Winhall, VT | 15 Stratton View Road

This chalet offers a strong mix of comfort, income potential, and convenience. Beautifully updated chalet offering exceptional versatility and mountain area convenience. Features include an EV charging station, heated entry stairs, radiant floor heating, multiple wood stoves, and a separate storage shed. Enjoy expansive deck and porch spaces serving each unit, perfect for relaxing or entertaining year-round. The current owner has enjoyed the upper unit while generating rental income from the lower unit, creating an excellent owner-occupant or investment opportunity. The property is being sold fully furnished, making it truly move-in ready for its next owner. For buyers seeking additional opportunities, the owner is willing to consider a package purchase with the neighboring property at 15 Stratton View, which is also being offered for sale. Together, these contiguous properties present a unique investment or family compound opportunity. Conveniently located just minutes from Stratton, Bromley, and Magic, this property provides easy access to skiing, hiking, and year-round recreation. Please note: Once the lower unit is tenant-occupied, a minimum of 48 hours' notice will be required for all showings.

Perched high on Pearl Buck Drive, this distinctive Vermont home is all about location—and the scenery is truly exceptional. Sweeping mountain vistas capture both Stratton and Bromley, creating a dramatic backdrop in every season, from autumn color and snow-covered peaks to long summer sunsets. The road also carries a special local connection to Pearl S. Buck, the Pulitzer- and Nobel Prize-winning author, humanitarian, and civil rights advocate who purchased property in Winhall in 1950. Inside, warm wood floors, natural light, brick accents, and a striking fieldstone fireplace give the home classic Vermont character. Generous gathering spaces and expansive windows make the most of the setting and views. The kitchen and baths offer an opportunity for thoughtful updates, allowing the next owner to create a style of their own while investing in a location that would be difficult to duplicate. A spacious unfinished basement provides excellent room for future expansion, recreation, a workshop, or additional storage. Stratton Mountain is just minutes away, putting skiing, snowboarding, golf, dining, and year-round recreation within easy reach. Whether envisioned as a full-time residence, weekend retreat, or four-season base camp, this property offers the combination buyers value most: extraordinary views, convenient access, Vermont character, and exciting potential. The home is being offered unfurnished. Certain listing photographs have been virtually staged using AI to help prospective buyers visualize the scale and potential use of the rooms. Furnishings and décor shown in those images are not included in the sale.

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. A wonderful highlight of the condo is the back porch, where parents can easily relax and watch their kids sledding on the small slope or skiing nearby. 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." A 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, where you can also enjoy fantastic local touches like the daily 4:30 PM dog happy hour in this welcoming, tight-knit community. 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.

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.

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!

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!

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.

Experience four season Vermont living at 33 Burnt Hill Road in Strattonwald, a recreational community in Winhall just minutes from Stratton Mountain. Set on 1.09 wooded acres, this three bedroom, two bath mountain home combines privacy and Vermont character with access to the Strattonwald swimming pond and beach, tennis courts and winter shuttle service to Stratton. Inside, natural wood, exposed beams and a brick fireplace create the warmth of a classic Vermont retreat. The updated kitchen opens to the dining area, while multiple living spaces provide room for family and friends. The expansive four season sunroom is a highlight, with a vaulted ceiling and walls of glass overlooking the surrounding woods. An additional office or den offers flexibility, and the attached one car garage adds everyday convenience. Late summer means days at the pond and evenings around the firepit. Fall brings hiking, foliage and cool evenings by the fire. When winter arrives, Strattonwald's shuttle makes ski days at Stratton remarkably easy, with Bromley and Magic Mountain also nearby. Manchester is within easy reach for dining, shopping and entertainment. Whether the day is spent swimming, hiking, skiing or simply enjoying the quiet of the woods, 33 Burnt Hill Road offers an inviting home base for experiencing Southern Vermont in every season.

This 3-bedroom,3-bathroom, Tri-level Piper Ridge "Tunbridge" Townhome/Condo has a full facing view of the face of Stratton Mountain. It is basically in original condition. It is completely empty and the interior has just been completely painted. The family is aware that some upgrades will be required to accommodate new owner's taste. The listed price of $599,000-below assessment- {$757,600} - reflects this. The Piper Ridge community is managed by a healthy HOA including: on-site Sports Center, club house, pool, gym, tennis, pickleball, sauna and pick up and drop off Winter shuttle services to the base of Stratton Mountain. It's a great Ski/Snowboard community with 4-season recreational opportunities, High amenities, Stratton Mountain vibes and all that Southern Vermont has to offer!

This charming chalet-style two-unit property blends flexibility with comfort. Both units feature updated kitchens and baths and are offered fully furnished. It’s a short drive to Stratton, Bromley or Magic. Great location for year-round enjoyment. Live in one and rent the other or rent both to maximize income potential. It’s a cozy, ready-to-go opportunity in a fantastic location. Flexibility with comfort live in one and rent the other or rent both to maximize income potential. It’s a cozy, ready-to-go opportunity in a fantastic location! Please note 48 hour notice required to show as one unit is currently occupied, and second unit may be occupied soon as the winter season is upon us. Owner is currently offering both 15 & 19 Stratton View for purchase and is open to discussing a package deal should that appeal to an investor. They are contiguous properties!

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!

IN THE HEART OF THE HAMLET that is South Londonderry, VT, sits this exquisitely charming 1820s home, where historic Vermont character meets thoughtful updates and remarkable future potential. From the moment you arrive, the curb appeal, spacious private lot, and classic architecture set the tone. Inside, freshly professionally refinished wood floors gleam alongside beautiful stained-glass windows, original woodwork, turned newel posts, period railings, and distinctive details that give this home a personality all its own. The updated kitchen brings a fresh feel to the heart of the home, while a slate-floor mudroom, wood and propane stoves, and generous living spaces add warmth and practicality. Upstairs, the vaulted primary bedroom is full of character, complete with intriguing hidden rooms and unexpected spaces that speak to the home's nearly two centuries of history. One of the true gems is the inviting covered back porch, a wonderful place to unwind, with an adjacent hot tub ready for crisp Vermont evenings after a day of skiing or exploring. A large barn provides substantial storage, workshop possibilities, and exciting potential for future use. South Londonderry is expected to have municipal sewer connectivity possibly available as soon as 2027, which may create additional options for future expansion or reimagining of the property, subject to permitting. Close to skiing, outdoor recreation, local shops, dining, and the villages of Southern Vermont, this is a rare combination of historic character, usable space, privacy, and opportunity.