59 CHESTNUT ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(1)
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
59 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.
- Costs less per square foot than 77% of homes in Windham County
- Has a smaller lot than 86% of homes in Windham County
- Older than 76% 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 49% 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 49% of homes nearby
Pricier than 32% of homes nearby
Bigger than 55% of homes nearby
Bigger than 22% of homes nearby
Newer than 25% of homes nearby
| Measure | This home | Brattleboro 05301 | Windham County |
|---|---|---|---|
| Estimated valuepricier than | $318,663 | 49% of homes | 36% of homes |
| Price per ft²pricier than | $197 | 32% of homes | 23% of homes |
| Living areabigger than | 1,616 ft² | 55% of homes | 54% of homes |
| Lot sizebigger than | 0.26 ac | 22% of homes | 14% of homes |
| Year builtnewer than | 1910 | 25% of homes | 24% of homes |
About 59 Chestnut St
How much is 59 Chestnut St, Brattleboro, VT worth?
The TopHap Estimate for 59 Chestnut St, Brattleboro, VT is $318,663 as of Sep 24, 2026. The likely range is $277,474 to $359,852. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 59 Chestnut St, Brattleboro, VT last sell?
59 Chestnut St, Brattleboro, VT last sold on Apr 29, 1991 for $58,000, according to the county's recorded deed.
How big is 59 Chestnut St, Brattleboro, VT?
59 Chestnut St, Brattleboro, VT has 3 bedrooms, 2 bathrooms, 1,616 square feet of living space and a 0.26-acre lot.
When was 59 Chestnut St, Brattleboro, VT built?
59 Chestnut St, Brattleboro, VT was built in 1910, making it 116 years old. It is a colonial home. The building has 2 stories.
How does 59 Chestnut St, Brattleboro, VT compare to other homes in Brattleboro 05301?
Among the 5,717 homes in Brattleboro 05301, it is worth more than 49% of them ($318,663 against a typical $321,824), its price per square foot is higher than 32% of them ($197 against a typical $219), it is bigger than 55% of them (1,616 ft² against a typical 1,518 ft²), its lot is bigger than 22% of them (0.26 ac against a typical 1.2 ac) and it is newer than 25% of them (1910 against a typical 1966). Measured against all of Windham County, it is worth more than 36% 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 59 Chestnut St, Brattleboro, VT?
The 2025 property tax bill for 59 Chestnut St, Brattleboro, VT was $3,345. The county assessed it at $176,110.
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$339K4 bd · 1.5 ba · 1,544 ft² · Sold $322K · Jul 2025
- 22 Chestnut St # 5$200KCondominium · 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$295K2 bd · 1 ba · 1,728 ft² · Sold $240K · Mar 2021
- 106 Chestnut St2 bd · 1 ba · 1,056 ft² · Sold $140K · Jul 2020
- 155 Chestnut St$267K3 bd · 1.5 ba · 1,594 ft² · Sold $172K · Dec 2019
- 50 Chestnut St$322K3 bd · 1 ba · 1,704 ft² · Sold $209K · Nov 2019
- 104 Chestnut St$276K3 bd · 1.5 ba · 1,688 ft² · Sold $175K · Aug 2019
- 185 Chestnut St$347K4 bd · 2 ba · 1,512 ft² · Sold Nov 2018
Closest homes
- 51 Chestnut St68 ft · 4 bd · 4 ba · 2,172 ft² · Sold $172K · Jun 2005
- 61 Chestnut St92 ft · 2 bd · 4 ba · 2,400 ft² · Sold Jan 1900
- 45 Chestnut St136 ft · 5 bd · 3 ba · 2,615 ft² · Sold $174K · Feb 2004
- 62 Chestnut St222 ft · 4 bd · 3 ba · 2,856 ft² · Sold Oct 2018
- 58 Chestnut St$242K218 ft · 3 bd · 1.5 ba · 1,952 ft² · Sold $110K · Mar 2016
- 69 Estey St241 ft · 5 bd · 2.5 ba · 1,458 ft² · Sold $83K · Nov 1999
- 68 Chestnut St246 ft · 8 bd · 4.5 ba · 3,978 ft² · Sold Jan 1900
- 50 Chestnut St$322K234 ft · 3 bd · 1 ba · 1,704 ft² · Sold $209K · Nov 2019
More homes in Brattleboro 05301
- 39 Brookside Dr$190K2 bd · 1 ba · 930 ft² · Sold $190K · Oct 2026
- 69 Buttonwood Dr1 bd · 1 ba · 1,276 ft² · Sold $1.8M · Oct 2026
- 14 Windward Dr2 bd · 2 ba · 924 ft² · Sold $1K · Oct 2026
- 647 Stickney Brook Rd$384K3 bd · 1 ba · 1,630 ft² · Sold $203K · Sep 2026
- 76 Belmont Ave$395K2 bd · 2 ba · 1,489 ft² · Sold $391K · Sep 2026
- 79 Estey St$233K2 bd · 2 ba · 1,050 ft² · Sold $109K · Sep 2026
- 34 Deepwood Park3 bd · 2 ba · 1,344 ft² · Sold $12K · Sep 2026
- 36 Yorkshire Cir3 bd · 1 ba · 960 ft² · Sold $215K · Sep 2026
- 284 Old Guilford Rd2 bd · 1 ba · 1,164 ft² · Sold $33K · Sep 2026
- 1 Morningside Cmns$185K2 bd · 1.5 ba · 966 ft² · Sold $185K · Sep 2026
- 69 Grove St4 bd · 2 ba · 2,148 ft² · Sold $248K · Sep 2026
- Marlboro Rd6.1 ac · Sold $38K · Sep 2026
Explore the area
See this home in context
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