43

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
    • 2.9 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
  • 14 Stone House Rd, Winhall, VT 05155
    14 Stone House Rd, Winhall, VT 05155
    14 Stone House Rd, Winhall, VT 05155
    /58

    $1,725,000

    • 3 Beds
    • 4.5 Baths
    • 4,312 Sq Ft

    14 Stone House Rd, Winhall, VT 05155

    Discover timeless craftsmanship and modern comfort in this beautifully renovated three-bedroom post and beam home set on 1.1 peaceful acres on Stratton Mountain Resort. Located in the highly sought after High Meadow community. With its exposed beams, warm wood tones, and thoughtful updates throughout, this home perfectly blends rustic charm with contemporary convenience. Every detail has been

    Jamie Wylie Stratton Real Estate

    14 Stone House Rd, 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
  • 6 Chad Cir, Winhall, VT 05340
    6 Chad Cir, Winhall, VT 05340
    6 Chad Cir, Winhall, VT 05340
    /43

    $1,100,000

    • 5 Beds
    • 4 Baths
    • 4,788 Sq Ft

    6 Chad Cir, Winhall, VT 05340

    Tucked away at the end of a private cul-de-sac and just minutes from Stratton's slopes, this beautifully designed mountain home offers the perfect blend of comfort and luxury. The open-concept floor plan features a chef’s kitchen with granite countertops, a 6-burner professional gas stove, double ovens, a farm sink, and a wet bar with ice maker—ideal for entertaining. Wide pine floors and a

    Carrie Mathews Winhall Real Estate

    6 Chad Cir, Winhall, VT 05340
  • 16 Hunter Ridge Rd, Bondville, VT 05340
    16 Hunter Ridge Rd, Bondville, VT 05340
    16 Hunter Ridge Rd, Bondville, VT 05340
    /55

    $2,225,000

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

    16 Hunter Ridge Rd, Bondville, VT 05340

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

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    16 Hunter Ridge Rd, Bondville, VT 05340
  • 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
  • 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
  • 248 French Hollow Rd, Winhall, VT 05340
    248 French Hollow Rd, Winhall, VT 05340
    248 French Hollow Rd, Winhall, VT 05340
    /20

    $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
  • 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
  • 19 Winhall Condo Rd Unit 5, Winhall, VT 05340
    19 Winhall Condo Rd Unit 5, Winhall, VT 05340
    19 Winhall Condo Rd Unit 5, Winhall, VT 05340
    /30

    $325,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    19 Winhall Condo Rd Unit 5, Winhall, VT 05340

    Here’s your opportunity to have your own mountain retreat just minutes from Stratton. Set at the end of a quiet road less than a mile from the Stratton Access Road, The Winhall Condos provide a peaceful, convenient setting surrounded by Vermont’s natural beauty. Owners enjoy stunning mountain views, easy access to both Stratton and Manchester, and a true sense of privacy. This two-bedroom,

    Cheyanne Pugliese

    19 Winhall Condo Rd Unit 5, Winhall, VT 05340
  • 00 Ross Rd, Winhall, VT 05340
    00 Ross Rd, Winhall, VT 05340
    00 Ross Rd, Winhall, VT 05340
    /25

    $385,000

    • Land
    • 41.1 Acres
    • $9,367 per Acre

    00 Ross Rd, Winhall, VT 05340

    Welcome to 41.1 acres of quintessential Vermont beauty, ideally located between downtown Manchester (11 minutes), Bromley Mountain (6 minutes), and Stratton Mountain (15 mins). This property offers the best of both worlds—easy access to town, ski mountains, and year-round recreation, yet a peaceful and private setting surrounded by nature. The land features a meandering stream, a mix of mature

    David Shehadi Josiah Allen Real Estate, Inc.

    00 Ross Rd, Winhall, VT 05340
  • 32 Cobble Ridge Rd Unit D10, Winhall, VT 05155
    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155
    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155
    /30

    $735,000

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

    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155

    This gorgeous Stratton area townhome is designed for comfort and style, featuring three spacious bedrooms, three baths plus an open loft. Being a Highgate model, it offers a second family room with ample space for relaxation and entertainment, making it perfect for holiday gatherings. The interior of this special home has been freshly painted in October '25 and stunning wide-board pine floors

    Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    32 Cobble Ridge Rd Unit D10, Winhall, VT 05155
  • 17 Signal Hill Rd, Winhall, VT 05340
    17 Signal Hill Rd, Winhall, VT 05340
    17 Signal Hill Rd, Winhall, VT 05340
    /39

    $599,000

    • 5 Beds
    • 3.5 Baths
    • 2,468 Sq Ft

    17 Signal Hill Rd, Winhall, VT 05340

    17 Signal Hill Road offers Vermont charm in a secluded mountain setting. With over 2,400 square feet of living space, this five-bedroom, three-and-a-half-bath home has been thoughtfully maintained and move-in ready. The main level features a spacious living room with a dramatic fieldstone fireplace, vaulted ceilings, and skylights that fill the home with natural light. A loft overlooking

    Christiane Carroccio TPW Real Estate

    17 Signal Hill Rd, Winhall, VT 05340
  • 3 Old Town Rd, Bondville, VT 05340
    3 Old Town Rd, Bondville, VT 05340
    3 Old Town Rd, Bondville, VT 05340
    /21

    $445,000

    • 4 Beds
    • 2 Baths
    • 1,337 Sq Ft

    3 Old Town Rd, Bondville, VT 05340

    This house is a must see for anyone looking for a small home in Vermont. Located between Stratton and Bromley and just minutes away from Magic Mountain, the location is prime ski country often referred to as the Golden Triangle.With four bedrooms and an open concept living room and kitchen, this home is cozy and inviting. Fully renovated and turnkey. Fenced in yard with hot tub. Fire

    Andrew King Stratton Real Estate

    3 Old Town Rd, Bondville, 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
  • 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
  • 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
  • 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
  • 22 Bromley Forest Rd, Bondville, VT 05340
    22 Bromley Forest Rd, Bondville, VT 05340
    22 Bromley Forest Rd, Bondville, VT 05340
    /37

    $635,000

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

    22 Bromley Forest Rd, Bondville, VT 05340

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

    Carrie Mathews Winhall Real Estate

    22 Bromley Forest Rd, Bondville, 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

    $799,000

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

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

    Move in and relax—seller will pay your first year of HOA fees! 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

    Carrie Mathews Winhall Real Estate

    0 Maple Ridge Rd Unit B-2, Winhall, VT 05340
  • 9 F Cobble Ridge Rd, Winhall, VT 05340
    9 F Cobble Ridge Rd, Winhall, VT 05340
    9 F Cobble Ridge Rd, Winhall, VT 05340
    /31

    $749,000

    • 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
  • 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
  • 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
  • 88A Sylvan Ridge Rd, Winhall, VT 05340
    88A Sylvan Ridge Rd, Winhall, VT 05340
    88A Sylvan Ridge Rd, Winhall, VT 05340
    /6

    $110,000

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

    88A Sylvan Ridge Rd, Winhall, VT 05340

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

    Andrew King Stratton Real Estate

    88A Sylvan Ridge Rd, Winhall, VT 05340
  • 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
    /58

    $617,000

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

    11 Pond View Rd, Winhall, VT 05340

    Fall Bulletin: Though this seller would love to sell he will also rent this fine property as a Winter Seasonal Rental for $25,000 plus utilities if you have any interest. 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

    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

    $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
  • 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
  • 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
    /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
  • 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.

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    454 Mountain Rd, Stratton, VT 05155
  • 80 the Hollow Rd, Winhall, VT 05340
    80 the Hollow Rd, Winhall, VT 05340
    80 the Hollow Rd, Winhall, VT 05340
    /47

    $235,000

    • Land
    • 1.3 Acres
    • $180,769 per Acre

    80 the Hollow Rd, 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

    Jacek / Realtor Mikolajczyk BHHS Verani Upper Valley

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

    $298,500

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

    69 Benson Fuller Dr, 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, Winhall, VT 05340
  • 761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360
    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360
    /17

    $659,000

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360

    Location Location Location! A premiere property in the ever popular Long Trail House at Stratton Mountain Resort, Vermont. This two bedroom two bathroom condominium located on the first floor has direct access to the outdoor year round pool and hot tubs. The walkout access includes an open air as well as a covered patio with direct mountain views. The southern exposure provides wonderful natural

    Timothy Mich Doddridge Stratton Real Estate

    761 Stratton Mountain Access Rd Unit 130, Stratton, VT 05360
  • 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
  • 19 Village Lodge Rd Unit 407, Stratton, VT 05155
    19 Village Lodge Rd Unit 407, Stratton, VT 05155
    19 Village Lodge Rd Unit 407, Stratton, VT 05155
    /33

    $949,000

    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    19 Village Lodge Rd Unit 407, Stratton, VT 05155

    Rare opportunity to own in the heart of the Stratton Mountain Village! Come home to the Landmark community. Located attached to the iconic "Clocktower" at Stratton, Vermont. This homes boasts three spacious bedrooms and two full bathrooms with amazing mountain views and southern exposure. Enjoy the cozy gas burning fireplace after a hard day skiing or riding. Landmark provides ski lockers, an

    Timothy Mich Doddridge Stratton Real Estate

    19 Village Lodge Rd Unit 407, Stratton, VT 05155
  • 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

    $995,000

    • 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

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 $1,003,000.
Are home prices dropping in Winhall?
Yes, home prices in Winhall are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Winhall, VT?
40 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 $799,000. If you put a 20% down payment of $159,800 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $3,920 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $168K 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 Sunderland Elementary School, Jamaica Village 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 65 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 $777,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$777,000
Median Single Family Sale Price
$950,507
Median Townhouse Sale Price
$663,500
Median 2 Bedroom Sale Price
$265,000
Average Price Per Sq Ft
$391
Number of Homes for Sale
19
Last 12 months Home Sales
40
Months of Supply
5.70
Median List Price
$799,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
7%
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