luxury houses for sale Windsor County, United States

Discover this stunning newly constructed home that seamlessly blends modern comforts with timeless antique and rustic charm. Nestled on 11 private acres along a tranquil country road, this residence features reclaimed barn board floors and exposed beams, creating a warm, inviting atmosphere. Step into the heart of the home, where a modern country kitchen awaits, complete with luxurious soapstone counters, perfect for culinary enthusiasts. The main floor boasts a spacious primary ensuite bedroom, featuring a walk-in closet with built-ins and a beautifully appointed bathroom with an elegant marble vanity. The open layout leads to a cozy living room, highlighted by a Rumford wood-burning fireplace, ideal for gathering with friends and family. The second floor features an additional bedroom with an open suite, offering plenty of built-in drawers and storage space. The bathroom also features a gorgeous marble vanity that elevates the home's sophisticated design. An attached one car garage and a convenient mudroom entry add practicality to this beautifully crafted residence. Outside, admire the exquisite stonework that enhances the property's curb appeal. This home is not only aesthetically pleasing but also incredibly efficient and easy to maintain. Conveniently located near Route 91, with quick access to the Upper Valley, skiing, and other amenities that make Vermont living so special. Don't miss the opportunity to make this unique property your own!

This inviting 5-bedroom, 4-bath home is located in Hawk Resort, offering both privacy and convenience. The bright, open main floor features soaring cathedral ceilings, large windows, and beautiful wide pine floors. A striking gas-fired stone fireplace serves as the focal point of the living area. The dining room opens to a spacious deck, ideal for outdoor dining or relaxation. The main level also includes a bedroom, a bunk room, and a full bath. Upstairs, two en-suite bedrooms each have their own private balcony. The lower level offers additional living space with a cozy family room, wet bar, another bunk room (no windows), full bath, and extra storage. Sliders from the family room lead to a second deck. This home is equipped with a full security system with motion, smoke/CO detectors and water sensor, a tankless hot water system, several new WiFi thermostats, and Rinnai propane heaters in the living room and primary bedroom. The chimney has been repointed and re-stuccoed, and greenhouse windows were recently repaired with a complete new set of lower windows. Roof is at end of life and is being sold as is. Furnishings, less personals and artwork, are included in offering. Located on a quiet dead-end road, this home is ideally situated for year-round adventures with easy access to hiking, kayaking, skiing, golfing, dining, and shoppingthe perfect base for experiencing the best of Vermont living.

INVESTMENT, MULTI-GENERATIONAL, MULTI FAMILY AND COMMERCIAL OPPORTUNITY .. priced below appraised value on land and buildings providing instant equity. Experience the charm of Woodstock, VT with its quaint Main Street and enjoy the proximity to Killington Resort, just a short drive away. This exceptional property offers a unique blend of natural beauty and year-round recreational opportunities, perfect for creating lasting memories. Whether you're looking for a family compound or a multi-family investment opportunity, this property offers versatility like no other providing privacy while fostering a sense of togetherness. An ideal setting for gatherings and celebrations of all sizes. The Inn building includes a commercial kitchen, dining rooms, a tavern and six ensuite guest rooms- perfect for short term rentals. The residence is perfect for a more intimate gathering or apartment conversion with an open concept main level kitchen/living/dining experience with 3 ensuite bedrooms upstairs plus a separate ground level, king bed suite with kitchenette while the motorcoach can be used to generate income and/or offers a special glamping experience with stunning mountain and water views of its own. Snowmobile right from your backyard! All this along the Ottauquechee River on 5.5 acres in Woodstock VT! Unbelievable opportunity and location

Sorgenfrei, or Carefree, was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a testament to elegant durability. From the mahogany exterior to the handcrafted front doors and custom-wrought iron hardware, this spacious and meticulously considered home celebrates the skill of Vermont's most talented craftspeople. The unparalleled 180-degree views over the Woodstock valley are spectacular in every season, offering year-round sunlight and ever-changing vistas. With a gourmet kitchen custom-built for entertaining, a 1,000-bottle wine cellar, and a double-sided great room fireplace, Sorgenfrei perfects conviviality. The measures taken to ensure the property’s efficiency and durability are too numerous to name - among them: an 18kw solar array, Pella Architect-Series windows, and custom mortise and tenon fir construction. At home among Woodstock's most lauded residences, and gorgeously situated in one of the area's most prestigious neighborhoods, this home is a testament to uncompromising vision and a paean to unparalleled enjoyment of Vermont's Green Mountains.

Wild Trails Farm offers unparalleled privacy, encompassing 436 acres of natural splendor. At the heart of this retreat is a 5,600+ sq ft lodge that is both luxurious and eco-friendly, powered by solar and geothermal. It features 6 spacious bedrooms, 4.5 bathrooms, a gourmet kitchen with dual dining areas, common rooms, and sauna. The 2-car garage is currently utilized as a yoga studio, but could be easily converted back. Whether you’re relaxing on the stone patio with sweeping southern views or enjoying the cozy screened-in rear porch, you’ll find the perfect spot to savor the tranquil surroundings. The magical grounds include manicured lawns, two ponds, colorful gardens, and seasonal fruit and berry patches. A 20+ km trail network winds through the property, perfect for hiking, biking, snowshoeing, and cross-country skiing. The land includes many natural and historic features, including inspiring, long-range vistas and also connects directly to numerous trails, backroads and features off site. The property comprises several additional structures: a restored circa 1800 barn with a 2-bedroom apartment and renovated farm manager’s room with bath; the Cider House, a delightful 1-bedroom post and beam residence; post-and-beam stable; and equipment barn. Other features include a greenhouse, raised garden beds, pretty stone walls, a remote 2-bedroom off-grid cabin with septic and well, and a treehouse with wood stove and views. A rare opportunity to own a truly majestic property.

Nestled in a wooded waterfront setting along the Black River, you will find this cozy log home. Custom designed and constructed by a builder for his family, the owner is now looking to replicate his creation on a more expansive scale to fit his needs as his family grows! So take advantage of this opportunity to have your own piece of Vermont.....less than 5 miles to world class skiing and golf at Okemo Mountain Resort and the Fox Run heathland course! Easy drives to Stratton, Magic, Bromley, Killington....even Stowe to ski for the day! Avid snowmobiler? Grab the sled from the 14 x 20 garage, hop on and head for the VAST feeder trail down the road! Warmer weather? Enjoy the breezes on your back deck for a BBQ or step down to the river for a quick cooling dip ... and the fire pit in the side yard is available to treat you all year round! Stay in the area for fine dining and summer concerts in both Cavendish and Ludlow...and don't forget to stop in to Singleton's and the Grafton Village Cheese Shops in Proctorsville!

A gem of a property on 12 spectacular, mostly wooded, acres in the desirable Deerbrook Way area of Woodstock. Four+ miles to all the amenities of Woodstock Village and 8 miles to the Skyship Gondola at Killington. Built in 1994, this custom designed red oak Post and Beam Contemporary provides everything you would want in a primary residence or a get away vacation retreat. Situated on a 12+ acre parcel unlike most. The lot alone is an adventure with its view potential, adventurous topography and great options for adding a trapper cabin or a martini deck for enjoying the incredible Vermont surroundings. Room for everybody with four bedrooms, three full bathrooms. Bedroom on main floor with ensuite bath for main level living. Well appointed kitchen with cherry cabinets, granite countertops and brand new induction range Plus an office/study, and a light filled vaulted ceiling great room. In addition, the property includes a stone patio, a heated three car garage, solar roof top panels that reduce your monthly power bill to less than the cost of a breakfast for two, and a Tesla power wall back up power system that provides uninterrupted power in the event of a power failure. Also included is a dedicated Tesla EV charging unit.

Neat as a pin and ready to move in! This beautifully expanded 3-bedroom, 2-bath ranch has been meticulously maintained and thoughtfully updated by its current owners. A host of improvements have been made over the years, including the addition of a spacious primary bedroom and a new full bathroom. You'll love the mudroom entry, perfect for keeping things organized, as well as the new hallway that enhances flow and convenience. The heart of the home is the large, open kitchen featuring granite countertops, an island, separate counter seating with stools and ample cabinet space. It opens directly into the dining room, which showcases gleaming hardwood floors and offers easy access to the backyard through French doors. The living room provides a comfortable space to relax, while a dedicated office could easily be converted into a fourth bedroom if needed. Two additional bedrooms and a second full bath complete the home's versatile layout. Step outside into the fenced-in backyard, a private oasis perfect for outdoor entertaining, gardening, or simply unwinding. Located near the high school and just a short distance to all of the town's amenities, this home offers the ideal combination of comfort, convenience, and charm. Truly move-in ready!

Unique Two-Home Property with Stunning Mountain Views. Discover this exceptional property featuring two connected homes, seamlessly blending contemporary design with functionality. Originally built in 1975 and expanded in 2000, this unique residence offers a total of 7 bedrooms, perfect for multi-generational living or as a rental opportunity. The newer side of the home showcases beautiful hardwood floors, an expansive open floor plan, and a large primary suite complete with an ensuite bath, walk-in closet, office and a private deck. The spacious kitchen, dining, and living area boasts a custom stone fireplace, floor-to-ceiling windows, and sliders that lead to a renovated deck with breathtaking views of Ascutney Mountain. The original section of the home includes 4 bedrooms, another open living space, and access to an additional deck with serene views. Both sections can function independently, offering the flexibility of a secondary guest house for full-time or short-term rental. Located in the heart of Brownsville, this home is just a short distance from Ascutney Mountain and a short drive from I-91 and the Upper Valley, with convenient access to top Vermont attractions, including the historic and charming town of Woodstock only 30 minutes away, Okemo Mountain (30 minutes) and Killington Resort (45 minutes). Hanover and Lebanon, NH less than 30 minutes away, Mount and Lake Sunapee NH (45 minutes) making this property a perfect retreat.

Nestled among verdant rolling hills, High Birch is located in one of the area’s most desirable regions at the midpoint between Woodstock and South Woodstock Villages. Designed in 1976 by prominent New York architect Lewis Davis, of Davis, Brody, and Bond renowned for his modernist skyscrapers that impacted the skyline of New York City, the home contrasts sleek interior spaces with the surrounding natural landscape. Private and tranquil with pristine views in every direction through walls of tall windows and sweeping ceilings, the rooms are spacious, bright, and inspiring- ideal for entertaining and daily living, and communicate directly with exterior spaces, terraces, and decks. The kitchen and bathrooms have all been entirely renovated by Studio Nexus honoring and accentuating the original Davis design. The multi-level Great Room is anchored by a raised, polished gray marble fireplace. The Primary Suite is located on the 2nd level featuring a curved wall of windows offering a panoramic view of the neighboring valley farms, complete with a spectacular spa-like wet room, dressing room, and laundry. The 2nd level is further completed by three additional bedrooms and 2 bathrooms. The lower level has direct access to the 2-car garage, an office, and a spacious bunkroom. The surrounding terraces and grounds are lovely with established perennial beds. There is a swimming/skating pond and a barn for animals, storage, or to house your own sugaring operation. Offered fully furnished.

Nestled in the hills of the Green Mountains this quintessential village setting presents an inviting Antique Cape home full of charm, character and near an abundance of activities for the outdoor enthusiasts of any season! This home has been enjoyed over the years as a ski house and full time residence offering a spacious kitchen, dining and living room, four bedrooms, an office, den, loft and a convenient covered porch, welcoming the entrance to the home. The detached two car garage and wood shed provides plenty space for your vehicles, workshop area and second story with storage space for your skis, kayaks, snowshoes, golf clubs, hiking equipment and more. Be ready to relax, entertain and have fun right here at home while creating your own enjoyment and memories to share year after year!

Discover The Norwich Farm, a 6-acre property featuring multiple barns built in the late 1990s, designed to support dairy and breeding operations. An additional renovated antique barn enhances the character and functionality of the property, offering various opportunities for ventures and recreational activities. At the center of the farm is a thoughtfully renovated antique farmhouse. This inviting home includes a large country kitchen, a cozy family room, and a spacious living room filled with natural light from surrounding windows. With three generously sized bedrooms, the farmhouse combines rustic charm with modern comforts, making it ideal for those seeking a peaceful retreat. The property also includes a mobile home, providing flexible living options for guests, family, or rental opportunities. Surrounded by conservation land and scenic trails, The Norwich Farm offers direct access to outdoor activities such as hiking and biking, making it a great choice for nature enthusiasts. This property presents a unique opportunity for anyone looking to enjoy rural living with plenty of potential.

A magnificent 10,062 SF family compound. Custom built, it comes fully furnished and equipped for immediate occupancy, featuring 7BR, 8BA, a separate 1BR guesthouse and office, a furnished and heated writers cabin overlooking the Connecticut River Valley, and an equipment barn, all situated on 384 acres of pristine hardwood forest, accessed by an 1800??? paved driveway. Anchored by miles of woodland trails and located in Andover, Vermont, the offering includes outdoor sculpture and artwork, historic rock walls, open fields and building ruins from early settlers, along with direct access to the VAST trail system for winter trail riding. The main house features a soaring 2-story fireplace, post and beam timber frame construction, and a chef???s kitchen with double appliances, Viking 60??? cooktop and wood-fired interior pizza oven, while a reading loft and library add a calming vibe to the outdoor view. The primary suite has a 2BR, 2BA configuration on the main floor with 5 additional bedrooms with en suite baths. There are 6 garage bays supplied with commercial sinks, a 21??? x 35??? open design gym and exercise suite, and a media room with custom pool table and walkout to the ground floor. Designed for 4-season recreation, privacy and small batch maple syrup production, the hardwood forest, mountain trails, open fields, and additional access from another town road offer unlimited possibilities for the discerning buyer looking for a lifestyle in Vermont???s iconic Green Mountains.

This contemporary designed home, has tall ceilings, and great light filtering in through numerous windows. Looking out over a generous lawn with mature plantings and lovely landscaping. Located on a quiet dirt road and very private.

Nestled on a quiet country lane bordered by historic stone walls sits Grace Hill, a renovated English-style Cape located in central Vermont, 20 minutes from the charming village of Woodstock. Overlooking pastoral and mountain views from the large covered back porch where evenings may be enjoyed taking in stunning sunsets, watching thousands of fireflies aglow, a sea of wild Lupine, autumn’s changing leaves, and pristine white snow. A newly renovated kitchen is idyllic for at home chefs and guests can enjoy the open space to watch culinary masterpieces prepared. The country-chic dining room and large living room, each boasting wood burning fireplaces, are perfect, elegant spots for entertaining & holiday gatherings! Four guest rooms, each with ensuite bath, provide plenty of space for guests and each month full moons light up the upstairs. In late summer, the Big Dipper floats above the back field. A new roof, well system, and updated septic systems were recently completed. The homeowner ran Grace Hill as a successful luxury B&B for ten years and currently runs it as a popular Airbnb. On site is a 19th century barn, a historic sugar shack that would be a lovely artist studio, home office area, guest cottage, or yoga studio / gym. The acreage receives perfect sunshine throughout the day providing excellent agricultural land for flower and vegetable gardens, hens for fresh eggs, goats, or a horse or two. Centrally located 5 mins from interstate 89 access and just 22 miles to Killington ski area.

Welcome to Lakeview Retreat! Nestled on the shores of Echo Lake with stunning views of Okemo Ski Mountain, this exceptional property offers the perfect blend of natural beauty and recreational opportunities. Situated on two acres of land, this estate boasts not one, but two charming houses, making it ideal for hosting guests or having a family compound. Additionally, the small garden plot enhances the charm of this countryside retreat, providing a peaceful sanctuary to unwind from the daily grind and cultivate your own vegetables, adding to the joy of self-sufficiency and connection with nature. With easy access to the town of Ludlow, as well as popular ski destinations like Okemo, Killington and Pico and the Village of Woodstock, you'll have the best of both worlds. The privacy and serenity of lakeside living, coupled with the convenience of nearby amenities and attractions. The lake itself is a haven for outdoor enthusiasts, offering opportunities for paddling, fishing, and even winter ice skating and cross-country skiiing when the temperatures drop. Whether you prefer to relax on the dock with a book in hand or embark on a thrilling adventure on the water, this property has something for everyone. Don't miss your chance to own this one-of-a-kind retreat where every day feels like a vacation. Come experience the magic of Lakeview Retreat, your gateway to year-round enjoyment in the heart of Vermont's stunning landscape.

Come and enjoy this cozy, turn-key, private Quechee Lakes home. This mountain retreat house has everything you need and has been updated beautifully, making it an excellent location for gatherings. Inside, the beautiful wood finishes connect you to your surroundings, giving you an elegant treehouse feeling. The open floor plan is perfect for entertaining, with a designated dining area and a good-sized kitchen for cooking. The living room is at the heart of it all, with the best views of the house. The woodstove is in the perfect place to warm up and cuddle up with loved ones. The large wrap-around deck is ideal for entertaining and fully embracing all four seasons of Vermont. This house has everything you need to escape to the mountains and enjoy all the Quechee Lakes amenities. Two bedrooms are on the lower level with a full bath, an oversized mudroom, and extra room for storage, the perfect space for all you need. The primary bedroom embraces the retreat feeling, gives you a sense of serenity, and, with the pellet stove, it becomes a romantic space to watch the foliage turn, or snowflakes fall. Just enough yard to make it your own, and with a shed for overflow storage. Do not miss the opportunity to own this gem!

Beautifully renovated rare antique residence in the heart of historic Woodstock, Vermont. Located in a premiere neighborhood within walking distance to all of town’s amenities, hiking on Mt Tom in your backyard. Situated on a very large lot featuring an in-ground pool accented with arbor and pool house. Lovely perennial gardens and large backyard for those seeking a vegetable garden or room for entertaining friends and family. This 4000+ sq. ft residence has generously proportioned rooms, lots of natural sunlight and plenty of nooks for those seeking a quiet place to read a book. Handsome original wide pine floors throughout. This home was fully renovated with updated wiring, plumbing and insulation but still maintains the antique charm of a true VT farmhouse. Original doors, 2 refurbished sunrooms, 2 covered porches overlooking the river, studio, family room and formal living room accented with a wood burning stove. Large kitchen with soapstone counters with Wolfe Gas range provide ample room for cooking. Large dining area for entertaining and a first-floor ensuite bedroom. The second level offers large primary bedroom suite with cozy sunroom overlooking the pool with views to Mt Tom. Don't miss the third floor with 2 small offices and lots of storage. The attached barn has capacity for lots of storage and options for multiple use. Walk over the beautiful, covered bridge to access restaurants, movie theatre and shops. Snow shoeing, championship golf, fly fishing and skiing are all minutes away!

Imagine living in an 1806 home on a Vermont green. Located in the heart of the Green Mountains in the quaint town of Rochester, along the scenic Route 100 corridor. The property is currently a classic Vermont Inn with a chef-owned restaurant and tavern with lovely accommodations. Easily refurnished for private use. The home sits atop the Rochester Green. The village features galleries, shops, and seasonal recreation venues all within walking distance. Prominently featured in the town is the Ridgeline Outdoor Collective which provides backcountry trail opportunities for skiers, hikers, and mountain bikers. As you walk out the front door of the home the first thing you see is the picturesque Rochester Green and gazebo which holds summer concerts and local farmers markets. The Huntington House consists of six eclectic decorated rooms with private baths. The in-law quarters are conveniently located on the second level with a large farmers porch to enjoy afternoon cocktails or your morning coffee gazing at the mountain vistas. Come and explore Rochester, Vermont and experience the lifestyle it has to offer and view this unique opportunity.

3400 square foot home positioned perfectly in a hillside in beautiful Pomfret. A few minutes drive to Woodstock and only 25 minutes to the Upper Valley of Norwich, White River Junction and West Lebanon. Only minutes to all the amenities of Teago. Eat in kitchen with wood burning brick fireplace plus brick woodburning fireplace in the expansive living room. Four bedrooms and five bathrooms make this a perfect home for large gatherings and people who love to entertain. Partially finished basement and a balcony off the master bedroom with spiral stairway to the outside garden area add interesting and fun features to the living space.