23 PLEASANT 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
23 Pleasant 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 66% of homes in Windham County
- Costs less per square foot than 86% of homes in Windham County
- Has a smaller lot than 88% 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 47% 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 47% of homes nearby
Pricier than 18% of homes nearby
Bigger than 62% of homes nearby
Bigger than 19% of homes nearby
Newer than 11% of homes nearby
| Measure | This home | Brattleboro 05301 | Windham County |
|---|---|---|---|
| Estimated valuepricier than | $315,328 | 47% of homes | 34% of homes |
| Price per ft²pricier than | $176 | 18% of homes | 14% of homes |
| Living areabigger than | 1,789 ft² | 62% of homes | 62% of homes |
| Lot sizebigger than | 0.23 ac | 19% of homes | 12% of homes |
| Year builtnewer than | 1879 | 11% of homes | 8% of homes |
About 23 Pleasant St
How much is 23 Pleasant St, Brattleboro, VT worth?
The TopHap Estimate for 23 Pleasant St, Brattleboro, VT is $315,328 as of Oct 21, 2026. The likely range is $295,554 to $335,102. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 23 Pleasant St, Brattleboro, VT last sell?
23 Pleasant St, Brattleboro, VT last sold on Feb 10, 2022 for $219,000, according to the county's recorded deed.
How big is 23 Pleasant St, Brattleboro, VT?
23 Pleasant St, Brattleboro, VT has 3 bedrooms, 2 bathrooms, 1,789 square feet of living space and a 0.23-acre lot.
When was 23 Pleasant St, Brattleboro, VT built?
23 Pleasant St, Brattleboro, VT was built in 1879, making it 147 years old. It is a colonial home. The building has 3 stories.
How does 23 Pleasant St, Brattleboro, VT compare to other homes in Brattleboro 05301?
Among the 5,717 homes in Brattleboro 05301, it is worth more than 47% of them ($315,328 against a typical $322,786), its price per square foot is higher than 18% of them ($176 against a typical $220), it is bigger than 62% of them (1,789 ft² against a typical 1,533 ft²), its lot is bigger than 19% of them (0.23 ac against a typical 1.2 ac) and it is newer than 11% of them (1879 against a typical 1966). Measured against all of Windham County, it is worth more than 34% 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 23 Pleasant St, Brattleboro, VT?
The 2025 property tax bill for 23 Pleasant St, Brattleboro, VT was $3,362. The county assessed it at $177,050.
More homes on Pleasant St
- 11 Pleasant St2,859 ft² · Sold $490K · Apr 2026
- 31 Pleasant St4 bd · 2 ba · 1,560 ft² · Sold $401K · Aug 2023
- 51 Pleasant St2 bd · 2 ba · 1,516 ft² · Sold $200K · Aug 2020
- 25 Pleasant St$320K4 bd · 2 ba · 1,152 ft² · Sold $190K · Jun 2016
- 48 Pleasant St4 bd · 2 ba · 1,744 ft² · Sold $95K · Sep 2003
- 52 Pleasant St$302K3 bd · 1.5 ba · 1,608 ft² · Sold $175K · Sep 2003
- 34 Pleasant St6 bd · 3 ba · 2,716 ft² · Sold $107K · Dec 2001
- 61 Pleasant St$266K1 bd · 1 ba · 1,376 ft² · Sold $81K · Aug 1992
- 26 Pleasant St11 bd · 4 ba · 5,289 ft² · Sold Jan 1900
Closest homes
- 25 Pleasant St$320K69 ft · 4 bd · 2 ba · 1,152 ft² · Sold $190K · Jun 2016
- 11 Pleasant St108 ft · 2,859 ft² · Sold $490K · Apr 2026
- 16 Chestnut St102 ft · 5 bd · 2 ba · 2,406 ft² · Sold $90K · Sep 1992
- 31 Pleasant St142 ft · 4 bd · 2 ba · 1,560 ft² · Sold $401K · Aug 2023
- 22 Chestnut St113 ft · Condominium · Sold Jan 1900
- 22 Chestnut St Apt 1114 ft · 3,276 ft²
- 1 Vine St218 ft · 3 bd · 1 ba · 1,296 ft² · Sold $158K · Nov 2006
- 22 Chestnut St$203K181 ft · Condominium · Sold $193K · Jan 2025
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
Open 23 Pleasant St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
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