155 CHESTNUT 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 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
155 Chestnut 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 80% of homes in Windham County
- Costs less per square foot than 90% of homes in Windham County
- Has a smaller lot than 73% of homes in Windham County
- Older than 78% of homes in Brattleboro 05301
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 24% 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 24% of homes nearby
Pricier than 11% of homes nearby
Bigger than 53% of homes nearby
Bigger than 40% of homes nearby
Newer than 22% of homes nearby
| Measure | This home | Brattleboro 05301 | Windham County |
|---|---|---|---|
| Estimated valuepricier than | $253,875 | 24% of homes | 20% of homes |
| Price per ft²pricier than | $159 | 11% of homes | 10% of homes |
| Living areabigger than | 1,594 ft² | 53% of homes | 52% of homes |
| Lot sizebigger than | 0.63 ac | 40% of homes | 27% of homes |
| Year builtnewer than | 1900 | 22% of homes | 23% of homes |
About 155 Chestnut St
How much is 155 Chestnut St, Brattleboro, VT worth?
The TopHap Estimate for 155 Chestnut St, Brattleboro, VT is $253,875 as of Aug 30, 2026. The likely range is $226,541 to $281,208. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 155 Chestnut St, Brattleboro, VT last sell?
155 Chestnut St, Brattleboro, VT last sold on Dec 30, 2019 for $172,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 155 Chestnut St, Brattleboro, VT?
155 Chestnut St, Brattleboro, VT has 3 bedrooms, 1.5 bathrooms, 1,594 square feet of living space and a 0.63-acre lot.
When was 155 Chestnut St, Brattleboro, VT built?
155 Chestnut St, Brattleboro, VT was built in 1900, making it 126 years old. The building has 2 stories.
How does 155 Chestnut St, Brattleboro, VT compare to other homes in Brattleboro 05301?
Among the 5,717 homes in Brattleboro 05301, it is worth more than 24% of them ($253,875 against a typical $323,712), its price per square foot is higher than 11% of them ($159 against a typical $220), it is bigger than 53% of them (1,594 ft² against a typical 1,526 ft²), its lot is bigger than 40% of them (0.63 ac against a typical 1.2 ac) and it is newer than 22% of them (1900 against a typical 1966). Measured against all of Windham County, it is worth more than 20% 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 155 Chestnut St, Brattleboro, VT?
The 2025 property tax bill for 155 Chestnut St, Brattleboro, VT was $3,042. The county assessed it at $160,190.
More homes on Chestnut St
- 164 Chestnut St3 bd · 1 ba · 882 ft² · Sold $265K · Aug 2026
- 105 Chestnut St4 bd · 2 ba · 2,715 ft² · Sold $395K · Nov 2025
- 108 Chestnut St$338K4 bd · 1.5 ba · 1,544 ft² · Sold $322K · Jul 2025
- 22 Chestnut St # 5$202KCondominium · Sold $193K · Jan 2025
- 44 Chestnut St4 bd · 2 ba · 2,497 ft² · Sold $350K · May 2024
- 36 Chestnut St$353K3 bd · 2 ba · 1,614 ft² · Sold $330K · Nov 2022
- 176 Chestnut St$314K2 bd · 1 ba · 1,728 ft² · Sold $240K · Mar 2021
- 106 Chestnut St2 bd · 1 ba · 1,056 ft² · Sold $140K · Jul 2020
- 50 Chestnut St$342K3 bd · 1 ba · 1,704 ft² · Sold $209K · Nov 2019
- 104 Chestnut St$293K3 bd · 1.5 ba · 1,688 ft² · Sold $175K · Aug 2019
- 185 Chestnut St$367K4 bd · 2 ba · 1,512 ft² · Sold Nov 2018
- 62 Chestnut St4 bd · 3 ba · 2,856 ft² · Sold Oct 2018
Closest homes
- 151 Chestnut St98 ft · 4 bd · 2.5 ba · 2,053 ft² · Sold Jan 1900
- 165 Chestnut St113 ft · 5 bd · 2 ba · 2,320 ft² · Sold $147K · May 2003
- 81 Whetstone Dr$305K165 ft · 3 bd · 2.5 ba · 1,566 ft² · Sold Dec 2017
- 75 Whetstone Dr$386K179 ft · 3 bd · 1.5 ba · 1,925 ft² · Sold $250K · Aug 2020
- 145 Chestnut St$318K160 ft · 2 bd · 2 ba · 1,704 ft² · Sold $152K · Dec 2002
- 87 Whetstone Dr$317K201 ft · 3 bd · 1.5 ba · 1,836 ft² · Sold $190K · May 2005
- 171 Chestnut St176 ft · 2 bd · 2 ba · 1,248 ft² · Sold Jan 1900
- 71 Whetstone Dr$331K223 ft · 2 bd · 2 ba · 1,340 ft² · Sold $315K · Jun 2025
More homes in Brattleboro 05301
- 2336 Sweet Pond Rd$246K2 bd · 2 ba · 1,248 ft² · Sold $340K · Sep 2026
- 120 Carriage Hill Rd$369K3 bd · 1.5 ba · 1,440 ft² · Sold $369K · Sep 2026
- 36 Pauls Rd3.46 ac · Sold $325K · Sep 2026
- 50 Spring Hill Rd$179K2 bd · 2 ba · 864 ft² · Sold $195K · Sep 2026
- 1288 Green River Rd$228K2 bd · 2 ba · 942 ft² · Sold $38K · Sep 2026
- 135 S Main St5 bd · 3 ba · 2,682 ft² · Sold $94K · Sep 2026
- 136 Oak Grove Ave$295K3 bd · 1 ba · 1,350 ft² · Sold $275K · Sep 2026
- 671 Kelly Rd1 bd · 1 ba · 600 ft² · Sold $59K · Sep 2026
- 20 Homestead Pl4 bd · 2 ba · 2,430 ft² · Sold $111K · Sep 2026
- 87 Orchard St$359K4 bd · 3.5 ba · 2,794 ft² · Sold $359K · Sep 2026
- 211 Pleasant Valley Rd2 bd · 1 ba · 1,104 ft² · Sold $525K · Sep 2026
- 390 Pleasant Valley Rd$1.2M4 bd · 3.5 ba · 4,866 ft² · Sold $1.2M · Sep 2026
Explore the area
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