106 LEONARD 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.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Mount Anthony Union High School District 14
Neighborhood · ZIP 05201These 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
106 Leonard 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 81% of homes in Bennington County
- Costs more per square foot than 73% of homes in Bennington 05201
- Smaller than 78% of homes in Bennington County
- Has a smaller lot than 86% of homes in Bennington County
- Older than 73% of homes in Bennington County
What homes are worth in Bennington 05201
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 34% of homes in Bennington 05201.
How it measures up in Bennington 05201
The dot is this home. The mark in the middle is the typical home in Bennington 05201.
Pricier than 34% of homes nearby
Pricier than 73% of homes nearby
Bigger than 26% of homes nearby
Bigger than 30% of homes nearby
Newer than 38% of homes nearby
| Measure | This home | Bennington 05201 | Bennington County |
|---|---|---|---|
| Estimated valuepricier than | $226,220 | 34% of homes | 19% of homes |
| Price per ft²pricier than | $209 | 73% of homes | 45% of homes |
| Living areabigger than | 1,083 ft² | 26% of homes | 22% of homes |
| Lot sizebigger than | 0.29 ac | 30% of homes | 14% of homes |
| Year builtnewer than | 1945 | 38% of homes | 27% of homes |
About 106 Leonard St
How much is 106 Leonard St, Bennington, VT worth?
The TopHap Estimate for 106 Leonard St, Bennington, VT is $226,220 as of Oct 21, 2026. The likely range is $204,547 to $247,893. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 106 Leonard St, Bennington, VT last sell?
106 Leonard St, Bennington, VT last sold on Nov 17, 2003 for $125,000, according to the county's recorded deed.
How big is 106 Leonard St, Bennington, VT?
106 Leonard St, Bennington, VT has 2 bedrooms, 1 bathrooms, 1,083 square feet of living space and a 0.29-acre lot.
When was 106 Leonard St, Bennington, VT built?
106 Leonard St, Bennington, VT was built in 1945, making it 81 years old. It is a cape cod home.
What schools serve 106 Leonard St, Bennington, VT?
106 Leonard St, Bennington, VT is assigned to Mt. Anthony Senior Union High School (high), rated C+; Mt. Anthony Union Middle School (middle), rated D-. All sit in Mount Anthony Union High School District 14. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 106 Leonard St, Bennington, VT compare to other homes in Bennington 05201?
Among the 5,020 homes in Bennington 05201, it is worth more than 34% of them ($226,220 against a typical $254,405), its price per square foot is higher than 73% of them ($209 against a typical $181), it is bigger than 26% of them (1,083 ft² against a typical 1,390 ft²), its lot is bigger than 30% of them (0.29 ac against a typical 0.52 ac) and it is newer than 38% of them (1945 against a typical 1961). Measured against all of Bennington County, it is worth more than 19% 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 106 Leonard St, Bennington, VT?
The 2025 property tax bill for 106 Leonard St, Bennington, VT was $2,069. The county assessed it at $137,300.
More homes on Leonard St
- 103 Leonard St$287K2 bd · 1.5 ba · 1,723 ft² · Sold $279K · Dec 2025
- 1 Leonard St$140K3 bd · 1 ba · 967 ft² · Sold $85K · Aug 2022
- 110 Leonard St$231K3 bd · 2 ba · 1,480 ft² · Sold $121K · Jun 2022
- 117 Leonard St$326K3 bd · 2 ba · 1,596 ft² · Sold $315K · Sep 2021
- 114 Leonard St$266K3 bd · 2 ba · 1,286 ft² · Sold $134K · Jan 2020
- 115 Leonard St$303K3 bd · 1 ba · 1,144 ft² · Sold $190K · Jun 2019
- 113 Leonard St$292K3 bd · 1 ba · 1,392 ft² · Sold Jan 2018
- 107 Leonard St$292K2 bd · 1 ba · 1,176 ft² · Sold $185K · Nov 2005
- 11 Leonard St$227K2 bd · 1 ba · 1,392 ft² · Sold $60K · Aug 2001
- 102 Leonard St$195K2 bd · 1 ba · 1,008 ft² · Sold $100K · Sep 1999
- 108 Leonard St$258K3 bd · 1.5 ba · 1,459 ft² · Sold $99K · Jul 1998
- 104 Leonard St$215K2 bd · 1 ba · 1,092 ft² · Sold $79K · Oct 1995
Closest homes
- 108 Leonard St$258K90 ft · 3 bd · 1.5 ba · 1,459 ft² · Sold $99K · Jul 1998
- 12 Anthony Dr$239K124 ft · 3 bd · 1 ba · 1,165 ft² · Sold $15K · May 2001
- 104 Leonard St$215K100 ft · 2 bd · 1 ba · 1,092 ft² · Sold $79K · Oct 1995
- 10 Anthony Dr$230K134 ft · 2 bd · 1 ba · 1,088 ft² · Sold $70K · Dec 2000
- 14 Anthony Dr$296K153 ft · 4 bd · 2 ba · 1,176 ft² · Sold $182K · Aug 2010
- 8 Anthony Dr$248K168 ft · 2 bd · 1 ba · 1,165 ft² · Sold Jan 1900
- 107 Leonard St$292K190 ft · 2 bd · 1 ba · 1,176 ft² · Sold $185K · Nov 2005
- 109 Leonard St$270K191 ft · 3 bd · 2 ba · 1,632 ft² · Sold Jan 1900
More homes in Bennington 05201
- 101 Cyr Ct$264K3 bd · 2 ba · 1,456 ft² · Sold $71K · Oct 2026
- 903 Gage St$233K3 bd · 2 ba · 1,582 ft² · Sold $212K · Oct 2026
- 21 Russett Dr$349K3 bd · 2 ba · 1,911 ft² · Sold $340K · Oct 2026
- 349 Elm St$450K3 bd · 1.5 ba · 1,650 ft² · Sold $450K · Oct 2026
- 1236 Burgess Rd$341K2 bd · 2 ba · 1,760 ft² · Sold $85K · Oct 2026
- 1083 Main St$210K2 bd · 1 ba · 1,075 ft² · Sold $207K · Oct 2026
- 219 Washington Ave6 bd · 3 ba · 2,584 ft² · Sold $335K · Oct 2026
- 12 Hurley Ln$190K3 bd · 1 ba · 1,132 ft² · Sold $190K · Oct 2026
- 232 Depot St$190K2 bd · 1 ba · 936 ft² · Sold $190K · Oct 2026
- 103 Jennings Brook Dr$250K3 bd · 2 ba · 1,824 ft² · Sold $200K · Oct 2026
- 549 Houran Rd4 bd · 2 ba · 1,768 ft² · Sold $259K · Oct 2026
- 432 South St$179K5 bd · 5 ba · 2,471 ft² · Sold $170K · Oct 2026
Assigned schools
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