant St$398K2 bd · 1.5 ba · 1,217 ft² · Sold $305K · Oct 2004
Closest homes
- 16 Pleasant St$515K172 ft · 3 bd · 2 ba · 2,038 ft² · Sold $370K · Sep 2020
- 24 Pleasant St$632K195 ft · 3 bd · 2.5 ba · 2,380 ft² · Sold Jan 1900
- 17 Pleasant St$560K210 ft · 3 bd · 2.5 ba · 2,216 ft² · Sold Jan 1900
- 21 Pleasant St213 ft · 3 bd · 2 ba · 2,010 ft² · Sold $85K · May 2019
- 30 Pleasant St$632K227 ft · 3 bd · 2 ba · 2,249 ft² · Sold $425K · Jun 2012
- 15 Pleasant St$544K289 ft · 2 bd · 2 ba · 1,834 ft² · Sold Jan 1900
- 14 Pleasant St$383K322 ft · 3 bd · 1.5 ba · 1,364 ft² · Sold $201K · Apr 2003
- Pleasant St354 ft · 3 bd · 1.5 ba · 1,834 ft² · Sold Jan 1900
More homes in Chester 06412
- 25 Goose Hill Rd$430K2 bd · 1.5 ba · 902 ft² · Sold $430K · Sep 2026
- 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
Assigned schools
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