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Newest Homes for Sale in Winhall, VT

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  • 57 Pearl Buck Dr, Bondville, VT 05340
    57 Pearl Buck Dr, Bondville, VT 05340
    57 Pearl Buck Dr, Bondville, VT 05340
    /23

    $695,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    57 Pearl Buck Dr, Bondville, VT 05340

    Perched high on Pearl Buck Drive, this distinctive Vermont home is all about location—and the scenery is truly exceptional. Sweeping mountain vistas capture both Stratton and Bromley, creating a dramatic backdrop in every season, from autumn color and snow-covered peaks to long summer sunsets. The road also carries a special local connection to Pearl S. Buck, the Pulitzer- and Nobel Prize-winning

    Carrie Mathews Winhall Real Estate

    57 Pearl Buck Dr, Bondville, VT 05340
  • 11 Spruce High Rd, Winhall, VT 05340
    11 Spruce High Rd, Winhall, VT 05340
    11 Spruce High Rd, Winhall, VT 05340
    /59

    $1,150,000

    Open Sat 10AM - 1PM Coming Soon
    • 4 Beds
    • 5.5 Baths
    • 3,206 Sq Ft

    11 Spruce High Rd, Winhall, VT 05340

    Discover this truly exceptional Vermont Mountain Retreat just seven miles from Stratton Mountain, perfectly located for four-season living! Boasting an inviting open layout great for spending time together, southern exposure and an abundance of natural light this beautifully renovated home has been updated in a sophisticated Vermont rustic style with all the comforts. Enjoy the Luxurious primary

    Elyn Bischof Berkshire Hathaway HomeServices Stratton Home

    11 Spruce High Rd, Winhall, VT 05340
  • G6 Cobble Ridge Rd Unit G6, Winhall, VT 05340
    G6 Cobble Ridge Rd Unit G6, Winhall, VT 05340
    G6 Cobble Ridge Rd Unit G6, Winhall, VT 05340
    /12

    $679,000

    • 3 Beds
    • 3 Baths
    • 1,830 Sq Ft

    G6 Cobble Ridge Rd Unit G6, Winhall, VT 05340

    This 3-bedroom,3-bathroom, Tri-level Piper Ridge "Tunbridge" Townhome/Condo has a full facing view of the face of Stratton Mountain. It is basically in original condition. It is completely empty and the interior has just been completely painted. The family is aware that some upgrades will be required to accommodate new owner's taste. The listed price of $679,000-below assessment- {$757,600} -

    Eric Nathan Nathan Auction & Real Estate Inc.

    G6 Cobble Ridge Rd Unit G6, Winhall, VT 05340
  • 18 Old Snow Valley Rd, Winhall, VT 05340
    18 Old Snow Valley Rd, Winhall, VT 05340
    18 Old Snow Valley Rd, Winhall, VT 05340
    /39

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    18 Old Snow Valley Rd, Winhall, VT 05340

    ***Open House Sunday 9/6/26 11:00-1:00***Charming, comfortable, and ideally situated, this expanded 3-bedroom, 2-bath A-frame captures the essence of a Vermont retreat. Perfectly located just 6 minutes to Bromley, 8 minutes to Manchester Center, and aprox 15 minutes to Stratton Mountain, endless mountain recreation and dining are right at your doorstep.A spacious enclosed porch doubles as

    Agent Photo

    Lauren Behm

    Berkshire Hathaway HomeServices Stratton Home

    18 Old Snow Valley Rd, Winhall, VT 05340
  • 20 W Branch Rd, Winhall, VT 05340
    20 W Branch Rd, Winhall, VT 05340
    20 W Branch Rd, Winhall, VT 05340
    /43

    $1,050,000

    • 4 Beds
    • 4 Baths
    • 2,380 Sq Ft

    20 W Branch Rd, Winhall, VT 05340

    Escape to the mountains and enjoy everything Stratton, Vermont has to offer in this fabulous 4 bedroom, 4 bath contemporary home, ideally located on a private cul-de-sac in the heart of Stratton Resort. Designed for gathering with family and friends, the home features a spacious open floor plan with a cathedral-ceiling living room, wood-burning fireplace, open kitchen and dining area, and plenty

    MaryKate Grey Stratton Real Estate

    20 W Branch Rd, Winhall, VT 05340
  • 7 Wood Rock Rd, Winhall, VT 05340
    7 Wood Rock Rd, Winhall, VT 05340
    7 Wood Rock Rd, Winhall, VT 05340
    /26

    $749,000

    • 3 Beds
    • 2 Baths
    • 976 Sq Ft

    7 Wood Rock Rd, Winhall, VT 05340

    A rare Stratton ownership opportunity with exceptional amenities and possibilities. The purchase presents an opportunity for the buyer to bypass the Stratton Mountain Club waiting list, subject to Club approval and payment of all associated fees.. Also included with the property is an active Stratton Mountain Homeowner Membership Bond, with the buyer responsible for the applicable transfer

    Jamie Wylie Stratton Real Estate

    7 Wood Rock Rd, Winhall, VT 05340
  • 11 W Round Rd, Winhall, VT 05340
    11 W Round Rd, Winhall, VT 05340
    11 W Round Rd, Winhall, VT 05340
    /40

    $1,325,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    11 W Round Rd, Winhall, VT 05340

    11 Round Tree Road, Winhall, VT 05340A landmark on Round Tree Road, this house has inviting curb appeal with its stone façade and archway. With 1.83 acres the house has a very private setting in back for the patio, fire pit and hot tub. Unique U-shaped driveway has plenty of room for friends and family. Appropriately sized mud room for all the gear. Downstairs family room with fireplace and

    Andrew King Stratton Real Estate

    11 W Round Rd, Winhall, VT 05340
  • 148 Vt Route 30, Winhall, VT 05340
    148 Vt Route 30, Winhall, VT 05340
    148 Vt Route 30, Winhall, VT 05340
    /10

    $190,000

    • Land
    • 3.8 Acres
    • $50,000 per Acre

    148 Vt Route 30, Winhall, VT 05340

    This exceptional 3.8-acre, partially-cleared Winhall lot offers potentially unobstructed views of Stratton mountain, and is permitted for a 4BR home perched at the top of the lot's slope. Nestled in pines, spruces, birches and maple trees, this private Vermont retreat offers an enviable sense of seclusion and natural beauty away from it all, yet with easy proximity to four seasons of fun

    Jamie Luke TPW Real Estate

    148 Vt Route 30, Winhall, 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

    $425,000

    • 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
  • 0 Stratton Gardens Rd Unit 35, Winhall, VT 05340
    0 Stratton Gardens Rd Unit 35, Winhall, VT 05340
    0 Stratton Gardens Rd Unit 35, Winhall, VT 05340
    /11

    $240,000

    • Land
    • 10.06 Acres
    • $23,857 per Acre

    0 Stratton Gardens Rd Unit 35, Winhall, VT 05340

    This expansive building lot, situated just off the Stratton Access Road, offers breathtaking views of Bromley Mountain, presenting an ideal opportunity to construct your dream home in the picturesque setting of Stratton, Vermont. The property is designated for a five-bedroom residence, with the necessary State Waste permit (WW-2-1972-14) already in place, ensuring a smooth development process.

    Mike England Michael England Real Estate

    0 Stratton Gardens Rd Unit 35, Winhall, VT 05340
  • 33 Burnt Hill Ln, Winhall, VT 05340
    33 Burnt Hill Ln, Winhall, VT 05340
    33 Burnt Hill Ln, Winhall, VT 05340
    /26

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft

    33 Burnt Hill Ln, Winhall, VT 05340

    Experience four season Vermont living at 33 Burnt Hill Road in Strattonwald, a recreational community in Winhall just minutes from Stratton Mountain. Set on 1.09 wooded acres, this three bedroom, two bath mountain home combines privacy and Vermont character with access to the Strattonwald swimming pond and beach, tennis courts and winter shuttle service to Stratton.Inside, natural wood,

    Kevin Moran Four Seasons Sotheby's Int'l Realty

    33 Burnt Hill Ln, Winhall, VT 05340
  • 0 Sylvan Ridge Rd Unit 5106244, Winhall, VT 05340
    0 Sylvan Ridge Rd Unit 5106244, Winhall, VT 05340
    0 Sylvan Ridge Rd Unit 5106244, Winhall, VT 05340
    /7

    $108,000

    • Land
    • 1 Acre
    • $108,000 per Acre

    0 Sylvan Ridge Rd Unit 5106244, Winhall, VT 05340

    Discover the opportunity to create your own Vermont getaway on this beautiful 1-acre parcel on Sylvan Ridge Road in Winhall. Ideally situated between Stratton Mountain and Bromley Mountain, this location offers easy access to some of Southern Vermont's best year-round recreation. In winter, enjoy skiing and snowboarding at nearby Stratton and Bromley. During spring summer and fall, the area comes

    David Shehadi Josiah Allen Real Estate, Inc.

    0 Sylvan Ridge Rd Unit 5106244, Winhall, VT 05340
  • 19 Winhall Condo Rd Unit 4, Winhall, VT 05340
    19 Winhall Condo Rd Unit 4, Winhall, VT 05340
    19 Winhall Condo Rd Unit 4, Winhall, VT 05340
    /34

    $345,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    19 Winhall Condo Rd Unit 4, Winhall, VT 05340

    Tucked at the end of a quiet back road less than one mile from the Stratton Access Road, The Winhall Condos offer a charming mountain retreat with easy access to both Stratton and Manchester. This updated 2-bedroom, 2-bath unit features an open-concept kitchen, living, and dining area, two elevated decks, and amazing views of Stratton Mountain. Offered furnished and ready to enjoy, it’s an ideal

    Cheyanne Pugliese

    19 Winhall Condo Rd Unit 4, Winhall, VT 05340
  • 23 Loop Rd Unit 10, Bondville, VT 05340
    23 Loop Rd Unit 10, Bondville, VT 05340
    23 Loop Rd Unit 10, Bondville, VT 05340
    /40

    $595,000

    $20K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    23 Loop Rd Unit 10, Bondville, VT 05340

    Set among sun-dappled woodlands along a peaceful country road, this distinctive post-and-beam home captures the charm of a Vermont sugar shack with the warmth of a classic ski-country retreat. This furnished three bedroom, two bath home offers 1,416 sq ft of inviting living space, thoughtfully designed for both full-time living and memorable getaways. Inside, the vaulted Great Room immediately

    Diana Stugger Four Seasons Sotheby's Int'l Realty

    23 Loop Rd Unit 10, Bondville, VT 05340
  • 16B Bromley Knolls Rd Unit B, Winhall, VT 05340
    16B Bromley Knolls Rd Unit B, Winhall, VT 05340
    16B Bromley Knolls Rd Unit B, Winhall, VT 05340
    /20

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,225 Sq Ft

    16B Bromley Knolls Rd Unit B, Winhall, VT 05340

    TURN-KEY VERMONT MOUNTAIN RETREAT JUST MINUTES FROM BROMLEY & STRATTON!Beautifully renovated in 2021, this fully furnished 3-bedroom, 2-bath condominium offers the perfect combination of Vermont charm, modern comfort, and year-round recreation. Located just one minute from Bromley Mountain and approximately ten minutes from Stratton, this property is ideally situated for skiing, hiking,

    Jason Saphire www.HomeZu.com

    16B Bromley Knolls Rd Unit B, Winhall, VT 05340
  • 72 Benson Fuller Dr, Winhall, VT 05340
    72 Benson Fuller Dr, Winhall, VT 05340
    72 Benson Fuller Dr, Winhall, VT 05340
    /32

    $765,000

    • 3 Beds
    • 3 Baths
    • 2,322 Sq Ft

    72 Benson Fuller Dr, Winhall, VT 05340

    Set among the trees just minutes from Stratton Resort, this spacious 3-bedroom, 3-bath mountain home combines beautiful views, flexible living spaces and plenty of room for family and friends. The dramatic main living area features soaring vaulted ceilings, warm wood accents, a floor-to-ceiling stone fireplace and an impressive wall of windows that fills the home with natural light and brings the

    Christine Chovan

    72 Benson Fuller Dr, Winhall, VT 05340
  • 771 Stratton Mountain Access Rd Unit 472, Stratton, VT 05360
    771 Stratton Mountain Access Rd Unit 472, Stratton, VT 05360
    771 Stratton Mountain Access Rd Unit 472, Stratton, VT 05360
    /35

    $725,000

    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft

    771 Stratton Mountain Access Rd Unit 472, Stratton, VT 05360

    Hang up your keys for the weekend and enjoy one of Stratton’s most convenient locations. Walk to the slopes and Stratton Village for skiing, dining, shopping, and year-round activities. This quiet, top-floor end unit at Long Trail House is filled with natural light and offers wide mountain views, including the front face of Stratton. The desirable two-bedroom, two-bath layout is an ideal choice

    Cheyanne Pugliese

    771 Stratton Mountain Access Rd Unit 472, Stratton, VT 05360
  • 159 Winhall Hollow Rd, Bondville, VT 05340
    159 Winhall Hollow Rd, Bondville, VT 05340
    159 Winhall Hollow Rd, Bondville, VT 05340
    /60

    $5,575,000

    • 7 Beds
    • 9.5 Baths
    • 9,915 Sq Ft

    159 Winhall Hollow Rd, Bondville, VT 05340

    Privately situated in a most beautiful setting, this grand Vermont estate commands a remarkable landscape, with Stratton Mountain rising majestically beyond the tree line. A sweeping private drive sets the tone for an extraordinary arrival; open meadows, a serene pond, and beautifully preserved grounds before revealing the 9915 SF residence itself and massive barn. There's an immediate sense of

    Kim Morgan-Wohler Wohler Realty Group

    159 Winhall Hollow Rd, Bondville, VT 05340
  • 75 Sylvan Ridge Rd, Winhall, VT 05340
    75 Sylvan Ridge Rd, Winhall, VT 05340
    75 Sylvan Ridge Rd, Winhall, VT 05340
    /15

    $115,000

    • Land
    • 1 Acre
    • $115,000 per Acre

    75 Sylvan Ridge Rd, Winhall, VT 05340

    Your Vermont adventure starts here. This 0.90 - acre parcel offers a fantastic location between Stratton, Bromley, and Magic Mountains, with easy access to the year round recreation, dining, and shopping of Manchester. The current owner cleared and leveled the building site and excavated and built a driveway. There is a Waste Water Permit for a 4 bedroom home in place. Electric service is readily

    Lisa Sullivan Four Seasons Sotheby's Int'l Realty

    75 Sylvan Ridge Rd, Winhall, VT 05340
  • 11 Founders Hill Rd, Winhall, VT 05360
    11 Founders Hill Rd, Winhall, VT 05360
    11 Founders Hill Rd, Winhall, VT 05360
    /25

    $1,200,000

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

    11 Founders Hill Rd, Winhall, VT 05360

    Selling very close to the assessed value of $1,126,100!!! This 2026 town assessment just made this property a REAL DEAL because the Owner wants 1,200,000. This property can be sold furnished or unfurnished with closing before the ski season is here. 6 bedrooms and 3.5 bathrooms to accommodate your family and guests. Enjoy 2 primary suites with attached baths and one is on the main floor. Walk in

    Derek Greene Derek Greene

    11 Founders Hill Rd, Winhall, VT 05360
  • 15 Sawmill Rd, Stratton, VT 05155
    15 Sawmill Rd, Stratton, VT 05155
    15 Sawmill Rd, Stratton, VT 05155
    /51

    $5,100,000

    • 10 Beds
    • 9.5 Baths
    • 6,648 Sq Ft

    15 Sawmill Rd, Stratton, VT 05155

    Location, Location, Location. Representing the pinnacle of Stratton Mountain trailside living, 15 Sawmill is a generational property where unrivaled ski-in/ski-out access creates one of Stratton's most exceptional legacy offerings. This is one of the few homes located along the trail - one you admire and wish was yours when you ski by it all winter season! Perfectly positioned directly on the ski

    Kim Morgan-Wohler Wohler Realty Group

    15 Sawmill Rd, 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
    /3

    $735,000

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

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

    Incredible combination of location and amenities. Walk across the street to the ski slopes and Stratton Village with its shops, restaurants, and year-round activities. This top-floor condominium features soaring ceilings, abundant natural light, and a desirable two-bedroom, two-bath layout. Long Trail offers a year-round heated outdoor pool, hot tubs, and a sauna. Heated underground parking, ski

    Cheyanne Pugliese

    771 Stratton Mountain Access Rd Unit 457, Stratton, VT 05360
  • 0 Route 30 Unit 5099207, Winhall, VT 05340
    0 Route 30 Unit 5099207, Winhall, VT 05340
    0 Route 30 Unit 5099207, Winhall, VT 05340
    /4

    $20,000

    $30K PRICE DROP
    • Land
    • 43,124 Sq Ft
    • $20,202 per Acre

    0 Route 30 Unit 5099207, Winhall, VT 05340

    Wooded one acre parcel off Rt 30 in Winhall, just past the west entrance to French Hollow Rd. and by Green Mountain National Forest and VTRT 30. This is a sloping /wooded parcel that extends down to the Mill Brook. There seems to be a nice plateau/bench as a possible build site........All Buyers should/must do their Own due diligence.

    Mike England Michael England Real Estate

    0 Route 30 Unit 5099207, Winhall, VT 05340
  • 144 High Meadow Rd, Winhall, VT 05340
    144 High Meadow Rd, Winhall, VT 05340
    144 High Meadow Rd, Winhall, VT 05340
    /46

    $1,599,000

    • 6 Beds
    • 5.5 Baths
    • 5,568 Sq Ft

    144 High Meadow Rd, Winhall, VT 05340

    Expansive Stratton Mountain Resort Residence with exceptional floor plan and renovation! Featuring an upscale redesign of two top floor primary suite bathrooms, updated kitchen and expanded finished lower level, this home is ready for mountain living and endless entertaining! Designed with multiple gathering rooms and fireplaces, you'll enjoy apres ski with and an incredible open floor plan. Game

    Kim Morgan-Wohler Wohler Realty Group

    144 High Meadow Rd, Winhall, VT 05340
  • 560 New Ireland Rd, Manchester Center, VT 05255
    560 New Ireland Rd, Manchester Center, VT 05255
    560 New Ireland Rd, Manchester Center, VT 05255
    /22

    $579,000

    • 3 Beds
    • 1.5 Baths
    • 2,048 Sq Ft

    560 New Ireland Rd, Manchester Center, VT 05255

    This charming two-story Colonial in Manchester offers a comfortable and functional layout with plenty of living space. The first floor features a kitchen with a wood burning fireplace, along with dining and living areas perfect for everyday living and entertaining. A mudroom provides convenient access to the attached garage. Upstairs, you’ll find three additional rooms offering flexibility for

    Tatsiana Clark Four Seasons Sotheby's Int'l Realty

    560 New Ireland Rd, Manchester Center, VT 05255
  • 25 Benson Fuller Dr, Bondville, VT 05340
    25 Benson Fuller Dr, Bondville, VT 05340
    25 Benson Fuller Dr, Bondville, VT 05340
    /38

    $795,000

    • 4 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    25 Benson Fuller Dr, Bondville, VT 05340

    Where Mountains Meet Modern Living: Perched just moments from the energy of Stratton Mountain Resort, this contemporary mountain home reimagines what a Vermont getaway feels like. From the moment you step inside, the design does exactly what a great contemporary home should: it steps back and lets nature take center stage. Massive, soaring windows act as living art pieces, framing sweeping,

    Robin Apps Four Seasons Sotheby's Int'l Realty

    25 Benson Fuller Dr, Bondville, VT 05340
  • 36 Beaver St, Bondville, VT 05340
    36 Beaver St, Bondville, VT 05340
    36 Beaver St, Bondville, VT 05340
    /60

    $1,650,000

    • 3 Beds
    • 4 Baths
    • 5,072 Sq Ft

    36 Beaver St, Bondville, VT 05340

    Your Ultimate Vermont Mountain Retreat Awaits! Luxury log home plus a 2,250 sqft guest house! 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,

    MaryKate Grey Stratton Real Estate

    36 Beaver St, Bondville, VT 05340
  • 18 High Point Dr Unit 501, Stratton, VT 05360
    18 High Point Dr Unit 501, Stratton, VT 05360
    18 High Point Dr Unit 501, Stratton, VT 05360
    /29

    $825,000

    • 4 Beds
    • 3.5 Baths
    • 1,993 Sq Ft

    18 High Point Dr Unit 501, Stratton, VT 05360

    Located just one mile from Stratton’s Base Lodge and Village, this 4-bedroom, 3-bath end-unit Styles Brook townhome offers the perfect combination of convenience, comfort, and year-round mountain living. Spanning three levels, Unit 501 enjoys the added privacy, extra windows, and abundant natural light that come with end-unit ownership. The main level is designed for gathering, featuring

    Cheyanne Pugliese

    18 High Point Dr Unit 501, Stratton, VT 05360
  • 24 Sawmill Rd, Stratton, VT 05360
    24 Sawmill Rd, Stratton, VT 05360
    24 Sawmill Rd, Stratton, VT 05360
    /53

    $4,500,000

    • 5 Beds
    • 5.5 Baths
    • 5,700 Sq Ft

    24 Sawmill Rd, Stratton, VT 05360

    Experience the ultimate Stratton Mountain lifestyle from this exceptional ski home, perfectly positioned in one of the resort's most coveted locations. Offering the rare advantage of deeded access to Stratton's impeccably groomed ski trail, this extraordinary property places world-class skiing just steps from your front door—an amenity few homes can claim and even fewer can match.Designed for

    Carrie Mathews Winhall Real Estate

    24 Sawmill Rd, Stratton, VT 05360
  • C-4 Ridge Rd Unit C-4, Winhall, VT 05340
    C-4 Ridge Rd Unit C-4, Winhall, VT 05340
    C-4 Ridge Rd Unit C-4, Winhall, VT 05340
    /26

    $825,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,598 Sq Ft

    C-4 Ridge Rd Unit C-4, Winhall, VT 05340

    Experience four-season Vermont living in this beautifully appointed end-unit townhome in the highly sought-after Highgate neighborhood at Piper Ridge, one of Stratton Mountain's premier resort communities. Ideally located in Winhall, Vermont, just minutes from Stratton Mountain Resort, this spacious 3-bedroom, 3-bath residence offers exceptional privacy, abundant natural light, The thoughtfully

    Timothy Apps Four Seasons Sotheby's Int'l Realty

    C-4 Ridge Rd Unit C-4, Winhall, VT 05340
  • 16 Middle Ridge Rd Unit 22, Winhall, VT 05155
    16 Middle Ridge Rd Unit 22, Winhall, VT 05155
    16 Middle Ridge Rd Unit 22, Winhall, VT 05155
    /16

    $1,050,000

    • 4 Beds
    • 3.5 Baths
    • 2,256 Sq Ft

    16 Middle Ridge Rd Unit 22, Winhall, VT 05155

    Unique four bedroom three and one half bath townhome, located directly across the street from the Stratton Village and ski area. Built in 1988, Fox Chapel is the second phase of the Village Chalet neighborhood. Only 27 of these properties exist. Although connected by a breezeway to the property next to it, feels very much like a stand alone home. Walking distance to shops, restaurants and all ski

    John Sikes Stratton Real Estate

    16 Middle Ridge Rd Unit 22, Winhall, VT 05155
  • 1 Beaver St, Bondville, VT 05340
    1 Beaver St, Bondville, VT 05340
    1 Beaver St, Bondville, VT 05340
    /38

    $605,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,288 Sq Ft

    1 Beaver St, Bondville, VT 05340

    Ideally located between Manchester and the mountains, this home offers the perfect blend of convenience, comfort, and Vermont charm. Just 10 minutes to Stratton, 5 minutes to Bromley, and 12 minutes to Manchester, you’ll enjoy easy access to skiing, dining, shopping, and year-round recreation.Inside, the home features a spacious living room filled with natural light, creating a warm and

    Carrie Mathews Winhall Real Estate

    1 Beaver St, Bondville, VT 05340
  • 13 Golden Triangle Rd, Winhall, VT 05340
    13 Golden Triangle Rd, Winhall, VT 05340
    13 Golden Triangle Rd, Winhall, VT 05340
    /22

    $430,000

    • 5 Beds
    • 2 Baths
    • 1,664 Sq Ft

    13 Golden Triangle Rd, Winhall, VT 05340

    The ideal opportunity in a prime location, minutes from Stratton Mountain, Bromley Mountain, and the charming town of Manchester, this 5-bedroom, 2-bathroom home has what you need for your primary Vermont residence or a quiet place to getaway. The spacious living room and dining area is complimented by a wrap around porch. This home is low maintenance and setup well for those who want a

    Mike England Michael England Real Estate

    13 Golden Triangle Rd, Winhall, VT 05340
  • 0 Wall St, Winhall, VT 05340
    0 Wall St, Winhall, VT 05340
    0 Wall St, Winhall, VT 05340
    /9

    $374,900

    • Land
    • 2.31 Acres
    • $162,294 per Acre

    0 Wall St, Winhall, VT 05340

    Offered as a set, this property presents a rare opportunity to own two separately deeded parcels in a location that is only minutes from Stratton Mountain yet worlds away from the bustle of the resort. Totaling 2.31 acres, this land is situated high on River Road where neighboring homes enjoy spectacular views of Stratton. Conceptual rendering showing the potential view is based on the current

    Cheyanne Pugliese

    0 Wall St, Winhall, VT 05340
  • 27 Mountain View Rd, Winhall, VT 05360
    27 Mountain View Rd, Winhall, VT 05360
    27 Mountain View Rd, Winhall, VT 05360
    /54

    $1,895,000

    $95K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 5,896 Sq Ft

    27 Mountain View Rd, Winhall, VT 05360

    Direct views of Stratton Mountain set the stage for this exceptional post-and-beam residence, offering a rare combination of luxury living, entertaining space, and rental flexibility. Handcrafted timber framing creates warmth and character throughout, while four fireplaces including a gas fireplace in the primary suite enhance the home's mountain atmosphere.Designed for gathering, the

    Jamie Wylie Stratton Real Estate

    27 Mountain View Rd, Winhall, VT 05360
  • 6 Old Ridge Rd, Winhall, VT 05340
    6 Old Ridge Rd, Winhall, VT 05340
    6 Old Ridge Rd, Winhall, VT 05340
    /40

    $1,100,000

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

    6 Old Ridge Rd, Winhall, VT 05340

    Tucked into Stratton Mountain Resort’s sought after High Meadow neighborhood, 6 Old Ridge Road offers the rare combination of substantial square footage, significant recent exterior improvements, and the opportunity to personalize the interior aesthetic to your own taste. Encompassing over 4,600 sq. ft. across three finished levels, this expansive mountain home is designed for gathering,

    Trent Stephens Wohler Realty Group

    6 Old Ridge Rd, Winhall, VT 05340
  • 153 High Meadow Rd, Winhall, VT 05340
    153 High Meadow Rd, Winhall, VT 05340
    153 High Meadow Rd, Winhall, VT 05340
    /47

    $1,225,000

    • 4 Beds
    • 3 Baths
    • 3,357 Sq Ft

    153 High Meadow Rd, Winhall, VT 05340

    Located in Stratton Resort’s sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace.Recent

    Britt Wohler

    153 High Meadow Rd, Winhall, VT 05340
  • 82 N Brookwood Rd, Stratton, VT 05360
    82 N Brookwood Rd, Stratton, VT 05360
    82 N Brookwood Rd, Stratton, VT 05360
    /60

    $1,160,000

    • 5 Beds
    • 4 Baths
    • 3,664 Sq Ft

    82 N Brookwood Rd, Stratton, VT 05360

    Location , Location , Location! Situated on North Brookwood just below the covered brige you'll enjoy easy access to the Wanderer ski trail as well as the resort shuttle that picks you up at your driveway! This iconic resort property features a great room with custom wood barrel cathedral ceilings, a wall of glass, wood burning fireplace and wrap around deck. Designed for the mountain enthusiast,

    Kim Morgan-Wohler Wohler Realty Group

    82 N Brookwood Rd, Stratton, VT 05360
  • 59 Garden Loop Rd, Winhall, VT 05340
    59 Garden Loop Rd, Winhall, VT 05340
    59 Garden Loop Rd, Winhall, VT 05340
    /57

    $2,500,000

    New Construction $450K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,762 Sq Ft

    59 Garden Loop Rd, Winhall, VT 05340

    LABOR DAY WEEKEND BEGINS WITH A HUGE PRICE CHANGE! - Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual

    Terry Hill Berkshire Hathaway HomeServices Stratton Home

    59 Garden Loop Rd, Winhall, VT 05340
  • 23 Moose Hollow Rd, Winhall, VT 05340
    23 Moose Hollow Rd, Winhall, VT 05340
    23 Moose Hollow Rd, Winhall, VT 05340
    /15

    $85,000

    $15K PRICE DROP
    • Land
    • 1.2 Acres
    • $70,833 per Acre

    23 Moose Hollow Rd, Winhall, VT 05340

    Beautiful parcel located in a highly desirable Winhall neighborhood, just minutes to Bromley and Stratton Mountains, and a short drive to Manchester’s shops and dining. This property offers a State of Vermont potable water supply and wastewater permit in place for a 4-bedroom home. The lot is cleared and ready for construction; an ideal opportunity to build your Vermont retreat.

    Carrie Mathews Winhall Real Estate

    23 Moose Hollow Rd, Winhall, VT 05340

Showing Results 1 - 40, Page 1 of 2

Vermont Bennington County

Newest Listings for Sale in Winhall, VT

Frequently Asked Questions

What is the average home price in Winhall, VT?
Homes for sale in Winhall, VT have an average home price of $967,969.
How many homes have sold over the last 12 months in Winhall, VT?
71 homes have sold in Winhall, VT over the last 12 months.
What is the average household income in Winhall, VT?
The average household income in Winhall, VT is $95K.
What are the most popular zip codes in Winhall, VT?
The most popular zip codes in Winhall, VT include 05340, 05343, 05360, 05155 and 05152.
How much do you need to make to afford a house in Winhall?
The median home price in Winhall is $804,500. If you put a 20% down payment of $160,900 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $4,160 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $178K a year to afford the median home price in Winhall. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winhall is $95K.
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 Stratton Mountain School, Sunderland Elementary School and Jamaica Village School. Browse all the schools in Winhall, VT to learn more.

Home Prices in Winhall, VT

The median home sale price in Winhall, VT is $775,000, up 19% year-over-year. Homes in Winhall sell in 80 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$775,000
Median Single Family Sale Price
$947,000
Median Townhouse Sale Price
$600,000
Median 2 Bedroom Sale Price
$335,000
Average Price Per Sq Ft
$412
Number of Homes for Sale
27
Last 12 months Home Sales
71
Months of Supply
4.60
Median List Price
$804,500
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
19%
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