377 SOUTHSHIRE DR
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.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
377 Southshire Dr 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 more than 97% of homes in Bennington 05201
- Costs less per square foot than 67% of homes in Bennington County
- Bigger than 96% of homes in Bennington 05201
- Has a bigger lot than 82% of homes in Bennington 05201
- Newer than 78% of homes in Bennington 05201
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 97% 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 97% of homes nearby
Pricier than 52% of homes nearby
Bigger than 96% of homes nearby
Bigger than 82% of homes nearby
Newer than 78% of homes nearby
| Measure | This home | Bennington 05201 | Bennington County |
|---|---|---|---|
| Estimated valuepricier than | $584,191 | 97% of homes | 74% of homes |
| Price per ft²pricier than | $184 | 52% of homes | 33% of homes |
| Living areabigger than | 3,183 ft² | 96% of homes | 92% of homes |
| Lot sizebigger than | 3.58 ac | 82% of homes | 68% of homes |
| Year builtnewer than | 1988 | 78% of homes | 75% of homes |
About 377 Southshire Dr
How much is 377 Southshire Dr, Bennington, VT worth?
The TopHap Estimate for 377 Southshire Dr, Bennington, VT is $584,191 as of Oct 21, 2026. The likely range is $533,502 to $634,880. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 377 Southshire Dr, Bennington, VT last sell?
377 Southshire Dr, Bennington, VT last sold on Dec 23, 2019 for $438,500, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 377 Southshire Dr, Bennington, VT?
377 Southshire Dr, Bennington, VT has 4 bedrooms, 2.5 bathrooms, 3,183 square feet of living space and a 3.58-acre lot.
When was 377 Southshire Dr, Bennington, VT built?
377 Southshire Dr, Bennington, VT was built in 1988, making it 38 years old. It is a contemporary home.
What schools serve 377 Southshire Dr, Bennington, VT?
377 Southshire Dr, 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 377 Southshire Dr, Bennington, VT compare to other homes in Bennington 05201?
Among the 5,020 homes in Bennington 05201, it is worth more than 97% of them ($584,191 against a typical $254,441), its price per square foot is higher than 52% of them ($184 against a typical $181), it is bigger than 96% of them (3,183 ft² against a typical 1,394 ft²), its lot is bigger than 82% of them (3.58 ac against a typical 0.51 ac) and it is newer than 78% of them (1988 against a typical 1961). Measured against all of Bennington County, it is worth more than 74% 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 377 Southshire Dr, Bennington, VT?
The 2025 property tax bill for 377 Southshire Dr, Bennington, VT was $5,269. The county assessed it at $349,700.
More homes on Southshire Dr
- 245 Southshire Dr$494K4 bd · 2.5 ba · 2,116 ft² · Sold $480K · Dec 2025
- 88 Southshire Dr$618K3 bd · 2.5 ba · 2,952 ft² · Sold $565K · Sep 2023
- 34 Southshire Dr$600K3 bd · 2.5 ba · 2,008 ft² · Sold $325K · Aug 2022
- 107 Southshire Dr$365K3 bd · 3.5 ba · 576 ft² · Sold $475K · Nov 2020
- 457 Southshire Dr$865K4 bd · 2.5 ba · 4,044 ft² · Sold $500K · Nov 2019
- 63 Southshire Dr$656K4 bd · 2.5 ba · 2,600 ft² · Sold Jul 2018
- Southshire Dr2.78 ac · Sold $163K · Dec 2016
- 323 Southshire Dr$586K3 bd · 4.5 ba · 2,832 ft² · Sold $430K · Aug 2014
- 106 Southshire Dr$652K4 bd · 2.5 ba · 3,723 ft² · Sold $360K · Nov 2013
- 220 Southshire Dr$628K5 bd · 3.5 ba · 2,793 ft² · Sold $430K · Aug 2005
- 311 Southshire Dr$625K4 bd · 3.5 ba · 3,136 ft² · Sold $423K · Jul 2005
- 370 Southshire Dr$695K4 bd · 3.5 ba · 3,265 ft² · Sold $326K · Jul 2001
Closest homes
- 409 Southshire Dr$453K256 ft · 4 bd · 2.5 ba · 2,626 ft² · Sold $250K · Oct 1994
- 323 Southshire Dr$586K255 ft · 3 bd · 4.5 ba · 2,832 ft² · Sold $430K · Aug 2014
- 235 Us Route 7 S$232K367 ft · 2 bd · 1 ba · 1,176 ft² · Sold $150K · Oct 2010
- 311 Southshire Dr$625K454 ft · 4 bd · 3.5 ba · 3,136 ft² · Sold $423K · Jul 2005
- 457 Southshire Dr$865K523 ft · 4 bd · 2.5 ba · 4,044 ft² · Sold $500K · Nov 2019
- 245 Southshire Dr$494K0.1 mi · 4 bd · 2.5 ba · 2,116 ft² · Sold $480K · Dec 2025
- 370 Southshire Dr$695K0.1 mi · 4 bd · 3.5 ba · 3,265 ft² · Sold $326K · Jul 2001
- Southshire Dr0.1 mi · 1.64 ac · Sold Jan 1900
More homes in Bennington 05201
- 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
- 469 Beach Rd$138K1 bd · 1 ba · 540 ft² · Sold $180K · Oct 2026
- 21 White Birches3 bd · 2 ba · 974 ft² · Sold $3K · Oct 2026
- 107 Jefferson Ave$210K4 bd · 2 ba · 1,608 ft² · Sold $210K · Oct 2026
- 38 White Birches2 bd · 1 ba · 798 ft² · Sold $2K · Oct 2026
- 133 N Branch St3 bd · 2 ba · 1,680 ft² · Sold $29K · Oct 2026
Assigned schools
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