luxury houses for sale Winhall, United States

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.

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 spaceperfect 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.

Historic Jack's Hill House, masterfully designed by Vermont Vernacular Designs. Nestled on approximately 21 private acres along a winding country road and bordered by National Forest, Still Meadows Farm offers a rare blend of timeless New England character, modern comfort, and unparalleled access to Vermont's outdoor lifestyle.Outdoor enthusiasts will appreciate the property's proximity to the Catamount Trail and endless opportunities for hiking, skiing, snowshoeing, mountain biking, and exploring the surrounding forests. Gardeners will fall in love with the established perennial gardens, peaceful woodland paths, and open meadows that create a true Vermont sanctuary.Spectacular mountain views stretch across the landscape, including captivating vistas toward Stratton Mountain and seasonal views of Bromley Mountain. Whether enjoying a quiet morning coffee overlooking the mountains or relaxing beside one of three Rumford fireplaces, you'll experience a sense of stepping back in time while enjoying every modern convenience.The sun-filled open-concept living and kitchen area showcases handcrafted cabinetry, soapstone countertops, updated appliances, the home's distinctive Rumford fireplaces featuring a traditional baking oven. The main level includes a bedroom with fireplace, a flexible bonus room with fireplace, bath, and mudroom. Upstairs are two additional bedrooms, a full bath, office nook, and a space with future plumbing possibilities. Adding versatility and value is a charming 700-square-foot guest cottage complete with its own kitchen and bathideal for guests, multigenerational living, a caretaker, artist studio. includes a 10-acre subdividable lot

Tucked between Mount Snow and Stratton, this charming mountain retreat offers the perfect blend of adventure, comfort, and classic Vermont living. Set in the heart of Wardsboro, this property provides easy access to both year-round recreation and peaceful natural surroundings. After a day on the slopes or exploring the nearby Green Mountain National Forest, cozy up beside the inviting wood burning fireplace or unwind on the private balcony surrounded by the beauty of the Green Mountains before rejuvenating with a soak in the hot tub. A lovely screened-in porch creates the perfect space for morning coffee, summer evenings, or taking in the crisp mountain air. With an open kitchen/dining/living space and a large family/game room, this home has plenty of space to make new memories. Outdoor enthusiasts will appreciate access to nearby snowmobile trails, endless hiking opportunities, and all the recreation Southern Vermont is known for. Whether you're seeking a full-time residence, weekend getaway, or investment property, this home captures the warmth, charm, and lifestyle that make Vermont living so special.

Nestled between Stratton and Mount Snow and just minutes from Grout Pond, this timeless Vermont log home offers the perfect balance of rustic charm and modern comfort. Set on 7.90 beautifully landscaped acres with perennial gardens, a small pond, and mature fruit trees, the property captures the essence of mountain living.The main level features an open-concept layout with soaring beamed ceilings, a striking fieldstone fireplace, and expansive windows that bathe the space in natural light. The kitchen is ideal for entertaining, complete with stainless steel appliances and a breakfast bar that opens to the dining and living areas perfect for apr?s-ski gatherings or cozy evenings by the fire.Three spacious bedrooms offer comfort for family and guests, while the finished lower level adds a recreation room with a pool table and media area for year-round enjoyment. A covered front porch invites you to take in the tranquil setting, and the two-car garage and additional outbuilding provide ample storage or workspace.Surrounded by evergreens and backing up to the national forest this property is a true Vermont retreat a peaceful escape with easy access to world-class skiing, hiking, lakes, and adventure

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

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.

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.

LOCATION, LOCATION: Privately set just moments from Manchesters dining, shopping, golf, year-round recreation, and easy access to Bromley and Stratton, this thoughtfully updated 5-bedroom, 2-bath Cape offers 2,050 sq ft on 0.48 acresideal as a primary home, Vermont retreat, or long-term investment. Move-in ready and beautifully maintained, the home balances a peaceful setting with exceptional proximity to town. The kitchen is both refined and functional, featuring stainless steel appliances, granite counters, a deep farmhouse sink, and solid hickory cabinetry, opening easily into the expansive dining and living area with a wood-burning fireplace for warmth and gathering. Hardwood floors run throughout the main level, while windows frame the surrounding greenery and seasonal Vermont landscape. The main level offers a private bedroom, generous den or home office, full bath, mudroom with accessible washer & dryer, plenty of storage, and a covered porch perfect for quiet mornings or apr?s-ski evenings. Upstairs, a spacious primary bedroom is joined by additional bedrooms and a second full bath, creating flexible accommodations for guests, family, or work-from-home needs. With its desirable Manchester location, thoughtful updates, two-car garage, and well-balanced layout, 1649 East Manchester Road is a compelling year-round home defined by comfort, convenience, and enduring Vermont appeal.

Come take a look at this charming Cape-style home set on nearly 4 acres, offering river frontage and beautiful mountain views. Bring your fishing pole or a canoe and head down to the river or relax and enjoy the sunshine on your own private beach as the water flows by.Inside, the home features an open-concept living and dining area, along with a first-floor primary suite for added convenience. Upstairs, youll find two additional bedrooms and a full bathroom.The finished basement provides a versatile multipurpose room and a dedicated office spaceperfect for working from home or extra living area.Step outside to enjoy the covered deck during warm summer months, ideal for gathering with family and friends. The property also includes a small storage shed for your outdoor equipment.Sold furnished. All measurements are approximate.

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.

Live in one and rent the other. Discover the charm and value of this affordable starter home with rental option. Located in a quiet, residential area of Manchester. This spacious ranch-style property offers a rare combination of flexibility, space, and opportunity, perfect for first-time buyers, investors, or anyone looking to create their dream home with a few finishing touches. The main level features two comfortable bedrooms, a full bath, and a dedicated office, ideal for remote work or guest space. A bright bonus room off the main living area is perfect for relaxed gatherings, a sunny dining space, or a cozy family room with direct access to a large backyard and deck. Downstairs, the partially finished basement includes a bonus room, a studio-style kitchen, and an additional bath,offering endless potential for a guest suite, home studio, or extra storage. Step outside to enjoy a private, fully fenced backyard, complete with mature gardens lovingly maintained by the current owner. It's the ideal setting for outdoor entertaining, gardening, or quiet relaxation. Conveniently located just minutes from top-rated schools, shopping, restaurants, ski resorts, hiking trails, and local arts and cultural destinations, this home puts you at the heart of all that Manchester has to offer. Whether you're searching for a primary residence, a second home, or a smart investment opportunity, this property is an affordable entry point into the Manchester real estate market.

Perched to capture sweeping easterly views of Vermonts mountains, this re-imagined Manchester home lives large. Completely renovated and redesigned in 2022, the pristine property blends timeless materials with modern comforts and efficiency. Danby marble, light oak flooring, high-end fixtures, and antique barn beams anchor the Great Room, while expansive windows fill the home with natural light and ever-changing mountain views.Open, spacious, warm, and inviting, the home was designed for easy living and connection to nature. Enjoy morning coffee from the porch swing as the sun rises over the mountains. Sweeping fenced lawns lead past the pond and into rising gladed woods, where trails wind through rock outcroppings, ferns, and the quiet beauty of more than 14 acres.Energy efficiency, thoughtful upgrades, and countless bells and whistles make daily living comfortable and effortless. Conveniently located near the recreation, dining, shopping, and cultural amenities of Manchester, Dorset and the surrounding mountains, the property feels both private and connected.Photos and the video only hint at the connection and serenity Upland Farmhouse offers. Seller requests no drive-bys please; privacy is appreciated and the property is monitored. Pre-qualified buyers are welcome to schedule a private appointment through their agent. All measurements approximate.

Set on over 11.5 private acres, this custom-built Colonial offers the kind of comfort, craftsmanship, and peace of mind thats increasingly hard to find. Thoughtfully designed and maintained since it was built in 2004, this home blends timeless style with practical features for everyday living. With over 4,300 square feet, the layout provides generous space without feeling overwhelming. The home is permitted for four bedrooms, with flexibility for additional rooms to accommodate guests, hobbies, or a home office. Five full bathrooms and a half bath ensure convenience for both residents and visitors.The main level is designed for ease and accessibility, featuring a spacious primary suite with a spa-like bathroom, complete with a soaking tub. A two-story great room with a striking floor-to-ceiling stone fireplace creates a welcoming gathering space, while hardwood floors and central air conditioning add comfort throughout. The kitchen is equipped with high-quality Viking appliances, ideal for those who enjoy cooking and entertaining. Outside, the property has been thoughtfully improved to enhance mountain views and to maximize natural light. Additional features include a heated two-car garage, a large laundry room, ample storage space, and a finished lower level with a recreation or fitness area that opens directly to a bluestone patio. An elevated screened porch offers a quiet place to relax and enjoy the surrounding landscape.

This beautifully maintained Dorset home with views is ready for its new owners.The main level features a generously sized eat-in kitchen with granite countertops that opens into the dining room. This floor also includes a large living room, a bedroom, and French doors that lead to a spacious deck overlooking a private yard. The ground floor offers a primary bedroom, a bathroom, and a laundry area.Access to the property is convenient, with entries available via the driveway to the main floor or through the lower-level garage. Outside, you can enjoy a beautiful wooden gazebo during the warmer months.The property is ideally located just minutes from the center of Dorset Village and ten minutes from Manchester Center. It is perfectly situated for various activities, including biking, skiing, hiking, gardening, or simply relaxing.Please note that all measurements are approximate.

Located in the desirable Green Peak Orchard, this exceptional custom Greek Revival residence is set on 9.9 private acres surrounded by mature landscaping, stone walls, and terraces. Thoughtfully designed with timeless craftsmanship, the home features wide-plank floors, hand-plastered walls and ceilings, custom moldings, historic reproduction lighting, and finely crafted wainscoting and cabinetry. Slate and copper roofs, along with Vermont marble and soapstone, enhance the homes distinctive character.A welcoming brick-floored mudroom opens to the heart of the homean expansive, sun-filled chefs kitchen with butlers pantry, dining area, and bar, all with direct access to a charming kitchen garden for fresh herbs and seasonal blooms. The adjoining keeping room with fireplace flows seamlessly into a rustic family/sunroom highlighted by a striking Vermont fieldstone fireplace. French doors from both spaces open to a gracious slate terrace, creating ideal indoor-outdoor living.A book-lined library offers a quiet retreat, while a first-floor bedroom with en suite bath provides comfort and flexibility for guests.Upstairs, the primary suite features a spacious spa-like bath. Three additional bedrooms and two full baths offer ample accommodations. Radiant heat throughout ensures year-round comfort.The grounds are equally impressive, with curated landscaping, stonework, outdoor shower, and hot tub for relaxing under the stars. Completing the property is a two-story attached party barn/workshop, an attached two-car garage with loft storage and attached garden shed. A rare offering combining classic New England elegance with modern comfortmust be seen to be fully appreciated. All measurements approximate.

In the heart of Manchester Village, this four-bedroom, six-bath colonial blends classic New England charm with the kind of space and flexibility that fits modern living. Set on a level 0.85-acre lot with mountain views, the property offers both privacy and easy access to everything the village has to offer. Inside, you'll find character you can't replicate - spruce and pine floors, exposed beams, custom built-ins, and large six-over-six windows that bring in natural light. The layout is versatile, with multiple living areas including a formal living room, family room, and a dedicated study - ideal for working from home or creating separate hangout spaces. The kitchen features butcher block counter tops, a walk-in pantry, and opens to a bright breakfast room with a built-in window seat. Upstairs four bedrooms and three full baths include a spacious primary suite with a large walk-in closet and an updated bathroom. One of the standout features is the separate one bedroom apartment above the single garage - perfect for guests, or a private home office, or studio. Practical updates include town water and town sewer, forced hot air heat, and a generator. Outside, the property is designed for relaxing and entertaining, with two blue stone and marble patios, mature landscaping, partial fencing, and a backyard gazebo. With a layout that adapts to your lifestyle and a location that keeps you connected, this home offers a unique mix of character, function, and long term value. All room measurements are approximate.

Set on over half an acre in the heart of East Dorset Village, this newly renovated three-bedroom, two-bath bungalow blends modern upgrades with cozy charmand even includes a peaceful brook running through the property. Recent upgrades include completely new kitchen and bathrooms and fresh interior paint throughout. The open-concept layout creates a bright,connected space thats perfect for both everyday living and entertaining.Hardwood floors add character and charm. The main level also features an inviting mudroom/laundry room, bedroom, and full bath. A bonus office/sunroom offers the flexibility to work from home or to create aquiet retreat. The primary suite, complete with walk-in closet and ensuite bathroom, is located on the second floor, along with a third bedroom.The oversized detached two-car garage has new overhead doors and electric openers, a solid concrete floor, and plenty of extra space for storage, gear, or hobbies. Exterior improvements include updated roofing and new retaining wall. Low-maintenance vinyl siding makes exterior upkeep simple. Step outside to enjoy the covered porch overlooking the yard and gentle brook - a perfect place to relax and unwind.