105 CHESTNUT 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
105 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 88% of homes in Brattleboro 05301
- Has a smaller lot than 70% of homes in Windham County
- Older than 88% 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 88% of homes nearby
Bigger than 43% of homes nearby
Newer than 17% of homes nearby
| Measure | This home | Brattleboro 05301 | Windham County |
|---|---|---|---|
| Living areabigger than | 2,715 ft² | 88% of homes | 88% of homes |
| Lot sizebigger than | 0.78 ac | 43% of homes | 30% of homes |
| Year builtnewer than | 1895 | 17% of homes | 12% of homes |
About 105 Chestnut St
When did 105 Chestnut St, Brattleboro, VT last sell?
105 Chestnut St, Brattleboro, VT last sold on Nov 24, 2025 for $395,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 105 Chestnut St, Brattleboro, VT?
105 Chestnut St, Brattleboro, VT has 4 bedrooms, 2 bathrooms, 2,715 square feet of living space and a 0.78-acre lot.
When was 105 Chestnut St, Brattleboro, VT built?
105 Chestnut St, Brattleboro, VT was built in 1895, making it 131 years old. It is a duplex single home. The building has 2 stories.
How does 105 Chestnut St, Brattleboro, VT compare to other homes in Brattleboro 05301?
Among the 5,717 homes in Brattleboro 05301, it is bigger than 88% of them (2,715 ft² against a typical 1,526 ft²), its lot is bigger than 43% of them (0.78 ac against a typical 1.2 ac) and it is newer than 17% of them (1895 against a typical 1966). These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 105 Chestnut St, Brattleboro, VT?
The 2025 property tax bill for 105 Chestnut St, Brattleboro, VT was $4,230. The county assessed it at $226,870.
More homes on Chestnut St
- 164 Chestnut St3 bd · 1 ba · 882 ft² · Sold $265K · Aug 2026
- 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
- 62 Chestnut St4 bd · 3 ba · 2,856 ft² · Sold Oct 2018
Closest homes
- 111 Chestnut St$272K99 ft · 5 bd · 1 ba · 2,225 ft² · Sold $202K · Sep 2015
- 117 Chestnut St$205K207 ft · 3 bd · 2 ba · 984 ft² · Sold Jan 1900
- 80 Chestnut St222 ft · 5 bd · 2 ba · 2,676 ft² · Sold Jan 1900
- 106 Chestnut St236 ft · 2 bd · 1 ba · 1,056 ft² · Sold $140K · Jul 2020
- 61 Chestnut St193 ft · 2 bd · 4 ba · 2,400 ft² · Sold Jan 1900
- 125 Chestnut St$253K236 ft · 3 bd · 1 ba · 1,228 ft² · Sold Jan 1900
- 68 Chestnut St252 ft · 8 bd · 4.5 ba · 3,978 ft² · Sold Jan 1900
- 108 Chestnut St$338K264 ft · 4 bd · 1.5 ba · 1,544 ft² · Sold $322K · Jul 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
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