Bennington County, VT homes for sale & real estate

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4A Ridge Ct, Winhall, VT 05340
4A Ridge Ct, Winhall, VT 05340
4A Ridge Ct, Winhall, VT 05340
ABOUT THIS HOME
Bennington County, VT Homes for Sale
This immaculate 3-bedroom, 3-bath condominium sleeping eight comfortably is located in the desirable Piper Ridge Community. The first floor includes a spacious mudroom with built-in storage, a full-sized laundry area, and a guest bedroom suite. The living/dining room boasts a brick fireplace, knotty pine walls, and a cathedral ceiling. The kitchen, which is ideal for family gatherings, includes granite countertops, raised panel cabinets, stainless steel appliances, and a breakfast bar that opens to the dining area. The second floor features a bright primary bedroom suite with a renovated bathroom, including an oversized shower and decorative tile work. There's also a large bedroom with bunk

$649,000

3 beds3 baths1,886 sq ft

4A Ridge Ct, Winhall, VT 05340

$1,516 HOA • Community pool

972 VT Route 7A, Shaftsbury, VT 05262
972 VT Route 7A, Shaftsbury, VT 05262
972 VT Route 7A, Shaftsbury, VT 05262
ABOUT THIS HOME
Bennington County, VT Homes for Sale
MIXED USE INVESTMENT PROPERTY boasts two rental apartments and first floor retail space. The “Shaftsbury Country Store Building” on Historic Route 7A has stood the test of time. This landmark building dates back to 1850, when 10% of Vermont’s population was destined to serve in the Union Army and fight in the Civil War. The back apartment is on the second and third floors with a large deck offering lovely mountain views. Three bedrooms, a spacious living room, a large eat-in kitchen, and plenty of extra space for your home office make this a most sought-after living space. The roomy front sunlit apartment has been recently updated and boasts three bedrooms with an open kit

$550,000

6 beds2 baths5,878 sq ft

972 VT Route 7A, Shaftsbury, VT 05262

6,534 sq ft lot

1044 Berwall Rd, Arlington, VT 05250
1044 Berwall Rd, Arlington, VT 05250
1044 Berwall Rd, Arlington, VT 05250
ABOUT THIS HOME
Bennington County, VT Homes for Sale
Mountain Views! Encompassing 360 mountain views. Take in the natural surroundings while relaxing on expansive wrap around deck. Beautifully updated three bedroom, three bath home set on 3.70 Acres. The light filled main level features open kitchen, dining and living. The heated sunroom with a wall of new windows just enhances the views. Your choice of three main level bedrooms and two full baths. Or head up to the loft and have another living space, office or den with the third bath. This home has so much to offer! The lower level features a workshop, extra storage and a full walk out. Great for all your utility and storage needs. A nice one car garage allows even more storage. Don't miss t

$575,000

3 beds3 baths2,212 sq ft

1044 Berwall Rd, Arlington, VT 05250

3.7 acre lot

2984 VT Route 153, Pawlet, VT 05761
2984 VT Route 153, Pawlet, VT 05761
2984 VT Route 153, Pawlet, VT 05761
ABOUT THIS HOME
Bennington County, VT Homes for Sale
Classic late 1800's Colonial home located in the center of the Village of Pawlet. This home offers four bedrooms, one bath in 1500 square feet. All on a 0.16 lot with a detached one car garage. Lot is level and open. Although she'll need some love -- she'll shine again!!

$89,900

4 beds1 bath1,500 sq ft

2984 VT Route 153, Pawlet, VT 05761

6,969 sq ft lot • Garage

321 Chester Knoll Dr, Bennington, VT 05201
321 Chester Knoll Dr, Bennington, VT 05201
321 Chester Knoll Dr, Bennington, VT 05201
ABOUT THIS HOME
Bennington County, VT Homes for Sale
Low maintenance lifestyle awaits~This new construction three bedroom two bath cape style home is energy efficient and up to the newest Vermont energy codes. On demand hot water and energy efficient heat system. Not only do you get brand new construction, but you have an option for one level living with living room, kitchen, dining, laundry, bedroom, and full bath all on one level. Upstairs has two large bedrooms and another full bath as well as closet storage. Glass slider from the kitchen and dining area goes out to a brand new deck off the back of the home. This home has an under house heated garage plus a bonus walkout room in the lower level. Quote is available for buyers interested in

$385,000

3 beds2 baths1,702 sq ft

321 Chester Knoll Dr, Bennington, VT 05201

$150 HOA • Garage

Property at 143 Stratton Mountain Access Rd, Winhall, VT 05340, 5 beds, 4.5 baths

$1,495,000

5 beds4.5 baths3,688 sq ft

143 Stratton Mountain Access Rd, Winhall, VT 05340

Property at 105 Elm St, Manchester, VT 05255, 5 beds, 4 baths

$670,000

5 beds4 baths3,732 sq ft

105 Elm St, Manchester, VT 05255

Property at 53 Elm St, Manchester, VT 05255, 10 beds, 7 baths

$805,000

10 beds7 baths5,103 sq ft

53 Elm St, Manchester, VT 05255

Property at 191 VT RT 11, Peru, VT 05152, 3 beds, 2.5 baths

$425,000

3 beds2.5 baths1,600 sq ft

191 VT RT 11, Peru, VT 05152

Property at 207 West Rd, Sandgate, VT 05250, 4 beds, 1 bath

$245,000

4 beds1 bath1,660 sq ft

207 West Rd, Sandgate, VT 05250

Property at 120 Village St, Dorset, VT 05253, 4 beds, 3.5 baths

$479,000

4 beds3.5 baths3,861 sq ft

120 Village St, Dorset, VT 05253

Property at 11 Founders Hill Rd, Winhall, VT 05340, 5 beds, 3.5 baths

$1,450,000

5 beds3.5 baths4,017 sq ft

11 Founders Hill Rd, Winhall, VT 05340

Property at 121 McCall St, Bennington, VT 05201, 2 beds, 1 bath

$219,000

2 beds1 bath592 sq ft

121 McCall St, Bennington, VT 05201

Property at 83 Benson Fuller Dr, Winhall, VT 05340, 5 beds, 5.5 baths

$1,050,000

5 beds5.5 baths4,729 sq ft

83 Benson Fuller Dr, Winhall, VT 05340

Property at 716 Ball Mountain Rd, Arlington, VT 05250, 3 beds, 2 baths

$265,000

3 beds2 baths1,782 sq ft

716 Ball Mountain Rd, Arlington, VT 05250

Property at 13 Betty Johnson Ln, Winhall, VT 05340, 4 beds, 3 baths

$875,000

4 beds3 baths2,797 sq ft

13 Betty Johnson Ln, Winhall, VT 05340

Property at 2354 Danby Mountain Rd, Dorset, VT 05251, 3 beds, 2 baths

$575,000

3 beds2 baths2,031 sq ft

2354 Danby Mountain Rd, Dorset, VT 05251

Property at 263 Clough Rd, Stamford, VT 05352, 2 beds, 2 baths

$279,000

2 beds2 baths1,415 sq ft

263 Clough Rd, Stamford, VT 05352

Property at 636 Tunnel St, Readsboro, VT 05350, 4 beds, 3 baths

$699,999

4 beds3 baths3,504 sq ft

636 Tunnel St, Readsboro, VT 05350

Property at 3622 Dorset West Rd, Dorset, VT 05251, 3 beds, 2 baths

$750,000

3 beds2 baths2,610 sq ft

3622 Dorset West Rd, Dorset, VT 05251

Property at 77 Fuller Rd W, Bennington, VT 05201, 4 beds, 2.5 baths

$1,250,000

4 beds2.5 baths2,400 sq ft

77 Fuller Rd W, Bennington, VT 05201

Property at 33 Forest Haunts Rd, Winhall, VT 05340, 4 beds, 4 baths

$1,350,000

4 beds4 baths4,640 sq ft

33 Forest Haunts Rd, Winhall, VT 05340

Property at 82 Elm St, Manchester, VT 05255, 3 beds, 1.5 baths

$499,000

3 beds1.5 baths1,750 sq ft

82 Elm St, Manchester, VT 05255

Property at 5055 VT Route 7A, Shaftsbury, VT 05262, 5 beds, 2 baths

$1,500,000

5 beds2 baths4,911 sq ft

5055 VT Route 7A, Shaftsbury, VT 05262

Property at 527 Benson Rd, Manchester, VT 05255, 5 beds, 4 baths

$4,975,000

5 beds4 baths6,998 sq ft

527 Benson Rd, Manchester, VT 05255

Property at 19 Stratton West Rd, Winhall, VT 05340, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths1,088 sq ft

19 Stratton West Rd, Winhall, VT 05340

Property at 59 Sugar Brook Rd Unit D1, Peru, VT 05152, 3 beds, 2.5 baths

$465,000

3 beds2.5 baths1,603 sq ft

59 Sugar Brook Rd Unit D1, Peru, VT 05152

Property at 75 Roberts Rd, Manchester, VT 05255, 3 beds, 2 baths

$399,500

3 beds2 baths1,742 sq ft

75 Roberts Rd, Manchester, VT 05255

Property at 1228 Skiparee Rd, Pownal, VT 05260, 4 beds, 3 baths

$2,100,000

4 beds3 baths3,780 sq ft

1228 Skiparee Rd, Pownal, VT 05260

Property at 27 Sandgate Rd, Rupert, VT 05776, 2 beds

$159,000

2 beds— baths— sq ft

27 Sandgate Rd, Rupert, VT 05776

Property at 1675 Route 9, Searsburg, VT 05363, 2 beds, 1 bath

$179,000

2 beds1 bath760 sq ft

1675 Route 9, Searsburg, VT 05363

Property at 357 Kansas Rd, Sunderland, VT 05252, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths3,100 sq ft

357 Kansas Rd, Sunderland, VT 05252

Property at 842 Dorset West Rd, Dorset, VT 05251, 4 beds, 5 baths

$1,399,000

4 beds5 baths5,764 sq ft

842 Dorset West Rd, Dorset, VT 05251

Property at 35 Old Ridge Rd, Winhall, VT 05340, 4 beds, 5.5 baths

$1,475,000

4 beds5.5 baths4,826 sq ft

35 Old Ridge Rd, Winhall, VT 05340

Property at 1016 West Rd, Manchester, VT 05254, 4 beds, 5 baths

$1,450,000

4 beds5 baths4,272 sq ft

1016 West Rd, Manchester, VT 05254

Property at 34 Sugar Brook Rd Unit F4, Peru, VT 05152, 3 beds, 2.5 baths

$389,000

3 beds2.5 baths1,391 sq ft

34 Sugar Brook Rd Unit F4, Peru, VT 05152

Property at 3904 & 3888 VT Route 7A, Arlington, VT 05250, 17 beds, 19 baths

$1,875,000

17 beds19 baths14,324 sq ft

3904 & 3888 VT Route 7A, Arlington, VT 05250

Property at 7 Scarey Ln, Bennington, VT 05201, 3 beds, 1 bath

$189,900

3 beds1 bath1,576 sq ft

7 Scarey Ln, Bennington, VT 05201

Property at 3357 Main St, Manchester, VT 05254, 4 beds, 3 baths

$875,000

4 beds3 baths3,607 sq ft

3357 Main St, Manchester, VT 05254

Property at 110 S Branch St, Bennington, VT 05201, 6 beds, 2 baths

$249,000

6 beds2 baths2,400 sq ft

110 S Branch St, Bennington, VT 05201

Property at 123 Bradford St, Bennington, VT 05201, 4 beds, 1 bath

$279,000

4 beds1 bath2,080 sq ft

123 Bradford St, Bennington, VT 05201

Viewing page 3 of 5

Average home prices near Bennington County, VT

Cities

Wilmington homes for sale
Manchester homes for sale
$1,322,500
Stratton Mountain homes for sale
$995,000
Arlington homes for sale
$599,000
Bennington homes for sale
$269,900
Manchester Center homes for sale
$550,000
Chimney Hill homes for sale
$559,000
Dorset homes for sale
$1,582,500
North Bennington homes for sale
$225,000

Counties

Bennington County, VT real estate trends

All Home Types trends in Bennington County, VT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$429,000

-10.6% YoY | Apr 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Apr 2025

Growth

% YoY

Bennington County, VT

$429,000

-10.6%

See more Bennington County, VT market insights

More to explore in Bennington County, VT

How to buy a house in Bennington County, VT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

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Bennington homes for sale
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Wilmington homes for sale
$0

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 Wed May 21 2025 on the search page

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