Bennington County, VT Homes

/2
Est $369,626 Not Listed For Sale

250 Lincoln St, Pownal, VT 05261
- 5 Beds
- 3 Baths
- 3,598 Sq Ft
- Built 1820
250 Lincoln St, Pownal, VT 05261

Last Sold Summary
- 10% Below List Price
- $114/SF
- 13 Days On Market
Last Sold Price $410,000

Last Listing Agent Paul Harsch HARSCH ASSOCIATES

/29
$699,000
- 3 Beds
- 3 Baths
- 2,317 Sq Ft
9 F Cobble Ridge Rd, Winhall, VT 05340

Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

Carrie Mathews Winhall Real Estate

9 F Cobble Ridge Rd, Winhall, VT 05340
/58
$975,000 Sold Nov 27, 2025

20 Jamie Ln, Winhall, VT 05340
- 5 Beds
- 3.5 Baths
- 3,500 Sq Ft
- Built 1987
Last Sold Summary
- $279/SF
- 38 Days On Market
Current Estimated Value $986,588

Last Listing Agent David Powers 42 North LP

20 Jamie Ln, Winhall, VT 05340

/40
Est $322,189 Not Listed For Sale

505 Cross Rd, Bennington, VT 05201
- 3 Beds
- 2 Baths
- 1,674 Sq Ft
- Built 2003
505 Cross Rd, Bennington, VT 05201

Last Sold Summary
- 8% Above List Price
- $179/SF
- 2 Days On Market
Last Sold Price $299,000

Last Listing Agent Vicki Wilson Maple Leaf Realty

/42
$1,525,000
- 4 Beds
- 3 Baths
- 3,931 Sq Ft
932 Mcnamara Rd, Dorset, VT 05251

Tucked away at the end of a gently curved, tree-lined drive, this exceptional contemporary home blends timeless elegance with Vermont charm. A welcoming paver patio leads to the informal entry, while a marble pathway guides you to the striking formal entrance and grand foyer. Inside, locally sourced marble floors flow into rich cherry hardwoods, setting the tone for quality throughout. Soaring

Britt Wohler

932 Mcnamara Rd, Dorset, VT 05251
/44
$365,000 Sold Feb 19, 2026

2842 Vermont Route 7a, Shaftsbury, VT 05262
- 3 Beds
- 2 Baths
- 2,661 Sq Ft
- Built 1969
Last Sold Summary
- 8% Below List Price
- $137/SF
- 79 Days On Market
Current Estimated Value $374,274

Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

2842 Vermont Route 7a, Shaftsbury, VT 05262

/40
Not Listed For Sale

260 Tower Rd, Bennington, VT 05201
- 4 Beds
- 2.5 Baths
- 3,976 Sq Ft
- Built 1981
260 Tower Rd, Bennington, VT 05201

Last Sold Summary
- $135/SF
- 115 Days On Market
Last Sold Price $535,000

Last Listing Agent Allison Pacelli Pacelli Zepka Corporation

/16
$395,000
- 4,646 Sq Ft
307 North St, Bennington, VT 05201

Exceptional mixed-use opportunity in Bennington’s MU-2 District offering flexibility for investors, owner-occupants, or live/work configurations. Sale includes both 307 North Street and 307.5 North Street, two separate buildings situated on one 0.70-acre parcel with strong visibility and approximately 150 feet of frontage along North Street (VT Route 7). The front building (c. 1840) offers

Jeffrey Dorman

307 North St, Bennington, VT 05201
/38
$193,800 Sold May 30, 2025

134 Imperial Ave, Bennington, VT 05201
- 3 Beds
- 1 Bath
- 1,008 Sq Ft
- Built 1915
Last Sold Summary
- 2% Above List Price
- $192/SF
- 31 Days On Market
Current Estimated Value $193,189

Last Listing Agent Angela Bevin Maple Leaf Realty

134 Imperial Ave, Bennington, VT 05201

/40
Est $394,937 Not Listed For Sale

42 Maple Grove Rd, Bennington, VT 05201
- 3 Beds
- 2 Baths
- 2,163 Sq Ft
- Built 1960
42 Maple Grove Rd, Bennington, VT 05201

Last Sold Summary
- 1% Above List Price
- $180/SF
- 87 Days On Market
Last Sold Price $389,900

Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

/33
$349,000
- 3 Beds
- 2.5 Baths
- 2,218 Sq Ft
308 Elm St, Bennington, VT 05201

Vermont charm meets move-in ready comfort on Elm Street! This inviting 3-bedroom, 2.5-bath Cape offers warm, welcoming spaces throughout. The cozy yet spacious living room features a fireplace — perfect for snowy Vermont evenings — while the generously sized dining room is ideal for hosting holidays and gatherings. The beautifully updated kitchen showcases granite countertops and rich cherry

Kelley Mccarthy Mahar McCarthy Real Estate

308 Elm St, Bennington, VT 05201
/30
$717,500 Sold Feb 13, 2026

32 Cobble Ridge Rd Unit D10, Winhall, VT 05155
- 3 Beds
- 3 Baths
- 2,317 Sq Ft
- Built 1985
Last Sold Summary
- 2% Below List Price
- $310/SF
- 60 Days On Market
Last Listing Agent Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

32 Cobble Ridge Rd Unit D10, Winhall, VT 05155

/34
Est $274,092 Not Listed For Sale

543 Middle Pownal Rd, Pownal, VT 05261
- 3 Beds
- 1 Bath
- 1,288 Sq Ft
- Built 1973
543 Middle Pownal Rd, Pownal, VT 05261

Last Sold Summary
- 8% Above List Price
- $197/SF
- 52 Days On Market
Last Sold Price $254,000

Last Listing Agent Lilli West Maple Leaf Realty

/58
$259,900 Pending
- 3 Beds
- 2 Baths
- 1,432 Sq Ft
341 Dewey St, Bennington, VT 05201

Built in 1900, this delightful single-level cottage is full of character and charm. Lovingly relocated to its current setting, it once served as the home of Marge’s Beauty Nook in 1971 and still carries a sense of cozy nostalgia. Open the windows and let the gentle sound of the babbling brook drift inside, or sip your morning coffee on the covered front porch with easy-care Trex decking—an

Justine Curry Maple Leaf Realty

341 Dewey St, Bennington, VT 05201
/29
$495,000 Sold May 29, 2025

117 Nottingham Park, Manchester Center, VT 05255
- 4 Beds
- 2 Baths
- 1,728 Sq Ft
- Built 1972
Last Sold Summary
- $286/SF
- 42 Days On Market
Current Estimated Value $479,381

Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

117 Nottingham Park, Manchester Center, VT 05255

/40
Est $354,369 Not Listed For Sale

1346 Barber Pond Rd, Pownal, VT 05261
- 2 Beds
- 2 Baths
- 1,792 Sq Ft
- Built 2006
1346 Barber Pond Rd, Pownal, VT 05261

Last Sold Summary
- 3% Below List Price
- $205/SF
- 11 Days On Market
Last Sold Price $367,000

Last Listing Agent Jenifer Prouty Hoffman Hoffman Real Estate

/40
$6,900,000
- 5 Beds
- 5.5 Baths
- 6,500 Sq Ft
515 W Fields Rd, Manchester, VT 05254

Enduring values expressed in stone and wood! VERMONT CRAFTMANSHIP...A WORK OF ART!! Offering a private haven just minutes from downtown, in the heart of Manchester Village, nestled in the foothills of Equinox Mtn. is this rareand exceptional 5-bedroom, 6-bathroom home....The creative design of Architect Ramsey Gourd and Master Builder Mark Breen, well knownas two of Southern Vermont's

Sunny Breen Josiah Allen Real Estate, Inc.

515 W Fields Rd, Manchester, VT 05254
/30
$310,000 Sold Jul 25, 2025

198 Weeks St, Bennington, VT 05201
- 3 Beds
- 1 Bath
- 2,032 Sq Ft
- Built 1930
Last Sold Summary
- 11% Below List Price
- $153/SF
- 54 Days On Market
Current Estimated Value $318,452

Last Listing Agent Margretta Fischer Wohler Realty Group

198 Weeks St, Bennington, VT 05201

/31
Est $514,724 Not Listed For Sale

695 Barber Pond Rd, Pownal, VT 05261
- 3 Beds
- 2 Baths
- 2,244 Sq Ft
- Built 1854
695 Barber Pond Rd, Pownal, VT 05261

Last Sold Summary
- 3% Below List Price
- $236/SF
- 12 Days On Market
Last Sold Price $530,000

Last Listing Agent Sandy Reavill Real Broker LLC

/10
$342,000
- Land
- 28.5 Acres
- $12,000 per Acre
11 Old County Rd E, Londonderry, VT 05148

A rare opportunity to own a wooded hillside property with potential southern and western views on a quiet country road in the much coveted village of Landgrove. Priced below the town assessment, the land is in current use, affording a tax savings, with a state permit for a 4-bedroom house. Enjoy all the elements of a Vermont country setting including a mix of mature hardwoods and softwoods,

Steve Stettler Four Seasons Sotheby's Int'l Realty

11 Old County Rd E, Londonderry, VT 05148
/58
$590,000 Sold Feb 27, 2026

1098 W Sandgate Rd, Arlington, VT 05250
- 3 Beds
- 2.5 Baths
- 3,284 Sq Ft
- Built 1988
Last Sold Summary
- 6% Below List Price
- $180/SF
- 35 Days On Market
Current Estimated Value $606,212

Last Listing Agent Laura Beckwith Josiah Allen Real Estate, Inc.

1098 W Sandgate Rd, Arlington, VT 05250

/20
Est $192,582 Not Listed For Sale

2685 N Pownal Rd, Pownal, VT 05261
- 2 Beds
- 1 Bath
- 868 Sq Ft
- Built 1950
2685 N Pownal Rd, Pownal, VT 05261

Last Sold Summary
- 4% Below List Price
- $232/SF
- 231 Days On Market
Last Sold Price $201,000

Last Listing Agent Linda Benoit Highland Realty

/43
$1,895,000
- 6 Beds
- 5.5 Baths
- 5,178 Sq Ft
144 Taconic Rd, Manchester, VT 05255

“The Colonial” – Queen of Taconic Avenue One of the original summer “cottages” gracing historic Taconic Avenue, The Colonial is a crown jewel of Manchester Village. Painstakingly renovated, this stately home perfectly balances old-world charm with modern sophistication. The heart of the home is a stunning new chef’s kitchen, seamlessly blending timeless design with today’s comforts. All-new

Tom Deck Josiah Allen Real Estate, Manchester Branch Office

144 Taconic Rd, Manchester, VT 05255
/33
$200,000 Sold Mar 14, 2025

203 Scott St, Bennington, VT 05201
- 4 Beds
- 1.5 Baths
- 1,788 Sq Ft
- Built 1890
Last Sold Summary
- 9% Below List Price
- $112/SF
- 291 Days On Market
Current Estimated Value $221,941

Last Listing Agent Cassie Barbeau Mahar McCarthy Real Estate

203 Scott St, Bennington, VT 05201

/40
Est $748,314 Not Listed For Sale

954 South Rd, Peru, VT 05152
- 5 Beds
- 3 Baths
- 2,327 Sq Ft
- Built 1979
954 South Rd, Peru, VT 05152

Last Sold Summary
- 1% Above List Price
- $318/SF
- 284 Days On Market
Last Sold Price $739,500

Last Listing Agent Chuck Sweetman Mary Mitchell Miller Real Estate

/31
$339,000
- 4 Beds
- 2 Baths
- 1,728 Sq Ft
103 Norton St, Bennington, VT 05201

Beautifully Renovated 4-Bedroom Home with Modern Upgrades! Welcome to this stunning, move-in ready home that has been fully renovated with care and style. Offering 4 spacious bedrooms, 2 brand-new bathrooms, and 1,728 square feet of thoughtfully designed living space, this home is the perfect blend of comfort and modern living.Step inside to find gleaming hardwood floors that flow throughout

Timothy Corcoran Mahar McCarthy Real Estate

103 Norton St, Bennington, VT 05201
/47
$260,000 Sold May 01, 2025

3046 Vermont Route 313 W, Arlington, VT 05250
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1997
Last Sold Summary
- 5% Below List Price
- $172/SF
- 10 Days On Market
Last Listing Agent Margretta Fischer Wohler Realty Group

3046 Vermont Route 313 W, Arlington, VT 05250

/36
Est $445,263 Not Listed For Sale

159 Vt Route 11, Peru, VT 05152
- 5 Beds
- 2.5 Baths
- 2,280 Sq Ft
- Built 1971
159 Vt Route 11, Peru, VT 05152

Last Sold Summary
- 24% Above List Price
- $158/SF
- 114 Days On Market
Last Sold Price $360,000

Last Listing Agent David Citron RE/MAX

/24
$595,000 Under Contract
- 3 Beds
- 2.5 Baths
- 2,210 Sq Ft
74 Eagle Nest Rd Unit 7, Manchester, VT 05255

Eagle Nest in Manchester, The Only Available Unit in This Sought-After Community! Welcome to easy living at Eagle Nest, a popular cluster home development where opportunities like this are rare. This freestanding home (no shared walls, no shared noise!) is being offered for the first time and has been beautifully updated from top to bottom. Step inside to find fresh interior paint, new carpeting,

Carol O`Connor Four Seasons Sotheby's Int'l Realty

74 Eagle Nest Rd Unit 7, Manchester, VT 05255
/22
$595,000 Sold Jan 26, 2026

62 Owls Nest Cir Unit B8, Manchester, VT 05255
- 3 Beds
- 2.5 Baths
- 1,963 Sq Ft
- Built 1985
Last Sold Summary
- $303/SF
- 11 Days On Market
Last Listing Agent David Halligan Four Seasons Sotheby's Int'l Realty

62 Owls Nest Cir Unit B8, Manchester, VT 05255

/40
Est $1,025,824 Not Listed For Sale

2347 Hapgood Pond Rd, Peru, VT 05152
- 4 Beds
- 2 Baths
- 2,991 Sq Ft
- Built 1815
2347 Hapgood Pond Rd, Peru, VT 05152

Last Sold Summary
- $343/SF
- 25 Days On Market
Last Sold Price $1,025,000

Last Listing Agent Kathy Snyder

/7
$175,000
- Land
- 15.49 Acres
- $11,298 per Acre
00 Silk Rd, Bennington, VT 05201

Fifteen and a half level, mowed acres, suitable for a home build, agriculture, or a small subdivision.Passing over the iconic Silk Road Covered Bridge crossing the Walloomsac River, on the right you'll find this flat, cleared parcel ready for farming or development. With over 500 feet of road frontage, plenty of acreage, and the beautiful river across the street, the possibilities here

David White OwnerEntry.com

00 Silk Rd, Bennington, VT 05201
/24
$615,000 Sold Aug 25, 2025

129 Coventry Ln, Manchester Center, VT 05255
- 3 Beds
- 2.5 Baths
- 2,426 Sq Ft
- Built 1972
Last Sold Summary
- 5% Below List Price
- $254/SF
- 68 Days On Market
Current Estimated Value $628,875

Last Listing Agent Joseph Cajzer Josiah Allen Real Estate, Manchester Branch Office

129 Coventry Ln, Manchester Center, VT 05255

/30
Est $443,946 Not Listed For Sale

414 Matteson Rd, North Bennington, VT 05257
- 3 Beds
- 2.5 Baths
- 1,429 Sq Ft
- Built 1981
414 Matteson Rd, North Bennington, VT 05257

Last Sold Summary
- 6% Above List Price
- $294/SF
- 4 Days On Market
Last Sold Price $420,000

Last Listing Agent Lindsey Martin Maple Leaf Realty

/54
$235,000 Under Contract
- 3 Beds
- 2 Baths
- 2,128 Sq Ft
48 Canal Dr, Readsboro, VT 05350

What an opportunity! This versatile property offers an affordable buy-in with multiple possibilities. Just removed from the heart of Readsboro, the home is privately tucked away with a peaceful yard perched above the Deerfield River.The upper level features an inviting open-concept living area filled with natural light. Sliding glass doors open to a spacious deck — the perfect spot to relax

Flex Realty Group Flex Realty

48 Canal Dr, Readsboro, VT 05350
/31
$1,347,000 Sold Nov 10, 2025

951 Rupert Rd, Arlington, VT 05250
- 5 Beds
- 5 Baths
- 6,200 Sq Ft
- Built 2006
Last Sold Summary
- 15% Below List Price
- $217/SF
- 110 Days On Market
Current Estimated Value $1,427,738

Last Listing Agent Kristin Pirie Winhall Real Estate

951 Rupert Rd, Arlington, VT 05250

/32
Est $330,543 Not Listed For Sale

19 Royal St, North Bennington, VT 05257
- 4 Beds
- 1 Bath
- 1,680 Sq Ft
- Built 2002
19 Royal St, North Bennington, VT 05257

Last Sold Summary
- 2% Above List Price
- $193/SF
- 16 Days On Market
Last Sold Price $325,000

Last Listing Agent Lindsey Martin Maple Leaf Realty

/46
$1,550,000
- 5 Beds
- 5 Baths
- 6,129 Sq Ft
1035 Holy Smoke Rd, Shaftsbury, VT 05262

Experience the quintessential Vermont lifestyle in this masterfully renovated (2021) contemporary farmhouse, offering 6,100 sq. ft. of finished living space. Tucked at the end of a breathtaking maple-lined driveway, this 17± acre property offers panoramic mountain views and a private sanctuary for hiking, cross-country skiing, snowshoeing, and snowmobiling right from your door.The heart of

Lori Hurley Four Corner Properties LLC

1035 Holy Smoke Rd, Shaftsbury, VT 05262
/29
$750,000 Sold May 12, 2025

12 Jamie Ln, Jamaica, VT 05343
- 4 Beds
- 3.5 Baths
- 3,084 Sq Ft
- Built 2003
Last Sold Summary
- 6% Below List Price
- $243/SF
- 82 Days On Market
Last Listing Agent Kevin Moran Four Seasons Sotheby's Int'l Realty

12 Jamie Ln, Jamaica, VT 05343

/29
Est $373,108 Not Listed For Sale

3 Polygraphic Ln, North Bennington, VT 05257
- 4 Beds
- 2 Baths
- 2,247 Sq Ft
- Built 1946
3 Polygraphic Ln, North Bennington, VT 05257

Last Sold Summary
- 15% Above List Price
- $145/SF
- 20 Days On Market
Last Sold Price $325,000

Last Listing Agent Kelley Mccarthy Mahar McCarthy Real Estate

Showing Results 441 - 480, Page 12 of 18

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