$499,900
$25K PRICE DROP

245 Southshire Dr Bennington, VT 05201

Estimated payment $3,399/month

Total Views 36,252
4 Beds
2.5 Baths
2,116 Sq Ft
$236 Price per Sq Ft

Highlights

  • Scenic Views
  • Colonial Architecture
  • Wood Flooring
  • 127,631 Sq Ft lot
  • Deck
  • Mature Landscaping

About This Home

Nestled in one of Bennington's most sought-after neighborhoods, this elegant 4-bedroom, 2.5-bath center-hall Colonial offers space, privacy, and timeless charm--all just minutes from downtown Bennington, SVMC Hospital, walking paths, and the Bennington Area Trail System(BATS). The first floor welcomes you with gleaming hardwood floors, a spacious kitchen, a formal dining room, and a gracious living room featuring a wood-burning fireplace and French doors that open to a private deck overlooking the park-like backyard. A separate study offers space for work or reading, while a dedicated laundry room, half bath, and entry to the attached two-car garage add convenience.

Listing Agent

Ann Greenwood

ALTON & WESTALL REAL ESTATE AGENCY, LLC Brokerage Email: info@altonwestall.com License #9076466 Listed on: 06/12/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,112

Year Built

  • 1984

Lot Details

  • 2.93 Acre Lot
  • Mature Landscaping

Property Views

  • Scenic Vista
  • Hills

Home Design

  • Colonial Architecture
  • Wood Frame Construction
  • Asphalt Shingled Roof
  • Vinyl Siding

Interior Spaces

  • 2,116 Sq Ft Home
  • Ceiling Fan
  • Fireplace
  • Wood Flooring
  • Basement Fills Entire Space Under The House

Kitchen

  • Range with Range Hood
  • Dishwasher

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Laundry Room
  • Dryer
  • Washer

Parking

  • 2 Car Attached Garage
  • Automatic Garage Door Opener

Outdoor Features

  • Deck

Utilities

  • Hot Water Heating System
  • Heating System Uses Oil
  • Well
  • Drilled Well
  • Electric Water Heater
  • Private Sewer

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,112

Year Built

1984

Lot Details

0

Listing Details

  • Property Type: Residential - Single Family
  • Property Type: Residential
  • Style: Colonial
  • Accessibility: 1st Flr Half Bath
  • Construction: Wood Frame
  • Directions: From the center of Bennington, head northwest on Main Street to Washington Ave, turn left onto Dewey Street, turn left onto Monument Ave, turn left onto Southshire Drive.
  • Views: Hill/Mountain, Scenic
  • Estimated Year Built: 1984
  • Right Of Way: Unk
  • Attribution Contact: info@altonwestall.com
  • Special Features: None
  • Property Sub Type: Detached
  • Year Built: 1984

Interior Features

  • Appliances Included: Dishwasher, Washer, Refrigerator, Range, Range Hood, Dryer
  • Total Bedrooms: 4
  • Total Bathrooms: 3.00
  • Total Full Baths: 2
  • Total Half Baths: 1
  • Basement: Full, Concrete Floor
  • Insulation: Fiberglass
  • Interior Amenities: Fireplace (s)
  • Floor: Wood
  • Sq Ft Liv Apx: 2116.00
  • Total Rooms: 9

Exterior Features

  • Exterior Amenities: Deck, Mature Landscaping, Landscaped
  • Roof: Asphalt Shingles
  • Exterior Siding: Vinyl

Garage/Parking

  • Garage Stalls: 2
  • Parking Spaces Type: Garaged
  • Garage: Attached, Auto Opener

Utilities

  • Electric Type: 150 Amp
  • Fuel: Oil
  • Hot Water: Electric
  • Sewer: Private
  • Underground Oil Tank: Unk
  • Water: Well
  • Well Detail: Drilled
  • Flood Hazard Area: Unk
  • Heat Cool Vent: Hot Water, Ceiling Fan

Schools

  • Elementary School: Other
  • Middle School: Other
  • High School: Other

Lot Info

  • Estimated Acres: 2.93
  • Lot Description: Paved Drive, Subdivision
  • Lot Size Sq Ft: 127631.00
  • Map Ref: 61-50-14
  • Right To Farm Comm: Unk
  • Zoning: Residential
  • Lot Dimensions: 1
  • Easement: Unk
  • Survey: Unk

Tax Info

  • Taxes: 9112.00
  • Tax Year: 2024

MLS Schools

  • Elementary School: Other
  • High School: Other
  • Middle School: Other

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $10,498 $298,400 $86,000 $212,400
2023 $9,776 $298,400 $86,000 $212,400
2022 $6,837 $298,400 $86,000 $212,400
2021 $6,873 $298,400 $86,000 $212,400
2020 $6,856 $298,400 $86,000 $212,400
2019 $6,519 $298,400 $86,000 $212,400
2018 $6,410 $298,400 $86,000 $212,400
2016 $6,377 $298,400 $86,000 $212,400
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/05/2025 08/05/25 Price Changed $499,900 -4.8% $236 / Sq Ft
06/12/2025 06/12/25 For Sale $524,900 +8.0% $248 / Sq Ft
05/05/2023 05/05/23 Sold $486,000 +8.0% $230 / Sq Ft
03/01/2023 03/01/23 Pending -- -- --
02/25/2023 02/25/23 For Sale $450,000 +16.9% $213 / Sq Ft
06/30/2022 06/30/22 Sold $385,000 +10.0% $182 / Sq Ft
05/17/2022 05/17/22 Pending -- -- --
05/10/2022 05/10/22 For Sale $350,000 -- $165 / Sq Ft
Source: Berkshire County Board of REALTORS®

Purchase History

Date Type Sale Price Title Company
Deed $486,000 --
Deed $486,000 --
Deed $385,000 --
Deed $385,000 --
Source: Public Records

Source: Berkshire County Board of REALTORS®

MLS Number: 246729

Berkshire County Board of REALTORS®

APN: (015)61-50-14-00