27 CHESTNUT ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
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
27 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.
- Bigger than 83% of homes in Brattleboro 05301
- Has a smaller lot than 85% of homes in Windham County
How it measures up in Brattleboro 05301
The dot is this home. The mark in the middle is the typical home in Brattleboro 05301.
Bigger than 83% of homes nearby
Bigger than 24% of homes nearby
| Measure | This home | Brattleboro 05301 | Windham County |
|---|---|---|---|
| Living areabigger than | 2,421 ft² | 83% of homes | 83% of homes |
| Lot sizebigger than | 0.29 ac | 24% of homes | 15% of homes |
About 27 Chestnut St
When did 27 Chestnut St, Brattleboro, VT last sell?
27 Chestnut St, Brattleboro, VT last sold on Sep 19, 2005 for $225,000, according to the county's recorded deed.
How big is 27 Chestnut St, Brattleboro, VT?
27 Chestnut St, Brattleboro, VT has 4 bedrooms, 2 bathrooms, 2,421 square feet of living space and a 0.29-acre lot.
How does 27 Chestnut St, Brattleboro, VT compare to other homes in Brattleboro 05301?
Among the 5,717 homes in Brattleboro 05301, it is bigger than 83% of them (2,421 ft² against a typical 1,526 ft²) and its lot is bigger than 24% of them (0.29 ac against a typical 1.2 ac). These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 27 Chestnut St, Brattleboro, VT?
The 2025 property tax bill for 27 Chestnut St, Brattleboro, VT was $4,387. The county assessed it at $250,140.
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
- 155 Chestnut St$254K3 bd · 1.5 ba · 1,594 ft² · Sold $172K · Dec 2019
- 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
Closest homes
- 21 Chestnut St$286K68 ft · 5 bd · 2 ba · 2,402 ft² · Sold $70K · Jun 1999
- 35 Chestnut St$322K70 ft · 3 bd · 1.5 ba · 1,608 ft² · Sold Jan 1900
- 15 Chestnut St$305K138 ft · 3 bd · 2 ba · 1,485 ft² · Sold $70K · May 1995
- 45 Chestnut St137 ft · 5 bd · 3 ba · 2,615 ft² · Sold $174K · Feb 2004
- 22 Chestnut St$202K181 ft · Condominium · Sold $193K · Jan 2025
- 22 Chestnut St$202K181 ft · Condominium · Sold Jan 1900
- 22 Chestnut St$202K181 ft · Condominium · Sold Jan 1900
- 22 Chestnut St$202K181 ft · Condominium · Sold Jan 1900
More homes in Brattleboro 05301
- 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
- 563 South St8.52 ac · Sold $170K · Sep 2026
- 39 Locust St$350K4 bd · 1.5 ba · 1,800 ft² · Sold $340K · Sep 2026
- 4 Reservoir Rd2 bd · 1 ba · 728 ft² · Sold $65K · Sep 2026
- 1089 Marlboro Rd$321K3 bd · 2 ba · 1,703 ft² · Sold $320K · Sep 2026
- 6 Sycamore St$315K4 bd · 1 ba · 1,040 ft² · Sold $315K · Sep 2026
- 18 Sunny Acres Rd3 bd · 2 ba · 1,828 ft² · Sold $400K · Sep 2026
- 157 School Rd2 bd · 2 ba · 1,008 ft² · Sold $180K · Sep 2026
- 3524 Deer Park Rd$340K3 bd · 1.5 ba · 2,468 ft² · Sold $488K · Aug 2026
Explore the area
See this home in context
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