luxury houses for sale Windham County, United States

Be among the first to enjoy this brand-new mountain modern home in the sought-after Chimney Hill community, with an anticipated completion date of September 2026. Thoughtfully designed for both year-round living and weekend getaways, this 3-bedroom, 4-bath home offers a bright, open floor plan filled with natural light and clean, contemporary finishes. The main living area creates an inviting space for gathering, with an open kitchen, dining, and living room designed for today's lifestyle. Upstairs, you'll find a spacious primary suite along with two comfortable guest bedrooms, offering privacy and comfort for family and friends. The fully finished lower level significantly expands the home's living space with multiple bonus rooms and a generous recreation area, providing endless possibilities for a home office, fitness room, media room, bunk room, hobby space, or additional guest accommodations. Located in Chimney Hill, owners enjoy access to outstanding community amenities including indoor and outdoor swimming pools, hot tub, fitness center, tennis and pickleball courts, skating rink, community center, hiking and snowmobile trails, and year-round recreational activities. Just minutes from Mount Snow, The Hermitage Club, Lake Whitingham, and downtown Wilmington, this exceptional new construction home offers the perfect combination of modern design, low-maintenance living, and Vermont mountain lifestyle. Photos have been virtually staged.

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.

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

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.

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.

Write your Vermont story at this extraordinary 38-acre retreat just one mile from Grafton Village, set along the peaceful Saxtons River. Built in 2007, the seasonal one bedroom cottage with loft blends beautifully into the natural landscape and captures the very best of indoor and outdoor living. Perched above the waters edge, the cottage offers a screened porch, two sliding doors from the main living space to a deck overlooking the river, a new bathroom, and an outdoor shower with river views. From the bedroom, the sound of moving water creates the kind of quiet, restorative experience that defines this special place. A natural stone patio with built-in firepit creates another intimate outdoor space surrounded by the sights and sounds of the land. The new bath is being connected to an existing five bedroom state permitted wastewater system, with the cottage using one bedroom allotment and capacity remaining for a future separate three bedroom residence. The property is currently being served by a spring fed, shallow dug well. Designed for recreation and retreat, the property features a spring fed swimming pond, pond house with electricity, loft space, open gathering area, and a masonry patio at the waters edge. Additional outbuildings include a pavilion beside a fire pit in the field. Above the cottage, a beautiful meadow opens to the mountains and leads to a private trail ascending to an observation deck with sweeping views over the surrounding farms and the church steeples of Grafton Village. Close to VAST snowmobile trails and outdoor recreation at the Grafton Trails & Outdoor Center, this is a rare Southern Vermont offering that can be enjoyed immediately while planning an exceptional future estate.

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.

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.

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

Experience the timeless charm of Vermont living at this beautifully renovated farmhouse estate sitting on 92 acres in Newfane Vermont. Originally restored and thoughtfully updated, this exceptional antique farmhouse seamlessly blends historic character with modern comfort and convenience. Unlike many older homes, this property features expansive rooms, high ceilings, wood floors, abundant natural light, and generous storage. For ease of ownership there is an automatic propane generator and the septic was redesigned in 2022. In addition to all of this is a beautifully crafted timber frame barn that utilized reclaimed beams from the original structure on the property.Rich in authentic New England character, the home showcases exposed hand-hewn beams, a stunning chefs kitchen with custom cabinetry, a massive stone hearth with a traditional beehive oven, and a unique gardeners foyer complete with workspace and cast-iron wash sink. The spacious first-floor primary suite offers cathedral-beamed ceilings, a charming loft area, and a private retreat-like atmosphere. A sun-filled four-season sunroom overlooks the beautifully landscaped grounds and perennial gardens.Set on a large lot of private Vermont countryside, the property includes antique stone walls, approximately 5 acres of open meadowland, apple trees, maintained walking trails, and a large fenced garden area. Outdoor enthusiasts will appreciate the close proximity to Sunset Lake, located just a half mile away for kayaking, paddling, and peaceful recreation.Ideally located just minutes from downtown Brattleboro and only 1.5 miles from a paved road, this private country estate offers the perfect blend of seclusion, convenience, and the idyllic Vermont lifestyle. Whether you are seeking a homestead, equestrian property, country retreat, or full-time residence, this one-of-a-kind Vermont farmhouse is a rare opportunity to own a truly special piece of New England paradise.

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

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. OPEN HOUSE SATURDAY AUGUST 15th 11-1pm

Steeped in Vermont history and surrounded by more than 80 acres of fields, woods, and walking trails, this beautifully preserved Newfane farmhouse offers the rare opportunity to own a property where timeless character and modern comfort come together. Whether you're looking for a full-time residence, country retreat, or recreational property, this is a place to slow down and enjoy the beauty of every season. The home features 3 bedrooms, 2 bathrooms, wide plank wood floors, exposed hand-hewn beams, and thoughtfully updated living spaces that remain true to the home's historic roots. The renovated kitchen offers granite countertops, custom cabinetry, stainless steel appliances, and a spacious center island that naturally becomes the gathering place for family and friends. Three original working fireplaces create warmth and character throughout the home. One of the home's most remarkable features is its fully functional beehive oven, a rare piece of early New England craftsmanship that continues to be used today. Traditionally heated by a wood fire, these domed brick ovens retain their heat long after the embers are removed, making them ideal for baking and slow roasting. The current owners still enjoy using the oven to bake fresh homemade breads, pies, and even batches of granola as the oven gently cools, carrying on a tradition that has been part of Vermont farmhouses for generations. It is a truly special feature that connects the home's rich history with everyday living. Outside, the property is equally inviting. Wander through the simple perennial gardens, tend to the established vegetable gardens, relax beside the small pond, or explore the extensive acreage that offers exceptional privacy and endless opportunities for hiking, snowshoeing, wildlife watching, hunting, maple sugaring, or simply enjoying the peaceful Vermont landscape. Located just minutes from the historic village of Newfane, with easy access to Brattleboro, Mount Snow, and Stratton Mountain.

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.

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

Welcome to this one-of-a-kind hexagonal home nestled in the heart of the West River Valley, where thoughtful updates meet Vermont character and a truly special setting. This 2-bedroom, 2-bath residence offers a unique architectural design with vaulted ceilings, abundant natural light, and a layout that feels both open and inviting. The property is very private and also boasts seasonal mountain views. Recent improvements include a custom built sauna, fresh exterior paint, updated bathrooms, new flooring throughout, new skylights, some new windows and new insulation as well as plumbing and electrical work, new appliances, and a new wood stove insert, providing modern comfort while preserving the homes distinctive charm. The dramatic interior spaces, bright wood details, and unconventional design create a home with personality that stands apart from the ordinary.Located in beloved Townshend, this property places you at the center of all that makes southern Vermont living so special. Spend summer days exploring nearby swimming holes, hiking scenic trails, and enjoying the beauty of the surrounding Green Mountains. In winter, nearby ski areas offer easy access to downhill and Nordic adventures, while local farmers markets, farm stands, and community gatherings bring the best of Vermonts small-town lifestyle right to your doorstep.Whether youre looking for a full-time residence, a weekend retreat, or a place to slow down and reconnect with nature, this unique Vermont home offers a rare opportunity to own a piece of the West River Valleys charm. Property also abuts a right-of-way to the VAST trails.

Set on a beautifully landscaped parcel just minutes from the heart of historic Grafton, this meticulously maintained residence offers timeless New England charm, exceptional craftsmanship, and inviting spaces. Surrounded by mature trees, perennial gardens, and lush lawns, the property provides a peaceful setting with the perfect balance of privacy and convenience.Inside, warm hardwood floors, abundant natural light, and classic architectural details create a welcoming atmosphere. The spacious living room is anchored by a wood-burning fireplace, creating a warm and inviting gathering space for family and friends. Just beyond, the library/den offers a quiet retreat to unwind with a favorite book in front of the home's second wood-burning fireplace, making it one of the home's most inviting spaces.The kitchen blends timeless character with everyday functionality. Rich cabinetry, generous workspace and a spacious walk-in pantry that provides abundant storage along with additional prep space ideal for entertaining.The screened porch offers a peaceful place to enjoy morning coffee, summer dinners, or a quiet afternoon while overlooking the beautifully landscaped grounds. Protected from the elements yet open to the fresh Vermont air, it becomes a favorite gathering place throughout the warmer months.Each bedroom features its own private en-suite bath, providing exceptional comfort and privacy for family and guests. The primary suite serves as a relaxing retreat with hardwood floors, abundant natural light, and a well-appointed bath.Outside, perennial gardens frame the home with colorful blooms throughout the growing season, complementing the stone walkways and classic Vermont landscaping. An attached two-car garage provides convenience and additional storage. Located just minutes from the charming village of Grafton, you'll enjoy one of Vermont's most treasured communities.

Located in the Chimney Hill community, this four-bedroom, two-bath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that feels inviting year-round.Step outside to the front porch and enjoy the seasonal mountain views while taking in the peaceful surroundings. Set on a wooded lot, the property offers a balance of privacy and convenience, with easy access to the extensive amenities of Chimney Hill and the recreation opportunities that make Southern Vermont such a sought-after destination.As a homeowner in Chimney Hill, you'll enjoy access to a wide range of community amenities, including an indoor pool, outdoor pool, fitness and community center, pickleball courts, ice skating, tennis courts, and an extensive network of hiking and recreational trails. Whether you're looking for outdoor adventure or a place to relax with family and friends, Chimney Hill offers activities for every season.Just minutes from Lake Whitingham, Mount Snow, The Hermitage Club, and downtown Wilmington, this home is ideally located for year-round enjoyment. Spend your summers boating, paddling, and swimming on the lake, and your winters skiing and snowboarding at nearby resorts. Whether you're looking for a primary residence, vacation home, or investment property, this four-bedroom getaway provides the space, location, and lifestyle that Vermont buyers are seeking.

Located in the desirable Chimney Hill community, this beautifully maintained 4 bedroom, 4 bath home offers the perfect combination of comfort, convenience, and year-round recreation. Designed for gathering and relaxing, the open-concept floor plan features vaulted ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas. A cozy gas fireplace creates a warm and inviting atmosphere after a day spent exploring Southern Vermont.The spacious kitchen opens to the main living area, making entertaining effortless, while expansive windows bring the outdoors in. Step outside to the large deck, ideal for summer barbecues, morning coffee, or simply enjoying the wooded surroundings.A direct-entry garage provides convenience in every season, and the finished lower level offers additional space for recreation, fitness, guests, or a media room. With four bedrooms and four baths, there is plenty of room for family and friends to gather comfortably.As a homeowner in Chimney Hill, you'll enjoy access to exceptional community amenities, including indoor and outdoor swimming pools, pickleball and tennis courts, a fitness center, clubhouse, skating rink, playground, and access to hiking and snowmobile trails. Ideally located just minutes from Mount Snow, The Hermitage Club, Lake Whitingham, and downtown Wilmington, this property places the very best of Southern Vermont recreation right at your doorstep.Whether you're seeking a full-time residence, weekend getaway, or investment property, 8 Deer Run Lane offers an outstanding opportunity to enjoy Vermont's four-season lifestyle in one of the area's most sought-after communities.

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.

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.

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

Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive 219-acre setting, showcasing a harmonious blend of nature and architecture. This exceptional estate is now ready to welcome its next owners. Designed with sustainability in mind, this eco-friendly property features numerous green initiatives such as locally sourced materials and renewable energy sources. Thoughtful land management practices further enhance the property's environmental stewardship, making it a sanctuary that harmonizes with its natural surroundings. As you ascend the driveway, you pass grain bins, barns, and pastures, remnants of a once-thriving goat farm. Midway up the drive, near the old foundation of the original homesite, you will discover a serene swimming pond complete with a cabana and a wood-fired sauna, providing a tranquil oasis. Upon reaching the summit, you are greeted by sweeping 180-degree views of the verdant hills. Stone walkways wind through perennial gardens surrounding the house, leading to a wood-fired hot tub and sun deck where you can immerse yourself in the stunning scenery. Meandering trails, A guest house above the 2 car garage, and an expertly crafted treehouse round out this remarkable property. Schedule today.

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.