2,255

Winhall, VT Homes

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  • Lot 3 Route 11 30, Winhall, VT 05340
    Lot 3 Route 11 30, Winhall, VT 05340
    Lot 3 Route 11 30, Winhall, VT 05340
    /15

    $115,000

    • Land
    • 2.9 Acres
    • $39,655 per Acre

    Lot 3 Route 11 30, Winhall, VT 05340

    Spectacular West and Southerly Views over Manchester Valley and boasts a bird's eye view across to the Equinox Mountain!Located on the Manchester side of Winhall, this property is at the end of a private lane offering privacy... engineered and offering VT Waste Water and Potable Water Supply Permit: WW-2-3614, design for 3 BR single family residence. Bordered by the Green Mountain Nat'l

    Agent Photo

    Laura Beckwith

    Josiah Allen Real Estate, Inc.

    (802) 808-6197

    Lot 3 Route 11 30, Winhall, VT 05340
  • 13 Winhall Hollow Rd, Winhall, VT 05340
    13 Winhall Hollow Rd, Winhall, VT 05340
    13 Winhall Hollow Rd, Winhall, VT 05340
    /17

    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft
    • House for Rent

    13 Winhall Hollow Rd, Winhall, VT 05340

    Amazing Location!! This recently renovated home (2023) offers modern comfort in a quiet, wooded setting just minutes to Stratton Mountain. With 2.5 bedrooms, a full kitchen, and living spaces on both floors, it's an ideal year-roundresidence or seasonal ski retreat.The main bedrooms are spacious and bright, while the additional "half" bedroom features built-in bunks andlaundry perfect

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    13 Winhall Hollow Rd, Winhall, VT 05340
  • 20 Jamie Ln, Winhall, VT 05340
    20 Jamie Ln, Winhall, VT 05340
    20 Jamie Ln, Winhall, VT 05340
    /58

    $975,000 Sold Nov 27, 2025

    • 3,500 Sq Ft
    • $279/SF
    • 38 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1987

    20 Jamie Ln, Winhall, VT 05340

    Get ready for ski season! Plenty of space for the whole family. Set up for fun with two living rooms, a hot tub and barrel sauna. Great rental history. Owner is Listing Broker.

    David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
    • 12 Stratton Rd W Unit 12, Winhall, VT 05340
      12 Stratton Rd W Unit 12, Winhall, VT 05340
      12 Stratton Rd W Unit 12, Winhall, VT 05340
      /31

      Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,888 Sq Ft

      12 Stratton Rd W Unit 12, Winhall, VT 05340

      12 Stratton Rd W Unit 12, Winhall, VT 05340
  • 24 N Branch Rd, Winhall, VT 05340
    24 N Branch Rd, Winhall, VT 05340
    24 N Branch Rd, Winhall, VT 05340
    /55

    $995,000

    • 5 Beds
    • 4.5 Baths
    • 2,321 Sq Ft

    24 N Branch Rd, Winhall, VT 05340

    Exceptional Renovation of a Stratton Resort Residence in the Stratton Quarter Mile neighborhood on Shuttle, just a short walk home from the Village. Beautiful upscale baths with tile work and craftsmanship of the highest caliber. Wood floors throughout. Open gourmet kitchen makes for premier apres ski gatherings. With 5 bedrooms/4 baths and multiple ensuite- this mountain chalet has been updated

    Kim Morgan-Wohler Wohler Realty Group

    24 N Branch Rd, Winhall, VT 05340
  • 37 Burnt Hill Rd, Winhall, VT 05340
    37 Burnt Hill Rd, Winhall, VT 05340
    37 Burnt Hill Rd, Winhall, VT 05340
    /49

    $10,000 per month

    • 4 Beds
    • 3 Baths
    • 5,624 Sq Ft
    • House for Rent

    37 Burnt Hill Rd, Winhall, VT 05340

    MARCH 2026 ONLY. Location, Stratton ski shuttle, style, and so much space: Welcome to your mountain home! This luxurious Strattonwald home offers bedrooms for the whole crew, plus loads of living space, light, a well-equipped, gourmet kitchen for cooking and entertaining, and a hot tub for après-ski memories. It is well-built, lovingly cared-for, and a rare opportunity to rent for just one month

    Jamie Luke TPW Real Estate

    37 Burnt Hill Rd, Winhall, VT 05340
  • 374 Winhall Hollow Rd, Winhall, VT 05340
    374 Winhall Hollow Rd, Winhall, VT 05340
    374 Winhall Hollow Rd, Winhall, VT 05340
    /20

    $500,000 Sold Nov 26, 2025

    • 1,920 Sq Ft
    • $260/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1986

    374 Winhall Hollow Rd, Winhall, VT 05340

    Tucked away on 9.5 private acres that border the scenic Gale Meadows Pond, this Vermont retreat offers the perfect mix of nature, comfort, and functionality. Whether you're seeking a year-round residence or a seasonal getaway, this property is move-in ready with thoughtful renovations and room to explore. Step inside to a warm and inviting atmosphere where you’ll find brand-new kitchen

    Annette Gallo Real Broker LLC

    374 Winhall Hollow Rd, Winhall, VT 05340
    • 27 Mountain View Rd, Winhall, VT 05360
      27 Mountain View Rd, Winhall, VT 05360
      27 Mountain View Rd, Winhall, VT 05360
      /28

      Not Listed For Sale

      • 6 Beds
      • 6.5 Baths
      • 5,896 Sq Ft

      27 Mountain View Rd, Winhall, VT 05360

      27 Mountain View Rd, Winhall, VT 05360
  • 11 Founders Hill Rd, Winhall, VT 05360
    11 Founders Hill Rd, Winhall, VT 05360
    11 Founders Hill Rd, Winhall, VT 05360
    /40

    $1,150,000

    • 5 Beds
    • 3.5 Baths
    • 4,017 Sq Ft

    11 Founders Hill Rd, Winhall, VT 05360

    Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot justdown the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    11 Founders Hill Rd, Winhall, VT 05360
  • 2 Aspen Ln, Winhall, VT 05340
    2 Aspen Ln, Winhall, VT 05340
    2 Aspen Ln, Winhall, VT 05340
    /19

    $35,000 per month

    • 3 Beds
    • 3 Baths
    • 2,920 Sq Ft
    • House for Rent

    2 Aspen Ln, Winhall, VT 05340

    Stratton views, sunlight, space, and location: this ski chalet has it all! The open floor plan of the main level brings everyone together around the spacious kitchen, dining area, and living room, under a vaulted cathedral ceiling and with a wall of windows overlooking the forest below and Stratton's peak ahead. Front deck offers dining area and a grill for the most outdoorsy of chefs! Two

    Jamie Luke TPW Real Estate

    2 Aspen Ln, Winhall, VT 05340
  • 3 Short Rd, Bondville, VT 05340
    3 Short Rd, Bondville, VT 05340
    3 Short Rd, Bondville, VT 05340
    /60

    $625,000 Sold Nov 26, 2025

    • 2,034 Sq Ft
    • $307/SF
    • 56 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1885

    3 Short Rd, Bondville, VT 05340

    Charming Vermont Homestead: Ideal for Ski Lovers or Those Seeking a Homesteading Lifestyle Modern Updates Meet Classic Vermont Charm: Extensive updates over the years, including improved heating, plumbing and septic systems, radiant floors in the great room, renovated kitchen, new appliances, and updated bathrooms. Experience convenience and comfort while preserving the character of this original

    Mike England Michael England Real Estate

    3 Short Rd, Bondville, VT 05340
    • 6 Black Birch Rd, Winhall, VT 05340
      6 Black Birch Rd, Winhall, VT 05340
      6 Black Birch Rd, Winhall, VT 05340
      /31

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,215 Sq Ft

      6 Black Birch Rd, Winhall, VT 05340

      6 Black Birch Rd, Winhall, VT 05340
  • 19 Roundtree Rd, Bondville, VT 05340
    19 Roundtree Rd, Bondville, VT 05340
    19 Roundtree Rd, Bondville, VT 05340
    /40

    $1,025,000

    • 4 Beds
    • 2.5 Baths
    • 3,086 Sq Ft

    19 Roundtree Rd, Bondville, VT 05340

    This rare offering, located in the North Brookwood neighborhood at the Stratton Mountain Resort, presents an opportunity to secure your legacy winter home and enjoy the revenue of a $38,000 seasonal tenant and also benefit from a tax adjustment at closing. Don't overlook the benefits this property offers. Located on Stratton Mountain Resort with shuttle and near the ski trails, this four-bedroom,

    Kim Morgan-Wohler Wohler Realty Group

    19 Roundtree Rd, Bondville, VT 05340
  • 10 Rocky Rd, Winhall, VT 05340
    10 Rocky Rd, Winhall, VT 05340
    10 Rocky Rd, Winhall, VT 05340
    /12

    $4,600 per month

    • 3 Beds
    • 1.5 Baths
    • 1,948 Sq Ft
    • House for Rent

    10 Rocky Rd, Winhall, VT 05340

    Location, location location..... This three-bedroom gem is located in one of the most desirable areas in the tri-mountain area. Centrally located between Stratton and Manchester; you will find yourself less than a 15-minute drive to each. Bromley is around the corner. The perfect chalet to come home to after a fun day of skiing. Sit by the roaring fire with a cup of cocoa and

    Peggy O'neill Cummings & Co

    10 Rocky Rd, Winhall, VT 05340
  • 43 Hilltop Rd, Winhall, VT 05340
    43 Hilltop Rd, Winhall, VT 05340
    43 Hilltop Rd, Winhall, VT 05340
    /43

    $755,000 Sold Nov 14, 2025

    • 3,020 Sq Ft
    • $250/SF
    • 0 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1988

    43 Hilltop Rd, Winhall, VT 05340

    Tucked into the woods of Intervale, just minutes from Stratton Mountain, this spacious retreat offers three distinct levels of comfortable living. The main level greets you with a warm and inviting open layout, where the dining and living areas frame a striking gas fireplace—the perfect centerpiece after a day on the slopes. The primary suite is conveniently located on this entry level, offering

    Daniel Preston KW Vermont Woodstock

    43 Hilltop Rd, Winhall, VT 05340
    • 10 Pond View Rd, Winhall, VT 05340
      10 Pond View Rd, Winhall, VT 05340
      10 Pond View Rd, Winhall, VT 05340
      /35

      Est $609,475 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,577 Sq Ft

      10 Pond View Rd, Winhall, VT 05340

      10 Pond View Rd, Winhall, VT 05340
  • 9 Lower Taylor Hill Rd, Winhall, VT 05340
    9 Lower Taylor Hill Rd, Winhall, VT 05340
    9 Lower Taylor Hill Rd, Winhall, VT 05340
    /45

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 4,200 Sq Ft

    9 Lower Taylor Hill Rd, Winhall, VT 05340

    Come home to your own Vermont playground! Situated on 8.75 private acres at the base of Stratton Mountain Resort access road, this recently renovated single family residence has all the amenities that your family needs. Explore the grounds, play in the Winhall river, hike the surrounding trails, and enjoy the mountain views. Property has easy access to the VAST snowmobile trails directly from the

    Timothy Mich Doddridge Stratton Real Estate

    9 Lower Taylor Hill Rd, Winhall, VT 05340
  • 8 Rocky Rd, Winhall, VT 05340
    8 Rocky Rd, Winhall, VT 05340
    8 Rocky Rd, Winhall, VT 05340
    /20

    $5,800 per month

    • 3 Beds
    • 2 Baths
    • 2,348 Sq Ft
    • House for Rent

    8 Rocky Rd, Winhall, VT 05340

    Located in one of the most sought-after spots in the area. This three-bedroom "mid-century vibed" beauty is just a 10-minute drive to the Stratton Access Road and a 12-minute drive to Manchester. Bromley is literally around the corner and Magic is a quick 15-minute drive.There is a beautiful stream in the backyard that adds additional "802" ambiance to the property. Truly a peaceful setting

    Peggy O'neill Cummings & Co

    8 Rocky Rd, Winhall, VT 05340
  • 83 Benson Fuller Dr, Bondville, VT 05340
    83 Benson Fuller Dr, Bondville, VT 05340
    83 Benson Fuller Dr, Bondville, VT 05340
    /50

    $975,000 Sold Nov 14, 2025

    • 4,729 Sq Ft
    • $206/SF
    • 24 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2005

    83 Benson Fuller Dr, Bondville, VT 05340

    Just an 8-minute drive to Stratton, 83 Benson Fuller Drive sits atop the beautiful Forest Farms neighborhood, offering both serenity and convenience. This meticulously updated home is ready for you to move in and enjoy the best of Vermont living. Nestled on a quiet dirt road, it’s perfect for morning and evening strolls with the dog before or after a day on the slopes. Inside, this spacious

    Christiane Carroccio TPW Real Estate

    83 Benson Fuller Dr, Bondville, VT 05340
    • 110 Upper Taylor Hill Rd, Jamaica, VT 05343
      110 Upper Taylor Hill Rd, Jamaica, VT 05343
      110 Upper Taylor Hill Rd, Jamaica, VT 05343
      /25

      Est $731,232 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,600 Sq Ft

      110 Upper Taylor Hill Rd, Jamaica, VT 05343

      110 Upper Taylor Hill Rd, Jamaica, VT 05343
  • 17 Roundtree Rd, Winhall, VT 05340
    17 Roundtree Rd, Winhall, VT 05340
    17 Roundtree Rd, Winhall, VT 05340
    /37

    $999,000

    • 4 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    17 Roundtree Rd, Winhall, VT 05340

    Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 1⁄2 bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at

    Sarah Nichols Winhall Real Estate

    17 Roundtree Rd, Winhall, VT 05340
  • 35 Strattonwald Rd, Winhall, VT 05340
    35 Strattonwald Rd, Winhall, VT 05340
    35 Strattonwald Rd, Winhall, VT 05340
    /23

    $28,000 per month

    • 4 Beds
    • 3 Baths
    • 2,406 Sq Ft
    • House for Rent

    35 Strattonwald Rd, Winhall, VT 05340

    $28,000 Winter Rental Rate | Spend the winter in Vermont at this inviting 4-bedroom, 3-bath Strattonwald chalet, available mid-November through mid-April. Nestled among the woods yet just minutes from Stratton Mountain, this home offers a welcoming retreat and the perfect base for the ski season. The main living area features soaring vaulted ceilings and a pellet stove, creating a bright and cozy

    Cheyanne Pugliese

    35 Strattonwald Rd, Winhall, VT 05340
  • 4A Ridge, Winhall, VT 05340
    4A Ridge, Winhall, VT 05340
    4A Ridge, Winhall, VT 05340
    /40

    $595,000 Sold Nov 10, 2025

    • 1,886 Sq Ft
    • $315/SF
    • 31 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    4A Ridge, Winhall, VT 05340

    4A Ridge Court is a welcoming townhouse in the highly desirable Piper Ridge community, just minutes from Stratton Mountain Base lodge and everything the area has to offer. This 3-bedroom, 3-bath furnished home features en-suite bedrooms, providing comfort and privacy for family and guests. The main level features a bright living room with wood-beamed cathedral ceilings, a wood-burning fireplace,

    Christiane Carroccio TPW Real Estate

    4A Ridge, Winhall, VT 05340
    • 15 Stratton View Rd, Bondville, VT 05340
      15 Stratton View Rd, Bondville, VT 05340
      15 Stratton View Rd, Bondville, VT 05340
      /35

      Est $397,000 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft

      15 Stratton View Rd, Bondville, VT 05340

      15 Stratton View Rd, Bondville, VT 05340
  • 25 Benson Fuller Dr, Jamaica, VT 05343
    25 Benson Fuller Dr, Jamaica, VT 05343
    25 Benson Fuller Dr, Jamaica, VT 05343
    /38

    $860,000

    • 4 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    25 Benson Fuller Dr, Jamaica, VT 05343

    Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape.Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for

    Robin Apps Four Seasons Sotheby's Int'l Realty

    25 Benson Fuller Dr, Jamaica, VT 05343
  • 90 Turkey Run Rd, Winhall, VT 05340
    90 Turkey Run Rd, Winhall, VT 05340
    90 Turkey Run Rd, Winhall, VT 05340
    /29

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    90 Turkey Run Rd, Winhall, VT 05340

    Intervale Rental. Available for the winter 25-26 winter season. Also available for summer or fall monthly rental. Entry mud room for boot storage. Main floor has wood burning fire place, and the deck off the living room is a overlooks the pond. Main floor has primary suite. Two bedrooms plus a sleeping loft on the upper floor. One bedroom has an en suite bathroom, and a hallway full bathroom

    Christiane Carroccio TPW Real Estate

    90 Turkey Run Rd, Winhall, VT 05340
  • 44 Hilltop Rd, Winhall, VT 05340
    44 Hilltop Rd, Winhall, VT 05340
    44 Hilltop Rd, Winhall, VT 05340
    /38

    $779,000 Sold Oct 31, 2025

    • 2,997 Sq Ft
    • $260/SF
    • 22 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1996

    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
    • 234 Mountain Rd, Stratton, VT 05155
      234 Mountain Rd, Stratton, VT 05155
      234 Mountain Rd, Stratton, VT 05155
      /13

      Not Listed For Sale

      234 Mountain Rd, Stratton, VT 05155

      234 Mountain Rd, Stratton, VT 05155
  • 33 Forest Haunts Rd, Winhall, VT 05340
    33 Forest Haunts Rd, Winhall, VT 05340
    33 Forest Haunts Rd, Winhall, VT 05340
    /46

    $1,350,000

    • 4 Beds
    • 4 Baths
    • 4,640 Sq Ft

    33 Forest Haunts Rd, Winhall, VT 05340

    Discover Your Vermont Retreat Nestled amidst 20.8 private acres of tranquil woods, this French country manor offers an exceptional opportunity to own a piece of Vermont paradise. Situated near the serene North Branch Ball Mountain Brook, enjoy the soothing sounds of cascading water and the breathtaking beauty of nature. Property Highlights: Prime Location: Just minutes from Stratton Resort for

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    33 Forest Haunts Rd, Winhall, VT 05340
  • 6 Roundtree Rd, Winhall, VT 05340
    6 Roundtree Rd, Winhall, VT 05340
    6 Roundtree Rd, Winhall, VT 05340
    /28

    $815,000 Sold Oct 28, 2025

    • 1,908 Sq Ft
    • $427/SF
    • 93 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1971

    6 Roundtree Rd, Winhall, VT 05340

    Prime Stratton location! This charming 4-bedroom, 2-bathroom retreat offers vaulted ceilings, an open-concept living area with a wood burning fireplace, and a private deck and backyard for relaxing after a day on the slopes. With weekend and holiday shuttle service during ski season, plus easy access to Stratton Village’s shops, dining, and year-round activities, it’s the ideal spot to recharge

    Christina Dryden Berkshire Hathaway HomeServices Stratton Home

    6 Roundtree Rd, Winhall, VT 05340
    • 22 Snowflake Ln, Winhall, VT 05340
      22 Snowflake Ln, Winhall, VT 05340
      22 Snowflake Ln, Winhall, VT 05340
      /27

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,268 Sq Ft

      22 Snowflake Ln, Winhall, VT 05340

      22 Snowflake Ln, Winhall, VT 05340
  • 14 Old Ridge Rd, Winhall, VT 05155
    14 Old Ridge Rd, Winhall, VT 05155
    14 Old Ridge Rd, Winhall, VT 05155
    /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
  • 86 Benson Fuller Dr, Bondville, VT 05340
    86 Benson Fuller Dr, Bondville, VT 05340
    86 Benson Fuller Dr, Bondville, VT 05340
    /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
    • 43 Middle Ridge Rd Unit 312, Winhall, VT 05155
      43 Middle Ridge Rd Unit 312, Winhall, VT 05155
      43 Middle Ridge Rd Unit 312, Winhall, VT 05155
      /28

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,014 Sq Ft

      43 Middle Ridge Rd Unit 312, Winhall, VT 05155

      43 Middle Ridge Rd Unit 312, Winhall, VT 05155
  • 143 Stratton Mountain Access Rd, Winhall, VT 05340
    143 Stratton Mountain Access Rd, Winhall, VT 05340
    143 Stratton Mountain Access Rd, Winhall, VT 05340
    /37

    $1,695,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,688 Sq Ft

    143 Stratton Mountain Access Rd, Winhall, VT 05340

    Just Completed by DG Builders in Stratton, Vermont143 Stratton Mountain Access Road, a newly completed 5-bedroom, 5-bath residence, located just minutes from Stratton Mountain Resort and all the year-round activities it has to offer. Blending modern mountain style with timeless Vermont charm, this home is move-in ready and waiting for its first owners.The light-filled open floor plan

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    143 Stratton Mountain Access Rd, Winhall, VT 05340
  • 14 Mountain Haunts, Winhall, VT 05340
    14 Mountain Haunts, Winhall, VT 05340
    14 Mountain Haunts, Winhall, VT 05340
    /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
    • 95 Winhall Hollow Rd, Bondville, VT 05340
      95 Winhall Hollow Rd, Bondville, VT 05340
      95 Winhall Hollow Rd, Bondville, VT 05340
      /40

      Est $2,221,413 Not Listed For Sale

      • 7 Beds
      • 9.5 Baths
      • 5,641 Sq Ft

      95 Winhall Hollow Rd, Bondville, VT 05340

      95 Winhall Hollow Rd, Bondville, VT 05340
  • 7 N Brookwood Rd, Winhall, VT 05340
    7 N Brookwood Rd, Winhall, VT 05340
    7 N Brookwood Rd, Winhall, VT 05340
    /45

    $849,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,028 Sq Ft

    7 N Brookwood Rd, Winhall, VT 05340

    OPEN HOUSE SUNDAY OCTOBER 12TH 11:00AM-1:00PM!Escape to the mountains in this enchanting 4 bedroom, 3.5 bath home just moments from Stratton Resort in one of the areas most sought after neighborhoods! Offering classic chalet charm and convenience, this well-appointed home includes winter weekend/holiday shuttle service to the Stratton. After a day on the mountain, enjoy a walk to Stratton

    Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    7 N Brookwood Rd, Winhall, VT 05340
  • 58 Todd Hill Rd, Bondville, VT 05340
    58 Todd Hill Rd, Bondville, VT 05340
    58 Todd Hill Rd, Bondville, 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
    • 13 Stratton Rd W Unit 13, Winhall, VT 05340
      13 Stratton Rd W Unit 13, Winhall, VT 05340
      13 Stratton Rd W Unit 13, Winhall, VT 05340
      /30

      Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,785 Sq Ft

      13 Stratton Rd W Unit 13, Winhall, VT 05340

      13 Stratton Rd W Unit 13, Winhall, VT 05340

Showing Results 1 - 40, Page 1 of 18

Vermont Bennington County Winhall

Real Estate & Homes

Home Trends in Winhall, VT

On average, homes in Winhall, VT sell after 60 days on the market compared to the national average of 53 days. The median sale price for homes in Winhall, VT over the last 12 months is $770,000, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$770,000
Median Single Family Sale Price
$950,507
Median Townhouse Sale Price
$663,500
Median 2 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$390
Number of Homes for Sale
19
Last 12 months Home Sales
39
Months of Supply
5.80
Median List Price
$797,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
6%
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