Properties Near 60 Hilltop Road Winhall, VT

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WAKE UP TO UNPRECEDENTED MOUNTAIN VIEWS once called Terra Bella with ownership over four decades and now this can be the Winhall/Stratton residence you have been searching for. From the moment you drive in you are captivated with incredible scenery off prestigious Pearl Buck Drive. Offered on 3.5 acres. The main level boasts newly refinished oak floors, two bedrooms, a den or living area with fieldstone wood burning fireplace and dining/living space open to kitchen with built in cabinetry for functionality. Private primary suite on upper level with additional three season sun room to enjoy the vast country side landscape you're lucky enough to witness . The lower level of the residence has three areas ready for your next project turning these rooms into a recreation room, workshop, gym, which conveniently allows you to access the oversized one car garage . Brand new deck completed this past fall just waiting for you to soak in the mountaintop views stretching from Equinox to Magic including visibility of Gale Meadow Pond. You are in the heart of ski country only a few minutes to Stratton's SunBowl or main Base Lodge, yet a short drive to Manchester. This is an opportunity for the new owner to create their own dreams lucky enough to find this rare buy. The setting is the least of your worries. Come see what we are talking about.
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, and the things you have been looking for but can’t seem to find: two living spaces and a garage — actually, two garages. Offered furnished and in immaculate condition, 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, creating an impressive gathering space. High-quality modern materials and systems, including a standing-seam roof, efficient mini-split heating and cooling, and cedar shakes, were used in the construction of this addition. Beyond the addition, the rest of the home has been thoughtfully modernized over time, including drainage around the house, improved insulation, updated mechanicals, an updated electrical system including a 200-amp electrical panel, stainless steel flue liners, a whole-house water filtration system, renovated kitchen and baths, a drilled well, modern septic components, and years of thoughtful site work. With a large mudroom that makes organizing gear easy and a great-sized laundry room that helps keep the house running and orderly, this home functions beautifully as either a primary residence or a vacation home. Step outside onto the deck, outfitted with a new awning, and take in the views of the pond. In addition to the new one-bay attached garage, there is a detached oversized 2-car garage measuring approximately 21’ x 26’, as well as a shed, so there is plenty of space to store vehicles and gear, or have a workshop. Located in the desirable town of Winhall with school choice. Make it your home and start enjoying Vermont this summer.
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.
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!
You may wake up to the singing of Cole Pond resident loons at your next VT home awaiting you just minutes from the Stratton Access road. Tucked away on a quiet country road this inviting 4 bedroom, 2.5 bath home offers the perfect balance of comfort, convenience and charm. Designed for gathering with friends and family, entry level offers a family room with woodstove , open concept on main level with attractive fieldstone wood burning fireplace, appealing kitchen with Jenn air stove. Updated baths and pretty wood floors complete this move in residence, set on a nice level lot, the property provides plenty of space for outdoor enjoyment year round. No HOA fees to worry about, just lock and leave at the end of your stay. Don't miss the opportunity to own a well-maintained and appointed escape in a highly desirable area. Schedule your showing today.
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.
Nestled on 2.4 private acres along desirable Stratton Gate Road, this well-maintained four-bedroom, three-bath home offers the perfect balance of comfort, space, and year-round recreation. Just minutes from Stratton Mountain, you’ll enjoy easy access to skiing, golf, hiking, mountain biking, and all that Southern Vermont has to offer. Designed for gathering and relaxing, the home features two spacious living areas, providing plenty of room for family and guests. A cozy wood stove creates the perfect après-ski atmosphere, while the inviting three-season porch offers a peaceful place to enjoy the natural surroundings from spring through fall. The level, secluded lot provides privacy and outdoor enjoyment, with ample space for entertaining, gardening, or simply unwinding. Conveniently located near Stratton, Bromley, Manchester, and local dining and shopping, this property is equally suited as a full-time residence, vacation retreat, or investment opportunity. Experience the best of Vermont living in a location that puts adventure and relaxation right at your doorstep.

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