28

Winhall, VT Homes for Sale with Garage

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  • /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
  • /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
  • /60

    $1,825,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /60

    $685,000

    • 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 Escape to the serene beauty of Vermont with this renovated Cape located in Winhall, offering a perfect blend of rustic charm and modern updates. This home is ideal for anyone looking for a home near the slopes or a peaceful getaway with room to relax.Modern Updates Meet Classic Vermont

    Mike England Michael England Real Estate

    3 Short Rd, Bondville, 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
  • /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
  • /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
  • /32

    $649,000 Open Sun 10AM - 12PM

    • 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
  • /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
  • /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
  • /57

    $617,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /20

    $590,000

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft

    771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360

    Experience the best of mountain living at Long Trail House. This light-filled 2-bedroom, 2-bath condo offers comfort, convenience, and an unbeatable location just steps from Stratton’s lifts, shops, and restaurants. The open-concept living area features a gas fireplace, perfect for cozy apres-ski gatherings, and a well-equipped kitchen with a breakfast bar for casual dining. This corner unit has

    Christiane Carroccio TPW Real Estate

    771 Stratton Mountain Access Rd Unit 361, Stratton, VT 05360
  • /33

    $995,000

    • 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
  • /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
  • /21

    $609,000

    • 2 Beds
    • 2 Baths
    • 916 Sq Ft

    771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360

    771 Stratton Mountain Access Rd, Stratton, VT 05155Long Trail House is Stratton’s #1 location for owners who wish to combine personal use with an optional rental offset when not in residence. Walk to Village shops, restaurants and ski lifts. The floor plan for Long Trail House #261 is one of the largest of the 2 bedroom layouts. Master bedrooms has nice views of the Village Common.

    Andrew King Stratton Real Estate

    771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360

Home Trends in Winhall, VT

Housing Trends

Median Sale Price
$717,500
Median Single Family Sale Price
$812,500
Median Townhouse Sale Price
$617,000
Median 2 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$374
Number of Homes for Sale
23
Last 12 months Home Sales
42
Months of Supply
6.60
Median List Price
$795,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
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