Bennington County, VT Homes

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  /16

  $54,900 Sold Oct 24, 2025

  • Land
  • 0.83 Acre
  • $66,145 per Acre

  • 6 Days On Market

  255 Vermont 8, Searsburg, VT 05363

  Bring your vision to this permitted building lot in the no-zoning town of Searsburg, VT. The property is mostly cleared with some natural growth, already includes key improvements: driveway access, a state wastewater permit for a 3-bedroom home, and frontage on a paved road. Eastern mountain views set the backdrop, making this both an excellent recreational site and a prime building

  Jacki Murano Southern Vermont Realty Group

  255 Vermont 8, Searsburg, VT 05363
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  /40

  Est $504,769 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  466 Laver Rd, Arlington, VT 05250

  466 Laver Rd, Arlington, VT 05250
• 

  

  

  /32

  $450,000

  • 5 Beds
  • 3 Baths
  • 2,303 Sq Ft

  44 Lake Rd, Bondville, VT 05340

  Nestled in the woods on a generous private lot, 44 Lake Road is a contemporary Vermont retreat offering peaceful seclusion with big-sky views of Stratton Mountain. Designed to blend with its natural surroundings, this home features warm wood accents, soaring ceilings, and walls of glass that bring the outdoors in. The open main living area is ideal for apres-ski gatherings, with a spacious great

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  44 Lake Rd, Bondville, VT 05340
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  /24

  $42,000 Sold Oct 24, 2025

  • Land
  • 0.48 Acre
  • $87,500 per Acre

  • 55 Days On Market

  26 Asa's Way, Bennington, VT 05257

  Walking trails, a paved road, underground utilities, and water/sewer at the street, what more could you ask for? Situated high on Asa's Way, almost a half acre of slightly sloping and level lot is ready to build on. Over 200 feet of road frontage allows for many home designs; from a hillside house that maximizes the southerly sun, to a modern bungalow perched on a flat landing, bring your ideas!

  Angela Bevin Maple Leaf Realty

  26 Asa's Way, Bennington, VT 05257
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  /24

  Est $306,461 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  408 Dunlap Farm Rd, Arlington, VT 05250

  408 Dunlap Farm Rd, Arlington, VT 05250
• 

  

  /27

  $320,000

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  196 Granger Hollow Rd, North Bennington, VT 05257

  This quiet country location has 2 homes located on its 2 acres. The main home is a 3 bedroom ranch featuring a large eat-in kitchen opening into a large living room. 3 bedrooms, including an addition with a large primary with 2 closets inlcuding one whick is a large walk-in closet. A large full bath with washer/dryer hookups completes the living area. The house has a partial concrete basement

  Steve Schoppmeyer BHG Masiello Brattleboro

  196 Granger Hollow Rd, North Bennington, VT 05257
• 

  

  /44

  $702,000 Sold Oct 24, 2025

  • 2,040 Sq Ft
  • $344/SF
  • 42 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1983

  86 Benson Fuller Dr, Bondville, VT 05340

  Great opportunity! Your Ultimate Getaway Escape to this idyllic Vermont retreat, where convenience meets relaxation. This spacious home offers everything you need for a fun-filled and carefree lifestyle, from outdoor entertaining to cozy indoor spaces.Step out onto the large deck and unwind by the gas fire pit table, or enjoy watching the friendly mini-golf matches below. In the cooler

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  86 Benson Fuller Dr, Bondville, VT 05340
• 

  

  /50

  Est $1,164,319 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft

  342 Lesure Rd, Stamford, VT 05352

  342 Lesure Rd, Stamford, VT 05352
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  /12

  $95,000

  • Land
  • 1 Acre
  • $95,000 per Acre

  41 Moose Hollow Rd, Winhall, VT 05340

  Build your dream home on this ready-to-go 1-acre lot in the Green Mountains. Located on a private gravel road in Winhall, this mostly cleared parcel offers a gentle slope, power at the road, a nearby stream, and a state-issued 4-bedroom septic permit already in place. The setting provides a peaceful, natural feel while keeping you close to the best of Southern Vermont. Bromley Mountain is about

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  41 Moose Hollow Rd, Winhall, VT 05340
• 

  

  /41

  $319,250 Sold Oct 24, 2025

  • 1,656 Sq Ft
  • $193/SF
  • 29 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1960

  391 Weldon Dr, Sandgate, VT 05250

  Sweet vacation getaway or make this home your haven for all four seasons. Located in rural Sandgate, Vermont on a forested private road, you'll have 16.57 acres to explore for recreation such as hunting or hiking, or to unwind in nature with serenity. 1960 Ranch updated with modern heating and cooling systems for comfort... There's heat pump mini splits, an outdoor wood boiler, and propane hot

  Jenifer Prouty Hoffman Hoffman Real Estate

  391 Weldon Dr, Sandgate, VT 05250
• 

  

  /33

  Est $176,022 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft

  133 Tatro Rd, Stamford, VT 05352

  133 Tatro Rd, Stamford, VT 05352
• 

  

  /15

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  111 Hicks Ave, Bennington, VT 05201

  This single-family home offers 1,248 sq ft of living space on a 0.26-acre lot. Featuring 3 bedrooms and 1 full bathroom, this property provides an inviting layout ideal for everyday living. Has enclosed back porch. A standout feature is the detached 1-car garage, complete with additional space for a workshop—perfect for hobbyists, storage, or small-scale projects.

  Timothy Corcoran Mahar McCarthy Real Estate

  111 Hicks Ave, Bennington, VT 05201
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  /47

  $304,500 Sold Oct 24, 2025

  • 1,687 Sq Ft
  • $180/SF
  • 10 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  174 Morgan St, Bennington, VT 05201

  Sweet Ranch home that's not too big, not too small, just the right size! Set on 0.52 acres, it's a lovely lot surrounded by trees on 2 sides and has a beautiful mountain view. Attached 1-car garage with built-in storage has an automatic garage door and directly enters the galley kitchen. Refrigerator was removed because it stopped working... you can replace it with the same size, use the

  Jenifer Prouty Hoffman Hoffman Real Estate

  174 Morgan St, Bennington, VT 05201
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  /6

  Est $459,542 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,112 Sq Ft

  405 Sumner Rd, Stamford, VT 05352

  405 Sumner Rd, Stamford, VT 05352
• 

  

  /58

  $299,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  207 Silver St, Bennington, VT 05201

  Tastefully renovated antique home that retained it character 4 bed 2 bath home with gleaming hardwood floor in through out with Vinyl plank in the bathrooms and Laundry room. The downstairs Ensuite is currently being used as an in home office with private entrance. This would make a great room for a in-law space with private bath and the 3 season sunroom could easily be converted into a

  Dan Mason Perrott Realty

  207 Silver St, Bennington, VT 05201
• 

  

  /25

  $285,000 Sold Oct 24, 2025

  • 1,888 Sq Ft
  • $151/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  120 Albe Dr, Bennington, VT 05201

  Comfortable, convenient and close to downtown Bennington and all its amenities. Built in 2001, in a quiet neighborhood, the home features 3 bedrooms and 2.5 baths,, which includes a primary suite with its own bath. The first floor offers a spacious eat-in kitchen with washer and dryer efficiently installed in a large closet. The kitchen also has glass doors that open to private deck and a level

  Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

  120 Albe Dr, Bennington, VT 05201
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  /40

  Est $1,061,129 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,112 Sq Ft

  1294 East Rd, Stamford, VT 05352

  1294 East Rd, Stamford, VT 05352
• 

  

  /37

  $995,000

  • 4,724 Sq Ft

  1594 Vermont Route 7a, Shaftsbury, VT 05262

  Welcome to a truly unique and versatile property situated on 5 beautiful acres, offering a rare combination of residential comfort, business potential, and rental income. The main residence is a spacious 2,100 square foot home seamlessly connected to a large, fully equipped garage. This garage is a dream for automotive professionals or hobbyists, featuring two vehicle lifts, a high-ceilinged

  Kelley Mccarthy Mahar McCarthy Real Estate

  1594 Vermont Route 7a, Shaftsbury, VT 05262
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  /26

  $240,000 Sold Oct 24, 2025

  • 1,440 Sq Ft
  • $167/SF
  • 59 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1850

  2899 W Sandgate Rd, Arlington, VT 05250

  Nestled in the green mountains, come enjoy this three-bedroom, two-bath colonial on half an acre. Take in the beautiful meadow and mountain views from the spacious deck. Listen to the sounds of birds and the babbling brook in this lovely private location. The sunny level lot offers plenty of garden space and a generous shed for all your gardening needs. The first floor offers a spacious open

  Margretta Fischer Wohler Realty Group

  2899 W Sandgate Rd, Arlington, VT 05250
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  /33

  Est $262,059 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft

  864 East Rd, Stamford, VT 05352

  864 East Rd, Stamford, VT 05352
• 

  

  /29

  $170,000

  • 3 Beds
  • 1 Bath
  • 854 Sq Ft

  136 Mckinley St, Bennington, VT 05201

  Bennington VT home for sale where daily life starts on the screened front porch and wraps on the rear deck. This Cape style single family home offers 3 bedrooms, 1 bath, and 854 sq ft on one level, set on a 0.15 acre lot in town Bennington close to schools, shops, and services. Fresh white paint brightens a cozy living room with a large front window. Original hardwood floors add character and are

  Nick Sicard EXP Realty

  136 Mckinley St, Bennington, VT 05201
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  /33

  $951,014 Sold Oct 24, 2025

  • 3,238 Sq Ft
  • $294/SF
  • 4 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1987

  14 Mountain Haunts, Winhall, VT 05340

  Enjoy one of the most stunning, unobstructed views of Stratton Mountain and its slopes from this beautifully maintained 5-bedroom, 3-bath home, located on a quiet dead-end road just 3 miles from the lifts. This inviting retreat features a completely renovated kitchen, a new furnace, and comes fully furnished for turnkey enjoyment. Air conditioning throughout ensures comfort year-round—perfect for

  Carrie Mathews Winhall Real Estate

  14 Mountain Haunts, Winhall, VT 05340
• 

  

  /43

  Est $447,538 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,826 Sq Ft

  394 East Rd, Stamford, VT 05352

  394 East Rd, Stamford, VT 05352
• 

  

  /11

  $84,900

  • Land
  • 8 Acres
  • $10,612 per Acre

  1337 Chunks Brook Rd, Arlington, VT 05250

  Escape to the scenic beauty of Sandgate, VT with this 8-acre parcel on Chunks Brook Rd (House burnt down). Nestled in a country setting with wooded areas, rolling terrain, and mountain views, offering privacy and seclusion while remaining accessible. Enjoy streamside views, abundant wildlife, and the tranquility of nature while still within reach of local amenities. Sold As Is. The sale of this

  Derek Greene Derek Greene

  1337 Chunks Brook Rd, Arlington, VT 05250
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  /43

  $1,590,000 Sold Oct 23, 2025

  • 3,926 Sq Ft
  • $405/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2020

  81 Pine Tree Ln, Manchester Center, VT 05255

  Set on 3.1 private acres with a spring-fed mountain stream, this stunning 4-bed, 31⁄2-bath custom home—started in 2020 and completed in 2022—showcases exceptional craftsmanship, thoughtful design, and Vermont charm. True white oak hardwood floors flow throughout, complemented by a green slate-tiled mudroom with radiant heat. The fully custom kitchen boasts handcrafted cabinetry, soapstone

  Roger Danyew Diamond Realty

  81 Pine Tree Ln, Manchester Center, VT 05255
• 

  

  /23

  Est $286,163 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,692 Sq Ft

  1635 Main Rd, Stamford, VT 05352

  1635 Main Rd, Stamford, VT 05352
• 

  

  /44

  $294,900

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  211 Grandview St, North Bennington, VT 05257

  This inviting home combines classic Vermont charm with modern updates, set on a spacious corner lot that provides plenty of room for outdoor activities, gardening, and relaxation. Step inside to find a bright, open living space with hardwood floors and large windows that fill the rooms with natural light. Upstairs consists of comfortable bedrooms that offer generous closet space and a full bath.

  Flex Realty Group Flex Realty

  211 Grandview St, North Bennington, VT 05257
• 

  

  /43

  $625,000 Sold Oct 23, 2025

  • 4,541 Sq Ft
  • $138/SF
  • 57 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2003

  56 Mending Walls Rd, Manchester Center, VT 05255

  Welcome to your next chapter in Manchester, Vermont.Tucked away in the sought-after Mending Walls community, this 4-bedroom, 4-bath home offers over 5,700 square feet of sun-filled space designed for both comfort and connection. Set on a private one-acre lot, it’s clean, unfurnished, and ready for you to make it your own.Inside, you’ll find warm wood floors, a chef’s kitchen with

  Trent Stephens Wohler Realty Group

  56 Mending Walls Rd, Manchester Center, VT 05255
• 

  

  /32

  Est $308,454 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,003 Sq Ft

  1575 Main Rd, Stamford, VT 05352

  1575 Main Rd, Stamford, VT 05352
• 

  

  /17

  $82,900

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  108 Baker Dr, Bennington, VT 01237

  Built in 2000 this charming home is located in Catamount Mobile Home Park, a community with no age restrictions in beautiful Bennington, Vermont. Situated on a large corner lot with front and back decks offering mountain views. Open, light-filled floor plan with bright kitchen, living room, primary suite, second bedroom, full bath, and laundry. Features include a newer shed (1 year old) and

  Colleen Zajac Monarch Realty

  108 Baker Dr, Bennington, VT 01237
• 

  

  /30

  $345,750 Sold Oct 21, 2025

  • 1,753 Sq Ft
  • $197/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  374 Overlea Rd, North Bennington, VT 05257

  A stunning three bedroom, two bath home on a wooded lot with mountain views and bordered on several sides by serene farm pastures! Just a few minutes from downtown Bennington and even closer to the village of North Bennington! Tons of natural light inside that compliments the updated kitchen and open dining / living room areas. First floor includes enclosed rear sun porch/mudroom, laundry and

  Gregory Cutler Four Seasons Sotheby's Int'l Realty

  374 Overlea Rd, North Bennington, VT 05257
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  /14

  Est $282,869 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,008 Sq Ft

  169 Reservoir Rd, Shaftsbury, VT 05262

  169 Reservoir Rd, Shaftsbury, VT 05262
• 

  

  /18

  $125,000

  • Land
  • 2.9 Acres
  • $43,103 per Acre

  311 Beechwood Ln, Peru, VT 05152

  This lovely, nearly 3 acre parcel of land is located on Beechwood Lane, about 1 mile from the Town center of Peru. There is approximately 353' frontage on Beechwood Lane and approximately 271' frontage on Beechnut Drive. The land is gently sloped and nicely wooded for privacy. Xfinity high speed internet available. Peru features the J.J. Hapgood General store, Peru Congregational Church, Hapgood

  Dylan Gage Bromley Real Estate

  311 Beechwood Ln, Peru, VT 05152
• 

  

  /57

  $1,575,000 Sold Oct 21, 2025

  • 4,785 Sq Ft
  • $329/SF
  • 8 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1790

  671 West Rd, Manchester Center, VT 05255

  Charming 1790 Manchester Village home with guest house and separate garage located in the heart of Manchester Village and just steps from restaurants, shops, and the Southern Vermont Arts Center. This beautifully maintained 5 bedroom, 3 1/2 bath home sits on 3.8 private acres of expansive lawn, manicured gardens, and outdoor entertaining space. The updated kitchen features a large island, a

  Katherine Zilkha Four Seasons Sotheby's Int'l Realty

  671 West Rd, Manchester Center, VT 05255
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  /29

  Est $326,590 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  289 Reservoir Rd, Shaftsbury, VT 05262

  289 Reservoir Rd, Shaftsbury, VT 05262
• 

  

  /27

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  8 Winhall Woods Rd, Winhall, VT 05340

  Discover this quintessential Vermont ski chalet, perfectly set on a quiet dead-end road with views of Bromley Mountain from the property. Warm and inviting, the home is filled with natural wood throughout, creating the classic mountain-home atmosphere buyers love. Offering both charm and convenience, the location is ideal—just 2.5 miles to Bromley Mountain, 10 miles to Stratton, and only 8 miles

  Carrie Mathews Winhall Real Estate

  8 Winhall Woods Rd, Winhall, VT 05340
• 

  

  /36

  $720,000 Sold Oct 21, 2025

  • 2,389 Sq Ft
  • $301/SF
  • 5 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1989

  58 Todd Hill Rd, Bondville, VT 05340

  Escape to your mountain retreat in this spacious 4 bedroom, 4 bath home tucked away in a serene wooden community just minutes away from Stratton Mountain Resort. Perfect for entertaining or relaxing, the home features two cozy wood burning fireplaces that brings warmth and charm throughout the season. Vaulted ceilings in the living room and dining room area provide lots of natural light. Step

  Jamie Wylie Stratton Real Estate

  58 Todd Hill Rd, Bondville, VT 05340
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  /40

  Est $642,439 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,982 Sq Ft

  1004 Holy Smoke Rd, Shaftsbury, VT 05262

  1004 Holy Smoke Rd, Shaftsbury, VT 05262
• 

  

  /6

  $18,500

  • Land
  • 2.3 Acres
  • $8,043 per Acre

  0 Bergrucken Ln, Readsboro, VT 05350

  Discover your own piece of Vermont paradise in this picturesque double building lot. Surrounded by the scenic Green Mountains with stunning views, this peaceful setting is perfect for your dream home or getaway. Located near top ski areas and just a short drive to North Adams where you can enjoy easy access to cultural attractions like MASS MoCA. Embrace the tranquility of nature while staying

  Christine Girard Steepleview Realty

  0 Bergrucken Ln, Readsboro, VT 05350
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  /35

  $339,000 Sold Oct 20, 2025

  • 1,120 Sq Ft
  • $303/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  33 Aspen Ln, Bondville, VT 05340

  Minutes from Stratton Mountain, this cozy chalet offers the perfect mountain escape with timeless character and room to make it your own. Featuring a classic chalet style floor to ceiling stone fireplace and wood interior, this home exudes vintage alpine charm. There are three bedrooms, two baths and an open concept living space, providing plenty of room for gatherings or weekend getaways.

  Alison Cummings Cummings & Co

  33 Aspen Ln, Bondville, VT 05340

Showing Results 201 - 240, Page 6 of 18