#5045173, Kelley McCarthy, Listing office: Mahar McCarthy Real Estate
$524,900 List price
245 Southshire Dr Bennington, VT 05201
4 beds
2 full, 1 partial
2,116 sqft
2.9 acres
$248 / sqft
House
Property details
About 245 Southshire Dr
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. Upstairs, you'll find four generously sized bedrooms, including a serene primary suite with a walk-in closet, an additional shoe closet, and a private ensuite bath. A full hall bath serves the remaining bedrooms. The fully insulated basement provides excellent storage and features a new electric hot water tank with temperature controls. Outside, mature trees, lilacs, hydrangeas, berry bushes, herbs, and chestnut trees create a lush, beautifully landscaped setting. Move-in ready and meticulously maintained, this turn-key home offers classic comfort in a truly idyllic location. --
Highlights
Home typeOther
HeatingOil, Hot Water
StatusActive
Size2,116 sqft
BasementYes
Lot size2.93 Acres
Year built1984
ParkingPaved, Attached
MLS #246729
Attached garage2 spaces
FireplaceWood Burning
ViewMountain(s), Scenic
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 2
- Appliances: Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer
- Basement: Yes
- Flooring Type: Wood
- Fireplace: Wood Burning
- Total Bedroom Count: 4
- Garage Space: 2 spaces
- Attached Garage: Yes
- Parking: Paved, Attached
- View: Mountain(s), Scenic
- Exterior: Deck
- Architectural Style: Colonial
- Heating: Oil, Hot Water
- List Price: $524,900
- Price/SqFt: $248
- Annual Tax Amount: $9,776
- Tax Year: 2023
- 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.
- Year Built: 1984
- Living Area: 2,116 SqFt
- Lot Size: 2.93 Acres
- MLS Number: 246729
- MLS Name: BerkshireCounty
- Office Name: ALTON & WESTALL REAL ESTATE AGENCY, LLC
- Office Email: info@altonwestall.com
- Listing Agent: Ann Greenwood
Information from the Berkshire County Board of Realtors, Inc. or it's Multiple Listing Service. Site contains live data. Information herein believed to be accurate, but not warranted. All right, title and interest in the exclusively listed property information represented on this website was created, maintained and copyrighted by the Berkshire County Board of Realtors® and in copyrights therein, hall at all times remain vested in the Berkshire County Board of Realtors®. As a Participant of the Berkshire County Multiple Listing Service, this company was granted a lease to use this information in accordance with all rules and regulations of the Service. This information is being provided for Consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties Consumers may be interested in purchasing.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/24/2025, 4:45:39 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| May 08, 2023 | Home Sold | $486,000 |
| Jul 06, 2022 | Home Sold | $385,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $298,400 | $9,776 |
| 2022 | $298,400 | $9,104 |
| 2021 | $298,400 | $8,919 |
| 2019 | $298,400 | $6,518 |
| 2018 | $298,400 | $6,409 |
History based on county public records data.
Nearby schools
1
Molly Stark School
Public District PK-5
2.5 mi
•181 Orchard Rd
1
Pownal Elementary School
Public District PK-6
4.4 mi
•94 Schoolhouse Rd
4
Shaftsbury Elementary School
Public District PK-6
5.7 mi
•150 Buck Hill Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $75,613. Typical income of Bennington, VT residents is between $35k-100k annually. Residents typically live in single, no kids family. Most residents in this area have post secondary degree education.
How much money do the neighbors make?
12%
<35k
59%
35k-100k
24%
100k-200k
5%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
39%
Single, No Kids
10%
Single, with Kids
33%
Married, No Kids
18%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
12%
<11 yrs old
8%
12-17 yrs old
11%
18-34 yrs old
40%
35-64 yrs old
29%
65+ yrs old
What do the neighbors do for fun?
PGA/LPGA
NASCAR
Soccer
Where do the neighbors shop?
Stein Mart
Dick's Sporting Goods
Old Navy
Where do the neighbors go to eat?
Bob Evans
Arbys
Jimmy Johns
What do the neighbors drive?
Lincoln
GMC
Ram
What do the neighbors listen to?
News/Talk/Information
Adult Hits
New Country
All data provided by Home Junction and Claritas
Similar homes for sale
Frequently asked questions
About 245 Southshire Dr
The listing price of 245 Southshire Dr property is $524,900.
The property 245 Southshire Dr is a house located in Bennington, Vermont, 05201.
Active Listing: 245 Southshire Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 245 Southshire Dr are: Molly Stark School (GreatSchools Rating 1/10), Pownal Elementary School (GreatSchools Rating 1/10), Shaftsbury Elementary School (GreatSchools Rating 4/10), Mt. Anthony Union Middle School (GreatSchools Rating 2/10), Clarksburg Elementary School (GreatSchools Rating 3/10), Hoosac Valley Middle School (GreatSchools Rating 4/10), Mt. Anthony Senior Uhsd #14 (GreatSchools Rating 5/10), Hoosick Falls Junior/Senior High School (GreatSchools Rating 5/10), Mount Greylock Regional High School (GreatSchools Rating 8/10).
According to the records, the last property tax for 2023 is $9,776 (source: MLS/based on county public records data).
The last sale was on May 8, 2023 for $486,000 (source: MLS/tax record).
The property at 245 Southshire Dr has 4 bedrooms and 2 full and 1 half bathrooms.
The property 245 Southshire Dr is 2,116 SqFt (source: MLS/tax record).
The year of construction for 245 Southshire Dr is 1984.
This home is located at 245 Southshire Dr in Bennington, VT and zip code 05201. This 2,116 square foot home, which was built in 1984, sits on a 2.93 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 13, 2025 and is currently priced at $524,900.
In June 2025 more than 1 listings in Bennington, VT were sold above the asking price. During the same period more than 4 listings were sold at asking price, while more than 9 were sold below. The inventory of homes for sale in Bennington, VT between May and June 2025 increased by 26.8%.
From Rocket Homes Real Estate and based on county public records data.