50

Winhall, VT Homes for Sale

Section Image Section Image
  • 33 Aspen Ln, Bondville, VT 05340
    33 Aspen Ln, Bondville, VT 05340
    33 Aspen Ln, Bondville, VT 05340
    /35

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    33 Aspen Ln, Bondville, VT 05340

    Minutes from Stratton Mountain, this cozy chalet offers the perfect mountain escape with timeless character and room to make it your own. Featuring a classic chalet style floor to ceiling stone fireplace and wood interior, this home exudes vintage alpine charm. There are three bedrooms, two baths and an open concept living space, providing plenty of room for gatherings or weekend getaways.

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 424-9210

    33 Aspen Ln, Bondville, 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
    • 2.90 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
  • 115 Benson Fuller Dr, Jamaica, VT 05343
    115 Benson Fuller Dr, Jamaica, VT 05343
    115 Benson Fuller Dr, Jamaica, VT 05343
    /37

    $2,400,000

    • 5 Beds
    • 4.5 Baths
    • 3,252 Sq Ft

    115 Benson Fuller Dr, Jamaica, VT 05343

    Perched on 3.5 private acres with commanding views from Stratton’s iconic slopes to Bromley’s trails, this architecturally striking residence blends the serenity of the mountains with sophisticated modern design. A dramatic central staircase anchors the home, leading to a sleek custom kitchen and a vaulted great room where walls of glass frame panoramic vistas. A floor-to-ceiling stone fireplace

    Carrie Mathews Winhall Real Estate

    115 Benson Fuller Dr, Jamaica, VT 05343
  • 36 Beaver St, Bondville, VT 05340
    36 Beaver St, Bondville, VT 05340
    36 Beaver St, Bondville, VT 05340
    /60

    $1,825,000 Open House 8/30

    • 3 Beds
    • 4 Baths
    • 2,872 Sq Ft

    36 Beaver St, Bondville, VT 05340

    Your Ultimate Vermont Mountain Retreat Awaits! Just 4 miles from Stratton & minutes to Bromley, this inviting log home is the perfect year-round escape—crafted for adventure, relaxation, and making lasting memories in every season. Whether you’re hitting the slopes in winter, hiking through summer trails, or soaking in the stunning fall foliage, this property delivers! Plus, it's only a 10-minute

    MaryKate Grey Stratton Real Estate

    36 Beaver St, Bondville, 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
  • 19 Old Town Rd, Bondville, VT 05340
    19 Old Town Rd, Bondville, VT 05340
    19 Old Town Rd, Bondville, VT 05340
    /44

    $2,500,000

    • 5 Beds
    • 7 Baths
    • 6,625 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
  • 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
  • 35 Glendon Hills Rd, Bondville, VT 05340
    35 Glendon Hills Rd, Bondville, VT 05340
    35 Glendon Hills Rd, Bondville, VT 05340
    /32

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft

    35 Glendon Hills Rd, Bondville, VT 05340

    Discover your dream home in Glendon Hills! A truly rare opportunity, this property is the first to become available in this coveted neighborhood in over a decade. Imagine owning a private 1-acre sanctuary with your own picturesque, thriving pond. Inside, experience the joy of cooking in a well-appointed chef's kitchen and the comfort of an open-concept design centered around a charming stacked

    Robin Apps Four Seasons Sotheby's Int'l Realty

    35 Glendon Hills 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
  • 86 Benson Fuller Dr, Bondville, VT 05340
    86 Benson Fuller Dr, Bondville, VT 05340
    86 Benson Fuller Dr, Bondville, VT 05340
    /43

    $749,000

    • 4 Beds
    • 2 Baths
    • 1,200 Sq Ft

    86 Benson Fuller Dr, Bondville, VT 05340

    Your Ultimate GetawayEscape to this idyllic Vermont retreat, where convenience meets relaxation. This spacious home offers everything you need for a fun-filled and carefree lifestyle, from outdoor entertaining to cozy indoor spaces.Step out onto the large deck and unwind by the gas fire pit table, or enjoy watching the friendly mini-golf matches below. In the cooler nights of winter,

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    86 Benson Fuller Dr, Bondville, 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
  • 5 Linscott Rd Unit 56, Jamaica, VT 05343
    5 Linscott Rd Unit 56, Jamaica, VT 05343
    5 Linscott Rd Unit 56, Jamaica, VT 05343
    /35

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    5 Linscott Rd Unit 56, Jamaica, VT 05343

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

    Diana Stugger Four Seasons Sotheby's Int'l Realty

    5 Linscott Rd Unit 56, Jamaica, VT 05343
  • 22 Bromley Forest Rd, Bondville, VT 05340
    22 Bromley Forest Rd, Bondville, VT 05340
    22 Bromley Forest Rd, Bondville, VT 05340
    /32

    $675,000

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

    22 Bromley Forest Rd, Bondville, VT 05340

    Open House Sunday July 6, 10-12. 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

    $820,000

    • 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

    $799,000

    • 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
  • 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
  • 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

    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
    • 1.00 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 Quarter Mile Rd, Winhall, VT 05340
    6 Quarter Mile Rd, Winhall, VT 05340
    6 Quarter Mile Rd, Winhall, VT 05340
    /26

    $795,000

    • 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

    $2,800,000

    • 8 Beds
    • 8.5 Baths
    • 4,075 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

    $825,000

    • 4 Beds
    • 2 Baths
    • 1,068 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
    /57

    $629,000

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

    11 Pond View Rd, Winhall, VT 05340

    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 with an efficient Buderus boiler. Plenty of room for your weekend guests but a manageable floor plan for

    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
    /49

    $749,000

    • 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
  • 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
  • 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

    $399,000

    • 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
  • 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
    /48

    $2,999,000

    • 6 Beds
    • 6.5 Baths
    • 6,500 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
    /41

    $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
  • 454 Mountain Rd, Stratton, VT 05155
    454 Mountain Rd, Stratton, VT 05155
    454 Mountain Rd, Stratton, VT 05155
    /51

    $5,999,000

    • 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

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 $854,860.
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?
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 05340, 05341, 05155, 05343 and 05152.
How much do you need to make to afford a house in Winhall?
The median home price in Winhall is $649,000. If you put a 20% down payment of $129,800 and had a 30-year fixed mortgage with an interest rate of 6.63%, your estimated principal and interest payment would be $3,330 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $143K 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 87 days on the market compared to the national average of 70 days. The median sale price for homes in Winhall, VT over the last 12 months is $549,500, down 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$549,500
Median Single Family Sale Price
$1,150,000
Median Townhouse Sale Price
$629,000
Median 2 Bedroom Sale Price
$285,000
Average Price Per Sq Ft
$335
Number of Homes for Sale
9
Last 12 months Home Sales
54
Months of Supply
2.00
Median List Price
$649,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-11%
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