Bennington County VT Homes for Sale

• 

  

  

  /25

  $695,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  184 W View Estates, Manchester Center, VT 05255

  Welcome to this well maintained 3-bedroom, 2.5-bath Colonial combining classic style with comfortable modern living. From the inviting front porch to the covered rear porch, patio, and fire pit, this home offers exceptional spaces for relaxing and entertaining both indoors and outdoors. The recently updated kitchen serves as the heart of the home with tasteful finishes and excellent

  Annette Gallo Real Broker LLC

  184 W View Estates, Manchester Center, VT 05255
• 

  

  

  /29

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  2121 North Rd, Arlington, VT 05250

  Beautifully maintained split-level home offering a wonderful combination of comfort, flexibility, and privacy! Situated on a large, one-acre private lot, the property features a circular driveway and loose-laid rock wall that frames the landscape with classic rural charm. The main level boasts an open-concept layout with gleaming hardwood floors throughout, a spacious living room, and a kitchen

  Matt Waddington Hoffman Real Estate

  2121 North Rd, Arlington, VT 05250
• 

  

  

  /39

  $219,000

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  215 Orchard St, Pownal, VT 05261

  Welcome to this adorable bungalow in the heart of Pownal the opportunity you’ve been waiting for! If you’ve been searching for a home in Pownal but haven’t been able to find the right fit or move quickly enough, this charming 2 bedroom, 1 bath home may be exactly what you’ve been looking for.Featuring an updated kitchen, a cozy pellet stove that primarily heats the home, and a bright enclosed

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 636-5434

  215 Orchard St, Pownal, VT 05261
• 

  

  

  /3

  $475,000

  • Land
  • 12.82 Acres
  • $37,051 per Acre

  22 Morse Rd, Bennington, VT 05201

  Positioned in the heart of Bennington’s commercial corridor on 12.82 open acres, 22 Morse Road present a prime development opportunity. Offering excellent visibility and accessibility along one of the area’s primary commercial arteries, the property is ideally situated for a variety of commercial, retail, service, mixed-use, or redevelopment possibilities. The location provides convenient access

  Paul Carroccio TPW Real Estate

  22 Morse Rd, Bennington, VT 05201
• 

  

  

  /33

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  8 West St, Bennington, VT 05201

  Nestled in the heart of the charming North Bennington community, this lovingly maintained 3 bedroom, 1.5 bath home is ready for its next chapter. Recently refreshed with newly painted interiors, rejuvenated floors, updated electrical, a recently repointed foundation, and repointed chimney, this home blends classic character with thoughtful updates throughout.Enjoy the convenience of first

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 551-3900

  8 West St, Bennington, VT 05201
• 

  

  /60

  $429,000

  • 4 Beds
  • 3 Baths
  • 2,119 Sq Ft

  131 Pine Cir, Bennington, VT 05201

  A must-see! Nestled in a quiet neighborhood just minutes from downtown dining and shopping, this beautifully maintained home offers comfort, flexibility, and thoughtful upgrades throughout. Completely renovated approximately 10 years ago, the home features a well-designed gourmet kitchen with granite countertops, a copper sink, soft-close cabinetry, and a custom built-in wine rack. French doors

  Thomas Martins Maple Leaf Realty

  131 Pine Cir, Bennington, VT 05201
• 

  

  /30

  $649,900

  • 3 Beds
  • 2 Baths
  • 2,250 Sq Ft

  23 Stonewall Ln, Dorset, VT 05251

  Nestled in one of Vermont's most coveted villages, this three-bedroom, two-bathroom home is a canvas waiting for your creative vision. Priced well below assessed value, this property represents a rare opportunity to build equity from day one while enjoying the charm of quintessential New England living. The generous lot gives you room to breathe, garden, or simply watch the seasons paint the

  Brian Hill Remax Summit

  23 Stonewall Ln, Dorset, VT 05251
• 

  

  /53

  $200,000

  • Land
  • 58.1 Acres
  • $3,442 per Acre

  1073 Chapel Rd, Bennington, VT 05201

  Unlock the potential of this spectacular 58.1 +/- acre woodland property in historic Bennington. The groundwork for your future home or getaway is already laid with a State-approved wastewater permit in place for a three-bedroom single-family residence, allowing you the flexibility to design your build. Further simplifying your plans, the property offers the rare advantage of connecting to the

  Curtis Trousdale Preferred Properties

  1073 Chapel Rd, Bennington, VT 05201
• 

  

  /41

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  509 Thompson Pond Rd, Pownal, VT 05261

  Discover Your Perfect Getaway at Verdmont If you're a nature enthusiast, a rare and exclusive opportunity awaits at the Verdmont Outing Club. Nestled in the heart of the Green Mountain Preserve, this gated community spans nearly 500 acres of unspoiled wilderness-a true haven for outdoor living.As a shareholder, you'll enjoy a wealth of amenities: Water & Land Privileges: Two stunning

  Kelley Mccarthy Mahar McCarthy Real Estate

  509 Thompson Pond Rd, Pownal, VT 05261
• 

  

  /19

  $499,000

  • 6 Beds
  • 6 Baths
  • 9,000 Sq Ft

  425 Main St, Bennington, VT 05201

  15,000 plus sq. ft. commercial/office/retail/residential building on Main St in Downtown Bennington VT. On the ground level there are two prime street front retail spaces on Main Street one the long-term home of the Bennington Banner plus a 4,000 plus sq ft flex space in the rear of the building with great access consisting of open warehouse space ideal for light manufacturing (3 Phase Power), R

  Chris Long BHG Masiello Brattleboro

  425 Main St, Bennington, VT 05201
• 

  

  /60

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 3,295 Sq Ft

  142 Schenkar Rd, Pownal, VT 05261

  Welcome to your own private oasis! Set on 30 private wooded acres, this well-maintained three-bedroom, 2.5-bath Colonial presents a rare opportunity to enjoy expansive acreage, exceptional mountain views (including the Bennington Battle Monument!), and peaceful surroundings in a highly versatile tri-state location near the Vermont, Massachusetts, and New York borders. The 2,083 square-foot home

  Erin McCormick KW Vermont

  142 Schenkar Rd, Pownal, VT 05261
• 

  

  /43

  $1,795,000

  $100K PRICE DROP

  • 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

  Sara Buckley Josiah Allen Real Estate, Inc.

  144 Taconic Rd, Manchester, VT 05255
• 

  

  /23

  $235,000

  • 5 Beds
  • 2 Baths
  • 1,860 Sq Ft

  205 County St, Bennington, VT 05201

  This well maintained 2-unit home exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family. use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize rental income with separate 2-bedroom and 3-bedroom units, this property is designed to adapt to

  Dan Mason Perrott Realty

  205 County St, Bennington, VT 05201
• 

  

  /21

  $299,999

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  53 South Rd, East Arlington, VT 05252

  Welcome home to this inviting property that blends comfort, character, and everyday practicality. Set in a peaceful setting, this home offers bright living spaces, a functional layout, and room to relax and entertain. Whether you are enjoying quiet mornings with coffee or hosting friends and family, the space feels easy and welcoming, with thoughtful details throughout and convenient access to

  David White OwnerEntry.com

  53 South Rd, East Arlington, VT 05252
• 

  

  /6

  $100,000

  • Land
  • 26.2 Acres
  • $3,817 per Acre

  0 Magee Rd Unit 202616239, Stamford, VT 05352

  Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. Thispicturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the propertyfor access, exercise and recreational vehicles. Complete with remarkable stone outcrops

  

  Gary Fuls Jr

  Gary L Fuls DBA Re/MAX Transit

  (802) 884-2362

  0 Magee Rd Unit 202616239, Stamford, VT 05352
• 

  

  /7

  $100,000

  • Land
  • 26.2 Acres
  • $3,817 per Acre

  0 Magee Rd Unit 249355, Stamford, VT 05352

  Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. This picturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the property for access, exercise and recreational vehicles. Complete with remarkable stone outcrops

  Gary Fuls Jr RE/MAX TRANSITIONS

  0 Magee Rd Unit 249355, Stamford, VT 05352
• 

  

  /14

  $237,700

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  117 Putnam St, Bennington, VT 05201

  This beautifully renovated 2-unit home by JDN Properties offers exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family residence with a luxurious upstairs primary suite and kitchenette, use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize

  Dan Mason Perrott Realty

  117 Putnam St, Bennington, VT 05201
• 

  

  /27

  $219,900

  • 2 Beds
  • 1 Bath
  • 1,075 Sq Ft

  1083 Main St, Bennington, VT 05201

  Charming two-bedroom, one-bath bungalow located just outside of Bennington. This inviting home features beautiful hardwood floors throughout, a spacious kitchen with a dedicated dining area, a comfortable living room, and a versatile office or study perfect for a variety of needs. Enjoy the convenience of main-level laundry and relax in the cozy three-season porch. Additional highlights include a

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  1083 Main St, Bennington, VT 05201
• 

  

  /30

  $300,000

  $25K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,120 Sq Ft

  113 South St Unit 302, Bennington, VT 05201

  Whether you’re seeking a full-time downtown lifestyle, a lock-and-leave home base for travel, or you’re ready to make the leap from renting to owning, this is the kind of property that checks every box—location, character, and simplicity. Offered publicly for the first time, Unit 302 is filled with natural light from tall windows that frame the energy of downtown Bennington. Soaring ceilings,

  Jenifer Prouty Hoffman Hoffman Real Estate

  113 South St Unit 302, Bennington, VT 05201
• 

  

  /7

  $55,000

  • Land
  • 22,215 Sq Ft
  • $107,843 per Acre

  24 Asa Way, Bennington, VT 05257

  Build your future in the heart of North Bennington at 24 Asa's Way. This 0.51 acre corner lot offers a rare opportunity to create a custom home in a well established neighborhood surrounded by beautifully maintained properties. With mountain views and underground utilities already in place, the setting combines natural beauty with modern convenience.Public water and sewer are available,

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 471-2764

  24 Asa Way, Bennington, VT 05257
• 

  

  /5

  $55,000

  • Land
  • 20,908 Sq Ft
  • $114,583 per Acre

  29 Asa Way, Bennington, VT 05257

  Build your dream home at 29 Asa's Way, ideally situated at the top of the hill in a desirable North Bennington neighborhood. This 0.48 acre lot offers a level, build friendly setting with beautiful mountain views, providing the perfect backdrop for your future home.Public water and sewer are available, along with underground utilities, making for a smooth and efficient building process.

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 215-5280

  29 Asa Way, Bennington, VT 05257
• 

  

  /24

  $229,000

  $6K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  340 Pleasant St, Bennington, VT 05201

  Downtown Bennington duplex with income in place and upside potential. The lower unit has been completely renovated, featuring a new kitchen, updated bathroom, and new flooring throughout. Exterior and structural improvements include a repointed foundation, fully sided exterior, new roof, and a gravel driveway. Bennington continues to see investment, revitalization, and ongoing redevelopment in

  Melissa Nebelski Real Broker LLC

  340 Pleasant St, Bennington, VT 05201
• 

  

  /6

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  2 Hamlin Ave, Bennington, VT 05201

  2-Unit Multi-Family with Professional-Grade Workshop!Versatile property with high-yield setup, perfect for a contractor, carpenter, or owner-occupant. The standout feature is a professional-grade workshop fully optimized for year-round productivity with radiant heat, bright lighting, and the added convenience of an existing sink and toilet. Whether utilized for a trade, automotive enthusiast,

  Lori Hurley Four Corner Properties LLC

  2 Hamlin Ave, Bennington, VT 05201
• 

  

  /37

  $584,900

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft

  14 Marisa Ln, Dorset, VT 05251

  Welcome to your next chapter in the charming heart of Vermont, where easy living meets thoughtful design in this beautifully crafted one-level duplex townhouse. If you've been dreaming of a home that eliminates stairs from your daily routine while still delivering style and substance, your search ends here. Step inside and discover an open floor plan that feels both spacious and inviting across

  Julie Citron RE/MAX Four Seasons

  14 Marisa Ln, Dorset, VT 05251
• 

  

  /55

  $2,950,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,762 Sq Ft

  59 Garden Loop Rd, Winhall, VT 05340

  Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  59 Garden Loop Rd, Winhall, VT 05340
• 

  

  /12

  $69,000

  $6K PRICE DROP

  • Land
  • 13.01 Acres
  • $5,304 per Acre

  3 W Hill Dr, Readsboro, VT 05350

  Discover the potential of this 13-acre parcel in scenic Readsboro offering RR (Rural Residential) zoning and endless possibilities. With gently rolling terrain and potential for views, this property is ideal for a private home or possible subdivision. Aerial photos and videos available! Enjoy a true outdoor lifestyle with nearby access to skiing, hiking, fishing, boating, snowmobile trails, and

  Derek Greene Derek Greene

  3 W Hill Dr, Readsboro, VT 05350
• 

  

  /43

  $579,000

  • 3 Beds
  • 2 Baths
  • 2,501 Sq Ft

  856 Matteson Rd, North Bennington, VT 05257

  Nestled on 5 private acres, this custom-built log home offers the perfect blend of rustic charm and refined comfort. Surrounded by beautifully curated gardens, mature apple trees, lilacs, maples, plum trees, oaks, and stone walls, the setting is both tranquil and picturesque—yet just minutes from town conveniences. There is even a targeting golf green! Inside, the home showcases a stunning great

  Faith Rhodes Maple Leaf Realty

  856 Matteson Rd, North Bennington, VT 05257
• 

  

  /38

  $389,900

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  250 Shepherd Ln, Arlington, VT 05250

  Looking for privacy with The National Forest right in your backyard?Welcome Home to a 3 bedroom, 2 bath home that offers the perfect blend of peaceful country living and everyday convenience.Set on a private retreat like setting, this property gives you the space and flexibility to live the lifestyle you want. Dreaming of building a barn or having horses? There’s room to make it happen.

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 613-0622

  250 Shepherd Ln, Arlington, VT 05250
• 

  

  /12

  $750,000

  • Land
  • 279.97 Acres
  • $2,679 per Acre

  0 Klondike Rd Unit 5085248, Stamford, VT 05352

  Beautiful acreage with mountain views! Roughly 40% open land with the rest wooded. There is a gravity fed pond on the property. Also, the sellers have put 2 cabins on the open part. Each has a kitchenette and a bedroom. A large barn is also on the property and recently had a new floor installed. Very quiet road and perfect for someone looking for a peaceful setting. Timber consists of some sugar

  Michael Jarvis United Country Real Estate Mike Jarvis Group Inc

  0 Klondike Rd Unit 5085248, Stamford, VT 05352
• 

  

  /11

  $299,000

  • 4 Beds
  • 1 Bath
  • 2,156 Sq Ft

  558 Klondike Rd, Stamford, VT 05352

  This is a farmhouse that is currently under construction. Selling as is, with the remaining materials included. It is off grid and was lived in up until last year. Construction started in November 2025. Large barn that used to be a dairy farm. House has 3 woodstoves for heat. 10 cords of wood are included. Very nice setting along side a beautiful brook. 16.5 acres of open and wooded land that is

  Michael Jarvis United Country Real Estate Mike Jarvis Group Inc

  558 Klondike Rd, Stamford, VT 05352
• 

  

  /40

  $735,000

  • 4 Beds
  • 3 Baths
  • 2,317 Sq Ft

  B2 Maple Ridge Rd, Winhall, VT 05155

  The Highgate Piper Ridge Townhome is ideally located just a short stroll from the exclusive sports center and provides convenient shuttle service to Stratton’s ski lifts during the winter season. This residence is filled with natural light and features a contemporary kitchen and bathrooms, polished hardwood floors, and elegant tile accents throughout. The one-car garage has been ingeniously

  Mike England Michael England Real Estate

  B2 Maple Ridge Rd, Winhall, VT 05155
• 

  

  /60

  $1,900,000

  • 6 Beds
  • 6 Baths
  • 5,704 Sq Ft

  751 Main Rd, Stamford, VT 05352

  Step into the most amazing Victorian house you will ever see! Built in 1880, you will feel like you've walked back in time. Beautiful architecture and woodwork. The house was built by John Tudor, a Welsh immigrant who had made a fortune as a mill owner in northern Vermont and settled in Stamford. There is a stunning 3 floor Post & Beam Barn built in 2000 with a 2 car garage built-in. Barn also

  Michael Jarvis United Country Real Estate Mike Jarvis Group Inc

  751 Main Rd, Stamford, VT 05352
• 

  

  /14

  $125,000

  • 3 Beds
  • 1 Bath
  • 768 Sq Ft

  347 Hickory Rd, Bennington, VT 05201

  Your wait is over—an exceptional opportunity to own in the highly sought-after Woodford Lake Estates! This unique property offers direct access to the beauty of the surrounding Green Mountain National Forest and is ideally located near VAST snowmobile trails, making it a year-round haven for outdoor enthusiasts. Enjoy cross-country skiing just minutes away at Prospect Mountain, along with beach

  Thomas Martins Maple Leaf Realty

  347 Hickory Rd, Bennington, VT 05201
• 

  

  /38

  $324,900

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  2 Pine Rd, Bennington, VT 05201

  Bright 3 bedroom, 1 and a half bath home in Bennington. Close to the hospital and offering kitchen, formal dining room, living room, and 2 main level bedrooms. Upstairs a loft office area and another bedroom. The basement is partially finished with laundry, family room and half bath. Outside there is a great deck with a separate, heated sun room and 2 car detached garage. A must see home in a

  Brenda Jones KW Vermont - Brenda Jones Real Estate Group

  2 Pine Rd, Bennington, VT 05201
• 

  

  /43

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  683 Water St, North Bennington, VT 05257

  Much larger than it looks and completely redone in 2022, with the only evidence remaining of the 1934 construction being a crawlspace through a hatch in the rear of the basement. Offering 3 bedrooms and 2 bathrooms this home is very much "like new". All the systems are modern. Living room/dining room/kitchen, mud room with laundry and bedroom on the main level. Upstairs is the primary bedroom

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  683 Water St, North Bennington, VT 05257
• 

  

  /10

  $100,000

  • Land
  • 26.2 Acres
  • $3,817 per Acre

  0 Magee Rd Unit 5084341, Stamford, VT 05352

  Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. This picturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the property for access, exercise and recreational vehicles. Complete with remarkable stone outcrops

  

  Gary Fuls Jr

  RE/MAX Transitions

  (802) 317-7969

  0 Magee Rd Unit 5084341, Stamford, VT 05352
• 

  

  /14

  $100,000

  • Land
  • 26.2 Acres
  • $3,817 per Acre

  0 Magee Rd Unit 73504013, Stamford, VT 05352

  Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. This picturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the property for access, exercise and recreational vehicles. Complete with remarkable stone outcrops

  

  Gary Fuls Jr

  RE/MAX Transitions

  (802) 523-2113

  0 Magee Rd Unit 73504013, Stamford, VT 05352
• 

  

  /25

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  393 Morse Hill Rd, East Dorset, VT 05253

  This beautifully maintained Dorset home with views is ready for its new owners. The main level features a generously sized eat-in kitchen with granite countertops that opens into the dining room. This floor also includes a large living room, a bedroom, and French doors that lead to a spacious deck overlooking a private yard. The ground floor offers a primary bedroom, a bathroom, and a laundry

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  393 Morse Hill Rd, East Dorset, VT 05253
• 

  

  /60

  $269,000

  • 3 Beds
  • 1.5 Baths
  • 1,934 Sq Ft

  508 Barney Rd, Bennington, VT 05201

  WOW CHECK OUT THIS Country Cutie on the edge of town. The home has been updated while keeping the period Charm. Large level nicely landscaped yard enclosed by hedges. The lager living room has a fireplace with insert and lots of built-ins. The walkout basement has a large room that has been used as a bedroom with a stone fireplace and a half bath in the heated workshop area.The septic was

  Dan Mason Perrott Realty

  508 Barney Rd, Bennington, VT 05201
• 

  

  /45

  $380,000

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  553 Roaring Branch Rd, Arlington, VT 05250

  Welcome to Beaver Cabin! Perched upon a bluff overlooking the renown Battenkill River, the Roaring Branch community of log cabins is a much coveted getaway in the Green Mountains of Vermont. Tucked within the forest with trails and access down to the riverside, you'll enjoy the privacy and solitude of being quietly situated among the trees with the calming sound of the flowing Battenkill. Whether

  Kim Morgan-Wohler Wohler Realty Group

  553 Roaring Branch Rd, Arlington, VT 05250

Showing Results 41 - 80, Page 2 of 6