Winhall, VT Homes

/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
/26
$795,000 Sold Aug 21, 2025
- 1,624 Sq Ft
- $490/SF
- 0 Days On Market
- 3 Beds
- 3 Baths
- Built 1970
5 Founders Hill Rd, Winhall, VT 05360

Nestled just minutes from Stratton Mountain, this adorable 3-bedroom chalet is your perfect year-round getaway or cozy full-time retreat. With its classic alpine charm and thoughtful modern updates, it offers the best of both worlds.Step inside to find welcoming interior, with large windows upstairs that fill the home with natural light throughout the day. The open living space invites

Jamie Wylie Stratton Real Estate

5 Founders Hill Rd, Winhall, VT 05360

/28
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,014 Sq Ft
43 Middle Ridge Rd Unit 312, Winhall, VT 05155

43 Middle Ridge Rd Unit 312, Winhall, VT 05155

/28
$825,000 Pending
- 4 Beds
- 2 Baths
- 1,908 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
/26
$575,000 Sold Aug 15, 2025
- 2,448 Sq Ft
- $235/SF
- 17 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1981
2 Spruce High Rd, Winhall, VT 05340

Nestled in the desirable Vermont Ventures development, this stunning barn-style home blends rustic charm with modern comfort. Featuring soaring cathedral ceilings with exposed beams, the spacious open-concept kitchen, living, and dining areas are bathed in natural light, creating a warm and inviting atmosphere. Step outside to a large private deck with a hot tub—perfect for relaxing or

Carrie Mathews Winhall Real Estate

2 Spruce High Rd, Winhall, VT 05340

/40
Est $2,263,382 Not Listed For Sale
- 7 Beds
- 9.5 Baths
- 5,641 Sq Ft
95 Winhall Hollow Rd, Bondville, VT 05340

95 Winhall Hollow Rd, Bondville, VT 05340

/33
$875,000 Under Contract
- 5 Beds
- 3 Baths
- 3,238 Sq Ft
14 Mountain Haunts, Winhall, VT 05340

Enjoy one of the most stunning, unobstructed views of Stratton Mountain and its slopes from this beautifully maintained 5-bedroom, 3-bath home, located on a quiet dead-end road just 3 miles from the lifts. This inviting retreat features a completely renovated kitchen, a new furnace, and comes fully furnished for turnkey enjoyment. Air conditioning throughout ensures comfort year-round—perfect for

Carrie Mathews Winhall Real Estate

14 Mountain Haunts, Winhall, VT 05340
/53
$775,000 Sold Aug 13, 2025
- 1,842 Sq Ft
- $421/SF
- 7 Days On Market
- 3 Beds
- 3 Baths
- Built 1986
E12 Rock Ridge Rd, Winhall, VT 05155

Move right in and start enjoying the Vermont lifestyle at Piper Ridge E12 —an impeccably updated, fully furnished 3-bedroom plus den, 3-bath townhome just minutes from Stratton Mountain. Inside this turnkey home, you'll find bright and welcoming spaces designed for comfort and functionality. Every detail has been thoughtfully considered —a brand-new kitchen, stylishly renovated baths, new

Cheyanne Pugliese

E12 Rock Ridge Rd, Winhall, VT 05155

/30
Not Listed For Sale
- 5 Beds
- 3 Baths
- 1,785 Sq Ft
13 Stratton Rd W Unit 13, Winhall, VT 05340

13 Stratton Rd W Unit 13, Winhall, VT 05340

/50
$1,050,000 Under Contract
- 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
/41
$1,150,000 Sold Jul 25, 2025
- 4,826 Sq Ft
- $238/SF
- 369 Days On Market
- 4 Beds
- 5.5 Baths
- Built 1997
35 Old Ridge Rd, Winhall, VT 05155

Located in Stratton High Meadow, this four-bedroom six-bathroom home has everything you need and has a winter shuttle up to Stratton base area for skiing and snowboarding. Walking into the home, there is a large mudroom with bench and plenty of room to get gear organized and ready for the day on the mountain. The two-bay garage is off the right. Continuing, the living and dining areas have

Mike England Michael England Real Estate

35 Old Ridge Rd, Winhall, VT 05155

/40
Est $610,893 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
10 Deer St, Bondville, VT 05340

10 Deer St, Bondville, VT 05340

/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
/28
$770,000 Sold Jul 18, 2025
- 3,676 Sq Ft
- $209/SF
- 113 Days On Market
- 4 Beds
- 3 Baths
- Built 1980
5 Stratton Ridge Rd, Winhall, VT 05340

Discover the ultimate Vermont ski retreat, just 2 miles from Stratton Mountain. This captivating home offers breathtaking mountain views across three spacious levels. The upper level features a private primary suite with a newly renovated bath and a cozy loft/office space — your peaceful sanctuary. The heart of the home, the main level, is perfect for gathering, with soaring cathedral ceilings,

Carrie Mathews Winhall Real Estate

5 Stratton Ridge Rd, Winhall, VT 05340

/29
Est $676,900 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,179 Sq Ft
32 Beaver St, Bondville, VT 05340

32 Beaver St, Bondville, 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
/22
$265,500 Sold Jul 15, 2025
- 1,332 Sq Ft
- $199/SF
- 72 Days On Market
- 3 Beds
- 2 Baths
- Built 1970
18 Stratton Ridge Rd, Winhall, VT 05340

Welcome to 18 Stratton West Road – a charming 3-bedroom, 2-bath ski condo located just minutes from Stratton Mountain Resort. This spacious unit features over 1,300 square feet of well-maintained living space, complete with a cozy wood-burning fireplace, updated bathrooms, and generous natural light throughout. The open-concept layout is perfect for entertaining, with a functional kitchen, dining

Derek Greene Derek Greene

18 Stratton Ridge Rd, Winhall, VT 05340

/40
Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,016 Sq Ft
12 Quarter Mile Rd, Winhall, VT 05360

12 Quarter Mile Rd, Winhall, VT 05360

/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
/54
$970,000 Sold Jun 17, 2025
- 2,672 Sq Ft
- $363/SF
- 120 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1994
13 Windtree Rd, Bondville, VT 05340

OPEN HOUSE SATURDAY , February 22nd-11:00-3:00.Showings begin 2/20Exceptional Stratton Mountain Resort location on Windtree Road in the desirable North Brookwood neighborhood with Shuttle from your driveway to the Base Lodge! Enjoy this wonderful deck house open floor plan with great winter views, vaulted ceilings, 2 wood burning fireplaces and multiple decks. Well designed for apres ski

Kim Morgan-Wohler Wohler Realty Group

13 Windtree Rd, Bondville, VT 05340

/31
Est $540,986 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,896 Sq Ft
22 Little Brook Rd, Winhall, VT 05340

22 Little Brook Rd, 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
/29
$363,825 Sold Jun 06, 2025
- 1,215 Sq Ft
- $299/SF
- 19 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
30 Birch Hill Rd Unit 8 Rock Maple, Winhall, VT 05340

Discover the ease of Mountain living with the complimentary Birch Hill Shuttle, providing seamless access to winter adventures. This bright and welcoming end-unit townhouse offers plenty of space for family and friends to gather and unwind. With two inviting living areas, three comfortable bedrooms, and two well-appointed bathrooms, there's room for everyone to relax. The spacious entryway is

Christine Chovan

30 Birch Hill Rd Unit 8 Rock Maple, Winhall, VT 05340

/40
Est $858,684 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,872 Sq Ft
34 Raspberry Hill Rd, Winhall, VT 05340

34 Raspberry Hill Rd, Winhall, 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
/39
$405,000 Sold May 16, 2025
- 1,215 Sq Ft
- $333/SF
- 24 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
5 Red Hickory Rd, Winhall, VT 05340

The season is not over! Red Hickory 5 at Birch Hill is one of the best values today offered at Stratton. This ready to move into attractively appointed Co-Op townhome is located at the quiet end of popular Birch Hill street with views of the mountain. Three bedrooms, two baths, family room. Winter shuttle service to the base lodge. Brand new in ground pool for your summer enjoyment. This

Terry Hill Berkshire Hathaway HomeServices Stratton Home

5 Red Hickory Rd, Winhall, VT 05340

/26
Est $227,357 Not Listed For Sale
- 2 Beds
- 1 Bath
- 595 Sq Ft
28 Stratton Rd W Unit 28, Winhall, VT 05340

28 Stratton Rd W Unit 28, 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
/29
$750,000 Sold May 12, 2025
- 3,084 Sq Ft
- $243/SF
- 82 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2003
12 Jamie Ln, Jamaica, VT 05343

Showings begin Saturday, February 22, 2025. Set in the heart of Vermont’s stunning landscape, this handcrafted Lincoln Log home offers the perfect blend of privacy and convenience. Surrounded by towering Maples and classic stone walls, it’s just minutes from Stratton’s ski slopes and a short drive to Bromley, Magic Mountain, and Manchester. Inside, a bright, open floor plan features soaring

Kevin Moran Four Seasons Sotheby's Int'l Realty

12 Jamie Ln, Jamaica, VT 05343

/35
Est $486,753 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,470 Sq Ft
383 Winhall Hollow Rd, Bondville, VT 05340

383 Winhall Hollow Rd, Bondville, 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
/30
$330,000 Sold May 09, 2025
- 1,088 Sq Ft
- $303/SF
- 115 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1970
21 Stratton Ridge Rd, Winhall, VT 05340

This charming 3-bedroom, 1.5-bathroom condo is the perfect getaway for ski enthusiasts and nature lovers alike. Conveniently located just minutes from Stratton Mountain, you'll enjoy year-round access to skiing, hiking, and all the village has to offer.Entry has a built-in storage area for all of your gear. The updated kitchen with radiant heat tile floors, features modern appliances, granite

Andie Fusco Four Seasons Sotheby's Int'l Realty

21 Stratton Ridge Rd, Winhall, VT 05340

/15
Est $488,455 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,416 Sq Ft
6 Old Snow Valley Rd, Winhall, VT 05340

6 Old Snow Valley Rd, Winhall, 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
/21
$375,000 Sold May 05, 2025
- 1,215 Sq Ft
- $309/SF
- 42 Days On Market
- 3 Beds
- 2 Baths
- Built 1968
61 Birch Hill Rd Unit 6, Winhall, VT 05340

This updated 3 bedroom, 2 bathroom Birch Hill unit is decorated with stylish choices, and is offered fully furnished. The mudroom entry has a heated tile floor, and custom ski racks. The first floor has a family room, with laundry closets and newer washer/dryer. The bunkroom is on this first floor along with a bathroom. The middle floor is the living/kitchen/dining room with a fully updated

Christiane Carroccio TPW Real Estate

61 Birch Hill Rd Unit 6, Winhall, VT 05340

/20
Est $467,289 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,212 Sq Ft
109 Sylvan Ridge Rd, Winhall, VT 05340

109 Sylvan Ridge Rd, Winhall, VT 05340

/37
$635,000 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
/60
$2,100,000 Sold May 02, 2025
- 6,195 Sq Ft
- $339/SF
- 246 Days On Market
- 7 Beds
- 5.5 Baths
- Built 2007
18 Rocky Dell Rd, Winhall, VT 05340

Welcome to this stunning Contemporary Mountain Estate on 26 acres where luxury, privacy and nature converge.Offering more than a home-It's a lifestyle with the perfect blend of sophistication, comfort & natural surroundings. Ideally located just minutes to the Stratton Mountain Resort or the Green Mountain National Forest, easily accessed from Kendall Farm Road. Enjoy the mountains & the outdoors

Kim Morgan-Wohler Wohler Realty Group

18 Rocky Dell Rd, Winhall, VT 05340

/39
Est $1,158,597 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,814 Sq Ft
19 Maple Hill Rd, Winhall, VT 05340

19 Maple Hill Rd, 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

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