238 S MAIN 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.Neighborhood · ZIP 05143These 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
238 S 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 less than 75% of homes in Windsor County
- Costs less per square foot than 96% of homes in Chester 05143
- Bigger than 78% of homes in Chester 05143
- Has a smaller lot than 83% of homes in Chester 05143
- Older than 72% of homes in Chester 05143
What homes are worth in Chester 05143
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 34% of homes in Chester 05143.
How it measures up in Chester 05143
The dot is this home. The mark in the middle is the typical home in Chester 05143.
Pricier than 34% of homes nearby
Pricier than 4% of homes nearby
Bigger than 78% of homes nearby
Bigger than 17% of homes nearby
Newer than 28% of homes nearby
| Measure | This home | Chester 05143 | Windsor County |
|---|---|---|---|
| Estimated valuepricier than | $283,617 | 34% of homes | 25% of homes |
| Price per ft²pricier than | $130 | 4% of homes | 5% of homes |
| Living areabigger than | 2,189 ft² | 78% of homes | 77% of homes |
| Lot sizebigger than | 0.75 ac | 17% of homes | 28% of homes |
| Year builtnewer than | 1950 | 28% of homes | 29% of homes |
About 238 S Main St
How much is 238 S Main St, Chester, VT worth?
The TopHap Estimate for 238 S Main St, Chester, VT is $283,617 as of Aug 30, 2026. The likely range is $267,943 to $299,291. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 238 S Main St, Chester, VT last sell?
238 S Main St, Chester, VT last sold on May 1, 1998 for $123,000, according to the county's recorded deed.
How big is 238 S Main St, Chester, VT?
238 S Main St, Chester, VT has 4 bedrooms, 2 bathrooms, 2,189 square feet of living space and a 0.75-acre lot.
When was 238 S Main St, Chester, VT built?
238 S Main St, Chester, VT was built in 1950, making it 76 years old. It is a cape cod home. The building has 1 story.
How does 238 S Main St, Chester, VT compare to other homes in Chester 05143?
Among the 2,476 homes in Chester 05143, it is worth more than 34% of them ($283,617 against a typical $342,929), its price per square foot is higher than 4% of them ($130 against a typical $246), it is bigger than 78% of them (2,189 ft² against a typical 1,522 ft²), its lot is bigger than 17% of them (0.75 ac against a typical 3.9 ac) and it is newer than 28% of them (1950 against a typical 1974). Measured against all of Windsor County, it is worth more than 25% 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 238 S Main St, Chester, VT?
The 2025 property tax bill for 238 S Main St, Chester, VT was $3,620. The county assessed it at $194,400.
More homes on S Main St
- 18 S Main St0.27 ac · Sold $85K · Apr 2026
- 188 S Main St6 bd · 3 ba · 2,440 ft² · Sold $325K · Jul 2025
- 268 S Main St$213K1 bd · 1 ba · 676 ft² · Sold $240K · Jun 2023
- 220 S Main St$206K2 bd · 1 ba · 1,330 ft² · Sold $50K · Oct 2020
- 79 S Main St5 bd · 2 ba · 1,740 ft² · Sold Oct 2017
- 177 S Main St4 bd · 2.5 ba · 3,542 ft² · Sold $100K · Feb 2011
- 231 S Main St$375K3 bd · 1.5 ba · 1,905 ft² · Sold $255K · Jun 2006
- 192 S Main St$202K3 bd · 1 ba · 1,087 ft² · Sold $52K · Mar 1987
- 32 S Main St9 bd · 7 ba · 5,180 ft² · Sold Jan 1900
- 76 S Main St7 bd · 3.5 ba · 3,408 ft² · Sold Jan 1900
- 322 S Main St$206K2 bd · 1.5 ba · 768 ft² · Sold Jan 1900
- 96 S Main St$350K3 bd · 3.5 ba · 3,888 ft² · Sold Jan 1900
Closest homes
- 268 S Main St$213K147 ft · 1 bd · 1 ba · 676 ft² · Sold $240K · Jun 2023
- 220 S Main St$206K162 ft · 2 bd · 1 ba · 1,330 ft² · Sold $50K · Oct 2020
- 268 River St$254K260 ft · 2 bd · 2 ba · 1,104 ft² · Sold $112K · Jan 2004
- 188 S Main St292 ft · 6 bd · 3 ba · 2,440 ft² · Sold $325K · Jul 2025
- 302 River St310 ft · 4 bd · 2 ba · 1,668 ft² · Sold $45K · Aug 1996
- 269 Main St$489K313 ft · 3 bd · 2.5 ba · 1,680 ft² · Sold Jan 1900
- 192 S Main St$202K330 ft · 3 bd · 1 ba · 1,087 ft² · Sold $52K · Mar 1987
- 267 Main St$414K342 ft · 2 bd · 1.5 ba · 1,764 ft² · Sold $240K · Mar 2008
More homes in Chester 05143
- 330 Spruce Dr$880K3 bd · 3 ba · 1,773 ft² · Sold $865K · Sep 2026
- 955 Smokeshire Rd$750K3 bd · 2 ba · 1,890 ft² · Sold $730K · Sep 2026
- 734 Gould Rd3.85 ac · Sold $80K · Sep 2026
- 127 Trombley Rd$385K5 bd · 1 ba · 1,896 ft² · Sold $74K · Sep 2026
- 1359 Brockways Mills Rd3 bd · 1 ba · 1,296 ft² · Sold $240K · Aug 2026
- 5051 Vt Route 103 N$211K2 bd · 1 ba · 864 ft² · Sold $36K · Aug 2026
- 1 Old Stage Rd3.5 ac · Sold $121K · Aug 2026
- 397 River St$275K4 bd · 3 ba · 3,052 ft² · Sold $275K · Aug 2026
- 106 Contro Rd$289K2 bd · 1 ba · 1,475 ft² · Sold $289K · Aug 2026
- 360 Dorman Rd12.7 ac · Sold $137K · Aug 2026
- 3078 Vt Route 10$480K3 bd · 2 ba · 1,800 ft² · Sold $480K · Aug 2026
- 641 Depot St$180K2 bd · 1 ba · 1,379 ft² · Sold $180K · Aug 2026
Explore the area
See this home in context
Open 238 S Main St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
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