luxury real estate for sale Windsor County, United States

Travel a mile south of Woodstock Village on Church Hill Road and you’ll discover a rural refuge that combines seclusion with proximity to village life. Two dwellings, a modern home, and a separate cottage sheltered by woodland are discreetly sited overlooking a sparkling two-acre spring-fed pond. Each residence offers three bedrooms and two baths with open floor plans and single-level living. The 2400 square-foot main house was designed to integrate indoors with the outdoors with light-filled rooms stepping out to lovely established gardens and a terrace paved with massive stones above the pond. The great room with a cathedral ceiling and a bright, spacious kitchen both provide welcoming gathering spaces. A screened porch with a built-in grill cove can be enjoyed during three seasons. The 1500-square-foot cozy cottage is centered on a relaxed family room with a fireplace adapted for more efficient woodstove use. From its hilltop position, the cottage’s expansive deck offers views over an open meadow and down the valley to Mt. Tom. A detached workshop studio and a light-filled writer’s cabin further complete the property’s serene setting.

Welcome to this exquisite four-bedroom, two-bathroom Colonial home, built in 1801, nestled on a sprawling 10.4-acre lot in Windsor, Vermont. This charming residence boasts maple and bamboo floors as well as original wide pine flooring, spacious bedrooms, and tiled bathrooms. The property includes a two-bedroom, one-bathroom ADU, perfect for generating rental income or accommodating guests. Enjoy the serene rural setting with level land ideal for animals, fenced pastures, and extensive perennial gardens. Outdoor amenities include a glamping site over the barn, RV hookups, an in-ground pool, and a tranquil majestic pond surround by natural iris that bloom every spring. Recent updates blend historic charm with modern appointments, maintaining the home beautifully for 30 years under the same owner. Located close to local amenities, this home offers both seclusion and convenience. Additional features include outbuildings and an animal barn, providing ample storage and versatile use. Don't miss this unique opportunity to own a piece of Vermont history with endless potential.

Welcome to the Judge Wilder House in Weston, VT! Perfect for seasonal or year-round living, this stately 8-bedroom, 5-bath brick residence has been completely updated for modern living while maintaining its historic detail and charm. Enjoy summers hiking on nearby trails and bathing in cool lakes and rivers. Revel in the incredible fall foliage and come back for spectacular winter sports at nearby Okemo, Bromley, Stratton, Magic, and Killington resorts. Gather in the rustic game room and bar, perfect after days on the slopes and trails. Relax in the large living room with wood burning fireplace or the light and open dining room and sunroom. Cozy up with a book in the library, enjoy a favorite movie in the den, or work in the home office with fiber optic internet. A roomy primary suite with sitting area, walk-in closet, spa-like ensuite bath, and adjacent gym is located up a private staircase. Six additional bedrooms and three baths over two floors provide comfortable quarters for family and friends. Outdoor living areas include a sunny south-facing deck, large screened-in porch, patio and lawn. Featuring an AGA range, 10 heating zones, whole house generator, alarm system, and abundant storage. Proximity to Weston village with restaurants, shops and the Weston theater while preserving that sought-after Vermont calm with great outdoor space and waterfall views make this a dream home! Alternatively offered with an 1824 square foot post and beam guest cottage ??? see MLS 4992264.

Live the Vermont Dream in Woodstock, VT! Experience the charm of Woodstock 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 property includes a commercial kitchen, several dining rooms, a tavern, and six ensuite guest rooms. The residence is perfect for a more intimate gathering with an open concept main level and 3 ensuite bedrooms while the motorcoach can be used to generate income and offers a special glamping experience with stunning mountain and water views of its own.

Premier location on the upper side of Fairbanks Turn with convenient access to golfing, skiing, tennis, The Quechee Club, and both Woodstock and Pomfret Town lines, this sun-filled contemporary has so much to offer. The crisp, bright minimalist spaces flow beautifully for entertaining a crowd, or daily living. The living room with sweeping cathedral ceiling is anchored by an elevated wood burning fireplace, and a wall of glass stepping out to a generous deck with a lovely long range mountain view. The open concept dining area offers a second deck, perfect for placing your grill, or a shady spot to relax. The generous main level primary suite has loads of closet space and direct access to the outdoors. There are three bedrooms, a loft bunk/playroom and two full bathrooms on the second level. The ground level mudroom entry communicates directly with the oversized two car garage, and a large bonus family room, laundry, storage, and utility room. AC, High speed Internet, lots of parking.

Tucked on a quiet street in the heart of Norwich, 43 Hazen Street offers its next owners a wonderful home. This 1910 Queen Anne-style duplex retains many original details while having been sensitively updated. Each side is a mirror image of the other, featuring a spacious open-plan living and dining room with original hardwood floors and moldings, and an efficient galley-style kitchen with ample counter and storage space. The second floor has two bedrooms, a study, and a full bathroom with a modern clawfoot tub. An unexpected bonus is the third-floor renovation, accessible by unit one. This serene space runs the length of the home and could be used as a playroom, media room, or yoga space. The architect-designed carport adds a stylish contemporary twist to the exterior of 43 Hazen Street and is complemented by the renovated front porch, granite walkway, and perennial gardens. The private backyard features an outbuilding with excellent potential as a studio or home office. The in-town neighborhood location is extraordinary; down the street from the public library, on the public bus route, and a five-minute walk to the elementary school, Dan & Whit's, and Huntley Meadows, with Hanover just a bit further. Live on one side and use the other as a rental, an in-law apartment or for a home business. Or, rent both units to the Dartmouth community. The possibilities are numerous.

This classic expanded Cape Style Home is located on a quiet dirt road within walking distance to The Village Green, and just steps to King Farm and the Mt Tom Trail system. Plenty of room to sprawl about in the generous common spaces. The living room has oversized windows and is anchored by a brick fireplace flanked by built-in bookshelves with a propane stove insert. The dining room has a wood-burning stove. The open-concept kitchen has stainless steel appliances, tile floors, and plenty of counter space to cook for a crowd. The main rooms all have beautiful hardwood floors. To further complete the main level there are two bedrooms and a 3/4 bath. The second level has two more bedrooms with hardwood floors and a 3/4 bath. There is finished space in the basement for a playroom or hobbies. There is an attached accessory unit that is the perfect spot for guests and family, or as an income producer. It has a galley kitchen, LR/DR with hardwood floors and a propane stove, one big bedroom with sliders to the back yard, and a loft for guests or an office. The grounds are lovely with established perennial beds and mature plantings. There's a trickling little stream that laces through the property. Great terraced area for your vegetable gardens.

A rare opportunity to own an iconic, contemporary condo in the heart of South Woodstock's bucolic horse country. Less than a mile from the Kedron Valley Inn and Ransom Tavern and just six miles from Woodstock village, this extraordinary four-floor, light-filled, open-concept condo has been updated with thoughtful, long-term investments, including roofs and windows. Surrounded by pristine countryside, apple orchards, and a private pond, the four-unit complex enjoys a private yet convenient location. With miles of walking, biking, and snow sport trails just a few steps from your front door, multiple nearby ski resorts, and easy access to community amenities, this property is a convenient and attractive home for both primary and vacation homeowners. Designed by architect Ulrich Franzen in the 1960's, these irreplaceable condos take extraordinary advantage of the pastoral southern and western views. Whether you're relaxing on the porch, resting by the new wood stove, or entertaining guests, this condo gracefully offers its convivial charms to suit your needs.

This gracious country contemporary, on the market for the first time, was designed and finished by its longtime owners, an industrial designer and an interior designer. Beautifully sited in a landscaped setting on a quiet country road, it enjoys distant mountain views and is protected on all sides by woods with nature trails. The 3 bed/3 bath interior is light and airy with plenty of living and working space including a bonus room used as a bunk room and unfinished space on the top and bottom floors allowing further expansion. There are distinctive and stylish touches exhibiting quality workmanship throughout, including floating stairs, custom built-ins, mahogany paneling in the open concept living/dining room, Saint Charles cabinets in the kitchen, a Rumford fireplace built with vintage bricks, a whirlpool tub, sauna, a workshop space and a darkroom that could be an artists studio or home office. Outdoor living possibilities abound with a wrap-around deck, fire pit, lush gardens and a designer-built shed. Peaceful and private, the property is located just minutes by car from Okemo Mountain and Ludlow's shopping amenities and, in the other direction, from Weston's theater, cafes and The Vermont Country Store. The property is also being offered without the undeveloped land parcel across the road; see MLS 5000110. Come see it in person and discover the many distinctive qualities of this much loved home. All measurements approximate.

This rare 6.38 AC parcel offers all the amenities of Quechee, but with your very own rolling meadow, and wooded area for play. Located at the end of a quiet cul-de-sac with easy access to golf, skiing, tennis, pool and clubhouse. Ride your bikes all the way to Woodstock on dirt roads that run along the Ottauquechee River. This crisp, tidy, light filled home has been well stewarded with many new updates. Gorgeous brand-new kitchen. New efficient windows throughout. You'll find that the spaces are ample, and flow beautifully offering several different configurations for living. The living room is anchored by a propane fireplace with a stone surround, and steps out to a private deck overlooking verdant gardens and grounds. The spacious Dining Room could easily be modified to accommodate a first floor ensuite bedroom. Main level laundry. Walk out lower level with family room, and guest accommodation with private bathroom. The primary suite is on the second level with an additional bedroom with private bath. Bonus room over garage offers flexibility with great potential for office space, or overflow guest accommodation.

This stately home is one of the brick federals built in the early 1800s in the historic village of South Woodstock. Located in what is known as the Kedron Valley these homes were built by wealthy landowners, farmers, and merchants. Today the tradition continues with a vibrant community that includes a lovely Inn/Tavern and a bustling country store. The Kedron Brook meanders through the village along the many well-cared-for historic buildings and homes. The home has been lovingly updated over time while retaining the gracious charm of the period. The layout is classic and perfect for today's lifestyle. The large expanse of lawn provides ample space for gardening and outdoor activities. One can walk to the store, Inn, post office, and the beautiful Kedron pond for swims on hot summer days. Skiing and all-season sports are minutes away. 5 miles to the Woodstock Green provides easy, quick access to all of the many amenities Woodstock has to offer.

Incredible opportunity awaits with this unique property. Sitting on 21 lush acres, this versatile gem offers multiple income streams, making it a true investment haven. Two Homes: Choose between a charming 4-bedroom log cabin, or a spacious 3-bedroom expanded cape. Live in one and rent the other, creating a steady income source. A massive 40x96 greenhouse is ready for your green thumb's touch. Perfect for growing plants, vegetables, or herbs. Retail Store: A 1,700 sq ft retail store beckons entrepreneurs to turn their dreams into reality. From local crafts to homemade goods, this space is a canvas for creativity. Barn with Stalls: A 5,000 sq ft barn offers seven horse stalls and abundant storage space for tractors, trucks, and equipment. An ideal hub for equestrian enthusiasts or a builder's paradise. Explore the myriad of storage opportunities ??? rent out spaces or utilize them for your business needs. Horse Boarding: The property's layout is perfect for a potential horse boarding business. Equine lovers, this is your chance. The property showcases two serene ponds, perfect for relaxation or fishing, and a profusion of gardens. Previously a Garden Center, the landscape is designed for a grower, builder, or landscaping company's vision. This special property presents a multitude of possibilities. Situated in a vibrant area of Vermont, with easy access to Rt 91, making travel a breeze. Listing agent is related to the seller. Also listed under Commercial MLS 5000343

Embrace Quechee Lakes and the convenience of this rare end unit condo located in the lovely Sugar Hill section of the association. The Sugar Hill complex offers an unrivaled living experience with easy access to top-notch amenities. Situated moments away from the Quechee Club House and pool, close to Quechee Ski Hill and the tennis/pickleball courts, this condo offers both serene lake views and convenient access to recreational activities. The first floor features a spacious bedroom and a full bath, along with a large living and dining room area equipped with a cozy wood-burning fireplace perfect for relaxing after a day on the slopes. Culinary enthusiasts will delight in the gourmet kitchen, which includes ample counter space and numerous cabinetry for storing all your kitchen essentials. The second floor houses the primary bedroom alongside the third bedroom, connected by a practical stylish Jack and Jill full bath. This condo is not just a home; it's a retreat that blends quiet residential living with proximity to leisure and entertainment. Located within driving distance to Woodstock and Killington, Vermont, and I-89, residents can easily explore the rich offerings of the region or enjoy a quick getaway to surrounding areas. The Quechee Lakes community is known for its vibrant social scene and active lifestyle, making it a perfect choice for those who seek a balance of relaxation and adventure.

This gracious country contemporary, on the market for the first time, was designed and finished by its longtime owners, an industrial designer and an interior designer. Beautifully sited in a landscaped setting on a quiet country road, it enjoys distant mountain views and is protected on three sides by woods with nature trails. The 3 bed/3 bath interior is light and airy with plenty of living and working space including a bonus room used as a bunk room and unfinished space on the top and bottom floors allowing further expansion. There are distinctive and stylish touches exhibiting quality workmanship throughout, including floating stairs, custom built-ins, mahogany paneling in the open concept living/dining room, Saint Charles cabinets in the kitchen, a Rumford fireplace built with vintage bricks, a whirlpool tub, sauna, a workshop space and a darkroom that could be an artists studio or home office. Outdoor living possibilities abound with a wrap-around deck, fire pit, lush gardens and a designer-built shed. Peaceful and private, the property is located just minutes by car from Okemo Mountain and Ludlow's shopping amenities and, in the other direction, from Weston's theater, cafes and The Vermont Country Store. The property is also listed including the undeveloped 5 acres across the road - see MLS 5000737. Come see it all in person and discover the many distinctive qualities of this much loved home. All measurements approximate.

This meticulously crafted, private four-season property offers a luxurious oasis. With direct access to the abutting Green Mountain National Forest, which offers VAST (snowmobile) access and hiking trails, the property is perfect for cross-country skiing, running, mountain biking, and long, quiet walks. Enjoy stunning sunsets over Bromley and Styles Peak, and be captivated by the tranquil sunrises that come up over the expansive butterfly meadows and from your kayak on the private trout pond. The open kitchen and living room, complete with a wood-burning fireplace, create a perfect space for entertaining. The house features hand-hewn beams throughout the well-appointed interior. After a day of skiing at Stratton, Bromley, Magic, or Okemo???all within a 30-minute drive???return to the comfort of your private retreat. Enjoy relaxing in the hot-tub, surrounded by a fresh blanket of snow, under the clear starry Vermont sky. The lower level features a bonus room and a gym, adding to the home's many amenities. Additionally, the home features high-speed WiFi, central air conditioning, and a level two car charger in the three car barn with art studio on the second floor, blending modern convenience with rustic charm. All of this is just a short drive from historic Weston, Vermont. -No drive-bys please -full time residence.

This charming streamside home is in a picturesque country setting. As you step inside, you're greeted by an open great room, creating a warm and inviting atmosphere for both relaxation or entertaining, featuring large windows that offer breathtaking views. The home boasts spacious bedrooms, ensuring comfort and privacy for everyone. The screened porch offers a tranquil space to enjoy the serenity of the outdoors while seasonally protected from the elements and shaded covered porch to relax and enjoy the fresh air, while the upper open deck is perfect for taking in the scenic views of the countryside. These outdoor spaces are designed for enjoying the beauty of the surroundings. Wood details throughout and granite highlights accent the craftsmanship. The property includes an office with a private bath, offering a dedicated space for work or guests. This feature adds convenience and versatility to the property, allowing for a home-based business or providing comfortable accommodations for visitors. One of the highlights of this property is the large post and beam building and greenhouses that are currently used as a retail farm stand. This presents a unique opportunity to embrace a home business or explore your passion for gardening and farming. Situated steps away from the Appalachian Trail, being halfway between Woodstock and Silver Lake in Barnard, you have the best of both worlds, a peaceful country setting and easy access to nearby amenities and recreational activities.

Welcome to an idyllic retreat situated on 29 acres of pristine land, this property offers a rare opportunity to embrace nature's beauty and tranquility. When you arrive, a picturesque scene unfolds before you. A vibrant meadow, accented by a gentle brook, sets the stage for a peaceful retreat from the outside world. Managed forestry practices have enhanced the natural habitat, creating a haven for wildlife while providing ample opportunities for recreational activities. Trails and woodland paths meander throughout, inviting exploration and discovery. The property boasts several potential home sites, each offering panoramic views of the surrounding landscape. Whether you choose to reside in the existing one room cottage plus the separate greatroom, or build your dream home, modern amenities are readily available, including electricity, telephone, water, septic, and cable infrastructure. The spacious greatroom, with its radiant heated floors and a cozy woodstove, offers a full kitchen and ample room for relaxation or entertainment, catering to a variety of lifestyle preferences. Conveniently located just ten minutes from Woodstock Village and within a twenty-minute drive of the Upper Valley's amenities, this private sanctuary offers the perfect balance of seclusion and accessibility. Schedule your appointment today to discover your own piece of paradise amidst Vermont's natural beauty.

Meticulous and spacious home that has been thoughtfully and lovingly updated on the prestigious Andover Ridge Road. Overlooking the Green Mountain National Forest and the village of Weston, this beautiful custom-built 4800+sf log home exudes privacy, warmth, comfort and charm. The kitchen has heated stone flooring, abundant light and breathtaking views. There are two spacious living areas currently set up with two bedrooms on each level, a library with custom cabinetry, a loft for additional space, a well appointed home gym and three full baths.??The amazing 1200+sf two-tiered mahogany deck is ideal for entertaining and enjoying the sunsets over the mountain range. Or relax in the hot tub while listening to the premium outdoor sound system.??The new gazebo provides additional serenity and picturesque views, complete with windows, a sound system and Wi-Fi - allowing you to redefine working remotely. This one of a kind 6+ acre property abuts 2000 acres of protected State Forest. Centrally located within 25 minutes of Okemo, Stratton, Bromley, Magic and just a few minutes from Weston.??Embrace all that this property has to offer: fresh air, peaceful days, great skiing, hiking, golf, the iconic Weston Playhouse, local shopping & restaurants all right outside your door.??This stunning craftsman's home has been updated with a new roof, central a/c, hardwood floors in the primary suite and new carpeting downstairs as well as many other fine finishing touches.

This sunny home is the last in-village residence on Church Hill Road. Within easy walking distance of Woodstock’s amenities but beautifully situated on an ample acre and a half, 509 Church Hill offers the best of both worlds - room to relax and garden, mere minutes from downtown. Central air conditioning, a two-car garage, a wood-burning stove insert, and a main-level primary bedroom suite ensure year-round comfort. Glass doors open onto the home's two decks, bringing in light throughout the day and making it easy to enjoy the outdoors. With stone patios, expansive and established perennial gardens, productive blueberry and raspberry bushes, mature maple trees, lots of level yard, and a bit of shaded woodland, the property's two parcels provide ample interest, whatever the season. The bright and open lower level works beautifully as an office or studio, but with its en suite bathroom and private entrance, it can also accommodate guests graciously and has a strong rental history. Worry-free and move-in ready, this Woodstock home is a delight.