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Winhall, VT Homes for Sale

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  • 6 Old Ridge Rd, Winhall, VT 05340
    6 Old Ridge Rd, Winhall, VT 05340
    6 Old Ridge Rd, Winhall, VT 05340
    /42

    $1,100,000

    • 5 Beds
    • 4.5 Baths
    • 4,453 Sq Ft

    6 Old Ridge Rd, Winhall, VT 05340

    Welcome to High Meadow, one of Stratton’s most desirable neighborhoods. This expansive residence at 6 Old Ridge Road offers over 4,600 sq. ft. across three finished levels, combining mountain convenience with comfort, privacy, and style. The main level features an open kitchen, dining and vaulted living room with fireplace, plus a sunroom, screened porch, stone patio, and a private primary suite.

    Agent Photo

    Trent Stephens

    Wohler Realty Group

    (802) 213-9409

    6 Old Ridge Rd, Winhall, VT 05340
  • 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
  • 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
  • 7 N Brookwood Rd, Winhall, VT 05340
    7 N Brookwood Rd, Winhall, VT 05340
    7 N Brookwood Rd, Winhall, VT 05340
    /45

    $849,000

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

    7 N Brookwood Rd, Winhall, VT 05340

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

    Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    7 N Brookwood Rd, Winhall, VT 05340
  • 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
  • 20 Jamie Ln, Winhall, VT 05340
    20 Jamie Ln, Winhall, VT 05340
    20 Jamie Ln, Winhall, VT 05340
    /58

    $975,000

    • 5 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    20 Jamie Ln, Winhall, VT 05340

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

    David Powers 42 North LP

    20 Jamie Ln, Winhall, VT 05340
  • 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
  • 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
  • 73 Cranberry Hill Rd, Winhall, VT 05340
    73 Cranberry Hill Rd, Winhall, VT 05340
    73 Cranberry Hill Rd, Winhall, VT 05340
    /31

    $949,000

    • 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
  • 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
  • 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
  • 21 Deep Woods Cir Unit Lot 27, Winhall, VT 05255
    21 Deep Woods Cir Unit Lot 27, Winhall, VT 05255
    21 Deep Woods Cir Unit Lot 27, Winhall, VT 05255
    /21

    $425,000

    • 2 Beds
    • 1 Bath
    • 974 Sq Ft

    21 Deep Woods Cir Unit Lot 27, Winhall, VT 05255

    A cozy chalet style home tucked in the woods in Winhall. Enjoy peaceful and private living with three seasons of beautiful mountain views and twinkling valley below. Hot tubbing and star gazing year round. Second owner since 1976. Updates include new metal roof, siding, deck, hot tub, kitchen, floors, bath, detached shed and more. A short drive to Bromley and Stratton Resorts. Lots of easily

    Patti Trudel RE/MAX Four Seasons

    21 Deep Woods Cir Unit Lot 27, Winhall, VT 05255
  • 17 Signal Hill Rd, Winhall, VT 05340
    17 Signal Hill Rd, Winhall, VT 05340
    17 Signal Hill Rd, Winhall, VT 05340
    /39

    $650,000

    • 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
  • 3 Short Rd, Bondville, VT 05340
    3 Short Rd, Bondville, VT 05340
    3 Short Rd, Bondville, VT 05340
    /60

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,034 Sq Ft

    3 Short Rd, Bondville, VT 05340

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

    Mike England Michael England Real Estate

    3 Short Rd, Bondville, 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
  • 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
  • 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

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

    Carrie Mathews Winhall Real Estate

    22 Bromley Forest Rd, Bondville, VT 05340
  • 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

    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 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
  • 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
  • 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
  • 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
    • 6.93 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
    • 5.54 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
  • A6 Ridge Unit A6, Winhall, VT 05340
    A6 Ridge Unit A6, Winhall, VT 05340
    A6 Ridge Unit A6, Winhall, VT 05340
    /56

    $719,000

    • 4 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
  • 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
    /21

    $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
  • 19 Village Lodge Rd Unit 209, Stratton, VT 05155
    19 Village Lodge Rd Unit 209, Stratton, VT 05155
    19 Village Lodge Rd Unit 209, Stratton, VT 05155
    /36

    $995,000

    • 3 Beds
    • 3 Baths
    • 1,697 Sq Ft

    19 Village Lodge Rd Unit 209, Stratton, VT 05155

    Ski-In/Ski-Out Luxury: The Landmark at StrattonExperience the quintessential Vermont lifestyle you've always dreamed of with this truly extraordinary residence at The Landmark at Stratton. Perfectly positioned, this condo places you at the heart of it all, where you are quite literally steps from the lifts, the charming Stratton Village, and every amenity the mountain has to offer. Forget

    Robin Apps Four Seasons Sotheby's Int'l Realty

    19 Village Lodge Rd Unit 209, Stratton, VT 05155
  • 771 Stratton Mountain Access Rd Unit 457, Stratton, VT 05360
    771 Stratton Mountain Access Rd Unit 457, Stratton, VT 05360
    771 Stratton Mountain Access Rd Unit 457, Stratton, VT 05360
    /28

    $589,000

    • 2 Beds
    • 2 Baths
    • 1,131 Sq Ft

    771 Stratton Mountain Access Rd Unit 457, Stratton, VT 05360

    This two bedroom, two bath Long Trail condo places you at the heart of Stratton with unmatched convenience. Just a short walk to the slopes, it features heated underground garage parking, a year-round heated pool, sauna and hot tubs, and a welcoming hearth room, every detail is designed for ease and comfort. When it comes to location and lifestyle, it doesn't get any simpler than this.

    MaryKate Grey Stratton Real Estate

    771 Stratton Mountain Access Rd Unit 457, Stratton, VT 05360
  • 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
  • 19 Village Lodge Rd Unit 309, Stratton, VT 05155
    19 Village Lodge Rd Unit 309, Stratton, VT 05155
    19 Village Lodge Rd Unit 309, Stratton, VT 05155
    /14

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,263 Sq Ft

    19 Village Lodge Rd Unit 309, Stratton, VT 05155

    In the heart of the Stratton Mountain Village attached to the iconic Clock Tower, Landmark is prime location for all that that the Resort has to offer. This two bedroom floorplan is one of the largest in the community. Ample living and bedroom space as well as a nice separate dining area. Direct mountain views with southern exposure for warm light. Beautifully appointed furniture and ready for

    Timothy Mich Doddridge Stratton Real Estate

    19 Village Lodge Rd Unit 309, Stratton, VT 05155

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 $949,265.
Are home prices dropping in Winhall?
Yes, home prices in Winhall are down 4% in the last 12 months.
How many homes have sold over the last 12 months in Winhall, VT?
42 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 6.3%, your estimated principal and interest payment would be $3,960 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $170K 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, Flood Brook School and The Dorset School. Browse all the schools in Winhall, VT to learn more.

Home Trends in Winhall, VT

On average, homes in Winhall, VT sell after 69 days on the market compared to the national average of 52 days. The median sale price for homes in Winhall, VT over the last 12 months is $737,500, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$737,500
Median Single Family Sale Price
$849,000
Median Townhouse Sale Price
$617,000
Median 2 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$378
Number of Homes for Sale
22
Last 12 months Home Sales
42
Months of Supply
6.30
Median List Price
$799,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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