Properties Near 74 Pond View Road Winhall, VT

A rare opportunity in Long Trail House, this corner residence has been thoughtfully reimagined from two separate units into a spacious, fully renovated retreat designed for flexible living. The expanded layout now includes multiple sleeping areas and a den/office, offering versatility for guests or remote work. Natural light fills the home thanks to its corner position, while open living space flows seamlessly to an extended outdoor footprint with both a full-length deck and covered porches. The oversized primary suite stands out with its private fireplace, walk-in closet, direct deck access, and a beautifully finished bath featuring double vanities and a large shower. The kitchen has been enlarged and upgraded with granite countertops, stainless appliances, and a substantial island that anchors the space for gathering and entertaining. Located across the street from Stratton's snowfront, lifts, Village shops, and restaurants, this residence offers exceptional access without the need to drive. Long Trail House amenities included heated underground parking, private owner storage, a year-round heated pool, sauna, multiple hot tubs, and a welcoming hearth room. Discounted access to the Stratton Training and Fitness Center is also available. Contact us for more information or to schedule a private showing.

Discover the perfect mountain retreat at 7 Roundtree Road, a contemporary and beautifully designed 4-bedroom home set on 1.37 private acres in one of Stratton’s most sought-after neighborhoods. Ideally located just a quick drive to the Base Lodge—or simply hop on the convenient shuttle for effortless access to the slopes, this property offers the best of Stratton living in every season. Step inside to find a spacious, light-filled interior with clean contemporary lines, warm natural materials, and an inviting open layout ideal for gathering with family and friends. Large windows bring the outdoors in, while generous living spaces provide plenty of room to relax after a day on the mountain. With four well-appointed bedrooms, this home comfortably accommodates guests and offers flexible space for work, play, or quiet retreat. Outside, the expansive 1.37-acre lot delivers the privacy and peaceful surroundings you expect from a mountain home, including a covered deck with a hot tub and grill to be able to enjoy year round, all while keeping you close to the heart of the resort. Whether you’re seeking a year-round getaway, a winter ski home, or a property with excellent rental potential, 7 Roundtree Road delivers contemporary style, convenience, and Stratton Mountain charm in one exceptional package.

Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months. Step inside to a bright, open-concept living area where expansive windows showcase stunning views of Stratton Mountain. Warm wood accents throughout reflect classic Vermont style, creating a welcoming yet refined atmosphere. The generous kitchen, living, and dining spaces are perfectly suited for both everyday living and entertaining, offering an ideal place to gather after a day on the trails or slopes. Unwind in the private hot tub, or recharge by the wood-burning fireplace for another day of adventure. A finished lower level adds valuable additional space, perfect for guests to relax, gather, or be entertained. Nestled within a pristine natural setting, this condo offers a rare balance of privacy and convenience just minutes from premier resort amenities while surrounded by scenic beauty. Whether you’re seeking adventure, relaxation, or both, this exceptional mountain retreat delivers comfort, charm, and the best of alpine living. Unit is being sold Furnished with AC units.

Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Ski Resort. This authentic 5-bedroom, 4-bathroom log cabin plenty of space throughout, with ample natural light and that signature Vermont charm and cozy ambiance. A large kitchen, combined with an open dining area and expansive wrap around deck, offer a multitude of opportunities for seasonal gatherings no matter the weather. Or you can relax in the hot tub after a long day and even enjoy the sounds of a local waterfall located just a short walk from the doorstep. A 1-bedroom apartment with a separate entrance gives this home more flexibility for family and friends to stay for extended visits. The two-car garage provides space for all the outdoor gear you could need to explore the Vermont wilderness year-round. This home has all you need to enjoy all the Vermont has to offer.

Experience four-season Vermont living in this beautifully appointed end-unit townhome in the highly sought-after Highgate neighborhood at Piper Ridge, one of Stratton Mountain's premier resort communities. Ideally located in Winhall, Vermont, just minutes from Stratton Mountain Resort, this spacious 3-bedroom, 3-bath residence offers exceptional privacy, abundant natural light, The thoughtfully designed floor plan features expansive living and entertaining spaces highlighted by a dramatic floor-to-ceiling stone fireplace, vaulted ceilings, and multiple outdoor decks that seamlessly connect indoor and outdoor living. Additional features include a den/family room, private indoor hot tub and sauna, attached garage, and generous storage for ski, golf, and outdoor gear. Piper Ridge residents enjoy one of the area's most comprehensive amenity packages, including a year-round sports and fitness center with indoor pool, hot tub, fitness room, racquetball, tennis and pickleball courts, locker rooms, and owner's lounge. During the winter season, a private shuttle provides convenient transportation to Stratton Village, ski slopes, dining, shopping, and resort activities. This exceptional Stratton-area townhome offers the perfect combination of comfort, privacy, convenience, and resort-style living in the heart of Southern Vermont.

Only 8 miles from Stratton Mountain, this extra-large expanded farmhouse provides ample space, quiet, and tons of classic Vermont charm. Set in a lush garden landscape surrounded by meadows, a stone wall, perennial gardens, an apple orchard, a barn, & multiple outbuildings, the home feels like old Vermont while being close to major amenities. The original home is from the 19th century but contains a new addition from the 21st allowing you & your family to have all the room you want today. The home has high ceilings, hand-hewn beams, classic woodwork, a wood-burning stove, and walls of windows that bring in warmth & light. The addition includes a grand primary suite with soaring ceilings, views over the land, walk-in closet, large tiled bathroom with a tiled shower, powerful jet tub, and double vanity. With 5 total bedrooms, 4.5 baths, 2 living spaces, and 3 bonus rooms, there is space to host or work from this 3,840SqFt home. The expansive kitchen contains large countertops with space for seating as well as a window covered breakfast nook. The butler’s pantry, complete with a wet bar, makes entertaining easy. Sit by the stove while snow falls across the pasture and enjoy your snow-globe like winter scene. On warm days, open the sliders to the brick patio, or to the back deck to grill, pick berries in the garden, walk the orchard trail, or watch the leaves change during the seasons. The home is located near the town of Manchester, ski mountains (Stratton, Bromley, and Mount Snow), excellent golf courses, & local renowned dining at Honeypie, River & Rye and Solo Farm & Table within easy reach. Bradley International Airport is 2 hours away, Boston is 3, and New York City is 4. This is a home you can enjoy now. One whose location, scale, and enchanting views provide the foundation to create your dream oasis. You deserve to enjoy the Vermont life you have been dreaming of, and make this home and timeless setting part of your family’s legacy.

Located just one mile from Stratton’s Base Lodge and Village, this 4-bedroom, 3-bath end-unit Styles Brook townhome offers the perfect combination of convenience, comfort, and year-round mountain living. Spanning three levels, Unit 501 enjoys the added privacy, extra windows, and abundant natural light that come with end-unit ownership. The main level is designed for gathering, featuring beautiful hickory floors, a wood-burning fireplace, a functional mudroom, powder room, and access to an expanded deck overlooking a peaceful wooded setting. Whether you're returning from a powder day, hosting friends for a golf weekend, or simply enjoying a quiet escape in the mountains, the spaces are designed to be enjoyed in every season. The Styles Brook association allows owners to add hot tubs to the deck, with required reinforcement, offering you the opportunity to create the ultimate après-ski retreat. Upstairs, the spacious primary suite features vaulted ceilings, excellent natural light, a well-appointed bath, and a generous owner's closet. Three additional bedrooms and two full baths provide plenty of room for family and guests, including a private guest suite with direct access to the backyard. Styles Brook is located on Stratton's winter weekend and holiday shuttle route, making access to the slopes and village easy throughout ski season. During the warmer months, owners enjoy a community clubhouse and outdoor pool that is only a short walk from this unit. There is also a paddle court for year-round fun. This property also includes an active Stratton Sports Center bond, transferable to the buyer with payment of the transfer fee. Bond privileges include access to the Sports Center and fitness classes, no green fees at Stratton's 27-hole golf course, and discounts at Stratton-owned shops and restaurants. With low-maintenance ownership, a sought-after location, and great layout and amenities, Styles Brook is an ideal mountain getaway. Make this your Vermont address.

This spacious and well-maintained 4-bedroom, 4.5-bathroom condo in Stratton’s desirable Intervale community offers nearly 3,000 square feet of comfortable mountain living, just minutes from the Base Lodge with winter shuttle service. Nestled among the trees for added privacy, the home features an open-concept main level with cathedral ceilings, abundant natural light, a wood-burning fireplace, and a well-appointed kitchen with ample storage—ideal for entertaining or relaxing. The layout includes multiple living spaces, highlighted by a walk-out lower level with a second fireplace, perfect for movie nights or hosting guests. Each level offers en suite bedrooms, including a spacious loft suite, providing comfort and privacy throughout. A large private deck overlooks the woods, creating a peaceful setting for outdoor gatherings. Additional features include generous entry space, multiple walk-in closets for gear storage, laundry area, and an owner’s closet for secure storage. Offered furnished and featuring recent updates to appliances and systems, this home is move-in ready. Monthly fees include grounds maintenance, snow and trash removal, and shuttle service. Conveniently located near skiing, golf, and just 20 minutes to Manchester, this property is also eligible for a Stratton Sports Center bond—making it the perfect year-round Vermont retreat.

Where Mountains Meet Modern Living: Perched just moments from the energy of Stratton Mountain Resort, this contemporary mountain home reimagines what a Vermont getaway feels like. From the moment you step inside, the design does exactly what a great contemporary home should: it steps back and lets nature take center stage. Massive, soaring windows act as living art pieces, framing sweeping, panoramic mountain views from every single room. Whether you are prepping a meal, lounging by the fire, or waking up in the primary suite, the connection to the landscape is seamless. This home was built for an active, balanced lifestyle, emphasizing connection, wellness, and effortless entertaining. Rise and Align: Start your morning in the dedicated home workout space. Roll out a yoga mat, find your flow with a view of the peaks, or power through a session on the erg and free weights while watching the morning fog lift from the valley. Gather Around: The heart of the home is a dramatic, light-filled great room anchored by a magnificent stone fireplace—the ultimate anchor point for swapping stories after a day on the slopes. Unwind and Reconnect: Pour a drink at the built-in bar, head downstairs to the game area, or step out onto the expansive deck to breathe in the crisp, silent Vermont air. Four Seasons of Adventure: While winter brings world-class skiing just minutes away, the warmer months unlock championship golf, hiking, and the vibrant local culture of Winhall.When the day winds down, the primary suite offers a private retreat, complete with its own crackling fireplace and a balcony made for stargazing through the clear mountain night. It’s a space designed to let you recharge deeply before doing it all over again tomorrow. If you've been looking for a home that captures the true essence of Vermont—where modern design meets rugged, natural beauty—25 Benson Fuller Road is waiting. Reach out today to schedule your private tour and experience these views in person!

First time on the market, this spacious mountain home has been lovingly maintained by one family since it was built in 1980. Tucked away on a generous double lot at the dead end of a private road, the setting offers privacy along with a true Vermont feel—quiet and peaceful. Inside, the home features a bright, open layout with abundant natural light and warm woodwork throughout, creating an inviting and comfortable atmosphere. Recent improvements, including a new roof and new decks, add value and provide great spaces to relax or entertain outdoors. With four large bedrooms and two additional bonus rooms, there’s plenty of flexibility. Located just approximately 3 miles from Stratton Mountain, you’ll have easy access to year-round activities. In the winter, enjoy some of southern Vermont’s best skiing and snowboarding, while the warmer months offer golf, hiking, mountain biking, and a vibrant village with dining, shopping, and events. This property offers space, privacy, and proximity to everything Stratton has to offer.

Stratton Mountain Renovated! 4 bedroom 2 bath is located just mins to the mountain . This home has access to all that Stratton has to offer. The Ski shuttle comes right outside your door for easy access to the mountain and your home. Freshly painted inside and out, with a partial renovation just completed. This home just installed all new windows with egress and new doors and sliders. The new large deck is perfect for entertaining and a nice yard for family gatherings. This property was recently hydro seeded with new lawn and a new gravel drive thru driveway. Wood shed included with storage for all the equipment and gear. The living room fireplace is wood burning with a large glass and expanded deck for entertaining. The heating is hot water baseboard making it warm in winter. A interior cedar sauna to enjoy after those long ski days! Large laundry room with new tile floors. This modern home is ready for its new owner. Great rental history for those who may want to rent.

Incredible combination of location and amenities. Walk across the street to the ski slopes and Stratton Village with its shops, restaurants, and year-round activities. This top-floor condominium features soaring ceilings, abundant natural light, and a desirable two-bedroom, two-bath layout. Long Trail offers a year-round heated outdoor pool, hot tubs, and a sauna. Heated underground parking, ski lockers, and private storage cages make mountain living simple and so convenient. Seller is listing broker.

Ski-In/Ski-Out Perfection: Your Premier Stratton Mountain Retreat! Experience the ultimate Vermont lifestyle in this rare 2-bedroom, 2-bathroom condo, perfectly positioned for true ski-in/ski-out convenience. Located just steps from the Villager Chairlift and the bustling heart of Stratton Village, this residence offers a seamless transition from the slopes to your front door. Designed with the mountain enthusiast in mind, the interior blends rustic warmth with modern functionality. Cozy up to the wood-burning fireplace after a day on the mountain. The open-concept living and dining area is framed by large windows, flooding the space with natural light. The fully equipped kitchen with a breakfast bar is perfect for quick pre-ski meals or evening entertaining. Two spacious bedrooms, including a primary en-suite and a secondary guest room with a dedicated full bath. Enjoy the luxury of a washer and dryer and a mudroom entrance to keep your gear organized and your living space pristine. Leave the car parked for the weekend. This condo is engineered for maximum "time-on-trail" Ski Locker Room offers private, secure storage for all your skis, boards, and poles. A short, scenic walk leads you to Stratton’s iconic village. Enjoy apres-ski at Mulligans, fine dining at Fire Tower, or morning coffee at Benedict’s. While the winter offers world-class skiing, summer brings you closer to the resort’s golf course, tennis courts, hiking trails, and mountain biking. This property represents a prime opportunity for a getaway in one of the East Coast’s most desirable resort communities.

The Highgate Piper Ridge Townhome is ideally located just a short stroll from the exclusive sports center and provides convenient shuttle service to Stratton’s ski lifts during the winter season. This residence is filled with natural light and features a contemporary kitchen and bathrooms, polished hardwood floors, and elegant tile accents throughout. The one-car garage has been ingeniously converted into a spacious ski room, complete with a large storage closet, making it perfect for winter equipment. This turnkey property is ready for immediate occupancy, offering an exceptional mountain retreat in one of Stratton’s most desirable communities. With a well-designed layout that includes four bedrooms and three bathrooms, the home is situated in a peaceful cul-de-sac with ample parking.