415 MAIN ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(6)
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
415 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 94% of homes in Windsor County
- Among the lowest price per square foot in Chester 05143
- Bigger than 91% of homes in Chester 05143
- Among the smallest lots in Chester 05143
- Older than 84% 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 9% 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 9% of homes nearby
Cheaper than almost all homes nearby
Bigger than 91% of homes nearby
Smaller than almost all homes nearby
Newer than 20% of homes nearby
| Measure | This home | Chester 05143 | Windsor County |
|---|---|---|---|
| Estimated valuepricier than | $185,038 | 9% of homes | 6% of homes |
| Price per ft²pricier than | $63 | almost no homes | almost no homes |
| Living areabigger than | 2,947 ft² | 91% of homes | 91% of homes |
| Lot sizebigger than | 3,920 ft² | almost no homes | almost no homes |
| Year builtnewer than | 1900 | 20% of homes | 16% of homes |
About 415 Main St
How much is 415 Main St, Chester, VT worth?
The TopHap Estimate for 415 Main St, Chester, VT is $185,038 as of Sep 24, 2026. The likely range is $149,312 to $220,764. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 415 Main St, Chester, VT last sell?
415 Main St, Chester, VT last sold on Mar 7, 2023 for $145,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 415 Main St, Chester, VT?
415 Main St, Chester, VT has 4 bedrooms, 2.5 bathrooms, 2,947 square feet of living space and a 0.09-acre lot.
When was 415 Main St, Chester, VT built?
415 Main St, Chester, VT was built in 1900, making it 126 years old. It is a colonial home.
How does 415 Main St, Chester, VT compare to other homes in Chester 05143?
Among the 2,476 homes in Chester 05143, it is worth more than 9% of them ($185,038 against a typical $352,704), its price per square foot is higher than almost none of them ($63 against a typical $254), it is bigger than 91% of them (2,947 ft² against a typical 1,524 ft²), its lot is bigger than almost none of them (3,920 ft² against a typical 3.88 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 6% 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 415 Main St, Chester, VT?
The 2025 property tax bill for 415 Main St, Chester, VT was $3,036. The county assessed it at $153,000.
More homes on Main St
- 531 Main St$369K2 bd · 2 ba · 1,608 ft² · Sold $359K · May 2026
- 515 Main St4 bd · 4 ba · 3,024 ft² · Sold $140K · Apr 2026
- 423 Main St5 bd · 4 ba · 3,217 ft² · Sold $425K · Dec 2025
- 656 Main St$651K3 bd · 2.5 ba · 3,040 ft² · Sold $605K · Oct 2025
- 489 Main St$382K3 bd · 2 ba · 2,005 ft² · Sold $340K · Apr 2025
- 550 Main St$320K8 bd · 2 ba · 2,640 ft² · Sold $283K · Mar 2025
- 595 Main St6 bd · 6 ba · 3,892 ft² · Sold $416K · Apr 2024
- 548 Main St$493K4 bd · 3 ba · 2,622 ft² · Sold $575K · Sep 2023
- 81 Main St$445K6 bd · 3 ba · 3,864 ft² · Sold $460K · Feb 2023
- 329 Main St$578K12 bd · 10.5 ba · 5,102 ft² · Sold $450K · Oct 2022
- 260 Main St$460K5 bd · 3 ba · 4,115 ft² · Sold $450K · Sep 2022
- 501 Main St$460K5 bd · 3 ba · 2,687 ft² · Sold $465K · Apr 2022
Closest homes
- 403 Main St$213K45 ft · 2 bd · 1.5 ba · 1,746 ft² · Sold $135K · May 2005
- 425 Main St$110K52 ft · 1 bd · 1 ba · 980 ft² · Sold Jan 1900
- 393 Main St$222K104 ft · 5 bd · 3 ba · 3,823 ft² · Sold $150K · Apr 2021
- 437 Main St$293K159 ft · 1,440 ft² · Sold $272K · Nov 2020
- 377 Main St$192K164 ft · 3 bd · 2 ba · 1,320 ft² · Sold $78K · Jan 2004
- 463 Main St$483K251 ft · 2 bd · 3.5 ba · 9,960 ft² · Sold Jan 1900
- 367 Main St$146K254 ft · 4 bd · 2 ba · 1,493 ft² · Sold Jan 1900
- 477 Main St$246K323 ft · 2 bd · 1.5 ba · 912 ft² · Sold $110K · Dec 2015
More homes in Chester 05143
- 447 Elm St$289K2 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$865K3 bd · 3 ba · 1,773 ft² · Sold $865K · Sep 2026
- 955 Smokeshire Rd$735K3 bd · 2 ba · 1,890 ft² · Sold $730K · Sep 2026
- 734 Gould Rd3.85 ac · Sold $80K · Sep 2026
- 127 Trombley Rd$387K5 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$213K2 bd · 1 ba · 864 ft² · Sold $36K · Aug 2026
- 1 Old Stage Rd3.5 ac · Sold $121K · Aug 2026
- 397 River St$277K4 bd · 3 ba · 3,052 ft² · Sold $275K · Aug 2026
- 106 Contro Rd$291K2 bd · 1 ba · 1,475 ft² · Sold $289K · Aug 2026
- 360 Dorman Rd12.7 ac · Sold $137K · Aug 2026
Explore the area
See this home in context
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