44

Winhall, VT Homes for Sale

Section Image Section Image
  • 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
    • 2.90 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
  • 41-43 Cranberry Hill Rd, Winhall, VT 05340
    41-43 Cranberry Hill Rd, Winhall, VT 05340
    41-43 Cranberry Hill Rd, Winhall, VT 05340
    /60

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 4,478 Sq Ft

    41-43 Cranberry Hill Rd, Winhall, VT 05340

    Discover the stunning renovation on this classic chalet. Modern convenience and French Mountain style abound when you enter this 4 bedroom, 3.5 bath home in the desirable Strattonwald neighborhood. The lovely entry leads to a practical ski room with ample storage for all your outdoor adventure gear. There are 3 good sized bedrooms on this level. The stairs up lead to a light-filled living area

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 755-7604

    41-43 Cranberry Hill Rd, Winhall, VT 05340
  • 25 Benson Fuller Dr, Jamaica, VT 05343
    25 Benson Fuller Dr, Jamaica, VT 05343
    25 Benson Fuller Dr, Jamaica, VT 05343
    /38

    $980,000

    • 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 chilly

    Robin Apps Four Seasons Sotheby's Int'l Realty

    25 Benson Fuller Dr, Jamaica, VT 05343
  • 50 Stratton View Rd, Winhall, VT 05340
    50 Stratton View Rd, Winhall, VT 05340
    50 Stratton View Rd, Winhall, VT 05340
    /60

    $1,100,000

    • 6 Beds
    • 5 Baths
    • 5,298 Sq Ft

    50 Stratton View Rd, Winhall, VT 05340

    Custom built six-bedroom home on 2 acres with spectacular views of Stratton Mountain. The kitchen has granite countertops and custom cabinets with the dining area nearby with plenty of space to accommodate a large gathering. The living area has a cathedral ceiling with large windows for an abundance of natural light and stunning year-round views of Stratton Mountain, with a lovely stone fireplace

    Mike England Michael England Real Estate

    50 Stratton View Rd, Winhall, VT 05340
  • 73 Cranberry Hill Rd, Winhall, VT 05340
    73 Cranberry Hill Rd, Winhall, VT 05340
    73 Cranberry Hill Rd, Winhall, VT 05340
    /31

    $975,000

    • 4 Beds
    • 4.5 Baths
    • 2,658 Sq Ft

    73 Cranberry Hill Rd, Winhall, VT 05340

    Nestled at the end of a quiet road in the highly sought-after Strattonwald community, 73 Cranberry Hill Road is the quintessential European-style ski house, offering the perfect Vermont retreat. This impeccably upgraded home has never been rented and is turn-key, ready for immediate enjoyment. It combines timeless charm with modern conveniences, featuring air conditioning for year-round comfort.

    Carrie Mathews Winhall Real Estate

    73 Cranberry Hill 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

    $1,050,000

    • 5 Beds
    • 5.5 Baths
    • 4,729 Sq Ft

    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

    Christiane Carroccio TPW Real Estate

    83 Benson Fuller Dr, Bondville, VT 05340
  • 11 Founders Hill Rd, Winhall, VT 05360
    11 Founders Hill Rd, Winhall, VT 05360
    11 Founders Hill Rd, Winhall, VT 05360
    /40

    $1,450,000

    • 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
  • 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
  • 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
  • 21 Burnt Hill Rd, Winhall, VT 05341
    21 Burnt Hill Rd, Winhall, VT 05341
    21 Burnt Hill Rd, Winhall, VT 05341
    /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
  • 3 Strattonwald Rd, Winhall, VT 05340
    3 Strattonwald Rd, Winhall, VT 05340
    3 Strattonwald Rd, Winhall, VT 05340
    /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
  • 0 River Rd, Winhall, VT 05340
    0 River Rd, Winhall, VT 05340
    0 River Rd, Winhall, VT 05340
    /10

    $435,000

    • Land
    • 25 Acres
    • $17,726 per Acre

    0 River Rd, Winhall, VT 05340

    24+ Acres in Winhall, VT — Private 1+ Acre Pond, River Frontage & Minutes from Stratton | Welcome to a rare opportunity in the heart of Vermont’s Green Mountains — a stunning 24+ acre parcel in Winhall offering a unique combination of convenience, privacy, natural beauty, and year-round adventure, just minutes from Stratton Resort. With a state-issued wastewater permit in place, the land is

    Cheyanne Pugliese

    0 River Rd, Winhall, VT 05340
  • 2 Spruce High Rd, Winhall, VT 05340
    2 Spruce High Rd, Winhall, VT 05340
    2 Spruce High Rd, Winhall, VT 05340
    /26

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    2 Spruce High Rd, Winhall, VT 05340

    Nestled in the desirable Vermont Ventures development, this stunning barn-style home blends rustic charm with modern comfort. Featuring soaring cathedral ceilings with exposed beams, the spacious open-concept kitchen, living, and dining areas are bathed in natural light, creating a warm and inviting atmosphere. Step outside to a large private deck with a hot tub—perfect for relaxing or

    Carrie Mathews Winhall Real Estate

    2 Spruce High Rd, Winhall, VT 05340
  • 6 Quarter Mile Rd, Winhall, VT 05340
    6 Quarter Mile Rd, Winhall, VT 05340
    6 Quarter Mile Rd, Winhall, VT 05340
    /26

    $825,000

    • 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
  • 69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
    69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
    69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
    /39

    $2,950,000

    • 8 Beds
    • 8.5 Baths
    • 6,471 Sq Ft

    69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155

    This extraordinary Stratton Mountain Retreat, just minutes to the slopes, offers glorious long range views and a very private setting. This impressive home was masterfully constructed in 2009 and includes a separate barn, 11.55 acres of land, 2 covered porches, a built in barbecue and an outdoor fireplace, hot tub and fire pit.The main level of the home features a Gourmet Kitchen, grand

    Sara Buckley Josiah Allen Real Estate, Inc.

    69 Upper Taylor Hill Rd Unit D, Winhall, VT 05155
  • 6 Roundtree Rd, Winhall, VT 05340
    6 Roundtree Rd, Winhall, VT 05340
    6 Roundtree Rd, Winhall, VT 05340
    /28

    $850,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    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
  • 6 Deep Woods Rd, Winhall, VT 05255
    6 Deep Woods Rd, Winhall, VT 05255
    6 Deep Woods Rd, Winhall, VT 05255
    /21

    $370,000

    • 3 Beds
    • 1.5 Baths
    • 1,116 Sq Ft

    6 Deep Woods Rd, Winhall, VT 05255

    Escape to your cozy log ski chalet nestled on a private acre in the charming town of Winhall, Vermont! This delightful 3-bedroom, 1.5-bath home offers 1116 square feet of rustic charm and modern comfort. Imagine returning from a thrilling day on the slopes of nearby Stratton or Bromley, just a short drive away, and unwinding by the crackling outdoor fireplace on your spacious patio, with festive

    Robin Apps Four Seasons Sotheby's Int'l Realty

    6 Deep Woods Rd, Winhall, VT 05255
  • 0 Stratton View Rd, Winhall, VT 05340
    0 Stratton View Rd, Winhall, VT 05340
    0 Stratton View Rd, Winhall, VT 05340
    /9

    $65,000

    • Land
    • 0.74 Acre
    • $87,838 per Acre

    0 Stratton View Rd, Winhall, VT 05340

    Stratton View Rd Lot # 58 , .74 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition Lot MLS #5036984 available. Own your piece of Vermont.

    Mike England Michael England Real Estate

    0 Stratton View Rd, Winhall, VT 05340
  • 0 Stratton View Rd, Winhall, VT 05340
    0 Stratton View Rd, Winhall, VT 05340
    0 Stratton View Rd, Winhall, VT 05340
    /13

    $135,000

    • Land
    • 1.36 Acres
    • $99,265 per Acre

    0 Stratton View Rd, Winhall, VT 05340

    Stratton View Road lives up to its name. Big Views of Stratton, just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Own your piece of Vermont.

    Mike England Michael England Real Estate

    0 Stratton View Rd, Winhall, VT 05340
  • 0 Stratton View Rd, Winhall, VT 05340
    0 Stratton View Rd, Winhall, VT 05340
    0 Stratton View Rd, Winhall, VT 05340
    /8

    $65,000

    • Land
    • 1.02 Acres
    • $63,725 per Acre

    0 Stratton View Rd, Winhall, VT 05340

    Stratton View Rd Lot # 59 , 1.02 +- acres wooded parcel. Just 3 minutes to Stratton access road. Minutes to the snow making pond, great for walking and a dip in. the summer. There are 3 ski resorts with in 15 minutes as well as Manchester for shopping and dining. Addition lot MLS #5036988 available. Own your piece of Vermont.

    Mike England Michael England Real Estate

    0 Stratton View Rd, Winhall, VT 05340
  • 11 Pond View Rd, Winhall, VT 05340
    11 Pond View Rd, Winhall, VT 05340
    11 Pond View Rd, Winhall, VT 05340
    /52

    $629,000

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

    11 Pond View Rd, Winhall, VT 05340

    6/10/25 Brand new exterior deck being installed very soon to enjoy for the rest of the summer! The Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third bedroom and shared bath with the loft area. Heating system replaced

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    11 Pond View Rd, 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

    $495,000

    • Land
    • 7 Acres
    • $71,429 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
  • Lot #4 Margeaux Ln, Stratton, VT 05155
    Lot #4 Margeaux Ln, Stratton, VT 05155
    Lot #4 Margeaux Ln, Stratton, VT 05155
    /5

    $465,000

    • Land
    • 6 Acres
    • $83,935 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

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    Lot #4 Margeaux Ln, Stratton, VT 05155
  • 00 Margeaux Ln, Stratton, VT 05155
    00 Margeaux Ln, Stratton, VT 05155
    00 Margeaux Ln, Stratton, VT 05155
    /4

    $225,000

    • Land
    • 1.99 Acres
    • $113,065 per Acre

    00 Margeaux Ln, Stratton, VT 05155

    This beautiful 1.99-acre parcel, nestled in the woods, offers the perfect setting to build the home of your dreams. With a 5-bedroom septic permit already in place, you’ll be ready to start construction right away. Access is easy via a right-of-way from Margeaux Lane, providing both privacy and convenience. Located just minutes from the Sun Bowl at Stratton. It is close to everything Stratton

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    00 Margeaux Ln, Stratton, VT 05155
  • 43 Middle Ridge Rd Unit 311, Winhall, VT 05155
    43 Middle Ridge Rd Unit 311, Winhall, VT 05155
    43 Middle Ridge Rd Unit 311, Winhall, VT 05155
    /22

    $665,000

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    43 Middle Ridge Rd Unit 311, Winhall, VT 05155

    Exceptional 2 bedroom /2 bath Rising Bear Unit with Viking Kitchen, propane fireplace and private covered deck. Amenities abound with underground heated parking, year round private outdoor heated pool, sauna and spas. Enjoy private shuttle from the elevator to the Base Lodge during the winter, yet just a short stroll across the Commons into the Village for dining and shopping! Granite

    Kim Morgan-Wohler Wohler Realty Group

    43 Middle Ridge Rd Unit 311, Winhall, VT 05155
  • A6 Ridge Unit A6, Winhall, VT 05340
    A6 Ridge Unit A6, Winhall, VT 05340
    A6 Ridge Unit A6, Winhall, VT 05340
    /53

    $799,000

    • 3 Beds
    • 3 Baths
    • 2,118 Sq Ft

    A6 Ridge Unit A6, Winhall, VT 05340

    It’s the Premier Location and commanding views that set this Piper Ridge townhome apart. The stunning unobstructed views are central to thetownhomes design, while the southern exposure provides all day sunshine and a light and airy atmosphere. You’ll experience the evening’s magic watching stunning sunsets with the resort lights on full display and will have the premier “front row seats” to

    Karin Hardy Berkshire Hathaway HomeServices Stratton Home

    A6 Ridge Unit A6, Winhall, VT 05340
  • 2 Lower Stratton Valley Rd, Winhall, VT 05340
    2 Lower Stratton Valley Rd, Winhall, VT 05340
    2 Lower Stratton Valley Rd, Winhall, VT 05340
    /26

    $410,000

    • 4 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    2 Lower Stratton Valley Rd, Winhall, VT 05340

    Welcome to this charming ski chalet situated in close proximity to three major ski resorts and offered fully furnished so you can move right in, unpack, and start enjoying yourself. There's a full bath downstairs to go along with 4 generously sized bedrooms and a 1/2 bath upstairs for guests, creating a cozy and inviting atmosphere that's ideal for apres-ski relaxation or a peaceful retreat

    Mike Masters Four Seasons Sotheby's Int'l Realty

    2 Lower Stratton Valley Rd, Winhall, VT 05340
  • 19 Old Town Rd, Bondville, VT 05340
    19 Old Town Rd, Bondville, VT 05340
    19 Old Town Rd, Bondville, VT 05340
    /43

    $2,500,000

    • 5 Beds
    • 7 Baths
    • 7,625 Sq Ft

    19 Old Town Rd, Bondville, VT 05340

    Experience Vermont luxury at 19 Old Town Road, Winhall—a stunning 5-bedroom, 7-bathroom estate on 21.53 private acres. Built in 2000, this meticulously designed retreat offers unobstructed views of both Stratton Mountain and Magic Mountain.The spacious great room is the heart of the home, featuring soaring ceilings, a grand stone fireplace, and walls of windows that frame breathtaking

    Christiane Carroccio TPW Real Estate

    19 Old Town Rd, Bondville, VT 05340
  • 405 Vermont 30, Winhall, VT 05340
    405 Vermont 30, Winhall, VT 05340
    405 Vermont 30, Winhall, VT 05340
    /35

    $649,000

    • 8 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    405 Vermont 30, Winhall, VT 05340

    Ski Resort Investment Gem! 2-Family Home Near Stratton & BromleyRare investment opportunity in the heart of Vermont's premier ski region. Located on scenic Vermont Route 30, this property offers unparalleled access to both Stratton Mountain Resort and Bromley Mountain Ski Resort. Whether you're looking to live in one unit and rent the other, or convert it to a single-family home, this

    Robin Apps Four Seasons Sotheby's Int'l Realty

    405 Vermont 30, Winhall, VT 05340
  • 25 Mountain Haunts Rd, Winhall, VT 05340
    25 Mountain Haunts Rd, Winhall, VT 05340
    25 Mountain Haunts Rd, Winhall, VT 05340
    /39

    $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
  • 4A Ridge, Winhall, VT 05340
    4A Ridge, Winhall, VT 05340
    4A Ridge, Winhall, VT 05340
    /35

    $649,000

    • 3 Beds
    • 3 Baths
    • 1,886 Sq Ft

    4A Ridge, Winhall, VT 05340

    This immaculate 3-bedroom, 3-bath condominium sleeping eight comfortably is located in the desirable Piper Ridge Community. The first floor includes a spacious mudroom with built-in storage, a full-sized laundry area, and a guest bedroom suite. The living/dining room boasts a brick fireplace, knotty pine walls, and a cathedral ceiling. The kitchen, which is ideal for family gatherings, includes

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    4A Ridge, Winhall, VT 05340
  • 13 Betty Johnson Ln, Bondville, VT 05340
    13 Betty Johnson Ln, Bondville, VT 05340
    13 Betty Johnson Ln, Bondville, VT 05340
    /36

    $875,000

    • 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
  • 19 Stratton Ridge Rd, Winhall, VT 05340
    19 Stratton Ridge Rd, Winhall, VT 05340
    19 Stratton Ridge Rd, Winhall, VT 05340
    /28

    $365,000

    • 3 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    19 Stratton Ridge Rd, Winhall, VT 05340

    Exceptionally Maintained with 3 bedrooms, 1 and 1/2 baths. Nicely renovated kitchen--granite counters. Great location just off of the Stratton Access Road! Recent carpet, spacious deck. Fully furnished and equipped--ready to move in! Would offer strong rental potential! $375,000 furnished.

    Edwin Kevil Stratton Real Estate

    19 Stratton Ridge Rd, Winhall, VT 05340
  • 454 Mountain Rd, Stratton, VT 05155
    454 Mountain Rd, Stratton, VT 05155
    454 Mountain Rd, Stratton, VT 05155
    /51

    $6,499,000

    • 6 Beds
    • 7.5 Baths
    • 8,720 Sq Ft

    454 Mountain Rd, Stratton, VT 05155

    Discover an exceptional 141-acre mountaintop retreat within Stratton Mountain Resort, offering breathtaking views of Stratton, Mt. Snow, and Bromley. This architectural masterpiece blends comfort and sophistication, featuring multi-level interiors that harmonize living spaces and luxurious en suite bedrooms.The design, inspired by the graceful arcs of ski turns, introduces a striking entryway

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    454 Mountain Rd, Stratton, VT 05155
  • 80 the Hollow Rd Unit D4, Winhall, VT 05340
    80 the Hollow Rd Unit D4, Winhall, VT 05340
    80 the Hollow Rd Unit D4, Winhall, VT 05340
    /21

    $245,000

    • Land
    • 1.30 Acres
    • $188,462 per Acre

    80 the Hollow Rd Unit D4, Winhall, VT 05340

    We can build it for you. Nestled in the heart of the picturesque **High Meadow at Stratton**, this captivating lot awaits your vision. Embrace the opportunity to own one of the last available parcels in this highly sought-after neighborhood, where extraordinary living blends seamlessly with the tranquility of the Vermont mountains. Enjoy breathtaking views of the iconic **Stratton ski slopes**,

    Jacek / Realtor Mikolajczyk BHHS Verani Upper Valley

    80 the Hollow Rd Unit D4, Winhall, VT 05340
  • 69 Benson Fuller Dr Unit 29, Winhall, VT 05340
    69 Benson Fuller Dr Unit 29, Winhall, VT 05340
    69 Benson Fuller Dr Unit 29, Winhall, VT 05340
    /15

    $298,500

    • Land
    • 3.70 Acres
    • $80,676 per Acre

    69 Benson Fuller Dr Unit 29, Winhall, VT 05340

    High dry and spectacular views of the Equinox Mountain range and Bromley Mountain! Oversized building lot with lots of privacy. Approved septic system for a 5 bedroom house!

    Andrea Linkin-Butler Stratton Buyer Brokerage

    69 Benson Fuller Dr Unit 29, Winhall, VT 05340
  • 88A Sylvan Ridge Rd, Winhall, VT 05340
    88A Sylvan Ridge Rd, Winhall, VT 05340
    88A Sylvan Ridge Rd, Winhall, VT 05340
    /4

    $110,000

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

    88A Sylvan Ridge Rd, Winhall, VT 05340

    Andrew King Stratton Real Estate

    88A Sylvan Ridge Rd, Winhall, VT 05340
  • 46 Willows Way Unit 5, Peru, VT 05152
    46 Willows Way Unit 5, Peru, VT 05152
    46 Willows Way Unit 5, Peru, VT 05152
    /50

    $419,000

    • 3 Beds
    • 3.5 Baths
    • 1,730 Sq Ft

    46 Willows Way Unit 5, Peru, VT 05152

    Freshly painted 46 Willows Way unit 5 in Bromley Village! This townhouse offers 3 bedrooms, 4 bathrooms plus the loft, mudroom, large deck with views and storage area. Three levels, end unit has wonderful southern views, and it is located within a short walk to the Lord's Prayer Ski Slope. The first-floor features large living room, kitchen and dining area and 1/2 Bathroom. The living room has

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    46 Willows Way Unit 5, Peru, VT 05152
  • 759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
    759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
    759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
    /12

    $1,050,000

    • 3 Beds
    • 3 Baths
    • 1,501 Sq Ft

    759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340

    Designed with the mountain enthusiast in mind, and located just a short walk from the Stratton Resort Village and ski slopes, this three bedroom three bath condominium offers quality and convenience. Private parking, pool, hot tub, sauna and shuttle to the slopes.

    John Sikes Stratton Real Estate

    759 Stratton Mountain Access Rd Unit 339, Stratton, VT 05340
  • 1192 Haven Hill Rd, South Londonderry, VT 05155
    1192 Haven Hill Rd, South Londonderry, VT 05155
    1192 Haven Hill Rd, South Londonderry, VT 05155
    /23

    $135,000

    • Land
    • 5 Acres
    • $26,471 per Acre

    1192 Haven Hill Rd, South Londonderry, VT 05155

    This 5+ acre building lot is ready for planning and designing your 5 bedroom dream-home, WW-2-3657 on a quiet country road, and Land Use Permit 2W0032-3. Just minutes to Gale Meadows and Stratton Mountain Resort, there are plenty of summer and winter outdoor adventures to embark on from hiking, kayaking, and fishing in the summer to skiing and snowshoeing in the winter. Only 25-minutes from

    Mike England Michael England Real Estate

    1192 Haven Hill Rd, South Londonderry, VT 05155

Showing Results 1 - 40, Page 1 of 2

Vermont Winhall

Real Estate & Homes for Sale in Winhall, VT

Why Live in Winhall

Winhall, a southwestern Vermont town nestled in the Green Mountains, offers a unique mountain town lifestyle with a focus on outdoor recreation. Residents enjoy proximity to Bromley, Stratton, and Magic Mountain ski resorts, providing ample opportunities for winter sports and summer activities. The area is rich with things to do, including hiking the Long Trail, camping in the Green Mountain National Forest, and fishing in the Gale Meadows Wildlife Management Area. The Winhall Community Arts Center hosts local art exhibitions and weekly classes, adding a cultural touch to the community. Housing options range from classic A-frame chalets and luxury New Traditional homes to simple cabins on rural lots, with condos near Stratton Mountain Ski Resort. The town has recently implemented short-term rental ordinances, so potential buyers should check regulations if considering an Airbnb investment. Bondville, a small village within Winhall, offers essential shopping and dining options, including the Winhall Market and Workhorse Cafe. The annual Bondville Fair, Vermont’s oldest fair, celebrates the town’s agricultural heritage with traditional events and modern attractions. Families benefit from the state’s school choice system, with highly rated Stratton Mountain School serving grades 7-12 and known for its exceptional winter sports program. While Winhall lacks public schools, The Mountain School at Winhall caters to younger students. Residents typically rely on personal vehicles for transportation, with Albany International Airport about 70 miles away. Mud season can impact travel on dirt roads, coinciding with the 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 $993,013.
How many homes have sold over the last 12 months in Winhall, VT?
54 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 05356, 05149, 05143, 05255 and 05201.
How much do you need to make to afford a house in Winhall?
The median home price in Winhall is $749,000. If you put a 20% down payment of $149,800 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $3,890 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $167K a year to afford the median home price in Winhall.
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 Jamaica Village School, The Dorset School and Flood Brook School. Browse all the schools in Winhall, VT to learn more.

Home Trends in Winhall, VT

On average, homes in Winhall, VT sell after 50 days on the market compared to the national average of 50 days. The median sale price for homes in Winhall, VT over the last 12 months is $717,500, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$717,500
Median Single Family Sale Price
$812,500
Median Townhouse Sale Price
$669,500
Median 2 Bedroom Sale Price
$635,000
Average Price Per Sq Ft
$380
Number of Homes for Sale
22
Last 12 months Home Sales
54
Months of Supply
4.90
Median List Price
$749,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2025 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.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group