65 W MAIN ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(5)
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
65 W Main 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 81% of homes in Lower Connecticut River Valley County
- Costs more per square foot than 91% of homes in Chester 06412
- Has a smaller lot than 77% of homes in Chester 06412
- Older than 91% 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 75% 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 75% of homes nearby
Pricier than 91% of homes nearby
Bigger than 47% of homes nearby
Bigger than 23% of homes nearby
Newer than 15% of homes nearby
| Measure | This home | Chester 06412 | Lower Connecticut River Valley County |
|---|---|---|---|
| Estimated valuepricier than | $731,354 | 75% of homes | 81% of homes |
| Price per ft²pricier than | $426 | 91% of homes | 84% of homes |
| Living areabigger than | 1,717 ft² | 47% of homes | 54% of homes |
| Lot sizebigger than | 0.52 ac | 23% of homes | 42% of homes |
| Year builtnewer than | 1904 | 15% of homes | 9% of homes |
About 65 W Main St
How much is 65 W Main St, Chester, CT worth?
The TopHap Estimate for 65 W Main St, Chester, CT is $731,354 as of Oct 21, 2026. The likely range is $694,211 to $768,497. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 65 W Main St, Chester, CT last sell?
65 W Main St, Chester, CT last sold on May 3, 2010 for $370,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 65 W Main St, Chester, CT?
65 W Main St, Chester, CT has 4 bedrooms, 2.5 bathrooms, 1,717 square feet of living space and a 0.52-acre lot.
When was 65 W Main St, Chester, CT built?
65 W Main St, Chester, CT was built in 1904, making it 122 years old. It is a colonial home. The building has 2 stories.
What schools serve 65 W Main St, Chester, CT?
65 W Main 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 B-. All sit in Regional High School District 04. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 65 W Main St, Chester, CT compare to other homes in Chester 06412?
Among the 1,415 homes in Chester 06412, it is worth more than 75% of them ($731,354 against a typical $549,318), its price per square foot is higher than 91% of them ($426 against a typical $319), it is bigger than 47% of them (1,717 ft² against a typical 1,772 ft²), its lot is bigger than 23% of them (0.52 ac against a typical 1.31 ac) and it is newer than 15% of them (1904 against a typical 1967). Measured against all of Lower Connecticut River Valley County, it is worth more than 81% 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 65 W Main St, Chester, CT?
The 2025 property tax bill for 65 W Main St, Chester, CT was $8,593. The county assessed it at $317,310.
More homes on W Main St
- 275 W Main St$505K4 bd · 2 ba · 1,906 ft² · Sold $495K · Jun 2026
- 96 W Main St # 984 bd · 2 ba · 2,072 ft² · Sold $425K · Jul 2025
- 42 W Main St$713K4 bd · 1.5 ba · 1,670 ft² · Sold $652K · May 2025
- 93 W Main St$197K1 bd · 1 ba · 752 ft² · Sold $180K · May 2025
- 19 W Main St0.75 ac · Sold $1.4M · Apr 2025
- 67 W Main St$710K3 bd · 1.5 ba · 1,916 ft² · Sold $638K · Feb 2025
- 68 W Main St$870K6 bd · 1.5 ba · 3,518 ft² · Sold $730K · Oct 2024
- 230 W Main St$460K2 bd · 1.5 ba · 1,020 ft² · Sold $405K · Oct 2024
- 165 W Main St$448K2.33 ac · Sold $340K · Mar 2024
- 276 W Main St$474K3 bd · 2 ba · 1,297 ft² · Sold $368K · Sep 2023
- 107 W Main St$582K13.39 ac · Sold $450K · Aug 2022
- 173 W Main St2 bd · 1 ba · 1,392 ft² · Sold $175K · Apr 2022
Closest homes
- 67 W Main St$710K130 ft · 3 bd · 1.5 ba · 1,916 ft² · Sold $638K · Feb 2025
- 61 W Main St165 ft · 4 bd · 1.5 ba · 2,256 ft² · Sold $417K · Jul 2009
- 71 W Main St196 ft · 0.79 ac · Sold $365K · Jan 2017
- 64 W Main St$664K320 ft · 3 bd · 2.5 ba · 2,065 ft² · Sold $415K · Mar 2021
- 68 W Main St$870K296 ft · 6 bd · 1.5 ba · 3,518 ft² · Sold $730K · Oct 2024
- 4 Straits Rd$566K256 ft · 1 bd · 1 ba · 1,287 ft² · Sold $355K · Jul 2007
- 62 W Main St$864K356 ft · 3 bd · 3 ba · 2,506 ft² · Sold $441K · May 2010
- 62 Spring St$853K396 ft · 3 bd · 2.5 ba · 2,927 ft² · Sold $175K · Apr 1997
More homes in Chester 06412
- 11 Castle View Dr$503K3 bd · 2 ba · 1,638 ft² · Sold $503K · Oct 2026
- 136 Goose Hill Rd$825K3 bd · 2.5 ba · 2,702 ft² · Sold $825K · Oct 2026
- 3 Story Hill Rd$491K3 bd · 2 ba · 1,267 ft² · Sold $140K · Sep 2026
- 25 Goose Hill Rd$432K2 bd · 1.5 ba · 902 ft² · Sold $430K · Sep 2026
- 6 Jagger Ln$809K2 bd · 2.5 ba · 2,428 ft² · Sold $805K · Sep 2026
- 22 Goose Hill Rd$503K3 bd · 1.5 ba · 1,714 ft² · Sold $500K · Sep 2026
- 22 Ridge Rd$390K3 bd · 1 ba · 1,104 ft² · Sold $295K · Aug 2026
- 1 Kirtland Ave$457K3 bd · 1.5 ba · 1,198 ft² · Sold $452K · Aug 2026
- 42 Straits Rd$465K3 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
Assigned schools
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