Londonderry, VT | 165 Stone Hollow Road

Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A dedicated entry drop zone keeps gear organized after long days outdoors. The layout offers strong separation of space across three levels, including an en-suite primary, additional bedrooms, and a top-floor loft ideal for overflow sleeping or a recreation zone. The lower level adds a second living area with a wood-burning stove, plus guest accommodations. Outdoor living is equally dialed in, with an upper deck featuring a brand-new hot tub, a newly built firepit, and a natural landscape that includes meadow, stream, and wooded acreage. A three-car garage adds practical year-round convenience. Located within a 20-minute drive to Stratton, Magic, and Bromley, and directly adjacent to the VAST snowmobile trail system, this property offers immediate access to Vermont’s top winter and summer activities.

Nestled in Lowell Lake community and is offer furnished! This home offers the perfect blend of Vermont charm, comfort, and outdoor recreation. Originally built in 1971 and extensively renovated and expanded in 1992, this inviting home features nearly 3,200 square feet of living space designed for year-round enjoyment. Take in front-row views of Magic Mountain's ski trails right from your front deck and dining room - watch skiers carve down the slopes by day, and in the evenings, enjoy the quiet spectacle of the snow cats grooming the trails. Set in the heart of Southern Vermont ski country, Magic, Bromley, and Stratton Mtns are all just 20 minutes away, with Okemo, Mount Snow, and Killington also within an hour's drive few properties offer this kind of access to Vermont's best skiing. Snowmobile enthusiasts will love the direct VAST trail access right off the road no trailering required. Simply load up and ride straight from home onto Vermont's extensive network, with connections to trails across the entire state. The backyard abuts Lowell Lake State Park, ensuring lasting privacy with no future development possible behind the property, while offering endless opportunities for hiking, kayaking, and snowshoeing right out your back door. A private pond adds to the picturesque setting, and multiple decks provide ideal spaces for relaxing, entertaining, or simply watching the mountain views change with the seasons. Inside, warm and welcoming living areas are highlighted by a wood-burning fireplace and pellet stove, creating cozy gathering spaces in every season. Numerous updates and improvements throughout reflect pride of ownership and add to the home's comfort and functionality. Equally suited as a primary residence, vacation retreat, or investment opportunity, this is a rare chance to own a well-maintained Vermont home with unbeatable ski access, state park-bordered privacy, and direct VAST snowmobile trail access minutes from Londonderry's village & Farmers Market

Pride of ownership is evident throughout this exceptionally well cared for four-bedroom home, beautifully situated on more than four acres in desirable Londonderry. A long, welcoming driveway and a stately row of mature pines create a wonderful sense of arrival while providing year-round privacy. Offering an ideal blend of comfort, seclusion, and convenience, this inviting property is equally suited for year round living, a Vermont retreat, or a gathering place for family and friends. The spacious acreage provides room to relax, garden, play, and enjoy the natural beauty of every season. During the warmer months, the heated swimming pool creates your own private oasis, perfect for sunny afternoons, entertaining guests, or unwinding after a day of outdoor adventure. An attached garage adds everyday convenience, while the dedicated woodshed provides practical storage and easy access to a generous supply of firewood. The current owners comfortably heat the home entirely with wood, offering an efficient and self-reliant option, while an oil heating system is also available as a convenient alternative. Located in the heart of southern Vermont’s recreational corridor, the property offers easy access to Stratton, Magic Mountain, and Bromley for skiing, snowboarding, dining, and year-round resort activities. Lowell Lake State Park is also nearby, offering paddling, hiking, fishing, picnicking, and peaceful days by the water. Londonderry’s high school choice adds even more appeal for those seeking flexibility in education. For added peace of mind, a protective berm has been thoughtfully created between the stream and the property, and a State of Vermont elevation certificate is in hand. Meticulously maintained and surrounded by the best of Vermont, this special property delivers the space, warmth, privacy, and lifestyle buyers dream about. Come experience a home that has been truly loved and is ready to welcome its next owners.

Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry, high-end finishes like the Shaws sink, and upscale lighting and bath fixtures. Located in the heart of ski country with views of Magic Mountain and just minutes from Magic, Bromley, and Stratton, this is a home for the outdoor enthusiast. A large pond in the backyard invites swimming, canoeing, and paddleboarding, while the expansive back deck overlooks the water--perfect for outdoor dining and entertaining. Upstairs bedrooms feature custom built-ins, and the primary suite --set in its own wing--boasts cathedral ceilings, a beautiful bath, and serene pond views. The well-planned gear room includes ample closets, cubbies, and hooks to keep outdoor essentials organized. Pet-friendly with a fully fenced backyard, custom dog cubbies, and a pet shower. Tesla EV charger included. The vintage barn offers flexible space for storage and an opportunity for another area to entertain. Live your best Vermont life in comfort, style, and natural beauty.

The smell of woodsmoke on a crisp alpine afternoon, the quiet crunch of fresh powder underfoot, and the sense that the rest of the world has dropped away, this is the reality waiting at the top of Powder Mill Ridge. Tucked into three acres of private Vermont forest, this contemporary retreat is designed less like a standard house and more like a basecamp for a life well lived. Winters mean stepping right out your door and onto local trails, spending the afternoon carving through fresh snow, and returning home with frozen cheeks to sink into the bubbling hot tub. In the summer, those same paths transform into a network of shaded hiking trails, where the only soundtrack is the wind through the hemlocks. Inside, the home strikes a balance between clean, contemporary lines and classic mountain warmth. The open-concept main floor encourages everyone to gather around the kitchen and dining spaces, sharing stories from the day's adventures while looking out at the mountain views. Downstairs, a fully finished walk out game room,complete with a pool table, rich pine ceilings, and a built in Sonos sound system offers the perfect space for rainy day tournaments or late-night movies. When the weather cooperates, the living space naturally flows outdoors. A newly constructed upper deck keeps you level with the treetops, while a clever dry-ceiling system protects the custom bluestone patio below. Walk to It is a place built for quiet mornings with a mug of coffee, lively weekend gatherings with friends, and immediate access to the best of Vermont’s outdoors. Ready to Experience Powder Mill? Properties that offer this degree of privacy alongside direct trail access rarely stay quiet for long. Reach out today to schedule a private tour and see the views for yourself.

Welcome to an extraordinary Southern Vermont property where Vermont living meets year-round recreation and relaxation. Located a mile from the center of Londonderry this spacious 4-bedroom, 3-bath home offers a truly uncommon amenity: your very own private indoor pool. The pool isn't simply an amenity; it's the centerpiece of a lifestyle. Imagine having a private wellness retreat, recreation space, and gathering destination without ever leaving home. No worrying about rain, snow, cold temperatures, or summer insects—just step inside and enjoy. With four bedrooms and three bathrooms, there's room for family, overnight guests, entertaining, and creating flexible spaces for work or recreation. The property also offers outdoor space for enjoying Vermont's natural surroundings, including a fire-pit area perfect for evenings under the stars. This house has easy access to skiing at Magic, Bromley, Stratton and Okemo. In the warmer months enjoy hiking, biking, area lakes and rivers. Slow down, gather, and enjoy every season. This home is worth seeing!

Perched above Weston's coveted Dale Road in a private woodland setting, this handsome expanded cape was designed by Raymond Austin, architect of the famed Weston Playhouse. The home exudes graciousness and attention to detail in a living space that offers both cozy warmth and a light and open feeling. Surrounded by country gardens and with a south facing deck and mountain views, the property is a slice of Vermont heaven both inside and out. The first floor has a welcoming mud room with laundry and powder room, a relaxed family room/kitchen with wood burning fireplace, walk-in pantry, and deck access, a formal dining room and spacious living room with gas fireplace, and a private bedroom with ensuite bath. The second floor includes 2 guest bedrooms, one currently used as a home office, sharing a full bath, plus a primary suite with a large bedroom, ensuite bath, and walk in closet. The full dry basement offers plenty of storage space, and the attached 2 car garage will be a special comfort in the winter months. Thanks to fiber optic internet and a standby generator, you'll be able to communicate and work from home while enjoying the peace and quiet of your own Green Mountain retreat. Weston is one of Vermont's most picturesque and vibrant villages, graced with the Weston Theater, The Vermont Country Store, dining at The Hub and The Left Bank, concerts at Kinhaven, and four seasons of outdoor recreation within a short drive to Stratton, Bromley, Magic, and Okemo Mountain resorts. Come see this special property for yourself, and you may well become its next lucky owners! Showings begin September 2.

Brand-new construction in beautiful Windham, Vermont! This thoughtfully designed three-bedroom home with an additional bonus room offers the comfort, efficiency, and ease of new construction paired with a peaceful Vermont setting. Filled with natural light, the home features bright, welcoming living spaces and a versatile floor plan designed for both everyday living and weekend escapes. The bonus room provides valuable flexibility for a home office, guest space, playroom, or den. An attached two-car garage makes Vermont living especially convenient, providing sheltered parking along with plenty of room for skis, bikes, outdoor gear, and storage. Outside, the yard offers space to relax, play, garden, or entertain, while the firepit creates the perfect gathering spot for summer evenings, crisp fall nights, and après-ski get-togethers. Located in the quiet mountain community of Windham, this property puts four-season recreation within easy reach. Five major ski areas—Stratton, Bromley, Magic Mountain, Okemo, and Mount Snow—are all located within approximately 35 miles of town, providing an incredible variety of winter adventures. When the snow melts, explore nearby hiking and biking trails, enjoy fishing, paddling and swimming, or spend the day at destinations such as Lowell Lake and Jamaica State Parks. The greater Windham region is known for its extensive trail network and abundant opportunities for hiking, mountain biking, snowshoeing, cross-country skiing, and snowmobiling. Whether you're searching for a full-time Vermont residence or a low-maintenance mountain getaway, this newly built home offers a wonderful combination of modern comfort, outdoor space, and access to everything that makes Southern Vermont special.

Beautifully renovated 4-bedroom home with a stylish 2-bedroom accessory dwelling, offering the perfect blend of modern comfort, flexibility, and Vermont charm. Whether you're looking for space for extended family, guests, or the potential for rental income, this thoughtfully designed property offers endless possibilities. Step inside to discover contemporary upgrades throughout, where every detail has been carefully considered. Filled with natural light, the home's inviting floor plan creates a bright and airy feel from room to room. The beautifully updated kitchen, refreshed finishes, and modern touches make this home truly move-in ready while maintaining its warm and welcoming character. The dining room is highlighted by a beautiful propane fireplace, creating the perfect ambiance for dinners, holiday gatherings, and entertaining friends year-round. Outside, you'll find a peaceful yard designed for relaxing and enjoying Vermont's natural beauty. Two spacious decks provide plenty of room for outdoor dining, grilling, or simply soaking in the tranquil surroundings. A wonderful screened-in porch off the side yard offers the perfect three-season gathering space for morning coffee, evening cocktails, or enjoying the fresh mountain air without the bugs. Adventure is right outside your door. Ideally located less than a mile from Viking Nordic Center and Lowell Lake State Park, and close to some of Southern Vermont's premier ski destinations including Magic Mountain, Bromley Mountain, Stratton Mountain, and Okemo, this home offers year-round recreation at its best. Whether your passion is skiing, hiking, biking, kayaking, or simply enjoying the beauty of Southern Vermont, you'll love having it all within easy reach. With beautiful renovations, abundant natural light, flexible living space, and an unbeatable location, this home offers the very best of Vermont living.

Escape to this idyllic 1800s cape-style farmhouse nestled on a quiet dirt road in a peaceful country setting, just minutes from three popular ski areas. Set on 44 private acres with a scenic pond, this unique property offers the perfect blend of historic character and modern comfort, making it ideal for a family getaway, vacation rental, or year-round home. Inside, you'll find surprisingly spacious rooms perfect for entertaining and family gatherings. Wide pine floors, antique fireplaces, and original glazed windows add warmth and charm throughout. The main level features a large primary bedroom suite, while four additional bedrooms and a full bath upstairs provide plenty of space for guests. A cozy recreation room with a grand fireplace or the sauna is perfect for apres-ski evenings, and a separate dining building offers a private space ideal for hosting dinners or working from home as a dedicated office or studio. Outdoors, enjoy peaceful walks through the forest along an old logging road, fish or relax by your own large private pond, and take in the serene beauty of the countryside. A detached 3-car garage adds extra convenience and storage for outdoor gear or snowmobiles. Just a short drive from top ski resorts and year-round activities including hiking, biking, and nearby lakes, this Vermont farmhouse is the perfect mountain retreat.

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.