# 370 Southshire Drive, Bennington, VT 05201 > **TL;DR:** 4bd/4ba single family, $695,000 ($120/sqft), built 1989, 5,769 sqft. > Fireplace, 2-car garage. Est. $3,717/mo. Listed 39 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $695,000 | | Price/sqft | $120 | | Bedrooms | 4 | | Bathrooms | 3 full, 1 half | | Square Feet | 5,769 | | Year Built | 1989 | | Lot Size | 103,237 sqft (2.37 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 39 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,514 | | Estimated Insurance | $203 | | **Total** | **$3,717** | ## Nearby Schools - **Middle:** Mt. Anthony Union Middle Sch - **High:** Mt. Anthony Sr. UHSD 14 ## Key Amenities - Fireplace - 2-car garage ## Property Highlights - Built in 1989 - 2.37 acre lot - 2 stories - Fireplace ## Description ### Agent Description 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 - **Address:** 370 Southshire Drive, Bennington, VT 05201 - **County:** VT-Bennington - **Coordinates:** 42.864189, -73.20129 - **Google Maps:** https://www.google.com/maps?q=42.864189,-73.20129 ## Listing Agent - **Name:** Lillian West - **Brokerage:** Maple Leaf Realty - **Broker Phone:** (802) 447-3210 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/370-Southshire-Dr_Bennington_VT_05201_M39650-98618?f=listhub&s=NNERENNH&m=5111572&c=propsimple) ## Photos ![370 Southshire Drive - Photo 1](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f4259913657r.jpg) ![370 Southshire Drive - Photo 2](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2588623861r.jpg) ![370 Southshire Drive - Photo 3](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f4034850074r.jpg) ![370 Southshire Drive - Photo 4](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f4171932372r.jpg) ![370 Southshire Drive - Photo 5](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f4021314186r.jpg) ![370 Southshire Drive - Photo 6](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f3045986975r.jpg) ![370 Southshire Drive - Photo 7](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f753515781r.jpg) ![370 Southshire Drive - Photo 8](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f536544465r.jpg) ![370 Southshire Drive - Photo 9](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2443624691r.jpg) ![370 Southshire Drive - Photo 10](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f119569405r.jpg) ![370 Southshire Drive - Photo 11](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2482768101r.jpg) ![370 Southshire Drive - Photo 12](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2300967630r.jpg) ![370 Southshire Drive - Photo 13](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f43448688r.jpg) ![370 Southshire Drive - Photo 14](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f522660314r.jpg) ![370 Southshire Drive - Photo 15](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f595676148r.jpg) ![370 Southshire Drive - Photo 16](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f3545503508r.jpg) ![370 Southshire Drive - Photo 17](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f1304981962r.jpg) ![370 Southshire Drive - Photo 18](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f1817243927r.jpg) ![370 Southshire Drive - Photo 19](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2018285837r.jpg) ![370 Southshire Drive - Photo 20](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f3405123507r.jpg) ![370 Southshire Drive - Photo 21](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f230282385r.jpg) ![370 Southshire Drive - Photo 22](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2723039103r.jpg) ![370 Southshire Drive - Photo 23](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f3036992589r.jpg) ![370 Southshire Drive - Photo 24](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f1082156064r.jpg) ![370 Southshire Drive - Photo 25](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f3636955356r.jpg) ![370 Southshire Drive - Photo 26](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f3669059597r.jpg) ![370 Southshire Drive - Photo 27](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2112860734r.jpg) ![370 Southshire Drive - Photo 28](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f3902073939r.jpg) ![370 Southshire Drive - Photo 29](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f1718491576r.jpg) ![370 Southshire Drive - Photo 30](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f1982661656r.jpg) ![370 Southshire Drive - Photo 31](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2683605148r.jpg) ![370 Southshire Drive - Photo 32](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f688608104r.jpg) ![370 Southshire Drive - Photo 33](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f1097782833r.jpg) ![370 Southshire Drive - Photo 34](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f3225227726r.jpg) ![370 Southshire Drive - Photo 35](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2120721138r.jpg) ![370 Southshire Drive - Photo 36](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f3128121047r.jpg) ![370 Southshire Drive - Photo 37](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f314032396r.jpg) ![370 Southshire Drive - Photo 38](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2207203844r.jpg) ![370 Southshire Drive - Photo 39](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f2857765259r.jpg) ![370 Southshire Drive - Photo 40](http://lh.rdcpix.com/3aea29deb1ac6a4cb27b0b263d6acd3al-f1164894545r.jpg) --- **MLS#:** 5111572 | **Updated:** 2026-10-24 **Source:** listhub *Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/370-southshire-drive-bennington-vt-05201-9ef31c6f963346209af1589bfe7148e6) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/370-southshire-drive-bennington-vt-05201-9ef31c6f963346209af1589bfe7148e6#listing", "url": "https://staging.propertysimple.ai/listing/370-southshire-drive-bennington-vt-05201-9ef31c6f963346209af1589bfe7148e6", "name": "370 Southshire Drive, Bennington, VT 05201", "description": "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. 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