Homes with a View for Sale in Bennington County, VT

101 homes

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ABOUT THIS HOME
Home with View for sale in Bennington County, VT:
Imagine your own private Vermont resort getaway just a short drive from Bromley Mountain! Nestled on 12 peaceful acres, this property offers the perfect blend of relaxation, recreation, and convenience. Spend summer days swimming or paddling on your private pond, relaxing on the sandy beach, soaking in the hot tub, or unwinding in the sauna after a workout in your home gym. Evenings can be enjoyed fireside under the stars. The main residence boasts a flowing floor plan designed for entertaining, with large windows filling the home with natural light and framing water views from nearly every room. A brand-new septic system, built for seven bedrooms, ensures comfort and space for all. The ove

$2,300,000

9 beds7 baths5,512 sq ft

288 Cedar Ln, Peru, VT 05152

Sandy beach • Large windows • Hot tub

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ABOUT THIS HOME
Home with View for sale in Bennington County, VT:
Captivating French Provincial architecture is the hallmark of this 6,800 sq. ft 1866 Manor House occupying a commanding and picturesque view over 94 acres of pristine pastoral fields and the distant Taconic Mountain Range. The timeless and beautifully proportioned interiors feature extensive molding, solid oak flooring, eight fireplaces, nine bedrooms, seven baths, country kitchen and adjoining pantry, formal dining and living rooms. The private estate includes a three car garage, 3 bedroom caretakers cottage, artist studio and gunite heated in-ground pool. Set on the outskirts of the historic town of Bennington offering shopping, live theatre, restaurants, horseback riding and proximity to

$1,950,000

9 beds6 baths6,956 sq ft

1086 West Rd, Bennington, VT 05201

Solid oak flooring • Extensive molding • Eight fireplaces

ABOUT THIS HOME
Home with View for sale in Bennington County, VT:
Set at the end of a long, private driveway, this remarkable property unveils dramatic panoramic vistas that stretch nearly 40 miles. Offering a rare sense of seclusion & grandeur, the home is an ideal retreat where nature, privacy, and beauty converge. Designed w/ a modern aesthetic, an expansive open-concept layout, the main floor features a stunning stone fireplace , enhanced by soaring ceilings and grand French doors that flood the interior w/ natural light. At the heart lies a chef’s kitchen, equipped with premier appliances, spacious center island, custom cabinetry—ideal for both daily living and entertaining. Perfectly tailored for hosting, the home includes a dedica

$2,800,000

3 beds3.5 baths3,938 sq ft

23 Valley View Rd, Winhall, VT 05340

Private driveway • Stone fireplace • Chef's kitchen

ABOUT THIS HOME
Home with View for sale in Bennington County, VT:
A Rare Investment Opportunity in Manchester! This versatile property offers the perfect blend of commercial and residential potential, making it an ideal choice for savvy investors or those seeking a live-work setup. The upstairs features a spacious residential rental, while the lower level was recently leased to a local daycare, providing immediate rental income. This well-maintained property boasts a number of recent updates, including a modern septic system. The fully fenced-in yard offers privacy and security, while the level lot ensures easy maintenance and ample parking for both tenants and guests. Located just far enough from the hustle and bustle of downtown Manchester, yet convenie

$549,000

2 beds2 baths3,478 sq ft

142 Mt Aeolus Rd, Manchester Center, VT 05255

Level lot • Modern septic system • Residential rental

ABOUT THIS HOME
Home with View for sale in Bennington County, VT:
Welcome to 2 Cold Spring Road a cherished homestead steeped in history, beauty, and Vermont tradition. This 1785 Center Hall Colonial has been in the same family for generations and is now ready for its next chapter. With five spacious bedrooms, two full baths, and a classic layout that captures the warmth of country living, this property offers timeless charm with endless potential. Set on 50 breathtaking acres, the land features rolling pastures, wooded trails perfect for horseback riding, biking, or running, and your very own spring fed pond. Whether you're enjoying a summer day by the water or a snowy winter evening under a starlit sky free from light pollution, this property offers the

$725,000

5 beds2 baths2,424 sq ft

2 Cold Spring Rd, North Bennington, VT 05257

Chicken coops • Tool shed • 50 acres

Property at 3309 3321 Main St, Manchester, VT 05254, 11 beds, 7.5 baths

$1,300,000

11 beds7.5 baths9,560 sq ft

3309 3321 Main St, Manchester, VT 05254

Property at 22 Carlen St, Manchester Center, VT 05255, 3 beds, 2 baths

$360,000

3 beds2 baths1,590 sq ft

22 Carlen St, Manchester Center, VT 05255

Property at 6982 Main St, Readsboro, VT 05350, 9 beds

$250,000

9 beds— baths3,810 sq ft

6982 Main St, Readsboro, VT 05350

Property at 3 Strattonwald Rd, Bondville, VT 05340, 3 beds, 1 bath

$525,000

3 beds1 bath1,344 sq ft

3 Strattonwald Rd, Bondville, VT 05340

Property at 445 Canterbury Rd, Manchester Center, VT 05255, 4 beds, 3 baths

$850,000

4 beds3 baths3,659 sq ft

445 Canterbury Rd, Manchester Center, VT 05255

Property at 55 Uphill Rd, Londonderry, VT 05148, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths2,716 sq ft

55 Uphill Rd, Londonderry, VT 05148

Property at 636 Dexter Rd, Shaftsbury, VT 05262, 4 beds, 3 baths

$985,000

4 beds3 baths2,462 sq ft

636 Dexter Rd, Shaftsbury, VT 05262

Property at 395 King Hill Rd, Readsboro, VT 05350, 5 beds, 1 bath

$1,200,000

5 beds1 bath2,228 sq ft

395 King Hill Rd, Readsboro, VT 05350

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

$1,745,000

17 beds19 baths14,861 sq ft

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

Property at 397 Fern Hl, Dorset, VT 05251, 5 beds, 4.5 baths

$1,600,000

5 beds4.5 baths4,243 sq ft

397 Fern Hl, Dorset, VT 05251

Property at 190 VT Route 11 #1, Peru, VT 05152, 3 beds, 2 baths

$625,000

3 beds2 baths1,894 sq ft

190 VT Route 11 #1, Peru, VT 05152

Property at 682 Fox Hill Rd, Bennington, VT 05201, 3 beds, 2 baths

$625,000

3 beds2 baths1,416 sq ft

682 Fox Hill Rd, Bennington, VT 05201

Property at 1949 South Rd, Peru, VT 05152, 4 beds, 3 baths

$1,790,000

4 beds3 baths2,545 sq ft

1949 South Rd, Peru, VT 05152

Property at 25 Mountain Haunts Rd, Bondville, VT 05340, 6 beds, 6.5 baths

$2,999,000

6 beds6.5 baths6,650 sq ft

25 Mountain Haunts Rd, Bondville, VT 05340

Property at 417 Maple Hill Rd, Arlington, VT 05250, 1 bed, 1 bath

$500,000

1 bed1 bath300 sq ft

417 Maple Hill Rd, Arlington, VT 05250

Property at 15 Wind Hill Rd, Manchester Center, VT 05255, 5 beds, 2 baths

$4,000,000

5 beds2 baths3,347 sq ft

15 Wind Hill Rd, Manchester Center, VT 05255

Property at 18 Jameson Flats Rd #18, Manchester, VT 05255, 2 beds, 1.5 baths

$550,000

2 beds1.5 baths1,293 sq ft

18 Jameson Flats Rd #18, Manchester, VT 05255

Property at 25 Benson Fuller Rd, Winhall, VT 05340, 4 beds, 3.5 baths

$860,000

4 beds3.5 baths4,104 sq ft

25 Benson Fuller Rd, Winhall, VT 05340

Property at 1677 Barnumville Rd, Manchester Center, VT 05255, 4 beds, 2.5 baths

$1,350,000

4 beds2.5 baths4,634 sq ft

1677 Barnumville Rd, Manchester Center, VT 05255

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

$4,975,000

5 beds4 baths6,998 sq ft

527 Benson Rd, Manchester Center, VT 05255

Property at 516 Oberdorf Rd, Readsboro, VT 05350, 2 beds, 2 baths

$299,000

2 beds2 baths1,624 sq ft

516 Oberdorf Rd, Readsboro, VT 05350

Property at 43 Middle Ridge Rd #415, South Londonderry, VT 05155, 4 beds, 3.5 baths

$1,700,000

4 beds3.5 baths2,363 sq ft

43 Middle Ridge Rd #415, South Londonderry, VT 05155

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 233 Squires Rd, Manchester Center, VT 05255, 2 beds, 1 bath

$1,200,000

2 beds1 bath1,056 sq ft

233 Squires Rd, Manchester Center, VT 05255

Property at 38 Jamesons Flts, Manchester, VT 05255, 3 beds, 2.5 baths

$795,000

3 beds2.5 baths1,760 sq ft

38 Jamesons Flts, Manchester, VT 05255

Property at 20 Bishop Rd, Searsburg, VT 05363, 5 beds, 2 baths

$775,000

5 beds2 baths3,500 sq ft

20 Bishop Rd, Searsburg, VT 05363

Property at 162 Highland Ave, Manchester Center, VT 05255, 5 beds, 3 baths

$599,000

5 beds3 baths3,836 sq ft

162 Highland Ave, Manchester Center, VT 05255

Property at 14 Old Ridge Rd, Bondville, VT 05340, 4 beds, 4 baths

$1,975,000

4 beds4 baths4,270 sq ft

14 Old Ridge Rd, Bondville, VT 05340

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

$2,100,000

4 beds3 baths3,780 sq ft

1228 Skiparee Rd, North Pownal, VT 05260

Property at 942 Rt 315, Pawlet, VT 05768

$350,000

— beds— baths— sq ft

942 Rt 315, Pawlet, VT 05768

Property at 311 Beechwood Ln #19, Peru, VT 05152

$125,000

— beds— baths— sq ft

311 Beechwood Ln #19, Peru, VT 05152

Property at 1347 Morse Hill Rd Lot 12-A, East Dorset, VT 05253

$329,000

— beds— baths— sq ft

1347 Morse Hill Rd Lot 12-A, East Dorset, VT 05253

Property at 21 Sunderland Hill Rd Lot 21, Sunderland, VT 05250

$160,000

— beds— baths— sq ft

21 Sunderland Hill Rd Lot 21, Sunderland, VT 05250

Property at 1319 Vail Rd, Bennington, VT 05201

$120,000

— beds— baths— sq ft

1319 Vail Rd, Bennington, VT 05201

Property at 00 Ross Rd, Winhall, VT 05340

$385,000

— beds— baths— sq ft

00 Ross Rd, Winhall, VT 05340

Property at 777 Butternut Gutter, Arlington, VT 05250

$165,000

— beds— baths— sq ft

777 Butternut Gutter, Arlington, VT 05250

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Homes with a View for Sale in Bennington County

There are currently 101 homes with a view 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 86 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 Fri Dec 12 2025 on the search page

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