
Land with Home for Sale in Bennington, Vermont
370 Southshire Dr, Bennington, VT 05201
Welcome to a home that truly has room for it all! Set in a desirable neighborhood on a beautifully landscaped lot, this impressive property offers an incredible amount of living space inside and out. A paved driveway leads to the attached two-car garage, while the backyard feels like your own private retreat with a gorgeous inground pool, spacious patio and beautiful yard perfect for entertaining or simply enjoying summer at home. Inside, you'll find generously sized rooms and a layout designed for both everyday living and gathering. The kitchen features granite countertops, plenty of cabinetry and a pantry, while the huge family room is made for entertaining with its own bar area and a cozy pellet stove set into the fireplace. A bright sunroom opens directly to the backyard patio and pool, creating wonderful indoor-outdoor flow. The first-floor primary suite offers the convenience of one-level living, complemented by first-floor laundry, a full bath and a handsome office with built-ins. Upstairs, there are plenty of bedrooms plus additional unfinished space above the garage offering even more possibilities: although with this much space, you may never need it! And there's still more downstairs. The beautifully finished basement adds an entire additional level of living and recreation space, including a game room, home gym, fireplace and plenty of room to spread out. From the expansive interior to the pool, patio and gorgeous grounds, this is a home designed for living big, entertaining well and enjoying every season.
Location
- Street address
- 370 Southshire Dr
- County
- Bennington County
- Zip code
- 05201
- Elevation
- 819 feet
Directions
From Monument Avenue, continue south until you reach Southshire Drive on left. When you hit the fork in the road shortly after, bear left to stay on Southshire Drive your destination will be on your left
Property details
- Acreage
- 2.37 acres
- Zoning
- RR
- MLS #
- NNEREN 5111572
- Posted
Property taxes
- 2026
- $16,322
Parcels
- 05101569586
Details and features
Listing
- Type
- Residential
Lot
- Features
- Landscaped, Level, Wooded
Exterior
- Parking
- Driveway, Garage
- Fencing
- Partial
- Pool
- Deck, Patio
- Structures
- Outbuilding
- Features
- Garden Space, In-Ground Pool, Natural Shade, Partial Fence
Structure
- Stories
- 2
- Water
- Well
- Heating
- Oil
- Cooling
- Ductless, Zoned
- Materials
- Vinyl Exterior, Wood Frame
- Roof
- Shingle
Interior
- Room Count
- 8
- Rooms
- Basement, Bathroom x 4, Bedroom x 4, Den, Dining Room, Family Room, Game Room, Laundry Room
- Flooring
- Carpet, Tile, Wood
- Fireplaces
- Yes
- Appliances
- Dishwasher, Disposal, Electric Cooktop, Freezer, Microwave, Refrigerator, Wall Oven
- Features
- 2 Fireplaces, Bar, Dining Area, Primary BRW/BA, Whirlpool Tub
Nearby schools
| Name | Type |
|---|---|
| Mt. Anthony Union Middle SCH | Middle |
| Mt. Anthony Sr. UHSD 14 | High |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Sept 25, 2026 | New listing | $695,000 | — | NNEREN |







































