550 MAIN ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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.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
550 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 68% of homes in Windsor County
- Costs less per square foot than 97% of homes in Chester 05143
- Bigger than 88% of homes in Chester 05143
- Has a smaller lot than 98% of homes in Chester 05143
- Older than 98% 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 46% 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 46% of homes nearby
Pricier than 3% of homes nearby
Bigger than 88% of homes nearby
Bigger than 2% of homes nearby
Newer than 2% of homes nearby
| Measure | This home | Chester 05143 | Windsor County |
|---|---|---|---|
| Estimated valuepricier than | $325,541 | 46% of homes | 32% of homes |
| Price per ft²pricier than | $123 | 3% of homes | 4% of homes |
| Living areabigger than | 2,640 ft² | 88% of homes | 86% of homes |
| Lot sizebigger than | 0.14 ac | 2% of homes | 3% of homes |
| Year builtnewer than | 1810 | 2% of homes | 2% of homes |
About 550 Main St
How much is 550 Main St, Chester, VT worth?
The TopHap Estimate for 550 Main St, Chester, VT is $325,541 as of Oct 21, 2026. The likely range is $280,581 to $370,501. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 550 Main St, Chester, VT last sell?
550 Main St, Chester, VT last sold on Mar 10, 2025 for $282,500, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 550 Main St, Chester, VT?
550 Main St, Chester, VT has 8 bedrooms, 2 bathrooms, 2,640 square feet of living space and a 0.14-acre lot.
When was 550 Main St, Chester, VT built?
550 Main St, Chester, VT was built in 1810, making it 216 years old. It is a colonial home.
How does 550 Main St, Chester, VT compare to other homes in Chester 05143?
Among the 2,476 homes in Chester 05143, it is worth more than 46% of them ($325,541 against a typical $341,555), its price per square foot is higher than 3% of them ($123 against a typical $239), it is bigger than 88% of them (2,640 ft² against a typical 1,524 ft²), its lot is bigger than 2% of them (0.14 ac against a typical 3.91 ac) and it is newer than 2% of them (1810 against a typical 1975). Measured against all of Windsor County, it is worth more than 32% 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 550 Main St, Chester, VT?
The 2025 property tax bill for 550 Main St, Chester, VT was $2,862. The county assessed it at $144,200.
More homes on Main St
- 531 Main St$372K2 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$658K3 bd · 2.5 ba · 3,040 ft² · Sold $605K · Oct 2025
- 489 Main St$386K3 bd · 2 ba · 2,005 ft² · Sold $340K · Apr 2025
- 595 Main St6 bd · 6 ba · 3,892 ft² · Sold $416K · Apr 2024
- 548 Main St$496K4 bd · 3 ba · 2,622 ft² · Sold $575K · Sep 2023
- 415 Main St$191K4 bd · 2.5 ba · 2,947 ft² · Sold $145K · Mar 2023
- 81 Main St$445K6 bd · 3 ba · 3,864 ft² · Sold $460K · Feb 2023
- 329 Main St$612K12 bd · 10.5 ba · 5,102 ft² · Sold $450K · Oct 2022
- 260 Main St$434K5 bd · 3 ba · 4,115 ft² · Sold $450K · Sep 2022
- 501 Main St$463K5 bd · 3 ba · 2,687 ft² · Sold $465K · Apr 2022
Closest homes
- 562 Main St$186K54 ft · 5 bd · 2 ba · 1,747 ft² · Sold Jan 1900
- 57 Depot St$142K145 ft · 3 bd · 2 ba · 2,912 ft² · Sold $120K · Jul 1994
- 57 Depot St$195K145 ft · 3 bd · 2 ba · 1,120 ft² · Sold $125K · Mar 2020
- 57 Depot St$156K145 ft · 2 bd · 1 ba · 784 ft² · Sold $135K · Oct 2020
- 57 Depot St$195K145 ft · 3 bd · 2 ba · 1,120 ft² · Sold $145K · Jul 2020
- 57 Depot St$161K145 ft · 2 bd · 1 ba · 784 ft² · Sold $163K · Oct 2024
- 524 Main St$320K130 ft · 5 bd · 4 ba · 3,074 ft² · Sold $181K · Sep 2014
- 536 Main St$290K174 ft · 4 bd · 2 ba · 2,720 ft² · Sold $239K · Nov 2020
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
- 32 S Main St9 bd · 7 ba · 5,180 ft² · Sold $500K · 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
Explore the area
See this home in context
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