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luxury houses for sale Windham County, United States

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29

House with terrace Dover (United States)

Mountain Modern Living with unmatched trail views of Carinthia at Mount Snow. Discover the perfect blend of luxury and nature in this 3 year young contemporary home ideally situated to capture breathtaking unobstructed views of the Mountain. This thoughtfully designed 4 bedroom home offers an open concept floor plan while still offering privacy and cozy spaces that highlight the beauty of the alpine landscape. Whether you're relaxing by the fire or entertaining on the spacious deck you can enjoy magical sunsets behind snow capped peaks or enjoy the Famous Vt foliage. Large kitchen suitable for any chef has amazing counter space for gathering! Bedrooms are all a generous size and offer multiple sleeping set ups. Home has a Valid Short term rental permit and a Fire safety certificate with a great STR income history. Unfinished basement is ready for your future ideas and garage is a 2 car tandem so you can fit all the toys. Location, Location, Location as they say walk across to the Carinthia lifts or a short drive to the entrance of The Hermitage club. Double Living spaces, 3.5 baths, adorable selfie wall, fire pit area, Room for everyone! TURNKEY

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$799,000
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

13

House with garden Windham (United States)

Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting.Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom, offering additional flexibility for finished living space.A substantial 24' x 48' completed foundation is in place for the planned garage. It will accommodate a 24' x 24' two car garage plus an additional 24' x 24' area of approximately 552 square feet, ready to be finished and purposed according to your needs, ideal for a workshop, studio, storage, recreation space, or other use.The land is equally appealing, with expansive meadows featuring tillable soils formerly used to grow organic fruits and vegetables, established trails, mature woods, and high quality gravel on the property. Adding to the sense of privacy and protected open space, the property abuts a National Wildlife Refuge along its western and northern boundaries.Enjoy gardening, exploring the trails, working on projects, or simply taking in the peaceful Vermont landscape. Conveniently located within reach of Stratton, Magic, and Bromley Mountains and the villages of Londonderry, Chester, and Grafton. An exceptional opportunity to complete a substantial Vermont property and create something truly your own.

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$459,000
2bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

50

House with pool and garden Grafton (United States)

Motivated Seller! At the beginning of a dirt road just outside the historic village of Grafton VT you will find an exceptional country estate that combines timeless New England charm with modern comfort, privacy, and equestrian amenities. Thoughtfully designed to replicate a classic colonial home and extensively updated by its current owners, this meticulously maintained property offers an extraordinary lifestyle in one of Vermont's most picturesque communities.As you arrive you are welcomed by beautifully landscaped grounds, mature perennial gardens, and a private wooded setting that creates a true sense of seclusion. Despite its peaceful surroundings, the property is just minutes from Grafton Village and within 45 minutes of several premier Southern Vermont ski resorts, making it an ideal year-round residence, vacation home, or family retreat.Offering four bedrooms, four bathrooms, and numerous living and gathering spaces, the home is perfectly suited for hosting family and friends. The well-appointed chef's kitchen features an island with seating, abundant workspace, and easy access to the home's entertaining areas. A spacious family room with a stunning stone fireplace, private bath, and loft above serves as a centerpiece of the home, while three additional working fireplaces add warmth and character throughout. A second-floor den and game room provide flexible living space for relaxation, recreation, or remote work.Outdoor amenities are equally impressive. Enjoy summer days by the inground swimming pool, tend to the gardens, or explore the surrounding landscape. For horse enthusiasts, the property includes a four-stall barn and fenced pastures. Additional features include a two-car garage, clean and spacious basement, garden shed, and abundant storage throughout.Whether you're searching for a Vermont equestrian property, luxury country home, or four-season retreat near skiing and outdoor recreation, this remarkable Grafton estate offers you the very best

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$999,000
4bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

19

House Town of Rockingham (United States)

Let your imagination run wild with this unique opportunity to own a piece of Vermont history with endless possibilities! This classic Colonial farmhouse has spent the past 42 years serving as a restaurant, with additional short-term rental rooms already established, creating an incredible starting point for someone with a vision. With 15+ rooms, a large commercial kitchen, and an attached two-car garage with separate living quarters, the property offers a remarkable amount of space and flexibility for a variety of business ventures.Continue the restaurant tradition, transform it into a charming bed and breakfast, create a hotel and restaurant destination, or operate a business with the convenience of on-site owner living quarters. Perhaps a completely new concept is waiting to take shape. Even the large detached post-and-beam barn, previously used as a farm store, opens the door to more possibilities. Imagine a common gathering space, game room, or social hub for a ski club, or bring back its retail roots with a farm store or specialty shop.Location is another major advantage, sitting right at the bottom of the I-91 exit ramp along Route 103, a heavily traveled corridor that sees tremendous traffic during Vermont's ski season. The exposure, existing infrastructure, and sheer versatility make this a rare opportunity to create something special. Aggressively priced to put an exciting business opportunity within reach, this property is ready for its next chapter. Bring your ideas, bring your vision, and make it your own!

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$675,000
4bedrooms
6bathrooms

By Four Seasons Sotheby's International Realty

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50

House Townshend (United States)

Discover the quintessential Vermont country lifestyle on your own 80 acres in Townshend where timeless farmhouse charm meets exceptional versatility and beautifully maintained grounds. This inviting four-bedroom post and beam farmhouse has been impeccably cared for with many updates throughout, offering a wonderful blend of historic character, comfort, and modern convenience. Inside, warm and welcoming living spaces provide the perfect setting for gathering with family and friends, while the sunroom offers a peaceful place to relax and enjoy the beauty of the surrounding landscape in every season. The space provides endless possibilities, whether you envision a yoga or fitness studio, creative retreat, home office, or additional space for visiting guests, there is ample space to bring your own vision to life. After a day enjoying the outdoors you can unwind in your own private sauna.The property's remarkable outdoor amenities are equally appealing. A classic Vermont barn with four stalls offers opportunities for equestrian pursuits, hobby farming, or a variety of agricultural interests. An insulated, climate-controlled workshop within the barn provides an exceptional year-round space for woodworking, ceramic studio, artistic endeavors, or other creative projects. With cold storage, a cut room, hay loft, paddocks and sheds, and even a recent blacksmith shop, you are set up to work with the land in many different ways. Outside, rolling meadows create a picturesque pastoral setting, while a peaceful pond adds to the property's natural beauty and tranquility. Explore your own network of hiking trails winding through the woods, where each season brings new opportunities to experience Vermont's spectacular natural surroundings. Whether enjoying morning walks, tending gardens, pursuing hobbies, or simply taking in the quiet countryside, this property invites you to embrace a slower pace of life.

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$1,150,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

48
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House with garden Wilmington (United States)

Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all.Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops and restaurants of Wilmington and Lake Whitingham, this property offers year round adventure.Inside, the home is warm and inviting with natural wood trim, stone accents, and thoughtfully designed spaces for gathering. The main living area centers around a handsome stone fireplace, while the kitchen features generous workspace, custom cabinetry, and a layout ideal for entertaining apr?s-ski. Bedrooms are well-proportioned and private, including a spa inspired bath with soaking tub and glass shower that feels like a boutique retreat. Bathroom floors have been updated with radiant heat.The lower-level playroom is a standout feature, perfect for hosting guest with a cozy gas fireplace, ample lounge space, and a wet bar that makes movie nights, game days, and ski weekends effortless. Outdoors, enjoy the sounds of the brook from the yard, relax in the hot tub after a day on the slopes, and take advantage of the additional storage shed for gear and toys. Town Rental Permit in Place with a history of rental income.

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$774,000
4bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

47

House Putney (United States)

Discover one of Putney Village's most distinctive properties. A beautifully converted 1909 brick schoolhouse that was transformed into a remarkable residence. Rich in architectural character, this 4-Bedroom, 2.5-Bath home showcases soaring 12-foot ceilings, oversized historic windows, exposed brick, hardwood floors, and expansive open spaces filled with natural light.The upper two floors offer a spacious and flexible 4-Bedroom, 2-Bath residence featuring a farmhouse-inspired contemporary kitchen with stainless steel appliances, two generous living areas, abundant storage, and individual mini-splits in every bedroom. An operational wood-burning fireplace with a brick alcove adds warmth and charm.The 1,800-square-foot first floor includes four oversized rooms, a half bath, and separate access, providing exceptional flexibility for a home office, art studio, gallery, workshop, wellness practice, or other uses permitted through the Village District approval process. A history of creative and professional uses highlights the property's versatility. Set on 1.09 acres, the grounds include raised garden beds, unique naturally intertwined trees, a spacious deck, two-car open carport, and parking for approximately six vehicles with room to expand. Additional features include a standing-seam metal roof, steam radiator heat, 200-amp electrical, updated plumbing, broadband internet, public sewer, and private water.Enjoy the convenience of sidewalks to the library, general store, restaurants, and Putney's vibrant arts community. Putney Town Forest is just 5 minutes away, Brattleboro is 10 minutes, Amtrak's Brattleboro Station is approx. 15 minutes, Interstate 91 is just minutes away, Mount Snow is about 50 minutes, and Bradley International Airport is approx. 90 minutes away.A truly rare opportunity to own a landmark Vermont property offering architectural beauty, modern comfort, and exceptional flexibility in one of southern VT most charming village settings.

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$724,900
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

50

House with garden Putney (United States)

Nestled along one of Putney's most scenic country roads, this private 18.3 acre property offers the perfect balance of wooded privacy, open space, and classic Vermont charm. Stone walls, mature perennial gardens, walking trails, and a meandering stream create a peaceful setting.The thoughtfully designed home offers 2,721 square feet of living space with 2 bedrooms and 2 bathrooms. A soaring brick fireplace anchors the open living area, while hardwood floors, natural wood finishes, and large windows create a warm and inviting atmosphere. The open floor plan flows into a bright sunroom where woodland views and seasonal mountain vistas become part of the living space.Outside, the property offers endless opportunities to enjoy the outdoors. There are several outbuildings including a former animal barn and a garden shed that offer excellent potential for studios, workshops, or a future ADU. A freestanding wood fired sauna provides the perfect place to unwind and take in the beautiful setting. In the woods you will also find a play structure that was a replica of the original home.Located just a short drive from the center of Putney, Vermont, you'll enjoy convenient access to local farms, hiking trails, the Putney School, Yellow Barn, Next Stage Arts, and the vibrant community that makes Putney one of Southern Vermont's most sought after towns. Whether you're looking for a full-time residence, a Vermont retreat, or a property with room to expand, 51 Dusty Ridge Road offers privacy, natural beauty, and the opportunity to make it your own.

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$865,000
2bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

39

House with terrace Wilmington (United States)

Discover a rare opportunity to complete a spectacular custom timber-frame residence on 25 private acres in the heart of Southern Vermont's premier four-season recreation destination. Ideally situated adjacent to the Haystack Golf Course and The Stack Restaurant, just minutes from the exclusive Hermitage Club and Mount Snow Resort, this partially constructed home offers an exceptional combination of privacy, natural beauty, and incredibly close proximity to world-class skiing, golf, and year-round outdoor adventure. This impressive residence showcases beautiful timber-frame craftsmanship, soaring ceilings, dramatic architectural details, and expansive windows that bring the surrounding Vermont landscape indoors. With much of the home's construction already completed, the next owner has the exciting opportunity to select the finishes and personal touches that will make this remarkable property their own.The thoughtfully designed floor plan envisions approximately 7,000 square feet of finished living space across three levels. At the heart of the home, a magnificent two-story great room with a dramatic fireplace and walls of windows will create a stunning gathering space. The adjoining dining area and spacious kitchen are designed for effortless entertaining with convenient access to expansive outdoor decking and views.The main-level primary suite envisions a private retreat with a generously sized bedroom, luxurious bath, and dual walk-in closets. Upstairs, two additional en suite bedrooms will complement a dedicated office or open loft overlooking the great room.The walkout lower level adds exceptional possibilities for entertaining and relaxation, planning for a spacious recreation room, wet bar, sauna, movie theatre, and bunk room with a large full bath and storage closet. Above the oversized 2 car garage with room for ATVs or snowmobiles is a great space with another full bath providing additional flexibility for a home gym, family room, or sleeping space.

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$2,625,000
5bedrooms
8bathrooms

By Four Seasons Sotheby's International Realty

20

House with terrace Jamaica (United States)

Step into a piece of Jamaica Village history. Once home to the F.E. Smith Dry Goods, Ready-Made Clothing, and Grocery Store, this distinctive red-and-white building blends Greek Revival presence with Vermont farmhouse character and now serves as a year-round residence filled with history and personality. The classic fa?ade features full-width double-decker porches, white picket railing, and bold corner pilasters. Inside, this C. 1860 buildings commercial past lives on in a dramatic great room with original built-in storefront shelving and drawer banks once used to display dry goods. Now a unique library, studio and sitting area, the space features wide-plank wood floors, exposed beams, and natural light from the original storefront windows and door. A vintage interior sash window adds another unexpected architectural detail. The kitchen features sage cabinetry, granite tile counters, a pot rack, sunny breakfast area, and walk-in pantry. A cozy living and dining room offers a comfortable gathering space, while upstairs bedrooms retain original wide pine floors and vintage details. Both bathrooms have been updated, and the oil tank, on-demand hot water heater, pressure tank, and well pump have all been recently replaced. Garden beds and a painted harlequin porch floor add personality outside, while the covered porch invite you to enjoy morning coffee and the rhythm of village life. A rare opportunity to own a property with a story to tell and the potential to make it your own. Buyers who appreciate historic homes and are comfortable with a project will find opportunities to build on its existing character.

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$249,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

36

House with terrace Barre (United States)

Settle in at 17 Country Way, where a welcoming front porch invites sipping morning coffee or an evening unwind. Inside, new carpets bring a fresh, clean feel to this ranch-style home, and the two bedrooms and two baths are laid out on one level.Out back, the deck opens to local views and a good-sized yard, with plenty of room for gardening, fire pits, or simply soaking up a Vermont fall afternoon. Downstairs, the walkout basement leads straight out to the yard and offers flexible space to shape however suits you. Barre puts a lot within easy reach. Browse the granite-carved memorials at Hope Cemetery, catch a show at the historic Barre Opera House, or stroll the Saturday farmers market. Aldrich Public Library and Currier Park are nearby for books and time outdoors. Beyond Barre's cafes and restaurants, Montpeliers restaurants, shops, and state capital are a short drive away, and Burlington and the Mad River Valley slopes are within day-trip range.Come see how easy it is to make this one yours.

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$330,000
2bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

48
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House with garden and terrace Grafton (United States)

Nestled in a postcard perfect riverfront setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Property is being offered furnished and turn key! Set on over two park like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle.Inside, youll find a spacious eat in kitchen with abundant counter space and cabinetry perfect for gatherings and everyday living. Flexible living areas include multiple options for relaxing and entertaining, plus a second floor space ideal for TV viewing or a home office. A finished bonus room above the attached two-car garage provides excellent guest overflow or creative studio space. The partially finished basement features a comfortable family room for additional versatility.The home offers three bedrooms, including a convenient first-floor en suite primary. Step out onto the back deck and take in breathtaking views of the river as it gently flows below. A private walking trail winds along the riverbank to the far end of the property, enhancing the serene, retreat like feel.Additional highlights include a charming carriage house with many potential uses and the peace of mind of a whole house generator. Home is also being offered mostly furnished and ready for its new owners. Located just a short distance to town amenities, this remarkable property captures the very best of Vermont living.

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$549,900
3bedrooms
2bathrooms
land 2m²

By Four Seasons Sotheby's International Realty

48

House with terrace Whitingham (United States)

Discover the perfect Vermont four-season retreat in this architecturally unique round home, set on a picturesque 1-acre corner lot in Southern Vermont. Offered fully furnished and move-in ready, this 1,840-square-foot, 3-bedroom, 2-full-bath property is ideal as a year-round residence, vacation home, or turnkey getaway.The welcoming lower level features three comfortable bedrooms, a spacious full bath with a jetted soaking tub, tiled floors, and a glass-enclosed shower, along with a convenient utility room. Upstairs, abundant natural light fills the open-concept living area where the kitchen, dining, and living spaces flow seamlessly together. A cozy wood-burning fireplace creates the perfect gathering place after a day of skiing, hiking, snowmobiling, or exploring the surrounding lakes and trails. A second full bath on the main level adds convenience for both everyday living and entertaining guests.Step outside to enjoy multiple outdoor living spaces, including a sunny second-floor deck, covered patio, established perennial gardens, and a storage shed. The mostly open lot offers space to relax, entertain, and enjoy the peaceful surroundings.Ideally located just 8 minutes from Jacksonville Village, 10 minutes from Harriman Reservoir (Lake Whitingham), 8 minutes from Lake Sadawga, and 17 minutes from Wilmington, this property provides convenient access to some of Southern Vermont's most sought-after recreation destinations. Enjoy skiing at Mount Snow and Berkshire East, boating and fishing on nearby lakes, hiking the Catamount Trail, paddling the Deerfield River, and exploring the VAST snowmobile trail network.With high-speed fiber internet available and all furnishings included, this distinctive home offers the perfect combination of comfort, character, and year-round adventure. Whether you're seeking a mountain getaway, recreational base camp, investment opportunity, or full-time residence, this turnkey Vermont property is ready to enjoy from day one.

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$299,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

35

House with garden and terrace Brattleboro (United States)

Motivated Seller, Make an offer! Move in ready and full of potential, this charming Brattleboro home is ready for its next chapter. The main level features a bright, open concept layout with a spacious kitchen and comfortable living area, creating an ideal space for everyday living and entertaining. Filled with natural light, the living room opens directly onto a private rear deck overlooking a manageable backyard perfect for relaxing, gardening, or outdoor gatherings.Upstairs, the bedrooms offer comfortable accommodations with the opportunity to add a full bathroom in the future, allowing the home to grow with your needs. The lower level includes a separate in law suite complete with its own private entrance and laundry area, offering flexibility for guests, multi generational living, a home office, or potential rental income.Conveniently located, the property is less than a block from the Vermont Country Deli and within walking distance of the Brattleboro Farmers' Market, Memorial Park, and recreation fields. Easy access to Interstate 91 makes commuting simple while keeping downtown Brattleboro's shops, restaurants, arts, and entertainment just minutes away.Whether you're searching for a primary residence, an investment property, or a home with income producing potential, this well priced property offers an excellent opportunity.

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$249,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

50
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House with garden and terrace Stratton (United States)

Crafted by Vermont Barns / Wadsworth Design Build, this custom timber frame home in Stratton, Vermont, brings together beautiful craftsmanship, generous living spaces, and a peaceful National Forest setting just 15 minutes from both Mount Snow and Stratton Mountain. With five bedrooms, six bathrooms, and two bonus rooms for additional sleeping space, the home offers ample room for family and guests.At the heart of the home, an expansive open kitchen, dining, and living area showcases the warmth and architectural beauty of the timber frame. A dramatic wall of windows draws the surrounding mountain landscape indoors and fills the gathering space with natural light. The floor-to-ceiling stone wood-burning fireplace anchors the living room, creating an inviting setting for apr?s-ski gatherings. With generous space to prepare meals, gather around the dining table, and relax by the fire, the open layout keeps everyone connected. An expansive mudroom provides a practical arrival point with room for ski gear, boots, and the essentials of Vermont mountain life.Two bedrooms feature ensuite baths, providing added comfort and privacy. The primary suite offers a private retreat with a balcony perfectly positioned to take in mountain sunrises. The lower level provides another welcoming space to gather, complete with a custom bar for relaxed evenings and entertaining.Outdoor living is equally inviting, with a screened porch for leisurely meals and quiet mornings, a back deck with a fire pit for evenings together, and a hot tub for unwinding after a day on the mountain. The surrounding forest creates a peaceful backdrop throughout the seasons.An attached two-car garage adds everyday convenience, while a detached barn with a second-floor gym expands the propertys versatility. Thoughtfully designed for both gathering and retreat, this distinctive timber frame home offers enduring craftsmanship and easy access to the best of Southern Vermont.

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$2,700,000
5bedrooms
6bathrooms

By Four Seasons Sotheby's International Realty

29
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House with terrace Wilmington (United States)

Perfectly positioned just across from the entrance to The Hermitage Club, this beautifully appointed mountain home offers the ideal balance of comfort, convenience, and Vermont charm. Whether you're heading to the slopes, enjoying a round at Haystack Golf, exploring nearby snowmobile trails, or spending the day at Lake Whitingham, this location places you in the heart of everything the Deerfield Valley has to offer. Inside, warm natural wood finishes, reclaimed barn board accents, soaring cathedral ceilings, and a dramatic wall of windows create a welcoming mountain retreat filled with natural light. The open-concept living area is anchored by a beautiful stone fireplace, offering the perfect gathering space after a day outdoors. The spacious kitchen features granite countertops, stainless steel appliances, custom cabinetry, and a generous center island that flows seamlessly into the dining and living areas, making entertaining effortless. The home offers three comfortable bedrooms plus a bonus room for additional guests or flexible living space, along with three beautifully updated bathrooms. The primary suite provides a peaceful retreat with a spa-inspired bath featuring a tiled walk-in shower, soaking tub, and quality finishes throughout. The finished lower level expands the living space with a large recreation room, perfect for movie nights, game days, or relaxing with family and friends. A two car garage offers ample room for vehicles and all of your Vermont gear. Outside, the expansive deck invites you to unwind in the private hot tub, dine outdoors, or simply enjoy the peaceful woodland setting. Whether you're looking for a full-time residence, a weekend getaway, or a four-season vacation home, 529 Coldbrook Road delivers exceptional craftsmanship, inviting living spaces, and one of the area's most desirable locations just moments from The Hermitage Club and a short drive to Mount Snow, downtown Wilmington.

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$1,395,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

32

House with terrace Wilmington (United States)

Enjoy Vermont living in every season! This spacious 3-bedroom, 3-bath home sits on an oversized lot close to the Hermitage Club and Mount Snow, offering plenty of room to gather, relax, and unwind. Outstanding community amenities include indoor and outdoor pools, a hot tub, tennis, pickleball, and basketball courts, plus a clubhouse with an arcade and lounge. With hiking, biking, boating, golf, and skiing at your fingertips, adventure is always within easy reach. Whether youre seeking a mountain getaway or a year-round home, this property offers space, recreation, and a convenient location to enjoy it all. The seller is open to selling the neighboring lot to the purchaser of the home. The offer is at a very fair price, and the seller is open to negotiations.

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$499,900
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

49
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House with garden and terrace Stratton (United States)

A rare opportunity to create a true Vermont family compound, this 12.5-acre property offers not only a beautifully finished home, but also two additional building lots ready for the next chapter with underground power already in place and septic permits secured, the additional homesites offer the flexibility to build separate homes for family, all while taking advantage of the propertys beautiful mountain views.Built in 2023, the current residence features two bedrooms and two baths with a clean, modern mountain style and an easy open layout. Large windows frame the surrounding landscape and bring the changing seasons indoors, while warm wood floors, a stone gas fireplace, spacious kitchen, and comfortable living areas create a home that feels both refined and relaxed. Outdoor living is equally inviting, with a deck overlooking the grounds and long-range mountain scenery. There is a four bedroom septic permit on the home if you want to add on.For those needing exceptional garage and storage space, this property stands apart. The home includes an attached four-car garage, complemented by a brand-new detached four-car barn/garage, providing tremendous room for vehicles, recreational equipment, a workshop, or Vermont toys.Ideally located between Stratton and Mount Snow, the property offers convenient access to skiing, golf, hiking, mountain biking, dining, and everything Southern Vermont has to offer. With a nearly new home, seven total garage bays, 12.5 acres, mountain views, and a second permitted homesite already underway, this is an unusual opportunity to create a multi-generational Vermont retreat with room to grow.

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$1,150,000
2bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

50
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House with garden and terrace Wilmington (United States)

Green Meadows Farm is a rare Southern Vermont estate where timeless character, modern comfort, and exceptional recreational amenities come together across more than 16 picturesque acres. Just minutes from Lake Raponda, downtown Wilmington, Mount Snow, and The Hermitage Club, this remarkable property offers sweeping mountain views, stunning sunsets, and the space to create lasting memories for generations.At the heart of the property is a beautifully maintained six-bedroom farmhouse that blends classic New England charm with thoughtful, energy-efficient upgrades. Warm wood floors, inviting gathering spaces, updated kitchens and baths, and period details throughout create a home that is both elegant and welcoming. A post and beam three-season room with a hot tub provides the perfect place to unwind while taking in the surrounding landscape.The property also includes a separate three-bedroom guest cottage, ideal for extended family, guests, caretakers, or rental opportunities. For entertaining on a grand scale, the impressive party barn features an expansive gathering space with kitchen facilities, an indoor basketball court, and room for everything from family celebrations to recreation and hobbies. The lower level, once the dairy barn, offers abundant storage for vehicles, recreational equipment, tools, and toys.Equestrian enthusiasts will appreciate the horse stables, fenced pasture areas, and open grounds, while outdoor lovers will enjoy the property's proximity to Lake Raponda, skiing, hiking, snowmobiling, and year-round recreation. Multiple outbuildings and flexible spaces create endless possibilities for agricultural use, workshops, or a private family compound.Whether envisioned as an equestrian estate, multigenerational retreat or four-season Vermont getaway, Green Meadows Farm presents an extraordinary opportunity to own one of the Deerfield Valley's most distinctive properties.

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$2,950,000
9bedrooms
11bathrooms

By Four Seasons Sotheby's International Realty

42

House with garden and terrace Londonderry (United States)

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.

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$1,250,000
5bedrooms
5bathrooms

By Four Seasons Sotheby's International Realty

26

House Townshend (United States)

Tucked into the beautiful hills of Townshend, Vermont is a truly special property, offered to the market for the first time. Beautifully crafted in the timeless tradition of timber-frame construction, this exceptional 3 bedroom, 2.5-bath home showcases classic mortise-and-tenon craftsmanship, warm natural materials, and expansive views south down the West River Valley.At the heart of the home, a magnificent Finnish Tulikivi soapstone fireplace anchors the great room, creating a warm and inviting gathering space beneath soaring cathedral ceilings. A dramatic wall of windows fills the room with natural light and brings the surrounding Vermont landscape indoors. Thoughtfully positioned throughout the home, the windows allow the beautiful valley views to be enjoyed from nearly every room.The home's distinctive timber frame construction creates an atmosphere that is both grand and welcoming, with exposed beams and carefully considered details throughout. The home has a great flow through the spacious custom cherry kitchen through all the open, light-filled living spaces. This property was designed for everyday comfort as well as entertaining, while 3 bedrooms, a loft, and a large finished walkout basement provide ample room for family and guests.Set amid the natural beauty of southern Vermont, this property offers a rare combination of craftsmanship, privacy, and panoramic scenery. Whether enjoying the changing seasons from the great room, gathering around the soapstone fireplace, or simply taking in the expansive West River Valley views, 395 School Marm Lane offers an authentic Vermont lifestyle in a home built to be cherished for generations.

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$774,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

50
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House with pool and garden Grafton (United States)

Meticulously maintained and thoughtfully designed, this three-bedroom, three-bath home offers the perfect balance of comfort, functionality, and classic Vermont charm. Set on a picturesque parcel with stunning long-range views, the property is surrounded by mature trees, a small pond, established gardens, and simple, easy-to-maintain landscaping that enhances the natural beauty of the setting.Inside, inviting living spaces are filled with natural light, including a four-season sun room where you can enjoy peaceful mornings with a cup of coffee while taking in the changing landscape throughout the year. The thoughtfully designed floor plan provides comfortable gathering spaces that feel warm, welcoming, and perfectly suited for everyday living or entertaining.A two-car garage is complemented by a heated bonus room above, offering flexible space for additional guest accommodations, a home office, studio, or private getaway room. The custom heated barn is a truly unique feature of the property. Currently used as a woodworking shop, it also offers exceptional flexibility as an entertainment space, hobby barn, or additional guest sleeping area, making it ideal for hosting family and friends.As the day winds down, gather on the back patio and stone surrounded firepit to enjoy the sweeping views and spectacular Vermont sunsets, with simple perennial gardens creating a peaceful backdrop for relaxing or entertaining outdoors.Beyond the property itself, Grafton is one of Vermont's most treasured villages, known for its historic charm, welcoming community, and year-round recreation. Nearby Grafton Trails & Outdoor Center offers miles of hiking, cross-country skiing, snowshoeing, and skating trails, while the village is home to beloved destinations including MKT, Grafton Cheese Company and the historic Grafton Inn, all favorites for dining and spending time with friends and family.

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$1,149,000
3bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

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House with terrace Windham (United States)

Have it all on Timber Ridge! This spacious Windham colonial offers four bedrooms in the main house plus a recently renovated one bedroom accessory dwelling unit on the lower level, creating valuable flexibility and rental potential. Set in the mountains, the home welcomes you with a covered front porch and attached two car garage, making four season living that much easier. Inside, a dramatic multi story foyer with floor to ceiling window opens to warm wood floors and a comfortable layout with plenty of room to gather. The kitchen features a breakfast bar island and ample cabinetry, flowing into the dining area and out to the back deck, which was replaced last year.Upstairs, the primary suite includes a private bath and large walk in closet, with two additional bedrooms and a shared full bath nearby. The walk out lower level accessory dwelling unit has been recently renovated and includes its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat serves the main and lower levels, while newer heat pumps provide instant, efficient heating and cooling.Whether you are looking for a full time home or a Vermont getaway, this property offers the space, flexibility, and mountain setting to enjoy Southern Vermont in every season.Upstairs, the primary suite includes a private bath and large walk in closet, with additional bedrooms and a shared full bath nearby. The walk out lower level offers even more flexibility with a separate apartment featuring its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat on the main and lower levels adds comfort throughout, with mini splits offering efficient ancillary heating and air conditioning in the warmer months.Whether you are looking for a full time home or a Vermont escape, this is a place to spread out, settle in, and enjoy mountain living in every season.

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$599,000
5bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

50
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House with pool and garden Halifax (United States)

Set on 65? acres, this four-bedroom, three-bath home offers the privacy, views, and outdoor lifestyle that so many buyers seek in Southern Vermont. Perched to capture sweeping mountain views and spectacular sunsets, the home welcomes you with a covered front porch where you can relax and take in the ever-changing landscape.Inside, the spacious floor plan is designed for comfortable year-round living, while the outdoor spaces truly set this property apart. A rear deck connects directly to the swimming pool, creating an ideal setting for summer entertaining, family gatherings, or simply enjoying Vermont's warmer months. After a day exploring the property, unwind in the hot tub while taking in the peaceful surroundings.The expansive acreage provides endless opportunities for recreation and exploration. Established trails wind throughout the property, perfect for hiking, ATV riding, snowshoeing, or simply enjoying your own private woodland retreat. An oversized two-car garage provides ample space for vehicles, recreational equipment, and tools, while the charming little barn offers additional storage for ATVs, lawn equipment, and all the toys needed to enjoy Vermont's four seasons.Conveniently located just minutes from the Massachusetts border, this property offers easy access from Greenfield, Northampton, and the greater Boston area. You'll also enjoy being a short drive from Mount Snow for skiing and year-round recreation, as well as the shops, restaurants, and charm of historic downtown Wilmington.Whether you're looking for a primary residence, vacation getaway, or a private Vermont retreat with room to roam, 598 Hubbard Hill Road offers the perfect blend of comfort, recreation, and natural beauty.

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$879,000
4bedrooms
3bathrooms

By Four Seasons Sotheby's International Realty

50
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House with garden and terrace Roxbury (United States)

This Roxbury pied-?-terre naturally induces the Japanese practice of "forest bathing", where one finds serenity through immersion in the atmosphere of a quiet forest. Woods & gardens meld in harmony with craftsmanship & thoughtful design inviting you to experience the very best of Vermont nature living. Originally built as a vacation home, the property is packed with functional & luxury appointments lovingly created by its owners these past 20+ years as built by local craftsmen at Ritzer & Associates. Both the home & barn showcase custom maple cabinetry, premium appliances, beautifully finished baths, timeless materials & more. The welcoming kitchen opens to a cozy living room anchored by a beautiful custom stone hearth and wood insert. A main-level bedroom and ? bath provide comfortable guest accommodations, while the screened porch with its unique stone fireplace grill is destined to become your favorite gathering place. The loft-style primary suite offers a peaceful escape & the dry snug basement is partially finished. The home is complemented by a 2-vehicle barn with a well-appointed ADU above, beautifully designed gardens, a charming garden shed, and a 3-bay equipment shed. A generator, a grid-tied 40 panel solar array, a Level 2 charger & 2 Powerwall 3's provides resiliency & savings. Fiber is available. This is a carefully curated retreat from the hustle & bustle tucked on to 11+ wooded acres yet found midway between I-89 Exits 4 or 5 & Sugarbush. The home is perfectly positioned for year-round recreation. Enjoy hiking, biking, fishing, golf & nearby swimming holes in summer, with Sugarbush just 15+ minutes away and Mad River Glen, Stowe, the Middlebury Snow Bowl & Killington within easy reach. From the moment you turn off Town maintained West Hill Road, you'll know you've arrived somewhere special as every inch of this sanctuary reflects a passion for intentionally weaving exceptional quality into a peaceful Vermont lifestyle.

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$996,000
3bedrooms
3bathrooms
land 4.7ha

By Four Seasons Sotheby's International Realty

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