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Winhall, VT Homes for Sale

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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
  • 43 Middle Ridge Rd Unit 415, Winhall, VT 05155
    43 Middle Ridge Rd Unit 415, Winhall, VT 05155
    43 Middle Ridge Rd Unit 415, Winhall, VT 05155
    /28

    $1,700,000

    • 4 Beds
    • 3.5 Baths
    • 2,363 Sq Ft

    43 Middle Ridge Rd Unit 415, Winhall, VT 05155

    Perfect for the large family! Four bedrooms, Three and a Half Baths, plus a Loft! In highly desirable Rising Bear Lodge, Top Floor, Corner location! Easy walking distance to the Slopes, (Shuttle also available), the Commons' Skating Pond, and the Village Shops and Restaurants. Other amenities include a year round heated Pool, outdoor hot tubs, and a cedar sauna---all comfortably accessible by the

    Edwin Kevil Stratton Real Estate

    43 Middle Ridge Rd Unit 415, Winhall, VT 05155
  • 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
  • 12 Sunny Hill Rd, Manchester Center, VT 05255
    12 Sunny Hill Rd, Manchester Center, VT 05255
    12 Sunny Hill Rd, Manchester Center, VT 05255
    /43

    $1,399,000

    • 4 Beds
    • 3.5 Baths
    • 5,397 Sq Ft

    12 Sunny Hill Rd, Manchester Center, VT 05255

    One-of-a-kind, craftsman-built Vermont log home set on over 26 private acres with breathtaking, long-range mountain views. Tucked away at the dead end of the road, this exceptional property offers rare privacy while remaining close to premier ski mountains and all the dining, shopping, and cultural attractions of Manchester, VT. The land features two picturesque waterfalls and a serene natural

    Carrie Mathews Winhall Real Estate

    12 Sunny Hill Rd, Manchester Center, VT 05255
  • 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
  • 264 French Hollow Rd, Bondville, VT 05340
    264 French Hollow Rd, Bondville, VT 05340
    264 French Hollow Rd, Bondville, VT 05340
    /33

    $1,650,000 Open Sat 2:30PM - 4:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,813 Sq Ft

    264 French Hollow Rd, Bondville, VT 05340

    Step into this newly constructed 2022 residence offering a rare sense of elevation—both literal and figurative—without sacrificing ease of access. While the home feels perched above it all, it is reached via a gentle sloping driveway, providing everyday convenience alongside breathtaking views. Sweeping, uninterrupted vistas are enjoyed from nearly every room, creating a constant connection to

    Kristin Pirie Winhall Real Estate

    264 French Hollow Rd, Bondville, 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
  • 14 Old Ridge Rd, Winhall, VT 05155
    14 Old Ridge Rd, Winhall, VT 05155
    14 Old Ridge Rd, Winhall, VT 05155
    /40

    $1,899,000

    • 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
  • 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
  • 5 Wall St, Bondville, VT 05340
    5 Wall St, Bondville, VT 05340
    5 Wall St, Bondville, VT 05340
    /39

    $735,000

    • 4 Beds
    • 3 Baths
    • 2,091 Sq Ft

    5 Wall St, Bondville, VT 05340

    While temperatures outside may be freezing, step inside and take in the incredible views of Stratton while basking in sunlight from the living room of this Vermont home. Located just one mile from the base of the Stratton Access Road and only 20 minutes from Manchester, the setting offers exceptional convenience while remaining peacefully tucked away in the private woods of Winhall. The main

    Cheyanne Pugliese

    5 Wall St, Bondville, VT 05340
  • 8 Silver Birch Rd Unit 8, Winhall, VT 05340
    8 Silver Birch Rd Unit 8, Winhall, VT 05340
    8 Silver Birch Rd Unit 8, Winhall, VT 05340
    /32

    $430,000

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

    8 Silver Birch Rd Unit 8, Winhall, VT 05340

    Remarkable 3BR Birch Hill Value!Exceptional three-bedroom, two-bath end unit at Birch Hill! This well-thought-out floor plan is a true standout, providing two distinct living areas ideal for entertaining guests or relaxing after a day on the slopes. Features include an updated kitchen and dining space, two modernized baths, and a practical, renovated mudroom—essential for storing all your

    Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    8 Silver Birch Rd Unit 8, Winhall, VT 05340
  • 23 Valley View Rd, Winhall, VT 05340
    23 Valley View Rd, Winhall, VT 05340
    23 Valley View Rd, 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
  • 25 Mountain Haunts Rd, Winhall, VT 05340
    25 Mountain Haunts Rd, Winhall, VT 05340
    25 Mountain Haunts Rd, Winhall, VT 05340
    /56

    $2,999,000

    • 6 Beds
    • 6.5 Baths
    • 6,650 Sq Ft

    25 Mountain Haunts Rd, Winhall, VT 05340

    Attend the PUBLIC OPEN HOUSE Monday February 17 from 10:00-2:00. Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4

    Kim Morgan-Wohler Wohler Realty Group

    25 Mountain Haunts Rd, Winhall, VT 05340
  • 6 Stone Lodge Rd, Winhall, VT 05340
    6 Stone Lodge Rd, Winhall, VT 05340
    6 Stone Lodge Rd, Winhall, VT 05340
    /11

    $2,425,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,536 Sq Ft

    6 Stone Lodge Rd, Winhall, VT 05340

    SHOWINGS BEGIN at Thursday February 12. Premier New Construction, offering 4500+ SF of luxury living on three levels, perched on 2.5 acres to maximize panoramic mountain and Bromley views. Just minutes to the Stratton Resort Base Lodge, this exceptional 4 bedroom/3.5 bath floor plan combines contemporary design, craftsmanship of the highest caliber and energy efficiency.Thoughtfully designed for

    Kim Morgan-Wohler Wohler Realty Group

    6 Stone Lodge Rd, Winhall, VT 05340
  • E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    E1 Rock Ridge Rd, Winhall, VT 05155
    /38

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,252 Sq Ft

    E1 Rock Ridge Rd, Winhall, VT 05155

    Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months.

    Christine Chovan

    E1 Rock Ridge Rd, Winhall, VT 05155
  • L/O River Rd, Winhall, VT 05340
    L/O River Rd, Winhall, VT 05340
    /2

    $125,000

    • Land
    • 1.45 Acres
    • $86,207 per Acre

    L/O River Rd, Winhall, VT 05340

    This 1.45+/- acre building lot offers a rare combination of privacy, recreation, and convenience. An approved Vermont wastewater permit for a 3-bedroom single-family home is already in place, streamlining the path toward building a year-round residence or mountain getaway. The property is located just one mile from the base of the Stratton Access Road and only twenty minutes from Manchester’s

    Cheyanne Pugliese

    L/O River Rd, Winhall, VT 05340
  • 3 Kimball Hill Rd Unit 1, Winhall, VT 05340
    3 Kimball Hill Rd Unit 1, Winhall, VT 05340
    3 Kimball Hill Rd Unit 1, Winhall, VT 05340
    /22

    $375,000

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

    3 Kimball Hill Rd Unit 1, Winhall, VT 05340

    Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping.Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can

    Robin Apps Four Seasons Sotheby's Int'l Realty

    3 Kimball Hill Rd Unit 1, Winhall, VT 05340
  • 4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    4.1 Pearl Buck Dr, Winhall, VT 05340
    /12

    $450,000

    • Land
    • 10.26 Acres
    • $43,860 per Acre

    4.1 Pearl Buck Dr, Winhall, VT 05340

    One of the last significant VIEW lots available on the mountain , with unrivaled 360 degree views, including dead on views of Stratton Mountain trails. The pinnacle of this 10.26 acre lot is deserving of an exceptionally designed and expansive home in this premium location with commanding views.Prime for a legacy property in a most desirable location, just 5 minutes to the Stratton Base Area,

    Kim Morgan-Wohler Wohler Realty Group

    4.1 Pearl Buck Dr, Winhall, VT 05340
  • 0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
    /38

    $375,000

    • Land
    • 1.23 Acres
    • $304,878 per Acre

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340

    Exceptional offering. This premier parcel defines phase II of Ravenwood, an enclave of distinctive and premier mountain residences. This notable site offers extraordinary mountain views, direct access from Winhall Hollow Road and still enjoys all the benefits and amenities of The Ravenwood Neighborhood Association. Combining, privacy, natural beauty and convenience, this well-established

    Kim Morgan-Wohler Wohler Realty Group

    0 Winhall Hollow Rd Unit 5073717, Bondville, VT 05340
  • 3 Strattonwald Rd, Winhall, VT 05340
    3 Strattonwald Rd, Winhall, VT 05340
    3 Strattonwald Rd, Winhall, VT 05340
    /33

    $485,000

    • 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
  • 248 French Hollow Rd, Winhall, VT 05340
    248 French Hollow Rd, Winhall, VT 05340
    248 French Hollow Rd, Winhall, VT 05340
    /4

    $400,000

    • Land
    • 8.01 Acres
    • $49,938 per Acre

    248 French Hollow Rd, Winhall, VT 05340

    Legacy family property, held until now for its premier location and extraordinary views of Stratton Mountain. Acreage offers a building site that is privately situated off the road with a 4 bedroom state septic permit and ready for the mountain home you have been hoping to create! A beautiful parcel with level plateau for building and a moderate slope down to its lower boundary. Surrounded by a

    Kim Morgan-Wohler Wohler Realty Group

    248 French Hollow Rd, Winhall, VT 05340
  • 57 Pearl Buck Dr Unit 33, Bondville, VT 05340
    57 Pearl Buck Dr Unit 33, Bondville, VT 05340
    57 Pearl Buck Dr Unit 33, Bondville, VT 05340
    /50

    $750,000

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

    57 Pearl Buck Dr Unit 33, Bondville, VT 05340

    WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres.The main level boasts newly refinished oak floors, two bedrooms, a den or living area with

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    57 Pearl Buck Dr Unit 33, 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
  • 9 F Cobble Ridge Rd, Winhall, VT 05340
    9 F Cobble Ridge Rd, Winhall, VT 05340
    9 F Cobble Ridge Rd, Winhall, VT 05340
    /29

    $699,000

    • 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
  • F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
    /35

    $895,000

    • 4 Beds
    • 4 Baths
    • 2,673 Sq Ft

    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340

    Own your piece of Piper Ridge, a prestigious condo complex, in Stratton, Vermont. This 4-bedroom, 4-bathroom townhome received significant improvements over the past two years, making it move-in ready for maximum relaxation in the mountains. This spacious open floor plan has been upgraded with new hardwood flooring on the first and second floors and kitchen renovations with new countertops and

    Mike England Michael England Real Estate

    F2 Cobble Ridge Rd Unit F2, Winhall, VT 05340
  • 0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340
    0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340
    0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340
    /8

    $175,000

    • Land
    • 2.26 Acres
    • $77,434 per Acre

    0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340

    Welcome to the Stratton Gardens Community. Build your Vermont home on this 2+ acre parcel in Stratton Gardens. Ease of access right off the Stratton Mountain Access Road, and all the amenities of Stratton Gardens Association- highlights include-Shuttle service to the Mountain, Road Maintenance, Plowing, Landscaping, and Trash removal.State Waste Water permit in place for a 4 bedroom home.

    Tara van de Velde Four Seasons Sotheby's Int'l Realty

    0 Stratton Gardens Rd Unit 5072896, Winhall, VT 05340
  • 7 Roundtree Rd, Winhall, VT 05340
    7 Roundtree Rd, Winhall, VT 05340
    7 Roundtree Rd, Winhall, VT 05340
    /41

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 3,031 Sq Ft

    7 Roundtree Rd, Winhall, VT 05340

    Discover the perfect mountain retreat at 7 Roundtree Road, a contemporary and beautifully designed 4-bedroom home set on 1.37 private acres in one of Stratton’s most sought-after neighborhoods. Ideally located just a quick drive to the Base Lodge—or simply hop on the convenient shuttle for effortless access to the slopes—this property offers the best of Stratton living in every season.Step

    Bob Maisey Berkshire Hathaway HomeServices Stratton Home

    7 Roundtree Rd, Winhall, VT 05340
  • 56 Lower Taylor Hill Rd, Winhall, VT 05340
    56 Lower Taylor Hill Rd, Winhall, VT 05340
    56 Lower Taylor Hill Rd, Winhall, VT 05340
    /15

    $500,000

    • Land
    • 21.2 Acres
    • $23,585 per Acre

    56 Lower Taylor Hill Rd, Winhall, VT 05340

    A rare opportunity to create a private Vermont retreat on 21.2 +/- acres along Lower Taylor Hill Road in Winhall. The property is supported by a State-approved wastewater permit for a six (6) bedroom single-family residence, offering flexibility to design a substantial home within permitted limits. Rolling terrain, natural clearings, and mature woodland provide multiple potential building sites,

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    56 Lower Taylor Hill Rd, Winhall, VT 05340
  • 88A Sylvan Ridge Rd, Winhall, VT 05340
    88A Sylvan Ridge Rd, Winhall, VT 05340
    88A Sylvan Ridge Rd, Winhall, VT 05340
    /6

    $99,000

    • Land
    • 1 Acre
    • $99,000 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 Site PlanCovenants

    Andrew King Stratton Real Estate

    88A Sylvan Ridge Rd, Winhall, VT 05340
  • 13 Betty Johnson Ln, Bondville, VT 05340
    13 Betty Johnson Ln, Bondville, VT 05340
    13 Betty Johnson Ln, Bondville, VT 05340
    /39

    $849,000

    • 4 Beds
    • 3 Baths
    • 2,797 Sq Ft

    13 Betty Johnson Ln, Bondville, VT 05340

    Experience the magic of Vermont in every season with this stunning four-bedroom, three-bathroom home directly on Stratton Mountain. Your ultimate year-round retreat. Nestled in the heart of Vermont, this property boasts two cozy fireplaces, perfect for warming up after a day of winter adventures or enjoying a crisp autumn evening. With two distinct living areas, you'll find the ideal spaces for

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    13 Betty Johnson Ln, Bondville, VT 05340
  • 454 Mountain Rd, Stratton, VT 05155
    454 Mountain Rd, Stratton, VT 05155
    454 Mountain Rd, Stratton, VT 05155
    /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. Expansive

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    454 Mountain Rd, Stratton, VT 05155
  • Lot #4 Margeaux Ln, Stratton, VT 05155
    Lot #4 Margeaux Ln, Stratton, VT 05155
    Lot #4 Margeaux Ln, Stratton, VT 05155
    /5

    $440,000

    • Land
    • 5.54 Acres
    • $79,422 per Acre

    Lot #4 Margeaux Ln, Stratton, VT 05155

    Nestled along a peaceful babbling brook, this 5.54-acre parcel offers an idyllic setting for building the home of your dreams. Surrounded by a serene wooded landscape, the property provides both privacy and tranquility, while still being just moments from the Sun Bowl at Stratton. With a septic permit already approved for a 4-bedroom home, this lot is ready for construction, allowing you to begin

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    Lot #4 Margeaux Ln, Stratton, VT 05155
  • 0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340
    0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340
    0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340
    /16

    $139,000

    • Land
    • 1.62 Acres
    • $85,802 per Acre

    0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340

    wooded slightly elevated parcel. With clearing there should be some across valley views. Past soil test indicates proposed septic locations.Five-minute walk to Stratton snowmaking pond.

    Mike England Michael England Real Estate

    0 Lower Taylor Hill Rd Unit 19, Winhall, VT 05340
  • lot#2 Margeaux Ln, Stratton, VT 05155
    lot#2 Margeaux Ln, Stratton, VT 05155
    lot#2 Margeaux Ln, Stratton, VT 05155
    /6

    $470,000

    • Land
    • 6.93 Acres
    • $67,821 per Acre

    lot#2 Margeaux Ln, Stratton, VT 05155

    This stunning 6.93-acre parcel offers the perfect setting to build the home of your dreams, just moments from the Sun Bowl at Stratton. Nestled in a serene wooded landscape, the property provides both privacy and tranquility while being ideally located for easy access to all that Stratton has to offer. With a septic permit already approved for a 4-bedroom home, this lot is ready for you to begin

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    lot#2 Margeaux Ln, Stratton, VT 05155
  • 5 Linscott Rd, Jamaica, VT 05343
    5 Linscott Rd, Jamaica, VT 05343
    5 Linscott Rd, Jamaica, VT 05343
    /35

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 2,370 Sq Ft

    5 Linscott Rd, Jamaica, VT 05343

    PRICE ADJUSTMENT This irresistible renovated Forest Farms contemporary with 3 bedrooms and 2 and a half baths has an inviting ambiance as well as appealing floor plan flow. Past the foyer with half bath is the open living concept with white oak hardwood floors. The glow and warmth of the raised hearth stone fireplace in the living area is shared from windowed dining area to bright kitchen with

    Diana Stugger Four Seasons Sotheby's Int'l Realty

    5 Linscott Rd, Jamaica, VT 05343
  • 7 Stratton West Rd Unit 7, Winhall, VT 05340
    7 Stratton West Rd Unit 7, Winhall, VT 05340
    7 Stratton West Rd Unit 7, Winhall, VT 05340
    /49

    $510,000

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

    7 Stratton West Rd Unit 7, Winhall, VT 05340

    This recently renovated 4/5 bedroom Stratton West home is located minutes to Stratton Resort for skiing, golf, and all your recreation activities. The new, custom-built kitchen offers an open layout with beautiful granite countertops. Front and back decks provides places to grill and relax on warm summer nights, or you can cozy up with the Harman pellet stove in the winter months. The first level

    Mike England Michael England Real Estate

    7 Stratton West Rd Unit 7, Winhall, VT 05340
  • 0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
    0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
    0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
    /33

    $775,000

    • 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
  • 9 Pond View Rd Unit 9, Winhall, VT 05340
    9 Pond View Rd Unit 9, Winhall, VT 05340
    9 Pond View Rd Unit 9, Winhall, VT 05340
    /46

    $660,000

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft

    9 Pond View Rd Unit 9, Winhall, VT 05340

    Exceptional Renovation and Prime Intervale Location on the Pond . Beautiful upscale kitchen that opens to a wonderful great room with wood burning fireplace, cathedral ceiling, a spacious dining area and new deck with steps to the outdoors and pond. Tasteful details of this highly desirable floor plan with three bedrooms/3 baths that includes two bedrooms ensuite and a loft. The loft features

    Kim Morgan-Wohler Wohler Realty Group

    9 Pond View Rd Unit 9, Winhall, VT 05340
  • 51 Village Square, Stratton, VT 05360
    51 Village Square, Stratton, VT 05360
    51 Village Square, Stratton, VT 05360
    /59

    $1,300,000

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft

    51 Village Square, Stratton, VT 05360

    Experience this Extraordinary Location in the heart of the Stratton Resort Village from this RENOVATED and EXPANDED Village Square 4 bedroom unit where you can walk to everything and be on the lifts in just a few minutes. Nothing compares to trailside living in the VILLAGE where convenience abounds and you won't touch your car until it's time to hit the highway. Ski home for lunch and you'll have

    Kim Morgan-Wohler Wohler Realty Group

    51 Village Square, Stratton, VT 05360
  • 354 New Ireland Rd, Manchester Center, VT 05255
    354 New Ireland Rd, Manchester Center, VT 05255
    354 New Ireland Rd, Manchester Center, VT 05255
    /28

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    354 New Ireland Rd, Manchester Center, VT 05255

    Cozy Country Getaway Close to It All, Tucked away on 2 private acres and bordered by Bromley Brook, this inviting 3-bedroom, 2.5-bath home offers the perfect balance of quiet country living and easy access to skiing (Bromley 5 miles, Stratton 14 miles) and town. Inside, you will find a spacious living and dining area, and fireplace with a woodstove insert, just right for curling up after a day on

    Carol O`Connor Four Seasons Sotheby's Int'l Realty

    354 New Ireland Rd, Manchester Center, VT 05255

Showing Results 1 - 40, Page 1 of 2

Vermont Bennington County Winhall

Real Estate & Homes for Sale in Winhall, VT

Why Live in Winhall

Winhall, located in southwestern Vermont, is a mountain town surrounded by ski resorts such as Bromley, Stratton, and Magic Mountain, making it a hub for outdoor recreation year-round. Residents enjoy alpine skiing, hiking the Long Trail, camping in Green Mountain National Forest, and fishing in Gale Meadows Wildlife Management Area. The town features a variety of home styles, including A-frame chalets, luxury New Traditional constructions, and simple cabins, with properties ranging from small acreages to expansive lots. Condos near Stratton Mountain Ski Resort offer additional housing options. Winhall Market and Workhorse Cafe provide local dining and shopping, while nearby Manchester offers more retail choices. The annual Bondville Fair, Vermont's oldest, celebrates rural traditions with quilt making, produce judging, carnival rides, and livestock pulls. Families in Winhall benefit from the state's school choice system, with highly rated Stratton Mountain School serving grades 7-12. The town has a low crime risk compared to the national average. State Route 30 connects Winhall to regional hubs, and Albany International Airport is about 70 miles away. Mud season can affect travel on dirt roads, coinciding with maple sugaring season, adding a unique aspect to life in Winhall.

Learn more about living in Winhall

Frequently Asked Questions

What is the average home price in Winhall, VT?
Homes for sale in Winhall, VT have an average home price of $950,403.
Are home prices dropping in Winhall?
Yes, home prices in Winhall are down 11% in the last 12 months.
How many homes have sold over the last 12 months in Winhall, VT?
43 homes have sold in Winhall, VT over the last 12 months.
What are the most popular zip codes in Winhall, VT?
The most popular zip codes in Winhall, VT include 05340, 05343, 05155, 05360 and 05152.
How much do you need to make to afford a house in Winhall?
The median home price in Winhall is $797,000. If you put a 20% down payment of $159,400 and had a 30-year fixed mortgage with an interest rate of 6.09%, your estimated principal and interest payment would be $3,860 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $165K a year to afford the median home price in Winhall. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Winhall, VT?
Winhall, VT has highly rated public and private schools. Some of the best schools in Winhall based on Niche Grades are Stratton Mountain School, Sunderland Elementary School and Jamaica Village School. Browse all the schools in Winhall, VT to learn more.

Home Trends in Winhall, VT

On average, homes in Winhall, VT sell after 55 days on the market compared to the national average of 54 days. The median sale price for homes in Winhall, VT over the last 12 months is $710,000, down 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$710,000
Median Single Family Sale Price
$950,000
Median Townhouse Sale Price
$710,000
Median 2 Bedroom Sale Price
$265,000
Average Price Per Sq Ft
$396
Number of Homes for Sale
19
Last 12 months Home Sales
43
Months of Supply
5.30
Median List Price
$797,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-5%
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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