luxury house for sale Whitingham, 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.

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.

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.

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.

Timeless Vermont character meets exceptional craftsmanship at this beautifully restored country property, where historic charm and thoughtful modern updates come together on a meticulously maintained setting. Recently renovated by Wadsworth Design Build, the home blends original architectural details with today's comforts while preserving the warmth and authenticity that make Vermont farmhouses so special. Surrounded by manicured lawns, mature trees, and simple perennial gardens, the property offers a peaceful retreat just minutes from Mount Snow, The Hermitage Club, golf, hiking, and year-round recreation. Inside, the home features 6 bedrooms and 4 bathrooms, including a spectacular newly renovated primary suite tucked away in the restored barn wing. This private retreat offers generous space, beautiful natural light, and a luxurious bath that feels like a boutique country inn. A second en suite bedroom provides ideal accommodations for family or guests, while the remaining bedrooms offer flexibility for larger gatherings.The heart of the home is designed for entertaining. The stunning custom kitchen showcases reclaimed beams, handcrafted finishes, quality appliances, a large center island, and seamless flow into the dining and living areas. Wide-plank floors, exposed timber framing, and beautifully preserved details create warmth throughout, while multiple gathering spaces including a bright sunroom and inviting living room with a fireplace provide room to relax in every season.Step outside to the stone patio, where mornings begin with coffee overlooking the gardens and evenings are spent dining outdoors or enjoying Vermont's cool summer air. The grounds have been thoughtfully maintained with understated perennial gardens that enhance the property's natural beauty without requiring extensive upkeep.Completing the property is a classic detached Vermont Barn, space for vehicles, hobbies, storage, or future possibilities, along with a separate utility shed.

This four bedroom, 2 bath home sits on 10 acres with 2 streams. The house features a large country kitchen, living room with upper level office or play room loft, solid wood doors, bluestone entry floor. There is a large concrete basement under under the bedroom wing. Additional features include: full house generator and a large 3 bay garage. There is direct access to snowmobile trails.The house is sold unfurnished...the photos showing furniture are virtually staged.

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

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.

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.

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.

A welcoming, lead-compliant 3 bedroom, 2 bath home in a peaceful Williamstown neighborhood, thoughtfully updated to offer comfort, character, and easy living. The first floor features two bedrooms, a full bath, an open kitchen and dining area, and a comfortable living room with a working fireplace. Upstairs, the entire floor is dedicated to a private primary suite with its own ensuite bath. Extensively updated over the past five years, the home features improvements to the electrical and plumbing systems, heating, windows, and flooring, along with a stylishly renovated kitchen with quartz countertops, soft close cabinetry, and stainless-steel appliances. The bathrooms have also been refreshed with quartz vanities and tiled surrounds. Two fireplaces add warmth and atmosphere on crisp Berkshire evenings. Outdoor living is equally appealing, with three porches, a partially fenced yard, and a screened gazebo offering inviting spaces for morning coffee, quiet afternoons, or entertaining. Conveniently located near Williams College, the Clark Art Institute, Williamstown Theatre Festival, hiking and biking trails, and the many cultural, recreational, and culinary amenities of the Berkshires, this home is a wonderful opportunity to enjoy all that Williamstown has to offer.

Welcome to the historic Simmons Cottage located at 2 Melrose Street in Adams, MA. This Victorian gem, completed in 1901, perfectly blends its 19th-century character with modern convenience. Situated on a .24-acre lot in the heart of Adams, the 2,406-square-foot residence features 4 bedrooms, three bathrooms, office, and full attic. The home's historic elegance shines through its preserved curved front porch, original woodwork, stained-glass windows, and rare Lincrusta ceilings. This home has been updated to provide efficiency, including a new roof, upgraded heating system, and a modernized kitchen. A standout feature is the unique historic carriage barn, relocated and repurposed into an incredible five-car detached garage for your vehicles and hobbies!

Custom-built and truly exceptional, this phenomenal home is set on 5.81 wooded acres, offering privacy, space, and room for everyone. With 12 rooms, 4 bedrooms, and 4 bathrooms, this spacious home is designed for comfortable living and effortless entertaining. The first-floor primary suite features a beautiful private bath, and adjacent laundry room. The inviting family room offers cathedral ceilings and a gas fireplace, while the impressive kitchen showcases maple cabinetry, granite countertops, and a large island. The expansive great room is perfect for entertaining, featuring a full bar and abundant space for gatherings. The second floor offers three additional bedrooms and a full bathroom. The finished lower level provides even more living space with a large recreation room, two versatile office spaces that can be used for whatever your needs may be, a 3/4 bathroom, and utility room. Outdoor living is equally impressive, with an above-ground pool and deck, stamped concrete patio, and beautiful TREX-covered porches. A separate detached one-car garage and large outbuilding provide additional storage and workspace. This exceptional property offers privacy, space, and amenities both inside and out. A must-see home!

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.

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

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.

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.

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.