Recently Sold Homes in Bennington County, VT

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SOLD NOV 10, 2025

ABOUT THIS HOME
Recently Sold Home in Bennington County, VT:
4A Ridge Court is a welcoming townhouse in the highly desirable Piper Ridge community, just minutes from Stratton Mountain Base lodge and everything the area has to offer. This 3-bedroom, 3-bath furnished home features en-suite bedrooms, providing comfort and privacy for family and guests. The main level features a bright living room with wood-beamed cathedral ceilings, a wood-burning fireplace, and sliding doors that lead to a private deck, where you can take in the crisp mountain air. The kitchen and dining area are ideal for gathering with family and friends, and a guest bedroom with 3/4 bath completes this level. Upstairs, the primary en suite bedroom and an additional en suite bedroom

$595,000 Last sold price

3 beds3 baths1,886 sq ft

4A Ridge Ct, Bondville, VT 05340

SOLD NOV 26, 2025

ABOUT THIS HOME
Recently Sold Home in Bennington County, VT:
Tucked away on 9.5 private acres that border the scenic Gale Meadows Pond, this Vermont retreat offers the perfect mix of nature, comfort, and functionality. Whether you're seeking a year-round residence or a seasonal getaway, this property is move-in ready with thoughtful renovations and room to explore. Step inside to a warm and inviting atmosphere where you’ll find brand-new kitchen appliances, a new washer and dryer, new carpet on the main level, and updates in bathrooms with new toilets, sinks, and fixtures. The living room centers around a cozy fireplace—perfect for cold winter nights—while the finished lower level features a built-in bar, ideal for relaxing or enter

$500,000 Last sold price

4 beds3 baths1,920 sq ft

374 Winhall Hollow Rd, Bondville, VT 05340

SOLD OCT 14, 2025

ABOUT THIS HOME
Recently Sold Home in Bennington County, VT:
Experience Vermont luxury at 19 Old Town Road, Winhall—a stunning 5-bedroom, 7-bathroom estate on 21.53 private acres. Built in 2000, this meticulously designed retreat offers unobstructed views of both Stratton Mountain and Magic Mountain. The spacious great room is the heart of the home, featuring soaring ceilings, a grand stone fireplace, and walls of windows that frame breathtaking mountain vistas. A gourmet kitchen with high-end appliances, custom cabinetry, and ample workspace is perfect for entertaining. The den is a home office with a beautiful fireplace and built in bookcases. With five bedrooms each with their own bathroom, two half baths, thoughtfully designed living spaces

$2,200,000 Last sold price

5 beds6 baths7,625 sq ft

19 Old Town Rd, Bondville, VT 05340

SOLD OCT 28, 2025

ABOUT THIS HOME
Recently Sold Home in Bennington County, VT:
Prime Stratton location! This charming 4-bedroom, 2-bathroom retreat offers vaulted ceilings, an open-concept living area with a wood burning fireplace, and a private deck and backyard for relaxing after a day on the slopes. With weekend and holiday shuttle service during ski season, plus easy access to Stratton Village’s shops, dining, and year-round activities, it’s the ideal spot to recharge and reconnect. Fully furnished and move-in ready, this home is ready to welcome you!

$815,000 Last sold price

4 beds2 baths1,908 sq ft

6 Roundtree Rd, Bondville, VT 05340

SOLD DEC 4, 2025

ABOUT THIS HOME
Recently Sold Home in Bennington County, VT:
OPEN HOUSE SUNDAY OCTOBER 12TH 11:00AM-1:00PM! Escape to the mountains in this enchanting 4 bedroom, 3.5 bath home just moments from Stratton Resort in one of the areas most sought after neighborhoods! Offering classic chalet charm and convenience, this well-appointed home includes winter weekend/holiday shuttle service to the Stratton. After a day on the mountain, enjoy a walk to Stratton Village where you’ll find a variety of shops, and après-ski spots. Rather stay in? Curl up in front of the fire and take in the outdoors from the wall of windows. With its functional layout, open living area, spacious updated kitchen, sunny deck and a premier location, this chalet is the ulti

$849,000 Last sold price

4 beds3.5 baths2,028 sq ft

7 N Brookwood Rd, Bondville, VT 05340

Property at 1288 Brookman Rd, Pownal, VT 05261, 2 beds, 1 bath

$270,000 Last sold price

2 beds1 bath792 sq ft

1288 Brookman Rd, Pownal, VT 05261

Property at 653 Skyboro Rd E, Pownal, VT 05261, 2 beds, 3 baths

$370,000 Last sold price

2 beds3 baths1,761 sq ft

653 Skyboro Rd E, Pownal, VT 05261

Property at 679 Middle Pownal Rd, Pownal, VT 05261, 4 beds, 2.5 baths

$485,000 Last sold price

4 beds2.5 baths2,240 sq ft

679 Middle Pownal Rd, Pownal, VT 05261

Property at 93 Pace Rd, Bennington, VT 05201-8755, 3 beds, 1.5 baths

$320,000 Last sold price

3 beds1.5 baths1,664 sq ft

93 Pace Rd, Bennington, VT 05201-8755

Property at 14 Pace Rd, Bennington, VT 05201, 3 beds, 1 bath

$171,000 Last sold price

3 beds1 bath1,724 sq ft

14 Pace Rd, Bennington, VT 05201

Property at 535 Red Mountain Rd, Arlington, VT 05250, 3 beds, 1.5 baths

$335,000 Last sold price

3 beds1.5 baths2,831 sq ft

535 Red Mountain Rd, Arlington, VT 05250

Property at 38 Spruce Ln, Arlington, VT 05250, 3 beds, 2 baths

$400,000 Last sold price

3 beds2 baths1,616 sq ft

38 Spruce Ln, Arlington, VT 05250

Property at 790 Maple Hill Rd, Arlington, VT 05255, 3 beds, 2.5 baths

$625,000 Last sold price

3 beds2.5 baths2,355 sq ft

790 Maple Hill Rd, Arlington, VT 05255

Property at 185 Crooked Path Rd, Arlington, VT 05250, 4 beds, 5.5 baths

$795,000 Last sold price

4 beds5.5 baths3,463 sq ft

185 Crooked Path Rd, Arlington, VT 05250

Property at 5412 Bluestone Rd, Bennington, VT 05201, 1 bed

$116,500 Last sold price

1 bed— baths704 sq ft

5412 Bluestone Rd, Bennington, VT 05201

Property at 200 Applewood Ln, Manchester Center, VT 05255, 4 beds, 3 baths

$495,000 Last sold price

4 beds3 baths2,746 sq ft

200 Applewood Ln, Manchester Center, VT 05255

Property at 879 River Rd, Manchester, VT 05255, 3 beds, 3.5 baths

$800,000 Last sold price

3 beds3.5 baths2,340 sq ft

879 River Rd, Manchester, VT 05255

Property at 1589 Richville Rd, Manchester Center, VT 05255, 5 beds, 4.5 baths

$950,000 Last sold price

5 beds4.5 baths3,697 sq ft

1589 Richville Rd, Manchester Center, VT 05255

Property at 93 Hard Farm Rd, Manchester Center, VT 05255, 5 beds, 3 baths

$1,500,000 Last sold price

5 beds3 baths4,342 sq ft

93 Hard Farm Rd, Manchester Center, VT 05255

Property at 81 Pine Tree Ln, Manchester Center, VT 05255, 4 beds, 3.5 baths

$1,590,000 Last sold price

4 beds3.5 baths3,926 sq ft

81 Pine Tree Ln, Manchester Center, VT 05255

Property at 64 Bond St, Manchester Center, VT 05255, 2 beds, 1 bath

$305,000 Last sold price

2 beds1 bath769 sq ft

64 Bond St, Manchester Center, VT 05255

Property at 671 West Rd, Manchester Center, VT 05254, 5 beds, 3.5 baths

$1,575,000 Last sold price

5 beds3.5 baths4,785 sq ft

671 West Rd, Manchester Center, VT 05254

Property at 69 Hillvale Dr, Manchester Center, VT 05255, 4 beds, 2 baths

$499,000 Last sold price

4 beds2 baths1,828 sq ft

69 Hillvale Dr, Manchester Center, VT 05255

Property at 725 Wideawake Rd, Manchester Center, VT 05255, 3 beds, 3 baths

$820,000 Last sold price

3 beds3 baths3,037 sq ft

725 Wideawake Rd, Manchester Center, VT 05255

Property at 197 N Ridge Run, Manchester Center, VT 05255, 3 beds, 2.5 baths

$645,000 Last sold price

3 beds2.5 baths1,945 sq ft

197 N Ridge Run, Manchester Center, VT 05255

Property at 262 Powderhorn Rd, Manchester Center, VT 05255, 4 beds, 5.5 baths

$815,000 Last sold price

4 beds5.5 baths4,213 sq ft

262 Powderhorn Rd, Manchester Center, VT 05255

Property at 56 Mending Walls Rd, Manchester Center, VT 05255, 4 beds, 3.5 baths

$625,000 Last sold price

4 beds3.5 baths4,541 sq ft

56 Mending Walls Rd, Manchester Center, VT 05255

Property at 59 Church St, Arlington, VT 05251, 5 beds, 4.5 baths

$1,500,000 Last sold price

5 beds4.5 baths3,436 sq ft

59 Church St, Arlington, VT 05251

Property at 7 Timberbrook N, Dorset, VT 05251, 5 beds, 4.5 baths

$1,250,000 Last sold price

5 beds4.5 baths4,686 sq ft

7 Timberbrook N, Dorset, VT 05251

Property at 17 Farwell Ln, Dorset, VT 05251, 3 beds, 3.5 baths

$1,450,000 Last sold price

3 beds3.5 baths3,294 sq ft

17 Farwell Ln, Dorset, VT 05251

Property at 3 Short Rd, Bondville, VT 05340, 3 beds, 2.5 baths

$625,000 Last sold price

3 beds2.5 baths2,034 sq ft

3 Short Rd, Bondville, VT 05340

Property at 73 Cranberry Hill Rd, Bondville, VT 05340, 4 beds, 4.5 baths

$895,000 Last sold price

4 beds4.5 baths2,658 sq ft

73 Cranberry Hill Rd, Bondville, VT 05340

Property at 379 Swallow Hill Rd, Pownal, VT 05261, 3 beds, 1.5 baths

$335,000 Last sold price

3 beds1.5 baths1,666 sq ft

379 Swallow Hill Rd, Pownal, VT 05261

Property at 6311 VT Route 7A, Sunderland, VT 05250, 11 beds, 6 baths

$750,000 Last sold price

11 beds6 baths4,200 sq ft

6311 VT Route 7A, Sunderland, VT 05250

Property at 694 Sykes Hollow Rd, Pawlet, VT 05776, 3 beds, 2.5 baths

$1,300,000 Last sold price

3 beds2.5 baths2,259 sq ft

694 Sykes Hollow Rd, Pawlet, VT 05776

Property at 380 Suncrest Rd, Rupert, VT 05768, 3 beds, 2.5 baths

$455,555 Last sold price

3 beds2.5 baths3,024 sq ft

380 Suncrest Rd, Rupert, VT 05768

Property at 224 Sycamore Ln, Shaftsbury, VT 05252, 4 beds, 2 baths

$250,000 Last sold price

4 beds2 baths1,602 sq ft

224 Sycamore Ln, Shaftsbury, VT 05252

Property at 97 Buck Hill Rd, Shaftsbury, VT 05262, 3 beds, 2 baths

$419,000 Last sold price

3 beds2 baths1,941 sq ft

97 Buck Hill Rd, Shaftsbury, VT 05262

Property at 42 Colvin Ave, Shaftsbury, VT 05262, 3 beds, 1 bath

$199,900 Last sold price

3 beds1 bath952 sq ft

42 Colvin Ave, Shaftsbury, VT 05262

Property at 163 VT Route 30, Winhall, VT 05340, 3 beds, 2 baths

$445,000 Last sold price

3 beds2 baths1,590 sq ft

163 VT Route 30, Winhall, VT 05340

Property at 3606 Kent Hollow Rd, Whiting, VT 05778, 2 beds, 1 bath

$300,000 Last sold price

2 beds1 bath890 sq ft

3606 Kent Hollow Rd, Whiting, VT 05778

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Recently Sold Homes in Bennington County

There are currently 251 recently sold homes for sale in Bennington County at a median listing price of $550K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Bennington County stay on the market for 87 days. This map is refreshed with the newest listings in Bennington County every 15 minutes.

In the past month, 38 homes have been sold in Bennington County. In addition to houses in Bennington County, there were also 30 condos, 1 townhouse, and 11 multi-family units for sale in Bennington County last month. Find your dream home in Bennington County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Bennington County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Bennington County. If you're looking to sell your home in the Bennington County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Bennington County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Copyright 2025 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Sat Dec 13 2025 on the search page

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