2,252

Winhall, VT Homes

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    • /39

      Est $611,243 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,512 Sq Ft

      22 Cranberry Hill Rd, Winhall, VT 05340

      22 Cranberry Hill Rd, Winhall, VT 05340
  • /33

    $775,000 Pending

    • 4 Beds
    • 4 Baths
    • 2,764 Sq Ft

    G12 Cobble Ridge Rd, Winhall, VT 05340

    Experience the best of Stratton living at Piper Ridge, where sweeping, direct views of Stratton Mountain set the backdrop for this 4-bedroom, 4-bath townhome located in one of the area’s most desirable communities, this spacious residence blends mountain comfort with elevated amenities—perfect for year-round enjoyment. The open main level features a bright, view-filled living room with vaulted

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    G12 Cobble Ridge Rd, Winhall, VT 05340
  • /40

    $850,000 Sold Apr 04, 2025

    • 3,119 Sq Ft
    • $273/SF
    • 168 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1996

    36 Road To Millbrook, Winhall, VT 05340

    This impeccably maintained home sits on 5.28 acres of beautifully landscaped land adjacent to the National Forest. Featuring a spacious interior with a stone wood-burning fireplace and vaulted cathedral ceilings, this home is move-in ready. Recent upgrades include two newly renovated bathrooms. The first floor offers an open living layout, while the lower level boasts a cozy den/family room.

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    36 Road To Millbrook, Winhall, VT 05340
    • /33

      Est $552,249 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,400 Sq Ft

      1 Burnt Hill Ln, Winhall, VT 05340

      1 Burnt Hill Ln, Winhall, VT 05340
  • /21

    $485,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 2,298 Sq Ft

    19 Deer Run Rd, Winhall, VT 05340

    Immerse Yourself in Vermont Charm: Contemporary Home in Strattonwald!Live the Stratton dream in this stunning 3-bedroom, 2-bathroom contemporary home nestled within the Strattonwald community at Stratton Resort, VT. This impeccably designed home offers the perfect blend of modern comfort and rustic charm, ideal for your next Vermont getaway. Unwind and reconnect with a spacious living area

    Robin Apps Four Seasons Sotheby's Int'l Realty

    19 Deer Run Rd, Winhall, VT 05340
  • /29

    $455,000 Sold Mar 28, 2025

    • 1,570 Sq Ft
    • $290/SF
    • 53 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    2 Byington Ln Unit 5, Winhall, VT 05340

    Welcome to this stunning, modern townhome overlooking the pool, just a short walk to Winhall shops and restaurants and only minutes from the renowned Stratton Resort. This three-bedroom, two-bathroom townhome offers the perfect Vermont retreat for all seasons, with a layout designed to maximize mountain views and convenience.Spread across three levels, the home’s second floor boasts an

    Robin Apps Four Seasons Sotheby's Int'l Realty

    2 Byington Ln Unit 5, Winhall, VT 05340
    • /19

      Not Listed For Sale

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

      0 Birch Hill Rd Unit Sugar Maple 5003081, Winhall, VT 05340

      0 Birch Hill Rd Unit Sugar Maple 5003081, Winhall, VT 05340
  • /22

    $389,000 Under Contract

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

    2 Lower Stratton Valley Rd, Winhall, VT 05340

    Get ready for the upcoming season with this updated 4 bedroom chalet. With all fresh paint, new flooring, a totally remodeled bathroom, and less than 5 years on the new roof and high efficiency furnace, the heavy lifting has been done for you. Warm up next to the cozy wood burning fireplace after enjoying your time at anyone of the nearby world class ski resorts like Stratton, Bromley, or Magic

    Mike Masters Four Seasons Sotheby's Int'l Realty

    2 Lower Stratton Valley Rd, Winhall, VT 05340
  • /24

    $430,000 Sold Mar 26, 2025

    • 1,716 Sq Ft
    • $251/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1967

    13 Lower Taylor Hill Rd, Winhall, VT 05340

    This beautifully updated home near Stratton Mountain blends classic charm with modern updates. As you enter, you'll find a mudroom with a convenient storage closet and a half bath. The spacious living and dining area features a striking fieldstone fireplace and sliding doors that open to a large deck, perfect for hosting guests. The custom kitchen offers hardwood floors, a pantry, and a laundry

    Carrie Mathews Winhall Real Estate

    13 Lower Taylor Hill Rd, Winhall, VT 05340
    • /33

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 812 Sq Ft

      39 Todd Hill Rd, Jamaica, VT 05343

      39 Todd Hill Rd, Jamaica, VT 05343
  • /58

    $1,725,000 Under Contract

    • 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
  • /11

    $160,000 Sold Mar 19, 2025

    • Land
    • 2.18 Acres
    • $73,394 per Acre
    • 212 Days On Market

    E3 Nearing Rd, Winhall, VT 05340

    Welcome to Stratton Mountain Forest Farms Neighborhood! One of the few remaining lots with 2.18 acres in a most desirable and convenient location just minutes to the Base Lodge, SMS and SunBowl! Providing easy access for a driveway off of Nearing Road the lot widens to offer privacy and south easterly orientation and abuts the Winhall Town Forest, protected lands from further development. State

    Britt Wohler

    E3 Nearing Rd, Winhall, VT 05340
    • /40

      Est $1,009,657 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,860 Sq Ft

      41 Rogues Ridge Rd, Winhall, VT 05340

      41 Rogues Ridge Rd, Winhall, VT 05340
  • /30

    $325,000 Under Contract

    • 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
  • /25

    $825,000 Sold Mar 14, 2025

    • 2,317 Sq Ft
    • $356/SF
    • 135 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1988

    0 Cobble Ridge Rd Unit D2, Winhall, VT 05340

    This nicely appointed and updated townhome nestled in the Piper Ridge community is a must see. Close proximity to Stratton Mountain Resort, this nice Highgate unit offers three bedrooms with an additional family room on the lower level that has been converted into another bedroom. The bright and inviting living room with wood burning fireplace creates the perfect space for enjoying cold wintery

    Jamie Wylie Stratton Real Estate

    0 Cobble Ridge Rd Unit D2, Winhall, VT 05340
    • /27

      Not Listed For Sale

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

      5 Oak Rd Unit 5, Winhall, VT 05340

      5 Oak Rd Unit 5, Winhall, VT 05340
  • /19

    $420,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,798 Sq Ft

    46-48 Lower Taylor Hill Rd, Winhall, VT 05340

    Escape to a charming two-bedroom adorable chalet where function meets tranquility. The living room is enhanced by exposed beams and skylights that welcome abundant natural light. The traditional fireplace adorned with decorative tile invites cozy conversation on snow filled nights. The This home features 1.75 baths, a dedicated laundry room, and a versatile flex space ready to be your home office

    Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

    46-48 Lower Taylor Hill Rd, Winhall, VT 05340
  • /31

    $637,000 Sold Mar 14, 2025

    • 2,470 Sq Ft
    • $258/SF
    • 11 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1989

    69 Fox Hollow Rd, Winhall, VT 05340

    Uncover your ideal retreat! This highly desirable townhome in the Intervale community is situated along the Stratton Mountain Resort access road. Featuring 3 bedrooms and 3 bathrooms, this stunning residence is tucked away in the serene woods of the private Intervale community. Experience the charm of this beautifully designed home, complete with a cathedral ceiling, a cozy wood-burning

    Jamie Wylie Stratton Real Estate

    69 Fox Hollow Rd, Winhall, VT 05340
    • /28

      Not Listed For Sale

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

      61 Birch Hill Rd Unit 2 Shagbark HIckory, Winhall, VT 05340

      61 Birch Hill Rd Unit 2 Shagbark HIckory, Winhall, VT 05340
  • /21

    $425,000 Under Contract

    • 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
  • /39

    $615,000 Sold Mar 12, 2025

    • 1,650 Sq Ft
    • $373/SF
    • 32 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1998

    81 Pond View Rd Unit 81, Winhall, VT 05340

    THE BEST LOCATION AT INTERVALE! Bask in the sun on your expansive deck and private pond front area! Experience breathtaking views of Intervale’s serene, picturesque pond from all rooms of your home! Discover this spacious 3 BR, 3 bath Townhome with a loft just a quick 5 minute shuttle ride to Stratton’s slopes! Being one of the last Intervales built (1998), this condo is newer and more

    Lauren Behm Berkshire Hathaway HomeServices Stratton Home

    81 Pond View Rd Unit 81, Winhall, VT 05340
    • /15

      Est $415,648 Not Listed For Sale

      • 2 Beds

      300 Vt Route 30, Bondville, VT 05340

      300 Vt Route 30, Bondville, VT 05340
  • /9

    $65,000 Under Contract

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

    0 Stratton View Rd Unit 25, 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 Unit 25, Winhall, VT 05340
  • /10

    $64,000 Sold Mar 12, 2025

    • Land
    • 1 Acre
    • $64,000 per Acre
    • 114 Days On Market

    Lot 44 Moose Hollow Rd, Winhall, VT 05340

    Winhall location for your vacation or primary home. Wooded lot permitted for a 4-bedroom home includes a septic design. Close to Manchester and skiing at Stratton or Bromley. School choice.

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    Lot 44 Moose Hollow Rd, Winhall, VT 05340
    • /31

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,140 Sq Ft

      43 Middle Ridge Rd Unit 410, Winhall, VT 05155

      43 Middle Ridge Rd Unit 410, Winhall, VT 05155
  • /8

    $65,000 Under Contract

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

    0 Stratton View Rd Unit 26, 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 Unit 26, Winhall, VT 05340
  • /2

    $1,850,000 Sold Mar 10, 2025

    • 7,954 Sq Ft
    • $233/SF
    • 135 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2003

    92 County Rd, Stratton, VT 05155

    This exquisitely-built mountain estate is ready to enjoy and to rent! A mere 3 mins' drive to Stratton's Sun Bowl, 5 mins to the Village and 8 mins to the Golf course. Currently one of the few luxury rental properties near Stratton, this home could be your escape for all seasons. All necessary permits are in place, several rentals are confirmed for 24/25 winter should the buyer want to continue

    Lauren Niles Coldwell Banker LIFESTYLES - Quechee

    92 County Rd, Stratton, VT 05155
    • /38

      Est $664,080 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,220 Sq Ft

      28 Redbrook Rd, Winhall, VT 05340

      28 Redbrook Rd, Winhall, VT 05340
  • /4

    $225,000 Under Contract

    • 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
  • /52

    $800,000 Sold Feb 13, 2025

    • 2,300 Sq Ft
    • $348/SF
    • 47 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    E11 Rock Ridge Rd, Winhall, VT 05155

    SATURDAY DECEMBER 28th 3 - 5 pm Apre' ski time PUBLIC OPEN HOUSE Come take a walk thru Situated in the heart of Stratton, this Piper Ridge condo puts you in the perfect position to enjoy the best of winter sports and mountain recreation. Three floors of living space boast three well placed bedrooms , three baths PLUS family room AND bonus room for your over flow family and guests. Spacious,

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    E11 Rock Ridge Rd, Winhall, VT 05155
    • /40

      Est $869,019 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,017 Sq Ft

      17 Cranberry Hill Rd, Winhall, VT 05340

      17 Cranberry Hill Rd, Winhall, VT 05340
  • /49

    $719,000 Under Contract

    • 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
  • /41

    $1,225,000 Sold Feb 10, 2025

    • 4,200 Sq Ft
    • $292/SF
    • 182 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1985

    22 Old Ridge Rd, Winhall, VT 05340

    This is a private setting in the High Meadow neighborhood with a spectacular, dead-on view of the Stratton slopes. The snow cat lights twinkle in your windows as they groom your runs for tomorrow’s turns. There is plenty of room for the entire family and friends in the gourmet kitchen, dining room, living room with fire place, family room with wood stove, den, five bedrooms, 3 1/2 baths with

    Dan McKenna Cummings & Co

    22 Old Ridge Rd, Winhall, VT 05340
    • /38

      Not Listed For Sale

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

      233 Vermont 30, Winhall, VT 05340

      233 Vermont 30, Winhall, VT 05340
  • /55

    $899,000 Sold Jan 13, 2025

    • 2,900 Sq Ft
    • $310/SF
    • 7 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1996

    45 Hilltop Rd, Winhall, VT 05340

    Our Sellers have certainly raised the bar with this stunning 5 bedroom, 4 bath residence. Taken down to the studs in 2018/19 and lovingly renovated with beautiful custom features in every corner. This mountain modern decor boasts gorgeous wall to wall engineered hardwood white oak floors throughout the entire property softened by inviting area rugs. The attractive kitchen was designed for

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    45 Hilltop Rd, Winhall, VT 05340
    • /40

      Est $1,591,128 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,609 Sq Ft

      69 W Ridge Rd Unit 365, Winhall, VT 05340

      69 W Ridge Rd Unit 365, Winhall, VT 05340
  • /36

    $725,000 Sold Jan 03, 2025

    • 1,800 Sq Ft
    • $403/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    11 Todd Hill Rd, Winhall, VT 05340

    Move into this pristine 3-bedroom, 2-bath home, just a short drive from Stratton Mountain. The ground floor features a custom-built mudroom with individual lockers and built-in boot warmers—perfect for mountain living. Fully updated with high-end finishes, the home boasts a chef’s kitchen with marble countertops and a spacious center island, seamlessly flowing into the dining area and a large

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    11 Todd Hill Rd, Winhall, VT 05340
    • /14

      Est $504,522 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft

      68 Sugarbush Dr, Winhall, VT 05340

      68 Sugarbush Dr, Winhall, VT 05340
  • /60

    $817,500 Sold Dec 13, 2024

    • 3,772 Sq Ft
    • $217/SF
    • 30 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1989

    53 Stratton View Rd, Bondville, VT 05340

    This is the mountain house you have been waiting! Just 5 minutes to the Stratton Mountain access road, this spacious residence boasts cathedral ceilings, 2 fireplaces, granite/stainless kitchen and wonderful views of Stratton Mountain trails. Situated on an oversized 2.95 acre parcel with pond, this home has what you are looking for in a Vermont getaway: 4 bedrooms /3.5 baths plus studio, office,

    Kim Morgan-Wohler Wohler Realty Group

    53 Stratton View Rd, Bondville, VT 05340
    • /31

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,584 Sq Ft

      56 Sugarbush Rd Unit B-8, Winhall, VT 05155

      56 Sugarbush Rd Unit B-8, Winhall, VT 05155

Showing Results 121 - 160, Page 4 of 18

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