Properties Near 60 Hilltop Road Winhall, VT

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Nestled right on the slopes of Stratton Mountain Resort, this two bedroom two ensuite bathroom condominium offers true ski-in/ski-out convenience for your winter getaway. You'll find yourself just steps from the Villager chairlift, beginner ski area as well as a stone's throw to the shops and restaurants in the Stratton Village. An open-concept living/dinning/kitchen area that features a stone wood burning fireplace perfect for gathering after a day on the slopes. Enjoy the eastern exposure and distant mountain views from the balcony. Home is being offered furnished and has good rental history. Come home to Stratton Mountain Vermont!
This is not your average chalet. Tucked in the quiet Stratton View neighborhood, just 1 mile from the base of the Stratton Access Road, this 3-bedroom, 2-bath home offers the warmth and character of a classic Vermont chalet with updated systems, thoughtful improvements, two living spaces, and garage space for three vehicles. Offered fully furnished and truly turnkey --right down to the tractor, mower, snow blower, and other yard equipment-- this is a home you can enjoy from day one. The great room features soaring ceilings, a wood-burning stove, beautiful beams, and flat-sawn balusters that add to the alpine feel. A recent two-story addition adds a one-bay garage and a large second living room with vaulted ceilings. High-quality materials and systems, including a standing-seam roof, efficient mini-split heating and cooling, and cedar shakes, were used in the addition. The rest of the home has been thoughtfully modernized over time with improved drainage and insulation, updated mechanicals, a 200-amp electrical panel, stainless steel flue liners, whole-house water filtration, renovated kitchen and baths, a drilled well, modern septic components, and extensive site work. A large mudroom and generously sized laundry room add everyday function. Step onto the deck with retractable awnings and take in views of the pond. Storage is exceptional: the attached one-bay garage, oversized detached 2-car garage measuring approximately 21' x 26', and separate shed provide room for vehicles, snowmobiles, canoes, UTVs, mountain gear, a workshop, and more. Located in desirable Winhall with school choice, this is a Vermont home ready for its next owner to simply arrive, settle in, and start enjoying.
Nestled in a peaceful and private mountain setting, this beautifully maintained home offers a seamless blend of comfort, functionality, and timeless Vermont charm. Thoughtfully updated and designed for easy living. The main level features a spacious primary suite with custom built-in cabinetry, a convenient mudroom, and an updated kitchen highlighted by Vermont Verde marble countertops and warm hardwood floors. At the heart of the home, the inviting living room is anchored by a wood-burning fireplace and a dramatic wall of glass that fills the space with natural light while framing the surrounding landscape. Upstairs, two additional bedrooms and an open loft provide flexible space for family & guests, a home office, or a cozy reading nook. The finished lower level expands the living area with a full bathroom and a versatile bonus room ideal for movie nights, a fitness studio, playroom, or workspace. Storage is exceptional, with an oversized detached garage, loft space above, along with an expansive attached storage area perfect for outdoor equipment, seasonal gear, and recreational toys. Numerous recent upgrades, including a whole-house generator, further reflect the care and attention invested in the property. Located less than two miles from Stratton Mountain Access Road, this home offers easy access to skiing, hiking, golf, and the area's many amenities, while maintaining a peaceful sense of privacy and seclusion. Whether as a full-time residence or a seasonal mountain retreat, this inviting property is perfectly suited for year-round enjoyment.
Imagine Friday evening: you pull through the private gate, the tires of your car crunching over the paved lot, and you find that perfect spot right near the entrance. As you turn off the engine, a quiet stillness settles in. You won’t be reaching for those keys again until Monday. Welcome to your retreat at Village Watch. The Arrival Step inside the dedicated mudroom, where there’s a place for everything. Shake off the snow, toss the damp base layers straight into the washer and dryer, and leave the world behind. The transition from "travel mode" to "mountain mode" is instant here. Alpine Comfort The heart of this home is designed for the "apres" life. On a snowy Vermont evening, the crackle of the wood-burning fireplace is the soundtrack to your weekend. The layout flows naturally between two comfortable bedrooms and two full baths, offering enough space for a slow morning with coffee or a lively dinner after a day on the slopes. The True Ski-In/Ski-Out Experience Forget the logistics of shuttles or the struggle of crowded parking lots. • The Morning Ritual: Grab your gear from your private locker in the secure ski storage room and step directly onto the trail. • The Afternoon Wander: When the lifts close, the Stratton Mountain Resort Village is just a short, scenic stroll away. Whether you're looking for a farm-to-table dinner, a fresh pastry, or a new pair of goggles, everything is within reach of your front door. This isn't just a condo; it’s a way to reclaim your time. It’s about more runs on the Upper Slalom Glade and more moments spent by the fire, rather than sitting in traffic. Ready to park the car and stay awhile? Reach out today today!
Set in a prime location along Stratton Access Road, this Intervale townhouse offers an easygoing mountain lifestyle with everything you need close at hand—including weekend and holiday winter shuttle service to the base lodge. The 3-bedroom + loft, 3-bath layout provides plenty of space for guests, while the open living area brings everyone together with a seamless flow between the kitchen, dining, and living spaces. Step outside onto the private deck—perfect for enjoying fresh mountain air or relaxing after a day of hiking. Recent updates and central air add modern comfort, and the nearby covered carport makes day-to-day living simple in any season. This property checks all the boxes! The current owners have not purchased the Stratton Sports Center bond; however, the new owner will have the option to do so. The Association is in the process of replacing decks at Intervale over the next two summers, and the deck for Unit #39 is scheduled to be replaced in Spring/Summer 2027.
Experience the ease of Stratton Mountain living from this inviting three-bedroom Styles Brook condominium, ideally located just moments from the lifts. Hop on the convenient winter shuttle or enjoy a pleasant walk to the base area, with Stratton's Sports Center, fitness facilities, and year-round amenities just a short stroll away. Designed for both comfort and entertaining, the spacious main level features an open-concept living, dining, and kitchen area filled with abundant natural light. A convenient half bath and a sunny deck to provide the perfect space to relax, whether you're enjoying crisp winter mornings or Vermont's beautiful summer afternoons. The upper-level primary suite offers a peaceful retreat, complete with a full bath and a generous walk-in closet. The lower level provides two additional bedrooms, a full bath, and a dedicated laundry area, offering plenty of space for family and guests after a day on the mountain. Styles Brook residents enjoy outstanding community amenities, including a seasonal swimming pool and paddle courts, making this an exceptional destination in every season. Whether you're skiing, hiking, golfing, mountain biking, or simply taking in the fresh mountain air, this condominium offers the perfect blend of convenience, recreation, and low-maintenance ownership in one of Stratton's most desirable communities.
Ideally located between Manchester and the mountains, this home offers the perfect blend of convenience, comfort, and Vermont charm. Just 10 minutes to Stratton, 5 minutes to Bromley, and 12 minutes to Manchester, you’ll enjoy easy access to skiing, dining, shopping, and year-round recreation. Inside, the home features a spacious living room filled with natural light, creating a warm and inviting atmosphere for gathering and entertaining. Numerous bonus spaces throughout the home provide flexibility for additional sleeping areas, a home office, workout room, or play space. The finished walk-out lower level adds even more living space and functionality, while the corner lot offers a nice yard and deck perfect for relaxing, outdoor dining, or enjoying the fresh mountain air. From ski season to summer adventures, this inviting home offers the perfect setting to enjoy Vermont year-round.
Turn-key Stratton retreat in one of the area’s most desirable year-round communities. This 4-bedroom, 3-bath Intervale townhome offers the perfect blend of comfort and convenience—just minutes to the slopes with seasonal shuttle service right from the community. The open-concept living area is ideal for gathering after a day on the mountain, while five mini-split systems provide efficient heating and cooling for year-round comfort. Two en suite bedrooms offer added privacy and flexibility for owners and guests, and the well-proportioned layout makes it easy to host family and friends. Set in a peaceful wooded setting, Intervale is known for its quiet surroundings while still being close to everything—skiing, golf, hiking, and Stratton Village dining and events. A true Vermont getaway offering easy access to adventure in every season.
Completely renovated and move-in ready, this stunning mountain home offers the perfect blend of comfort and convenience. The full interior renovation includes a brand-new kitchen and bathroom (as well as an updated second bath) , updated bedrooms, new doors, fresh paint, and beautiful new flooring throughout. A propane fireplace adds warmth and charm, while a newly installed mini-split system provides efficient heating and air conditioning year-round. In 2024, the basement underwent major upgrades, including mitigation with an improved support and drainage system, along with the installation of two new water tanks—providing long-term confidence and reassurance for the next owner. Ideally located near Stratton Mountain, Ball Mountain Dam, and Jamaica State Park, this home is a perfect base for four-season recreation—from skiing and snowboarding to hiking, swimming, and exploring nature. A true turnkey retreat in an unbeatable location!
Opportunity awaits in this trailside condominium at Stratton Mountain Resort. Ideally positioned for convenient access to the Tamarack Chairlift and Stratton Village, this residence offers the mountain lifestyle buyers seek with direct access to skiing, dining, shopping, and year-round resort amenities. Inside, a wood-burning fireplace anchors the living area, creating an inviting space to gather after a day on the slopes. The breakfast bar provides a natural connection between the kitchen and living spaces, while large windows bring in natural light and capture scenic mountain and valley views. The location is the standout feature, offering easy access to Stratton's extensive network of recreational opportunities throughout every season. From winter skiing and riding to summer golf, hiking, mountain biking, and events, this property serves as an ideal home base for enjoying all that Southern Vermont has to offer. Trailside residences remain among the most sought-after properties at Stratton, making this an exceptional opportunity to secure a well-positioned condominium near the resort.

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