21 HIGH 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.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Windsor Central Unified Union School District
Neighborhood · ZIP 05091These 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
21 High 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 91% of homes in Windsor County
- Costs less per square foot than 75% of homes in Woodstock 05091
- Bigger than 94% of homes in Windsor County
- Has a smaller lot than 90% of homes in Woodstock 05091
- Older than 96% of homes in Windsor County
What homes are worth in Woodstock 05091
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 74% of homes in Woodstock 05091.
How it measures up in Woodstock 05091
The dot is this home. The mark in the middle is the typical home in Woodstock 05091.
Pricier than 74% of homes nearby
Pricier than 25% of homes nearby
Bigger than 89% of homes nearby
Bigger than 10% of homes nearby
Newer than 7% of homes nearby
| Measure | This home | Woodstock 05091 | Windsor County |
|---|---|---|---|
| Estimated valuepricier than | $981,042 | 74% of homes | 91% of homes |
| Price per ft²pricier than | $289 | 25% of homes | 55% of homes |
| Living areabigger than | 3,398 ft² | 89% of homes | 94% of homes |
| Lot sizebigger than | 0.27 ac | 10% of homes | 11% of homes |
| Year builtnewer than | 1827 | 7% of homes | 4% of homes |
About 21 High St
How much is 21 High St, Woodstock, VT worth?
The TopHap Estimate for 21 High St, Woodstock, VT is $981,042 as of Sep 24, 2026. The likely range is $886,026 to $1,076,058. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 High St, Woodstock, VT last sell?
21 High St, Woodstock, VT last sold on Apr 3, 1989 for $185,000, according to the county's recorded deed.
How big is 21 High St, Woodstock, VT?
21 High St, Woodstock, VT has 4 bedrooms, 1.5 bathrooms, 3,398 square feet of living space and a 0.27-acre lot.
When was 21 High St, Woodstock, VT built?
21 High St, Woodstock, VT was built in 1827, making it 199 years old. The building has 2 stories.
What schools serve 21 High St, Woodstock, VT?
21 High St, Woodstock, VT is assigned to Woodstock Elementary School (elementary), rated A; Woodstock Union Middle / High School (middle), rated A. All sit in Windsor Central Unified Union School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 High St, Woodstock, VT compare to other homes in Woodstock 05091?
Among the 1,848 homes in Woodstock 05091, it is worth more than 74% of them ($981,042 against a typical $677,665), its price per square foot is higher than 25% of them ($289 against a typical $349), it is bigger than 89% of them (3,398 ft² against a typical 1,926 ft²), its lot is bigger than 10% of them (0.27 ac against a typical 3.22 ac) and it is newer than 7% of them (1827 against a typical 1969). Measured against all of Windsor County, it is worth more than 91% 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 21 High St, Woodstock, VT?
The 2025 property tax bill for 21 High St, Woodstock, VT was $13,714. The county assessed it at $514,200.
More homes on High St
- 2 High St$1.1M4 bd · 1.5 ba · 1,590 ft² · Sold $1.1M · Jul 2026
- 17 High St # 5$368K1 bd · 1 ba · 990 ft² · Sold $365K · Jun 2026
- 17 High St # 2$294K2 bd · 1 ba · 1,040 ft² · Sold $288K · Jan 2026
- 24 High St$512K5 bd · 2 ba · 2,996 ft² · Sold $460K · Apr 2025
- 98 High St$389K3 bd · 1.5 ba · 1,305 ft² · Sold $350K · Feb 2025
- 13 High St$1M3 bd · 2 ba · 1,782 ft² · Sold $935K · Sep 2024
- 34a High St$951K4 bd · 3 ba · 2,300 ft² · Sold $1.1M · Jun 2024
- 42 High St # A$372KCondominium · Sold $350K · Jun 2024
- 90 High St$505K3 bd · 2 ba · 1,430 ft² · Sold $435K · Oct 2023
- 12 High St$966K3 bd · 3 ba · 2,009 ft² · Sold $850K · Nov 2022
- 10 High St$901K4 bd · 2.5 ba · 2,624 ft² · Sold $943K · Apr 2022
- 14 High St$626K3 bd · 3 ba · 2,184 ft² · Sold $603K · Oct 2021
Closest homes
- 19 High St$762K104 ft · 3 bd · 2.5 ba · 2,444 ft² · Sold $203K · Sep 1999
- 25 High St$544K144 ft · 2 bd · 1.5 ba · 1,315 ft² · Sold Jun 2017
- 6 Court St$907K139 ft · 6 bd · 3 ba · 3,030 ft² · Sold Jan 1900
- 28 High St$449K155 ft · 3 bd · 2 ba · 1,680 ft² · Sold $255K · Oct 2013
- 28 High St$466K155 ft · 3 bd · 2 ba · 1,680 ft² · Sold Mar 2017
- 27 High St$705K223 ft · 4 bd · 2 ba · 2,032 ft² · Sold $207K · Mar 1989
- 17 High St$344K229 ft · 2 bd · 1 ba · 990 ft² · Sold Dec 2018
- 17 High St$217K229 ft · 1 bd · 1 ba · 690 ft² · Sold $215K · Jul 2020
More homes in Woodstock 05091
- 124 Riverbend Way2 bd · 1 ba · 888 ft² · Sold $8K · Oct 2026
- 217 S Perry Rd$840K3 bd · 3 ba · 2,667 ft² · Sold $805K · Oct 2026
- 418 Fletcher Hill Rd3 bd · 2.5 ba · 2,434 ft² · Sold $1.5M · Oct 2026
- 40 Deer Ridge Way$560K4 bd · 2 ba · 2,671 ft² · Sold $400K · Sep 2026
- 648 Church Hill Rd$1.2M3 bd · 3 ba · 2,358 ft² · Sold $1.2M · Sep 2026
- 598 E Woodstock Rd$520K4 bd · 3 ba · 3,190 ft² · Sold $520K · Sep 2026
- 2256 E Woodstock Rd$413K4 bd · 1 ba · 2,160 ft² · Sold $195K · Sep 2026
- 37 South St$680K3 bd · 2 ba · 1,660 ft² · Sold $670K · Sep 2026
- 16 Mountain Ave$1.1M3 bd · 3.5 ba · 2,880 ft² · Sold $10K · Sep 2026
- 88 Happy Valley Rd$515K4 bd · 3 ba · 1,824 ft² · Sold $515K · Sep 2026
- 185 Riverbend Way3 bd · 2 ba · 980 ft² · Sold $45K · Aug 2026
- 2605 Cox District Rd$742K6 bd · 3.5 ba · 3,284 ft² · Sold $738K · Aug 2026
Assigned schools
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