322 S MAIN ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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
322 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 92% of homes in Windsor County
- Smaller than 94% of homes in Windsor County
- Has a smaller lot than 82% of homes in Chester 05143
- Older than 85% of homes in Windsor County
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 13% 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 13% of homes nearby
Pricier than 60% of homes nearby
Bigger than 8% of homes nearby
Bigger than 18% of homes nearby
Newer than 20% of homes nearby
| Measure | This home | Chester 05143 | Windsor County |
|---|---|---|---|
| Estimated valuepricier than | $200,816 | 13% of homes | 8% of homes |
| Price per ft²pricier than | $261 | 60% of homes | 45% of homes |
| Living areabigger than | 768 ft² | 8% of homes | 6% of homes |
| Lot sizebigger than | 0.87 ac | 18% of homes | 28% of homes |
| Year builtnewer than | 1900 | 20% of homes | 15% of homes |
About 322 S Main St
How much is 322 S Main St, Chester, VT worth?
The TopHap Estimate for 322 S Main St, Chester, VT is $200,816 as of Oct 21, 2026. The likely range is $190,747 to $210,885. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 322 S Main St, Chester, VT last sell?
322 S Main St, Chester, VT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 322 S Main St, Chester, VT?
322 S Main St, Chester, VT has 2 bedrooms, 1.5 bathrooms, 768 square feet of living space and a 0.87-acre lot.
When was 322 S Main St, Chester, VT built?
322 S Main St, Chester, VT was built in 1900, making it 126 years old. It is a cape cod home.
How does 322 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 13% of them ($200,816 against a typical $341,285), its price per square foot is higher than 60% of them ($261 against a typical $239), it is bigger than 8% of them (768 ft² against a typical 1,531 ft²), its lot is bigger than 18% of them (0.87 ac against a typical 4 ac) and it is newer than 20% of them (1900 against a typical 1975). Measured against all of Windsor County, it is worth more than 8% 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 322 S Main St, Chester, VT?
The 2025 property tax bill for 322 S Main St, Chester, VT was $1,927. The county assessed it at $103,500.
More homes on S Main St
- 32 S Main St9 bd · 7 ba · 5,180 ft² · Sold $500K · Oct 2026
- 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$204K1 bd · 1 ba · 676 ft² · Sold $240K · Jun 2023
- 220 S Main St$197K2 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$371K3 bd · 1.5 ba · 1,905 ft² · Sold $255K · Jun 2006
- 238 S Main St$307K4 bd · 2 ba · 2,189 ft² · Sold $123K · May 1998
- 192 S Main St$190K3 bd · 1 ba · 1,087 ft² · Sold $52K · Mar 1987
- 76 S Main St7 bd · 3.5 ba · 3,408 ft² · Sold Jan 1900
- 96 S Main St$326K3 bd · 3.5 ba · 3,888 ft² · Sold Jan 1900
Closest homes
- 269 Main St$428K254 ft · 3 bd · 2.5 ba · 1,680 ft² · Sold Jan 1900
- 252 River St$227K267 ft · 3 bd · 2 ba · 1,268 ft² · Sold Feb 2017
- 268 S Main St$204K219 ft · 1 bd · 1 ba · 676 ft² · Sold $240K · Jun 2023
- 267 Main St$394K391 ft · 2 bd · 1.5 ba · 1,764 ft² · Sold $240K · Mar 2008
- 159 River St$322K413 ft · 4 bd · 2.5 ba · 3,198 ft² · Sold Mar 2017
- 238 S Main St$307K366 ft · 4 bd · 2 ba · 2,189 ft² · Sold $123K · May 1998
- 268 River St$249K369 ft · 2 bd · 2 ba · 1,104 ft² · Sold $112K · Jan 2004
- 145 River St$213K514 ft · 3 bd · 1 ba · 1,206 ft² · Sold Jan 1900
More homes in Chester 05143
- 64 Maple St$469K4 bd · 3 ba · 2,430 ft² · Sold $449K · Oct 2026
- 223 Coach Rd$789K5 bd · 3 ba · 3,868 ft² · Sold $755K · Oct 2026
- 1397 Popple Dungeon Rd$240K3 bd · 2 ba · 1,788 ft² · Sold $240K · Oct 2026
- 176 Meadow Rd$420K5 bd · 2.5 ba · 1,982 ft² · Sold $420K · Oct 2026
- 351 Reservoir Rd$266K2 bd · 1 ba · 1,266 ft² · Sold $150K · Sep 2026
- 389 Brookline Rd$236K35.4 ac · Sold $227K · Sep 2026
- 447 Elm St$262K2 bd · 2 ba · 1,488 ft² · Sold $260K · Sep 2026
- 85 Regina Ln3 bd · 1 ba · 1,056 ft² · Sold $190K · Sep 2026
- 330 Spruce Dr$869K3 bd · 3 ba · 1,773 ft² · Sold $865K · Sep 2026
- 955 Smokeshire Rd$740K3 bd · 2 ba · 1,890 ft² · Sold $730K · Sep 2026
- 734 Gould Rd3.85 ac · Sold $80K · Sep 2026
- 127 Trombley Rd$389K5 bd · 1 ba · 1,896 ft² · Sold $74K · Sep 2026
Explore the area
See this home in context
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