luxury houses for sale Winhall, United States

Embrace Vermont living with this fully furnished, 4-bedroom, 3.5-bath contemporary home located just minutes from Stratton Mountain Resort. Situated on a serene 1-acre lot along a quiet road, this move-in-ready sanctuary offers effortless mountain comfort, high-end entertaining space, and practical updates throughout.Quality architectural details welcome you into a bright main level boasting a spacious kitchen, dining area, and expansive living room centered around a cozy fireplaceperfect for unwinding after a day on the slopes. Designed for active outdoor living, the home features a dedicated ski room right inside the entry from the attached two-car garage to keep your gear organized and dry.Upstairs, comfortable bedrooms offer plenty of space for guests and a fun-filled loft complete with pool and foosball tables. The finished lower level functions as a private second primary suite with generous storage.Outside, year-round enjoyment continues with a covered hot tub and a dedicated fire pit for cool mountain evenings. Offered furnished, this property is ready for immediate use as an alpine getaway or turn-key primary residence.

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, panoramic mountain views from every single room. Whether you are prepping a meal, lounging by the fire, or waking up in the primary suite, the connection to the landscape is seamless. This home was built for an active, balanced lifestyle, emphasizing connection, wellness, and effortless entertaining. Rise and Align: Start your morning in the dedicated home workout space. Roll out a yoga mat, find your flow with a view of the peaks, or power through a session on the erg and free weights while watching the morning fog lift from the valley. Gather Around: The heart of the home is a dramatic, light-filled great room anchored by a magnificent stone fireplacethe ultimate anchor point for swapping stories after a day on the slopes. Unwind and Reconnect: Pour a drink at the built-in bar, head downstairs to the game area, or step out onto the expansive deck to breathe in the crisp, silent Vermont air. Four Seasons of Adventure: While winter brings world-class skiing just minutes away, the warmer months unlock championship golf, hiking, and the vibrant local culture of Winhall.When the day winds down, the primary suite offers a private retreat, complete with its own crackling fireplace and a balcony made for stargazing through the clear mountain night. Its a space designed to let you recharge deeply before doing it all over again tomorrow.If you've been looking for a home that captures the true essence of Vermontwhere modern design meets rugged, natural beauty25 Benson Fuller Road is waiting. Reach out today to schedule your private tour and experience these views in person!

Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts.The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a seamless connection with the outdoors. A Pellet stove with the fieldstone fireplace adds warmth and character to the main living space. Just off the living area, a second living room with a sleeping area offers a perfect spot for a home office or guest wing while enjoying lake views.Upstairs, you'll find two bedrooms and a separate office, sharing a full bath. The property also includes a two-car garage with a convenient studio apartment and private bath, ideal for guests. Enjoy direct access to the water with a unique floating dock, perfect for kayaks, paddle-boards, and simply taking in the magnificent scenery.This home is designed to accommodate a life of both leisure and adventure.

Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the homes striking presence is undeniable. A porte-coch?re welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chefs kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the homes most captivating features is its silo with a winding staircase illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the homes entertainment offerings.The seamless connection between indoor and outdoor living is one of the homes greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens.

Charming Log Cabin Compound Near Stratton and Mount SnowEscape to this quintessential Vermont retreat nestled on 1.2 private acres just minutes from Grout Pond, the Green Mountain National Forest, and a short drive to both Stratton and Mount Snow Resorts.The main log home offers three bedrooms and two baths with a warm, inviting open-concept living space. A stone fireplace anchors the great room, complemented by natural wood tones, exposed beams, and cathedral ceilings that evoke classic mountain living. The kitchen and dining area flow seamlessly together, ideal for apr?s-ski gatherings or cozy family meals.A finished lower level provides additional living and game space, perfect for entertaining or relaxing after a day on the slopes. Step outside to enjoy the covered front porch, fenced-in backyard, and raised garden beds, offering peaceful woodland views and space for outdoor enjoyment year-round.The auxiliary building adds incredible flexibility with a spacious great room, kitchen, and wood stove, ideal as a studio, or entertaining space. Below, a one-car garage and ample storage provide room for skis, snowmobiles, and all your Vermont adventure gear.This property offers the perfect blend of privacy, comfort, and proximity to some of southern Vermonts most sought-after recreation an ideal mountain getaway or full-time home.

Perfectly positioned between Stratton Mountain and Mount Snow, this exceptional custom timber frame home by Wadsworth Design Build offers the best of Southern Vermont living. Tucked within a private neighborhood and backing directly to the Green Mountain National Forest, the property provides a peaceful setting with immediate access to hiking, snowshoeing, and year-round outdoor recreation right from your backyard.Thoughtfully designed with timeless craftsmanship, the home showcases timber frame construction, expansive walls of glass, and a two-sided stone fireplace that serves as the centerpiece of the main living spaces. Warm wood tones, natural stone, and quality finishes create an inviting atmosphere.The gourmet kitchen is designed for everyday living and entertaining alike, featuring a Wolf range, custom cabinetry, generous center island, and a spacious walk-in pantry offering abundant storage and prep space. The open floor plan flows seamlessly into the dining and great room, making it ideal for gathering with family and friends after a day on the slopes or exploring the surrounding mountains.All four bedrooms are ensuite, providing exceptional privacy and comfort for owners and guests alike. The luxurious primary suite offers a spa-inspired bath with soaking tub, oversized shower, and refined finishes that complement the home's timeless design.The finished lower level expands the living space with additional room for recreation, media, fitness, or overflow guests, while the attached two-car garage provides convenient storage for vehicles and outdoor gear.Meticulously maintained inside and out, this home offers the rare combination of handcrafted quality, modern amenities, and an outstanding location between Vermont's premier ski destinations. Whether serving as a full-time residence or mountain retreat.

Your private Vermont resort awaits! Perfect for multi-generational living or a co-ownership vacation compound, this 9.5-acre estate offers historic charm with massive capacity. Located minutes from premier skiing at Bromley, Stratton, and Magic. Highlights include, Main Residence: Beautifully renovated 1835 farmhouse with 4 beds, 3 baths, modern kitchen, and deck.Guest Wings: Two additions provide 13 extra bedrooms, library, game room, and a vintage bar/lounge area. The Grounds: Woods, trails, 2 ponds, and a 2 bay outbuilding workshop and equipment storage. The Potential: 875 sq. ft. of bonus space ready for your finishing touches, possibly a theater or a gym? This is the ultimate gathering place for creating memories that last a lifetime. Don't just visit Vermont, own a piece of its history. All measurements approximate. Listed commercially as well, MLS#5075319

Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities.This property is subject to an Act 250 permit and enrolled in Vermont Current Use Program, securing its natural beauty for the future. Whether you are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round!

Dating to the 1830s and thoughtfully renovated through the 1990s and early 2000s, this Vermont homestead blends historic character with the comforts of modern living. Set on 12 mostly open, level acres surrounded by mountains, it offers the kind of setting people dream about but rarely find. Start your morning with coffee overlooking the meadow as mist rises from the fields and the sound of the rushing brook across the road fills the air. Just steps away, enjoy your own frontage on Wardsboro Brook, where you can create a private swimming hole, gather around a campfire under the stars, or simply relax and listen to the water flow by. The land invites endless possibilities. Picture horses grazing in the pasture, chickens in the barn, vegetable gardens and fruit trees, or create winding paths through wildflowers in the meadow. Old stone walls trace portions of the property's boundaries, while mature apple and pear trees provide seasonal harvests. The property includes a spacious 3-bedroom main residence with both formal and informal living areas, offering flexibility for entertaining or quiet evenings at home. An attached 2-bedroom guest apartment provides space for visitors, extended occupancy, or a home office setup. Between the house and barn, a fenced outdoor area offers a convenient space for recreation, pets, gardening, or outdoor gatherings. The circa-1942 barn stands ready for animals, equipment, hobbies, storage, or agricultural pursuits, while the attached 2-car garage adds everyday convenience. Located just minutes from Mount Snow and Stratton Resort, and with convenient access to the village center of Wardsboro, this property combines the peace and beauty of country living with easy access to recreation, dining, and community amenities.Come experience the sights, sounds, and possibilities of a Vermont property where history, nature, and lifestyle come together.

Some properties simply hold stories within their walls. Formerly the beloved Nordic Inn, this iconic Landgrove property has been thoughtfully reimagined into a gathering place designed for modern Vermont living while honoring its rich history of hospitality, adventure, and connection.Inside, six ensuite bedrooms, spa-inspired baths, multiple fireplaces, a chefs kitchen, sun-filled all-season room, and a cellar tavern and game room create spaces that feel welcoming in every season. The separate two-bedroom guesthouse offers additional flexibility for hosting family and friends after long days spent exploring the mountains and surrounding countryside.From winter mornings skiing Stratton, Bromley, Magic, or Okemo to summer afternoons at Lowell Lake, nearby trails, swimming holes, galleries, farmers markets, and outdoor concerts, life here naturally follows the rhythm of Vermonts changing seasons. Evenings return home beside the fire, gathering over dinner, sharing stories, and settling into the quiet beauty of the Green Mountains.Set along scenic Route 11 near the Catamount Trail and just a short drive to Manchester and Weston, this is more than a home. It is a place to create traditions, welcome generations, and experience Vermont at its most timeless and authentic.Floor plans and video tours available online. All measurements approximate.

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, youll find three additional rooms offering flexibility for bedrooms, a home office, or guest space, plus a finished attic area that can be used as a bonus room, studio, or recreation space.Outside, enjoy a private yard surrounded by mature natural landscaping and a deck overlooking the peaceful setting, creating the perfect place to relax and enjoy the outdoors.The property located in Manchester on 1.10 acre and Winhall (the land 0.84 acre) All measurements approximate

Welcome to this inviting one level Manchester Vermont home, perfect for easy living and year round enjoyment and minutes from Bromley, Magic, and Stratton ski areas. A spacious deck off the kitchen welcomes you to the home and offers a wonderful spot to enjoy the morning sun and take in the surrounding mountain views.Inside, the bright, open kitchen features a wall of windows with lovely mountain views and flows naturally into the dining area and comfortable living room. The living room is the heart of the home, with a cathedral ceiling, floor to ceiling windows, and brick fireplace creating a warm and inviting space for relaxing and entertaining. A loft above the dining area adds character and flexible space.The home offers three bedrooms and two baths, including a comfortable primary bedroom with its own private bath, along with two additional bedrooms that share a bath. Two of the bedrooms open directly to decks, providing easy access to the outdoors and peaceful spots to relax.A full, unfinished basement with a bulkhead to the outdoors provides abundant storage and excellent potential for future use. A separate two car garage offers convenient space for vehicles, outdoor equipment, and Vermont gear.Outside, the beautiful level yard is ideal for play, dogs, gardening, or simply enjoying the peaceful surroundings. With its convenient location and inviting layout, this home makes an excellent primary residence or weekend retreat, offering easy access to skiing, hiking, dining, and all that Manchester and the surrounding mountains have to offer. Showings start Sunday 8/30

Imagine turning off the main road as the canopy thickens, the drone of highway traffic fading into the quiet rustle of wind through northern hardwoods. Up on a gentle knoll surrounded by over two wooded acres, 292 Forest Mountain Road feels less like a house and more like a breath of fresh air.Morning here starts slowly. Coffee brews while sunlight filters through the trees, casting soft shadows across comfortable living spaces designed for easy, unpretentious living. Spring and summer bring lush green privacy, with plenty of room on the knoll to tuck in a vegetable garden, sip evening drinks outdoors, or simply listen to the forest. Autumn transforms the acreage into a front-row seat for southern Vermont's foliage, while winter brings that distinct, quiet magic, unloading ski gear after a day on the slopes at nearby Bromley or Stratton, stepping inside, and letting the days chill melt away.Its the kind of retreat where Fridays mean shedding city schedules, picking up morning pastries at the local general store down the road, and letting days stretch out naturally. Whether youre tinkering with projects in the detached garage with workshop, hosting friends for a long weekend, or spending a quiet afternoon with a good book, the home offers a warm, low maintenance haven that lets you focus on being here, not maintaining it.Property DetailsSetting: 2.25 private, wooded acres situated on a peaceful knollInterior: 2,000 sq. ft. contemporary layout featuring 3 bedrooms and 2 bathsOutbuildings: Detached workshop/garage with room for standard vehicles, hobby space, and mountain gear storageLocation: Peru, VT, minutes to Bromley Mountain, Stratton Resort, Magic Mountain, and the shops and dining of Manchester

Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed bedrooms, five fireplaces, original wood and marble floors, and handsome moldings throughout. The home has been thoughtfully expanded to include a sun-filled country kitchen with custom cabinetry, formal and informal dining rooms, a library, family room, and multiple living spaces that open to marble terraces and gardens.Enhancing the estate are extraordinary amenities, including a marble in-ground swimming pool with stone terrace, a tennis court, and a one-bedroom caretakers cottage with attached garage for on-site management or guest overflow. A 2,400 square foot three-bedroom guest house, created from the original c.1796 post-and-beam barn, blends historic charm with modern comfort. A goat and chicken barn, equipment barn, and a separate 30 x 60 seven-bay toy and car barn provide abundant storage and the opportunity for a true Vermont farmstead lifestyle or a spectacular car collection. The grounds are equally captivating, featuring mature landscaping, open meadows, orchards, perennial gardens, and stone walls. Pergolas, walkways, and extensive marble terraces.

If you are looking for a property with both mountain and water views, this exceptional five-bedroom Manchester home is a must-see.Set on a remarkable lot featuring breathtaking vistas and approximately 400 feet of frontage along Bromley Brook, this home offers a rare combination of privacy, natural beauty, and convenience. Located just minutes from the center of Manchester and near the areas premier ski mountains, it provides the ideal Vermont lifestyle. Imagine spending summer afternoons relaxing by the running brook or enjoying a peaceful day of fishing right on your own property.The spacious residence includes a heated three-bay garage with an additional two-bedroom living space above (2003 construction), perfect for guests, office or extended family. Inside, the home features a large open kitchen, generous living areas, and a cozy wood-burning fireplace. The primary suite, complete with cathedral ceilings, enjoys serene views of both the mountains and Bromley Brook. Two additional bedrooms are located upstairs in the main part of the house.Also included is an adjacent 1.7-acre building lot, offering excellent potential for a guest house or future development.This property is a truly special opportunity combining privacy, stunning vistas, and endless possibilities. All measurements approximate.

Offered for the first time in almost 40 years, this charming farmhouse is set on a picturesque 1.7 acre parcel of open land in Manchester, Vermont. Ideally located directly across from East of Equinox horse farm, the property offers a country setting just minutes from town.The main level features tall ceilings, a spacious kitchen with an adjoining dining area, and a generous living room centered around a cozy wood-burning fireplaceperfect for gathering with family and friends. Upstairs, youll find three additional bedrooms, providing comfortable accommodations for family or guests.Outside, enjoy the large deck overlooking the open yard, ideal for entertaining or relaxing while taking in the surrounding scenery. A two car garage offers ample storage and convenience.Sold furnished, this property presents a wonderful opportunity to enjoy Vermont living from day one.All measurements are approximate.OPEN HOUSE 09/07/2026 from 1-3p.m.

Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations.Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where a brick fireplace anchors the living space. The kitchen with premium appliances flows into the dining and living areas, creating an inviting setting for entertaining and everyday living.The main residence features three ensuite bedrooms, including a lower-level suite and an upper-level suite that could each serve as a primary bedroom, depending on how the home is used. Additional living spaces provide flexibility for guests, recreation, remote work, or additional sleeping accommodations. A separate one-bedroom guest cottage offers added privacy and versatility.Designed for both gathering and retreat, the property includes multiple decks, a covered porch, open meadow, and expansive fenced acreage. A three-car garage and solar power system further enhance functionality and efficiency.Conveniently located near Stratton, Bromley, Magic, and Okemo Mountains, as well as Lowell Lake, Manchester, Weston, Londonderry, and South Londonderry, the property provides easy access to skiing, hiking, cycling, fishing, golf, shopping, dining, and cultural attractions throughout the region.224 Cobble Ridge Road presents a rare opportunity to own a private Southern Vermont retreat combining quality craftsmanship, flexible living spaces, and exceptional access to the region's four-season amenities.

Discover comfort, style, and mountain views at Green Mountain Estates. This meticulously maintained split-level ranch offers four bedrooms, three bathrooms, and a flexible floor plan designed for everyday living. The bright upper level features 3 bedrooms an open-concept kitchen with new appliances and dining area that flows seamlessly into a cozy living room. Sliding door lead to a spacious and private new deck, creating the perfect setting for outdoor dining, morning coffee, or relaxing. The spacious primary suite includes mountain sunset views, a private en suite bathroom and walk in closet while the lower level offers an additional bedroom, a full bath, and a generous family room ideal for entertaining, working from home, or cozy Vermont evenings. Additional highlights include a oversized two-car attached garage, ample storage, and true move-in-ready condition. Set in a welcoming neighborhood with newly paved roads, this home is just minutes from downtown Manchester's; shopping, dining, recreation, golf, and year-round outdoor activities. Whether you're looking for a primary residence, a Vermont retreat, or a home with space to grow, this house offers comfort, convenience, and virtually turn key appeal. Furnishings are negotiable.

Privately nestled at the end of a secluded drive, this quintessential Vermont retreat offers extraordinary privacy and serene mountain views in every direction. Set on a beautifully landscaped parcel with mature trees and an expansive lawn, the property exudes peace and timeless New England charm. The home features 2 bedrooms, 1.5 bathrooms, generous storage, and a detached two-car garage. A classic Vermont barn, currently serving as a recording studio, provides exceptional flexibility for creative pursuits, a workshop, or additional recreational space. Ideally located just minutes from ski areas, shopping, and Grace Cottage Hospital, this is a rare opportunity to enjoy the beauty, serenity, and convenience of Southern Vermont living.

Charming Main Street Manchester Barn with Mountain ViewsConveniently located on Main Street in Manchester, this charming barn offers a wonderful combination of character, comfort, and versatility. The open-concept main level features an eat-in kitchen with distinctive post-and-beam details and a spacious living room with a propane fireplace. The living area opens directly to a large screened-in porch and deck, creating an ideal setting for relaxing, entertaining, and enjoying beautiful mountain views.Set on approximately 2 level acres, the property offers a generous open backyard with plenty of room for outdoor dining, gardening, recreation, and enjoying the Vermont seasons.The lower level provides two bedrooms and two bathrooms, offering comfortable accommodations for family and guests. A separate heated studio/outbuilding with a heat pump adds even more flexibility and could serve as a home office, guest space, art or music studio, or creative workspace.The property was thoughtfully updated several years ago and offers an excellent opportunity as a full-time residence, part-time Vermont getaway, or investment property.All measurements are approximate.Open House: September 5th, 1:003:00 PM.

Imagine a time where taverns were the heart of the community, where laughter echoed off thick brick walls and stories were told by firelight. Now see yourself enjoying the ease of Single Floor Living that includes an enormous primary ensuite, with laundry! Start your day in the completely updated kitchen and move effortlessly into the dining area and living room with an easy to light cozy propane fireplace. This majestic 4 bedroom, 3 bath 1820s Brick Federal has been meticulously preserved and offers that rare, storied tactile history but now as a reimagined luxury home just minutes from downtown and three area ski resorts! You'll be embraced by refined details, high ceilings and then, stunned to find an historic tavern and additional living space including a wine cellar in the finished basement. Auto enthusiasts will love the 4 bay detached barn with office and space for an additional dwelling unit. Equestrians will love the immediate proximity to a famous Morgan Horse Farm and living just minutes to the Annual Summer Festival in Dorset. Step into a story with sweeping Vermont mountain views that's already over two centuries old, but brand new at the same time and make it your own. Contact us today to schedule your private tour. All measurements Approximate.