Londonderry, VT | 341 Under The Mountain Road

Welcome to an extraordinary property where Vermont living meets year-round recreation and relaxation. Located a mile from the center of Londonderry and within 20 minutes of three ski resorts. This spacious 4-bedroom, 3-bath home offers a truly uncommon amenity: your very own private indoor pool. Imagine having a private wellness retreat with recreation spaces, and gathering spots under the stars without leaving home. There's room for family, overnight guests, entertaining, and creating flexible spaces for work or relaxation. 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!

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.

Custom designed and built by original owner, architect and builder Stuart MacDonald, this four bedroom, three bath South Londonderry home combines distinctive Vermont character with thoughtful design on 4.8 acres. The approximately 2,565 square foot home features a ground floor primary suite, living room with fireplace, an inviting sitting area off the kitchen with woodstove, and flexible living space upstairs. Significant improvements over the past several years reflect continued investment in the property, including a new roof, septic system, oil furnace and interior oil tank, water conditioning and filtration system, well pump, garage doors and operators, along with updates to the multi zone radiant heating system. A screened porch extends the living space outdoors and overlooks established landscaping, stonework, mature trees and open lawn, with a small pond adding to the setting. The three car garage provides exceptional space for vehicles, recreational equipment and year round gear. Set in the village of South Londonderry, 451 Main Street is well positioned for enjoying Southern Vermont in every season, with Stratton, Magic, Bromley and Okemo all within easy reach, along with nearby villages, trails and year round recreation. With its custom design, acreage, ground floor primary suite, three car garage and substantial recent improvements, the property offers a compelling combination of character, setting and long term care.

Welcome to 1722 Under the Mountain Road, a private 3.02-acre retreat in a tranquil setting surrounded by horse farms, with views of Stratton Mountain. This 2-bedroom rustic cabin is nestled in a former Morgan horse farm. Full of character, the main home features wood frame, wide plank floors throughout, with an open concept layout. The floorplan includes a full kitchen, a dining room, and a living room with a wall of windows facing the private wooded landscape. A glass-walled bedroom brings a sense of openness and creativity into the space, and a versatile loft offers space for an office, a reading nook, or extra sleeping. There are additional sleeping spaces throughout the home. The full bath completes the main home. Outside, a wraparound porch invites you to relax and take in the scenery, while a hot tub and 2 outdoor fire pits make this property a true four-season escape. A separate 1-bedroom, 1-bath accessory dwelling unit provides space for guests, extended stays, or potential rental income. A 3-bay carport offers covered parking and storage. All of this is just a short drive to Magic Mountain, with Stratton, Bromley, and the shops and restaurants of Londonderry nearby. Whether you're looking for a full-time residence, a ski getaway, or a peaceful country retreat, this property is ready for you to make your own.

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.

Located just under a mile from the center of Londonderry this unique chalet home is crafted with exceptional attention to detail and energy efficiency for year-round comfort. The gourmet kitchen is equipped with professional-grade appliances, contemporary finishes, and a layout designed for everyday living. Adding to the property's unique appeal is a remarkable 480-square-foot treehouse retreat, connected to the main residence by a charming elevated catwalk. Complete with pine floors, a kitchenette, and a loft, this extraordinary space offers a rare combination of comfort, creativity, and adventure among the treetops. Outdoor living is equally impressive. Relax in the hot tub on the private patio, or enjoy the versatile lawn area, which transforms into a picturesque skating rink during the winter months and serves as the perfect setting for recreation and gatherings throughout the warmer seasons. A peaceful walking path leads to the scenic West River, which borders the property and provides a tranquil natural backdrop.

OPEN HOUSE Sunday, November 1st, 10AM to 12PM. Perched atop a double lot in the special Magic Mountain community, this classic 3-bedroom, 2-bath chalet features an open-concept living area with a wood-burning fireplace. Enjoy mountain views from the living room, primary bedroom, or the front deck. With plenty of yard space and an added loft areas, this home offers an unbeatable charming Southern Vermont basecamp; directly at Magic and an easy drive to Bromley, Stratton, and Okemo. Schedule your tour today.

More than a Vermont home, this is a property built for the way you want to live here. Set on 14 acres in Londonderry, this versatile Southern Vermont property combines a 3-bedroom, 2-bath home with something increasingly difficult to find near the mountains: acreage, substantial storage, multiple outbuildings and room for all the gear that comes with the Vermont lifestyle. The property features a 3-bay pole barn, 1.5-bay garage and additional outbuildings surrounded by mostly wooded acreage with open areas to enjoy. Inside, the 1,944-square-foot home offers three bedrooms, two full baths, a spacious living room, separate dining room and a bonus room with its own exterior entrance, ideal for a home office, studio or flexible workspace. Multiple porches and decks extend the living space outdoors, while the hot tub provides the perfect place to unwind after a day on the mountain. And the location puts four-season recreation within easy reach. Bromley, Stratton, Magic and Okemo are all accessible from your Southern Vermont basecamp, along with hiking, biking, snowmobiling, fishing, golf and everything else the Green Mountains offer. Whether you're searching for a full-time Vermont residence, mountain getaway, recreational property or simply a home where there's finally enough room for the skis, bikes, sleds, tractor, workshop and outdoor gear, 3148 Route 11 deserves a closer look. 14 acres. Mountain access. Room for everything. Schedule a private showing and come experience the possibilities for yourself.

Escape to the heart of Southern Vermont in this recently renovated chalet-style mountain home, where timeless charm meets four-season recreation. Being sold fully furnished. Ideally located under 25 minutes from four premier ski resorts - Bromley, Stratton, Magic, and Okemo - this inviting retreat offers the perfect balance of adventure and relaxation. Set against a backdrop of breathtaking mountain views and abutting protected lands, the home offers a peaceful setting that invites you to slow down and enjoy the beauty of every season. The one-car garage offers plenty of storage. Whether you're sipping your morning coffee on the deck as the sun rises over the mountains or gathering with friends after a day on the slopes, this fully furnished property embodies the classic Vermont lifestyle. Inside, the home features three comfortable bedrooms - each with its own well-appointed ensuite bath with radiant flooring heat - and a spacious family room designed for entertaining, game nights, and making lasting memories. Warm wood accents, abundant natural light, and the welcoming chalet design create a cozy atmosphere that feels like home the moment you arrive. When winter gives way to warmer months, you'll discover endless opportunities for hiking, fishing, golf, farmers' markets, and scenic drives through covered bridges and charming New England villages. Or simply stay home and enjoy the quiet solitude, fresh mountain air, and stunning views from your own private retreat. Bonus for buyers seeking income: a proven rental track record, a transferable 5-star VRBO listing, and ready introductions to trusted cleaners and house managers. A simple two-unit homeowners association handles shared maintenance, keeping ownership easy and costs low.