29 WINTER 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
29 Winter 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 84% of homes in Windham County
- Costs more per square foot than 71% of homes in Brattleboro 05301
- Smaller than 85% of homes in Brattleboro 05301
- Has a smaller lot than 86% 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 19% 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 19% of homes nearby
Pricier than 71% of homes nearby
Bigger than 15% of homes nearby
Bigger than 21% of homes nearby
Newer than 63% of homes nearby
| Measure | This home | Brattleboro 05301 | Windham County |
|---|---|---|---|
| Estimated valuepricier than | $239,022 | 19% of homes | 16% of homes |
| Price per ft²pricier than | $249 | 71% of homes | 50% of homes |
| Living areabigger than | 960 ft² | 15% of homes | 15% of homes |
| Lot sizebigger than | 0.25 ac | 21% of homes | 14% of homes |
| Year builtnewer than | 1976 | 63% of homes | 56% of homes |
About 29 Winter St
How much is 29 Winter St, Brattleboro, VT worth?
The TopHap Estimate for 29 Winter St, Brattleboro, VT is $239,022 as of Aug 30, 2026. The likely range is $217,467 to $260,577. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 29 Winter St, Brattleboro, VT last sell?
29 Winter St, Brattleboro, VT last sold on Apr 13, 1992 for $37,500, according to the county's recorded deed.
How big is 29 Winter St, Brattleboro, VT?
29 Winter St, Brattleboro, VT has 3 bedrooms, 1 bathrooms, 960 square feet of living space and a 0.25-acre lot.
When was 29 Winter St, Brattleboro, VT built?
29 Winter St, Brattleboro, VT was built in 1976, making it 50 years old. It is a ranch home. The building has 1 story.
How does 29 Winter St, Brattleboro, VT compare to other homes in Brattleboro 05301?
Among the 5,717 homes in Brattleboro 05301, it is worth more than 19% of them ($239,022 against a typical $324,155), its price per square foot is higher than 71% of them ($249 against a typical $220), it is bigger than 15% of them (960 ft² against a typical 1,526 ft²), its lot is bigger than 21% of them (0.25 ac against a typical 1.2 ac) and it is newer than 63% of them (1976 against a typical 1966). Measured against all of Windham County, it is worth more than 16% 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 29 Winter St, Brattleboro, VT?
The 2025 property tax bill for 29 Winter St, Brattleboro, VT was $2,670. The county assessed it at $140,580.
More homes on Winter St
- 54 Winter St$228K3 bd · 1 ba · 1,232 ft² · Sold $275K · Aug 2023
- 105 Winter St5 bd · 2.5 ba · 1,219 ft² · Sold $270K · Oct 2020
- 95 Winter St$267K2 bd · 1 ba · 1,092 ft² · Sold $180K · Oct 2020
- 135 Winter St$339K3 bd · 2 ba · 952 ft² · Sold $242K · Sep 2020
- 58 Winter St$321K3 bd · 2 ba · 1,434 ft² · Sold Aug 2018
- 111 Winter St$382K3 bd · 2 ba · 1,443 ft² · Sold Sep 2017
- 70 Winter St$260K3 bd · 1 ba · 1,164 ft² · Sold $160K · Nov 2012
- 97 Winter St$326K3 bd · 1.5 ba · 1,547 ft² · Sold $205K · Mar 2006
- 43 Winter St$247K3 bd · 1 ba · 1,112 ft² · Sold $135K · Jan 2006
- 49 Winter St$255K4 bd · 2 ba · 1,296 ft² · Sold $121K · Oct 2003
- 94 Winter St4 bd · 2 ba · 1,170 ft² · Sold $91K · Jul 2002
- 78 Winter St$262K3 bd · 1.5 ba · 1,144 ft² · Sold $86K · Aug 1994
Closest homes
- 43 Winter St$247K70 ft · 3 bd · 1 ba · 1,112 ft² · Sold $135K · Jan 2006
- 21 Winter St$308K102 ft · 3 bd · 2 ba · 1,604 ft² · Sold $95K · Aug 1987
- 49 Winter St$255K115 ft · 4 bd · 2 ba · 1,296 ft² · Sold $121K · Oct 2003
- 55 Winter St$245K186 ft · 5 bd · 1 ba · 1,232 ft² · Sold Jan 1900
- 220 Maple St$277K214 ft · 3 bd · 1 ba · 1,145 ft² · Sold $158K · Mar 2016
- 11 Winter St$307K242 ft · 3 bd · 1 ba · 1,481 ft² · Sold $92K · Apr 1994
- 238 Fairview St216 ft · 5 bd · 2 ba · 2,176 ft² · Sold $66K · Mar 2025
- 67 Winter St$228K269 ft · 3 bd · 1 ba · 1,164 ft² · 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
Open 29 Winter St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map