Bennington County, VT Homes

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  /43

  $2,100,000

  • 4 Beds
  • 3 Baths
  • 3,780 Sq Ft

  1228 Skiparee Rd, Pownal, VT 05260

  Welcome to Amara Farm, an equestrian paradise in Southern Vermont. This meticulously planned property offers a 13-stall barn designed with every detail in mind, ensuring comfort and efficiency for both horse and rider. The state-of-the-art indoor arena features GGT footing and a full wall of window providing top-quality conditions for training and performance. Turnout paddocks and outdoor arena

  Christiane Carroccio TPW Real Estate

  1228 Skiparee Rd, Pownal, VT 05260
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  /32

  $38,000 Sold Aug 11, 2025

  • 2,204 Sq Ft
  • $17/SF
  • 115 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1890

  339 S Stream Rd, Pownal, VT 05261

  Built in 1890, this was previously a 9 room home with 5 bedrooms and 2,204 square feet of living space with an attached barn/garage. The property has been 'gutted' and is ready to be renovated from the studs. The foundation needs some work but might be able to be reused and you already have framing and siding to work with along with electrical service to the house. No information is known about

  Lisa Friedman Great American Dream Realty

  339 S Stream Rd, Pownal, VT 05261
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  /40

  Est $1,050,225 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,228 Sq Ft

  292 Johnnycake St, Manchester Center, VT 05255

  292 Johnnycake St, Manchester Center, VT 05255
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  /11

  $2,500,000

  • Land
  • 227 Acres
  • $11,013 per Acre

  00 Vermont 11, Peru, VT 05152

  Once-in-a-Lifetime 227± Acre Legacy Property Bordering National Forest & Bromley Mountain Discover a rare opportunity to own 227± acres of pristine Vermont land, directly abutting the National Forest and the slopes of Bromley Mountain. With breathtaking views of Stratton Mountain and the Green Mountains, this expansive property offers an unmatched canvas for your dream retreat—whether it's a

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  00 Vermont 11, Peru, VT 05152
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  /60

  $289,000 Sold Aug 11, 2025

  • 1,976 Sq Ft
  • $146/SF
  • 1 Day On Market

  • 4 Beds
  • 2 Baths
  • Built 1887

  316 Jepson Rd, Stamford, VT 05352

  Check out this refreshed country home with attached in-law suite that has been freshly updated. The main home is a cape cod style featuring 3 bedrooms, 1 full bathroom and open concept kitchen and living area and a laundry closet. The enclosed front porch is perfect for morning coffee or used as a mud room. Upstairs features 2 bedrooms and storage space. The attached in-law suite has it's own

  Floyd Amidon Maple Leaf Realty

  316 Jepson Rd, Stamford, VT 05352
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  /24

  Est $552,389 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,792 Sq Ft

  2071 Barnumville Rd, Manchester Center, VT 05255

  2071 Barnumville Rd, Manchester Center, VT 05255
• 

  

  /50

  $4,999,000

  • 6 Beds
  • 7.5 Baths
  • 8,720 Sq Ft

  454 Mountain Rd, Stratton, VT 05155

  Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication.A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace.

  Lisa Sullivan Four Seasons Sotheby's Int'l Realty

  454 Mountain Rd, Stratton, VT 05155
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  /60

  $2,500,000 Sold Aug 11, 2025

  • 5,559 Sq Ft
  • $450/SF
  • 36 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2023

  1640 3 Maple Dr, Manchester, VT 05255

  Stunning, newly constructed 5,560 SF Architect Designed Cape with attached garage/barn that is Intelligently Efficient in every detail. Views over the open 4 acre parcel frames the idyllic Owls Head, Green Peak, Knee Top, & Dorset Peak in Dorset. Wide Plank flooring transitions beautifully throughout the living areas with porcelain stone tile in the kitchen, mudroom, laundry and baths. The

  Laura Beckwith Josiah Allen Real Estate, Inc.

  1640 3 Maple Dr, Manchester, VT 05255
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  /40

  Est $819,958 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,891 Sq Ft

  2313 Barnumville Rd, Manchester Center, VT 05255

  2313 Barnumville Rd, Manchester Center, VT 05255
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  /47

  $235,000

  • Land
  • 1.3 Acres
  • $180,769 per Acre

  80 the Hollow Rd, Winhall, VT 05340

  We can build it for you. Nestled in the heart of the picturesque **High Meadow at Stratton**, this captivating lot awaits your vision. Embrace the opportunity to own one of the last available parcels in this highly sought-after neighborhood, where extraordinary living blends seamlessly with the tranquility of the Vermont mountains. Enjoy breathtaking views of the iconic **Stratton ski

  Jacek Mikolajczyk BHHS Verani Upper Valley

  80 the Hollow Rd, Winhall, VT 05340
• 

  

  /23

  $1,075,000 Sold Aug 08, 2025

  • 4,321 Sq Ft
  • $249/SF
  • 153 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1850

  708 Prospect St, Manchester, VT 05254

  Location, Setting, Views! It's All Here! Step into the timeless elegance of this exquisite 1850's Cape-style farmhouse, gracefully nestled on 2.5 acres of picturesque village land in the heart of Manchester. With 5 spacious bedrooms and 5 bathrooms, this exceptional home seamlessly blends historic charm with modern comforts. The property boasts breathtaking easterly views, visible from the cozy

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  708 Prospect St, Manchester, VT 05254
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  /37

  Est $1,290,555 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,894 Sq Ft

  6777 Main St, Manchester Center, VT 05255

  6777 Main St, Manchester Center, VT 05255
• 

  

  /40

  $179,000

  • Land
  • 0.2 Acre
  • $895,000 per Acre

  10 Partridge Hill, Manchester, VT 05255

  One of the last remaining lots in the exceptional Partridge Hill Association. This beautiful lot is situated to capture wonderful views and abbuts common land and a huge undeveloped land parcel on it's boundaries- offering a private outdoor space. The building envelope benefits from the ability to approach the parcel through the adjacent common land. Underground power and cable at the lot.

  Kim Morgan-Wohler Wohler Realty Group

  10 Partridge Hill, Manchester, VT 05255
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  /48

  $3,025,000 Sold Aug 08, 2025

  • 3,250 Sq Ft
  • $931/SF
  • 458 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 2023

  73 Pine Rd, Dorset, VT 05251

  This custom-designed modern farmhouse in Dorset, Vermont was completed in 2023. Soaked in natural light, this sunny home may be everything you are looking for. Spectacular mountain and valley views from this private location, yet minutes from all the best of Southern Vermont. Every detail is completely planned and executed - from the Marvin Ultimate windows to the Waterworks bathtub, the finishes

  Christiane Carroccio TPW Real Estate

  73 Pine Rd, Dorset, VT 05251
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  /33

  Est $514,945 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,228 Sq Ft

  367 Carlen St, Manchester Center, VT 05255

  367 Carlen St, Manchester Center, VT 05255
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  /15

  $298,500

  • Land
  • 3.7 Acres
  • $80,676 per Acre

  69 Benson Fuller Dr, Winhall, VT 05340

  High dry and spectacular views of the Equinox Mountain range and Bromley Mountain! Oversized building lot with lots of privacy. Approved septic system for a 5 bedroom house!

  Andrea Linkin-Butler Stratton Buyer Brokerage

  69 Benson Fuller Dr, Winhall, VT 05340
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  /35

  $279,000 Sold Aug 07, 2025

  • 1,740 Sq Ft
  • $160/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  65 Mountain View Dr, Shaftsbury, VT 05262

  3 bed 2 bath ranch with great views of the Green Mountain Range in a country setting in the Shaftsbury School District. Double flue chimney ready for a secondary heat source.

  Dan Mason Perrott Realty

  65 Mountain View Dr, Shaftsbury, VT 05262
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  /38

  Est $945,598 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,843 Sq Ft

  1144 Powderhorn Rd, Manchester Center, VT 05255

  1144 Powderhorn Rd, Manchester Center, VT 05255
• 

  

  /40

  $1,975,000

  • 4 Beds
  • 4 Baths
  • 4,270 Sq Ft

  14 Old Ridge Rd, Winhall, VT 05155

  This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is

  Christiane Carroccio TPW Real Estate

  14 Old Ridge Rd, Winhall, VT 05155
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  /57

  $275,000 Sold Aug 07, 2025

  • 1,701 Sq Ft
  • $162/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1930

  115-117 Norton St, Bennington, VT 05201

  Beautifully renovated duplex with detached 2-car garage plus shed for extra storage. Each apartment has one bedroom, one bathroom, kitchen, living and dining, and laundry. Full basement with updated utilities. Corner lot in a quiet neighborhood just a few blocks south of downtown Bennington.

  Jenifer Prouty Hoffman Hoffman Real Estate

  115-117 Norton St, Bennington, VT 05201
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  /30

  Est $388,173 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  141 Green Mountain Rd, Manchester Center, VT 05255

  141 Green Mountain Rd, Manchester Center, VT 05255
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  /28

  $775,000

  • 5 Beds
  • 2 Baths
  • 3,500 Sq Ft

  20 Bishop Rd, Searsburg, VT 05363

  Owners motivated and will consider offers. Absolutely amazing long range mountain views over the Green Mountain National Forest, Mount Snow, Haystack, and Stratton, from this beautiful 2020 Moosehead log home. This home sits on 7+ acres with direct easy access to VAST snowmobile trails, as well as your own property to loop on, but still only a short drive to ski resorts, lakes, and other Vermont

  Adam Palmiter Berkley & Veller Greenwood/Dover

  20 Bishop Rd, Searsburg, VT 05363
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  /40

  $615,000 Sold Aug 07, 2025

  • 3,173 Sq Ft
  • $194/SF
  • 85 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1804

  5529 Vt Route 7a, Shaftsbury, VT 05262

  Presenting an absolutely detail rich and unspoiled 1804 Center Hall Post & Beam Colonial on Historic 7A that promises to create wonderful memories for its steward. Nurture has been the key to preserving the casual grace of this 5 bay noted residence; with a stunning 33' X 15'6" great room centered on the fireplace, this space provides living / dining perfect for hosting today's lifestyle needs

  Laura Beckwith Josiah Allen Real Estate, Inc.

  5529 Vt Route 7a, Shaftsbury, VT 05262
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  /40

  Est $390,563 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,456 Sq Ft

  1732 Barnumville Rd, Manchester Center, VT 05255

  1732 Barnumville Rd, Manchester Center, VT 05255
• 

  

  /5

  $199,000

  • Land
  • 55.1 Acres
  • $3,612 per Acre

  0 Andrea Dr Unit 4985234, Stamford, VT 05352

  55 acres of pristine sloping woodlands. Build your dream house here. Two very private adjacent lots on gravel road with timber value. Although not part of Alpenwald development the road is plowed and maintained by the development for $750/ year ($350 per lot). Exceptional opportunity to own a piece of Vermont. Convenient to Skiing, hiking, reservoir and 10 minutes to Mass Moca and restaurants in

  Ann Greenwood Alton + Westall Real Estate Agency, LLC

  0 Andrea Dr Unit 4985234, Stamford, VT 05352
• 

  

  /22

  $82,100 Sold Aug 07, 2025

  • 832 Sq Ft
  • $99/SF
  • 2 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1963

  91 Nelson Rd, Bennington, VT 05201

  Offering space to grow this 3 bedroom, a bath home has many good features. 2 main level bedrooms with a third on the second floor. There are 2 unfinished rooms on the second floor. Town water but has a septic system. Could be something great with some work.

  Brenda Jones KW Vermont - Brenda Jones Real Estate Group

  91 Nelson Rd, Bennington, VT 05201
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  /40

  Est $766,993 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,530 Sq Ft

  139 Landgrove Rd, Londonderry, VT 05148

  139 Landgrove Rd, Londonderry, VT 05148
• 

  

  /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
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  /32

  $316,000 Sold Aug 07, 2025

  • 1,584 Sq Ft
  • $199/SF
  • 44 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  169 Bard Rd, Bennington, VT 05201

  Opportunity awaits with this well-built and meticulously maintained 3-bedroom, 2-bath home nestled on a rare and highly desirable 1.84-acre flat lot in the peaceful countryside—just a short drive to town amenities, shops, and schools, this property features town water, a new roof, nearly new boiler and an attached two-car garage. Set back from the road, this property offers space, privacy, and

  Cassie Barbeau Mahar McCarthy Real Estate

  169 Bard Rd, Bennington, VT 05201
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  /40

  Est $1,251,494 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,424 Sq Ft

  24 Jaquith Rd, Londonderry, VT 05148

  24 Jaquith Rd, Londonderry, VT 05148
• 

  

  /5

  $199,000

  • Land
  • 55 Acres
  • $3,618 per Acre

  0 Andrea Dr Unit 239393, Stamford, VT 05352

  55 acres of pristine sloping woodlands. Build your dream house here. Two very private adjacent lots on gravel road with timber value. Although not part of the Alpenwald development the road is plowed and maintained by the Association for $750/year ($350 per lot). Exceptional opportunity to own a piece of Vermont. Convenient to skiing, hiking, reservoir and 10 minutes to MASS MoCA and restaurants

  Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

  0 Andrea Dr Unit 239393, Stamford, VT 05352
• 

  

  /26

  $193,500 Sold Aug 06, 2025

  • 1,632 Sq Ft
  • $119/SF
  • 17 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1937

  305 Weeks St, Bennington, VT 05201

  Located in a sought-after area, this Tri-level townhouse style condo is situated close to Main Street shops, bars, and restaurants, as well as the hospital, rec center, neighborhood markets, and the bus station. The first floor boasts an open floor plan with a unique kitchen that retains its original charm. Highlights include a center brick chimney, island w/ breakfast bar, quartz and butcher

  Matt Waddington Hoffman Real Estate

  305 Weeks St, Bennington, VT 05201
• 

  

  /40

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,344 Sq Ft

  72 Jaquith Rd, Londonderry, VT 05148

  72 Jaquith Rd, Londonderry, VT 05148
• 

  /2

  $425,000

  • Land
  • 3 Acres
  • $141,667 per Acre

  lot A Forest Pond Rd, Dorset, VT 05251

  Private Dorset West Road Location... private road... nearby Manchester and Dorset. Ready to build. Waste Water permit in place for 5 BR, 8 person occupancy.

  Charles Mauro Josiah Allen Real Estate, Inc.

  lot A Forest Pond Rd, Dorset, VT 05251
• 

  

  /37

  $235,000 Sold Aug 06, 2025

  • 1,510 Sq Ft
  • $156/SF
  • 55 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1850

  213 Gage St, Bennington, VT 05201

  Energy efficient 3 Bed, 2 Bath with character and awesome updates in downtown Bennington. Wrap-around front porch welcomes you inside this classic New England Colonial. Highly sought after "first floor living" with a bedroom, full bath and laundry all on the main level... along with the living room, dining room and kitchen. Second floor has two bedrooms with walk-in closets and full bath with

  Jenifer Prouty Hoffman Hoffman Real Estate

  213 Gage St, Bennington, VT 05201
• 

  

  /38

  Est $725,603 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,828 Sq Ft

  96 Mount Aeolus Ln, East Dorset, VT 05253

  96 Mount Aeolus Ln, East Dorset, VT 05253
• 

  /2

  $425,000

  • Land
  • 3 Acres
  • $141,667 per Acre

  lot B Frost Pond Rd, Dorset, VT 05251

  Private but not remote. Dorset West Road Location nearby Dorset and Manchester. Nice mountain views.Waste water permit in place for 5 BR, 8 person occupancy.

  Charles Mauro Josiah Allen Real Estate, Inc.

  lot B Frost Pond Rd, Dorset, VT 05251
• 

  

  /21

  $73,500 Sold Aug 04, 2025

  • Land
  • 7 Acres
  • $10,500 per Acre

  • 297 Days On Market

  0 Sunset Dr Unit 5005504, Bennington, VT 05201

  One of the best building lots available in Bennington country now available for sale. Close to Bennington, but country setting and bordering hundreds of acres of conserved land this is a wildlife enthusiasts dream location. While there for photos a large bear came to visit! Beautiful deer are often seen roaming as well as turkeys and other birds. The back side of the lot borders the open wetlands

  Lilli West Maple Leaf Realty

  0 Sunset Dr Unit 5005504, Bennington, VT 05201
• 

  

  /6

  Est $742,554 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,703 Sq Ft

  18 Lane Rd, Dorset, VT 05251

  18 Lane Rd, Dorset, VT 05251
• 

  /2

  $65,000

  • Land
  • 17.3 Acres
  • $3,757 per Acre

  0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262

  Ready to build 17 acer lot with wastewater permit for a 4 bedroom single family residence. Great potential for a pond site, the trail on the lot make it a great opportunity for a horse paddock.

  Dan Mason Perrott Realty

  0 Hidden Valley Rd Unit 5055076, Shaftsbury, VT 05262

Showing Results 641 - 680, Page 17 of 18