Bennington, VT Homes in ZIP Code 05340

• 

  

  

  /6

  $122,500 Sold Apr 18, 2025

  • Land
  • 2.20 Acres
  • $55,682 per Acre

  • 53 Days On Market

  10 Little Brook Rd, Winhall, VT 05340

  Prime 2.2-acre building lot in the desirable Vermont Ventures community! Conveniently located less than 15 minutes from Stratton Resort and Bromley, just 20 minutes from Manchester. This property includes a wastewater permit for a 5-bedroom home, with power available at the road, Little Brook is a town-maintained road, there is a ROW for access to the lot. With some clearing, the property offers

  Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  10 Little Brook Rd, Winhall, VT 05340
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• 

  

  

  /40

  Est $615,417 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  10 Deer St, Bondville, VT 05340

  10 Deer St, Bondville, VT 05340
• 

  

  

  /36

  $720,000

  • 4 Beds
  • 4 Baths
  • 2,389 Sq Ft

  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
• 

  

  

  /37

  $615,000 Sold Apr 15, 2025

  • 1,500 Sq Ft
  • $410/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  29 Burnt Hill Rd, Winhall, VT 05340

  Discover your dream chalet in the heart of Strattonwald—a stunningly renovated retreat designed for year-round mountain adventures and modern comfort! Beautifully renovated 3-bedroom, 2-bathroom home in Winhall offers the perfect blend of convenience and recreation. Just a quick drive to Stratton Mountain, this property provides easy access to winter slopes and summer fun. The community amenities

  Andie Fusco Four Seasons Sotheby's Int'l Realty

  29 Burnt Hill Rd, Winhall, VT 05340
• 

  

  

  /40

  Est $912,784 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,872 Sq Ft

  34 Raspberry Hill Rd, Winhall, VT 05340

  34 Raspberry Hill Rd, Winhall, VT 05340
• 

  

  /38

  $789,000

  • 4 Beds
  • 4 Baths
  • 2,997 Sq Ft

  44 Hilltop Rd, Winhall, VT 05340

  Four bedroom, four bathroom Intervale townhouse has all the space you need in a Stratton home. This is the largest Intervale floor plan, with a second living room and wet bar on the lower, walk out floor. The main floor has a mud room entry, living room with wood burning fireplace, and dining room open to kitchen. The primary suite is on the main floor, secondary suite is upstairs, and an

  Christiane Carroccio TPW Real Estate

  44 Hilltop Rd, Winhall, VT 05340
• 

  

  /40

  $850,000 Sold Apr 04, 2025

  • 3,119 Sq Ft
  • $273/SF
  • 168 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1996

  36 Road To Millbrook, Winhall, VT 05340

  This impeccably maintained home sits on 5.28 acres of beautifully landscaped land adjacent to the National Forest. Featuring a spacious interior with a stone wood-burning fireplace and vaulted cathedral ceilings, this home is move-in ready. Recent upgrades include two newly renovated bathrooms. The first floor offers an open living layout, while the lower level boasts a cozy den/family room.

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  36 Road To Millbrook, Winhall, VT 05340
• 

  

  /26

  Est $255,076 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 595 Sq Ft

  28 Stratton Rd W Unit 28, Winhall, VT 05340

  28 Stratton Rd W Unit 28, Winhall, VT 05340
• 

  

  /59

  $2,800,000

  • 3 Beds
  • 3.5 Baths
  • 3,938 Sq Ft

  23 Valley View Rd, Winhall, VT 05340

  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

  Kim Morgan-Wohler Wohler Realty Group

  23 Valley View Rd, Winhall, VT 05340
• 

  

  /14

  $1,050,000 Sold Mar 29, 2025

  • 1,780 Sq Ft
  • $590/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  759 Stratton Mountain Access Rd Unit 331, Stratton, VT 05340

  Incredible opportunity to own in one of Stratton Mountain Resort's most desirable communities! One of the largest three bedroom floor plans in all of Hearthstone Lodge. This home boasts three bedroom and two and half bathrooms, corner location directly off the elevator, open floor plan with mountain views, cozy gas fireplace, air conditioning for Summer use and two assigned underground parking

  Timothy Mich Doddridge Stratton Real Estate

  759 Stratton Mountain Access Rd Unit 331, Stratton, VT 05340
• 

  

  /35

  Est $498,006 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  383 Winhall Hollow Rd, Bondville, VT 05340

  383 Winhall Hollow Rd, Bondville, VT 05340
• 

  

  /44

  $729,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,040 Sq Ft

  86 Benson Fuller Dr, Bondville, VT 05340

  OPEN HOUSE Saturday August 30 11-1. 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

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  86 Benson Fuller Dr, Bondville, VT 05340
• 

  

  /29

  $455,000 Sold Mar 28, 2025

  • 1,570 Sq Ft
  • $290/SF
  • 53 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  2 Byington Ln Unit 5, Winhall, VT 05340

  Welcome to this stunning, modern townhome overlooking the pool, just a short walk to Winhall shops and restaurants and only minutes from the renowned Stratton Resort. This three-bedroom, two-bathroom townhome offers the perfect Vermont retreat for all seasons, with a layout designed to maximize mountain views and convenience.Spread across three levels, the home’s second floor boasts an

  Robin Apps Four Seasons Sotheby's Int'l Realty

  2 Byington Ln Unit 5, Winhall, VT 05340
• 

  

  /15

  Est $564,934 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,416 Sq Ft

  6 Old Snow Valley Rd, Winhall, VT 05340

  6 Old Snow Valley Rd, Winhall, VT 05340
• 

  

  /60

  $1,825,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 4 Baths
  • 2,872 Sq Ft

  36 Beaver St, Bondville, VT 05340

  Your Ultimate Vermont Mountain Retreat Awaits! Just 4 miles from Stratton & minutes to Bromley, this inviting log home is the perfect year-round escape—crafted for adventure, relaxation, and making lasting memories in every season. Whether you’re hitting the slopes in winter, hiking through summer trails, or soaking in the stunning fall foliage, this property delivers! Plus, it's only a 10-minute

  MaryKate Grey Stratton Real Estate

  36 Beaver St, Bondville, VT 05340
• 

  

  /24

  $430,000 Sold Mar 26, 2025

  • 1,716 Sq Ft
  • $251/SF
  • 26 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1967

  13 Lower Taylor Hill Rd, Winhall, VT 05340

  This beautifully updated home near Stratton Mountain blends classic charm with modern updates. As you enter, you'll find a mudroom with a convenient storage closet and a half bath. The spacious living and dining area features a striking fieldstone fireplace and sliding doors that open to a large deck, perfect for hosting guests. The custom kitchen offers hardwood floors, a pantry, and a laundry

  Carrie Mathews Winhall Real Estate

  13 Lower Taylor Hill Rd, Winhall, VT 05340
• 

  

  /20

  Est $533,514 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,212 Sq Ft

  109 Sylvan Ridge Rd, Winhall, VT 05340

  109 Sylvan Ridge Rd, Winhall, VT 05340
• 

  

  /55

  $2,225,000

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

  16 Hunter Ridge Rd, Bondville, VT 05340

  Custom built Wadsworth Design Build timber-frame mountain retreat blends luxury, craftsmanship, and convenience just minutes from Stratton Mountain Resort. Set on 2.66 acres and spanning 5,000± square feet, this 4-bedroom, 5-bath home includes two additional sleeping space ideal for hosting friends and family. A grand entry framed by oversized Douglas fir posts welcomes you into a lodge style

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  16 Hunter Ridge Rd, Bondville, VT 05340
• 

  

  /11

  $160,000 Sold Mar 19, 2025

  • Land
  • 2.18 Acres
  • $73,394 per Acre

  • 212 Days On Market

  E3 Nearing Rd, Winhall, VT 05340

  Welcome to Stratton Mountain Forest Farms Neighborhood! One of the few remaining lots with 2.18 acres in a most desirable and convenient location just minutes to the Base Lodge, SMS and SunBowl! Providing easy access for a driveway off of Nearing Road the lot widens to offer privacy and south easterly orientation and abuts the Winhall Town Forest, protected lands from further development. State

  Britt Wohler Wohler Realty Group

  E3 Nearing Rd, Winhall, VT 05340
• 

  

  /39

  Est $1,294,947 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,814 Sq Ft

  19 Maple Hill Rd, Winhall, VT 05340

  19 Maple Hill Rd, Winhall, VT 05340
• 

  

  /32

  $649,000

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  22 Bromley Forest Rd, Bondville, VT 05340

  Welcome to your dream Vermont home—where space, light, and location come together in perfect harmony. This beautifully upgraded 4-bedroom residence, complete with a versatile bonus room, features an open-concept living area designed for comfort and connection.The kitchen is a standout, featuring an ILVE 30-Inch Majestic II Dual Fuel Range with 5 Sealed Brass Burners—offering a

  Carrie Mathews Winhall Real Estate

  22 Bromley Forest Rd, Bondville, VT 05340
• 

  

  /31

  $637,000 Sold Mar 14, 2025

  • 2,470 Sq Ft
  • $258/SF
  • 11 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1989

  69 Fox Hollow Rd, Winhall, VT 05340

  Uncover your ideal retreat! This highly desirable townhome in the Intervale community is situated along the Stratton Mountain Resort access road. Featuring 3 bedrooms and 3 bathrooms, this stunning residence is tucked away in the serene woods of the private Intervale community. Experience the charm of this beautifully designed home, complete with a cathedral ceiling, a cozy wood-burning

  Jamie Wylie Stratton Real Estate

  69 Fox Hollow Rd, Winhall, VT 05340
• 

  

  /40

  Est $922,245 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,196 Sq Ft

  40 Loop Rd, Winhall, VT 05340

  40 Loop Rd, Winhall, VT 05340
• 

  

  /33

  $820,000

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

  0 Maple Ridge Rd Unit B-2, Winhall, VT 05340

  Beautifully updated Piper Ridge townhouse just steps from the private sports center and offering weekend/holiday shuttle service to Stratton’s lifts in winter. This light-filled home features an updated kitchen and baths, gleaming hardwood floors, and elegant tilework throughout. The one-car garage has been thoughtfully converted into a spacious ski room plus a large storage or owner’s

  Carrie Mathews Winhall Real Estate

  0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
• 

  

  /25

  $825,000 Sold Mar 14, 2025

  • 2,317 Sq Ft
  • $356/SF
  • 135 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  0 Cobble Ridge Rd Unit D2, Winhall, VT 05340

  This nicely appointed and updated townhome nestled in the Piper Ridge community is a must see. Close proximity to Stratton Mountain Resort, this nice Highgate unit offers three bedrooms with an additional family room on the lower level that has been converted into another bedroom. The bright and inviting living room with wood burning fireplace creates the perfect space for enjoying cold wintery

  Jamie Wylie Stratton Real Estate

  0 Cobble Ridge Rd Unit D2, Winhall, VT 05340
• 

  

  /40

  Est $634,186 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,024 Sq Ft

  381 Winhall Hollow Rd, Bondville, VT 05340

  381 Winhall Hollow Rd, Bondville, VT 05340
• 

  

  /31

  $799,000

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

  9 F Cobble Ridge Rd, Winhall, VT 05340

  Step into a lifestyle of luxury and convenience at Piper Ridge D9! This stunning community offers the perfect blend of comfort and excitement, with fantastic amenities like a sparkling swimming pool, tennis courts, a clubhouse for social gatherings, and even a weekend shuttle service in the winter—ideal for enjoying the nearby slopes! Inside the impeccably maintained townhouse, you'll find a cozy

  Carrie Mathews Winhall Real Estate

  9 F Cobble Ridge Rd, Winhall, VT 05340
• 

  

  /39

  $615,000 Sold Mar 12, 2025

  • 1,650 Sq Ft
  • $373/SF
  • 32 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1998

  81 Pond View Rd Unit 81, Winhall, VT 05340

  THE BEST LOCATION AT INTERVALE! Bask in the sun on your expansive deck and private pond front area! Experience breathtaking views of Intervale’s serene, picturesque pond from all rooms of your home! Discover this spacious 3 BR, 3 bath Townhome with a loft just a quick 5 minute shuttle ride to Stratton’s slopes! Being one of the last Intervales built (1998), this condo is newer and more

  Lauren Behm Berkshire Hathaway HomeServices Stratton Home

  81 Pond View Rd Unit 81, Winhall, VT 05340
• 

  

  /27

  Est $651,196 Not Listed For Sale

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

  2 Chad Cir, Winhall, VT 05340

  2 Chad Cir, Winhall, VT 05340
• 

  

  /28

  $749,000

  • 4 Beds
  • 2 Baths
  • 2,055 Sq Ft

  21 Burnt Hill Rd, Winhall, VT 05341

  Welcome to Gone Ski Inn, your cozy, all-season mountain retreat in the heart of Vermont!This charming home features four inviting bedrooms and two well-appointed bathrooms, offering plenty of space to unwind after a day of adventure. In the winter, cozy up by the crackling wood-burning fireplace , toasty wood stove or relax in the soothing hot tub under the stars. With ski trails just

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  21 Burnt Hill Rd, Winhall, VT 05341
• 

  

  /10

  $64,000 Sold Mar 12, 2025

  • Land
  • 1.00 Acre
  • $64,000 per Acre

  • 114 Days On Market

  Lot 44 Moose Hollow Rd, Winhall, VT 05340

  Winhall location for your vacation or primary home. Wooded lot permitted for a 4-bedroom home includes a septic design. Close to Manchester and skiing at Stratton or Bromley. School choice.

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  Lot 44 Moose Hollow Rd, Winhall, VT 05340
• 

  

  /31

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,817 Sq Ft

  22 Mountain View Rd, Winhall, VT 05360

  22 Mountain View Rd, Winhall, VT 05360
• 

  

  /33

  $525,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  3 Strattonwald Rd, Winhall, VT 05340

  Lovingly renovated and move-in ready, this 3-bedroom chalet is your ideal mountain escape in the sought-after Strattonwald neighborhood. Take in beautiful views of Stratton Mountain from the comfort of your home while enjoying the warmth and character of this thoughtfully updated retreat. Inside, you’ll find a brand-new kitchen and updated bathroom, stone wood burning fireplace, gleaming hardwood

  Robin Apps Four Seasons Sotheby's Int'l Realty

  3 Strattonwald Rd, Winhall, VT 05340
• 

  

  /39

  $1,455,000 Sold Feb 10, 2025

  • 1,960 Sq Ft
  • $742/SF
  • 180 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2005

  759 Stratton Mountain Access Rd Unit 433, Stratton, VT 05340

  Luxury abounds in this premier Summit Level Hearthstone, boasting direct views of Stratton Mountain from a coveted resort location. Previously leased long-term, this exclusive two-story unit is now on the market, featuring a dramatic cathedral ceiling, majestic beams, and a magnificent stone fireplace. Floor-to-ceiling windows frame year-round sunset vistas over Stratton’s sprawling ski trails,

  Kim Morgan-Wohler Wohler Realty Group

  759 Stratton Mountain Access Rd Unit 433, Stratton, VT 05340
• 

  

  /39

  Est $746,026 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  28 W Branch Rd, Winhall, VT 05340

  28 W Branch Rd, Winhall, VT 05340
• 

  

  /6

  $110,000

  • Land
  • 1.00 Acre
  • $110,000 per Acre

  88A Sylvan Ridge Rd, Winhall, VT 05340

  Wooded lot with hardwoods, evergreens and birch trees. Potential views of Bromley Mountain and beyond. Town maintained road. Close to VAST snowmobile trails. Build your dream home in the Golden Triangle of ski areas, Stratton, Bromley, and Magic Mountains. Only 10 minuets to Manchester. Available on request:Wastewater System and Potable Water Supply PermitSeptic

  Andrew King Stratton Real Estate

  88A Sylvan Ridge Rd, Winhall, VT 05340
• 

  

  /41

  $1,225,000 Sold Feb 10, 2025

  • 4,200 Sq Ft
  • $292/SF
  • 182 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1985

  22 Old Ridge Rd, Winhall, VT 05340

  This is a private setting in the High Meadow neighborhood with a spectacular, dead-on view of the Stratton slopes. The snow cat lights twinkle in your windows as they groom your runs for tomorrow’s turns. There is plenty of room for the entire family and friends in the gourmet kitchen, dining room, living room with fire place, family room with wood stove, den, five bedrooms, 3 1/2 baths with

  Dan McKenna Cummings & Co

  22 Old Ridge Rd, Winhall, VT 05340
• 

  

  /40

  Est $1,673,393 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 4,551 Sq Ft

  82 High Meadow Rd, Winhall, VT 05340

  82 High Meadow Rd, Winhall, VT 05340
• 

  

  /26

  $775,000

  • 3 Beds
  • 3 Baths
  • 2,044 Sq Ft

  6 Quarter Mile Rd, Winhall, VT 05340

  AMAZING LOCATION! Walking distance to Stratton Mountain! This home is located on the shuttle route and being offered fully furnished! Walk to the slopes or just take a nice walk around the local trails. Spacious home with ample room for everyone. The open concept kitchen, dining, living room offers cathedral ceilings and woodburning fireplace. French doors leading out to the firepit area for

  Julie Lowe Lowe's Real Estate, LLC

  6 Quarter Mile Rd, Winhall, VT 05340
• 

  

  /55

  $899,000 Sold Jan 13, 2025

  • 2,900 Sq Ft
  • $310/SF
  • 7 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1996

  45 Hilltop Rd, Winhall, VT 05340

  Our Sellers have certainly raised the bar with this stunning 5 bedroom, 4 bath residence. Taken down to the studs in 2018/19 and lovingly renovated with beautiful custom features in every corner. This mountain modern decor boasts gorgeous wall to wall engineered hardwood white oak floors throughout the entire property softened by inviting area rugs. The attractive kitchen was designed for

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  45 Hilltop Rd, Winhall, VT 05340

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