20 HIGHLAND 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 05301These 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
20 Highland 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 71% of homes in Windham County
- Smaller than 66% of homes in Windham County
- Has a smaller lot than 82% of homes in Windham County
- Older than 92% of homes in Windham County
What homes are worth in Brattleboro 05301
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 39% of homes in Brattleboro 05301.
How it measures up in Brattleboro 05301
The dot is this home. The mark in the middle is the typical home in Brattleboro 05301.
Pricier than 39% of homes nearby
Pricier than 57% of homes nearby
Bigger than 36% of homes nearby
Bigger than 30% of homes nearby
Newer than 10% of homes nearby
| Measure | This home | Brattleboro 05301 | Windham County |
|---|---|---|---|
| Estimated valuepricier than | $295,322 | 39% of homes | 29% of homes |
| Price per ft²pricier than | $230 | 57% of homes | 39% of homes |
| Living areabigger than | 1,286 ft² | 36% of homes | 34% of homes |
| Lot sizebigger than | 0.36 ac | 30% of homes | 18% of homes |
| Year builtnewer than | 1875 | 10% of homes | 8% of homes |
About 20 Highland St
How much is 20 Highland St, Brattleboro, VT worth?
The TopHap Estimate for 20 Highland St, Brattleboro, VT is $295,322 as of Oct 21, 2026. The likely range is $246,097 to $344,547. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 20 Highland St, Brattleboro, VT last sell?
20 Highland St, Brattleboro, VT last sold on Aug 21, 2020 for $258,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 20 Highland St, Brattleboro, VT?
20 Highland St, Brattleboro, VT has 3 bedrooms, 1 bathrooms, 1,286 square feet of living space and a 0.36-acre lot.
When was 20 Highland St, Brattleboro, VT built?
20 Highland St, Brattleboro, VT was built in 1875, making it 151 years old. It is a cape cod home. The building has 1 story.
How does 20 Highland St, Brattleboro, VT compare to other homes in Brattleboro 05301?
Among the 5,717 homes in Brattleboro 05301, it is worth more than 39% of them ($295,322 against a typical $322,445), its price per square foot is higher than 57% of them ($230 against a typical $220), it is bigger than 36% of them (1,286 ft² against a typical 1,512 ft²), its lot is bigger than 30% of them (0.36 ac against a typical 1.2 ac) and it is newer than 10% of them (1875 against a typical 1966). Measured against all of Windham County, it is worth more than 29% 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 20 Highland St, Brattleboro, VT?
The 2025 property tax bill for 20 Highland St, Brattleboro, VT was $3,199. The county assessed it at $168,440.
More homes on Highland St
- 62 Highland St$294K3 bd · 1.5 ba · 1,400 ft² · Sold $280K · Sep 2022
- 35 Highland St4 bd · 2 ba · 2,382 ft² · Sold $275K · Feb 2021
- 112 Highland St$283K3 bd · 2 ba · 1,458 ft² · Sold $244K · Sep 2020
- 109 Highland St$337K3 bd · 2 ba · 1,694 ft² · Sold $198K · May 2019
- 105 Highland St$297K3 bd · 1.5 ba · 1,404 ft² · Sold $171K · Nov 2016
- 103 Highland St4 bd · 2 ba · 2,123 ft² · Sold $177K · Oct 2016
- 32 Highland St$304K1 bd · 1 ba · 1,460 ft² · Sold $240K · Sep 2016
- 59 Highland St2 bd · 2 ba · 1,883 ft² · Sold $278K · Sep 2016
- 102 Highland St$290K2 bd · 1 ba · 1,540 ft² · Sold $138K · Jan 2016
- 94 Highland St$326K3 bd · 1 ba · 1,706 ft² · Sold $190K · Jun 2015
- 97 Highland St$306K3 bd · 1.5 ba · 1,648 ft² · Sold $232K · Apr 2015
- 90 Highland St$299K3 bd · 1.5 ba · 1,689 ft² · Sold $210K · Oct 2014
Closest homes
- 51-53 Pine St118 ft · 8 bd · 2 ba · 2,800 ft² · Sold Jan 1900
- 14 Highland St$246K94 ft · 3 bd · 1.5 ba · 1,645 ft² · Sold $83K · Apr 2001
- 111 Central St$252K100 ft · 3 bd · 1 ba · 1,008 ft² · Sold $250K · Aug 2026
- 32 Highland St$304K107 ft · 1 bd · 1 ba · 1,460 ft² · Sold $240K · Sep 2016
- 91 Central St146 ft · 3 bd · 2 ba · 2,301 ft² · Sold $415K · Nov 2024
- 47-49 Pine St146 ft · 4 bd · 2.5 ba · 2,149 ft² · Sold Jan 1900
- 67 Pine St165 ft · 5 bd · 2 ba · 2,906 ft² · Sold $196K · Oct 2024
- 35 Highland St177 ft · 4 bd · 2 ba · 2,382 ft² · Sold $275K · Feb 2021
More homes in Brattleboro 05301
- 116 Chestnut St W$306K3 bd · 1.5 ba · 1,554 ft² · Sold $92K · Oct 2026
- 179 Hillwinds N$599K4 bd · 2.5 ba · 2,720 ft² · Sold $599K · Oct 2026
- 116 Birge St$239K1 bd · 1 ba · 1,900 ft² · Sold $233K · Oct 2026
- 13 Winding Hill Rd2 bd · 2 ba · 1,120 ft² · Sold $110K · Oct 2026
- 11 Mountain Home Park3 bd · 1 ba · 924 ft² · Sold $5K · Oct 2026
- 5 Hillwinds N$770K4 bd · 3 ba · 2,841 ft² · Sold $763K · Oct 2026
- 147 Morningside Cmns$240K2 bd · 1.5 ba · 1,056 ft² · Sold $240K · Oct 2026
- 1137 Upper Dummerston Rd$439K3 bd · 2 ba · 1,602 ft² · Sold $423K · Oct 2026
- 138 Wantastiquet Dr$405K3 bd · 2 ba · 1,284 ft² · Sold $405K · Oct 2026
- 48 Carriage Hill Rd$297K3 bd · 1 ba · 864 ft² · Sold $297K · Oct 2026
- 30 Lexington Ave$300K3 bd · 1 ba · 1,092 ft² · Sold $300K · Oct 2026
- 219 Hillcrest Ter$727K3 bd · 2 ba · 3,291 ft² · Sold $727K · Oct 2026
Explore the area
See this home in context
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