Winhall, VT | 7 Roundtree Road

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.

Experience ultimate year-round luxury in this tastefully renovated townhome at Slopeside, featuring convenient trail access. Perfectly blending comfort and convenience, this inviting mountain retreat features an updated kitchen and baths, a cozy wood-burning fireplace, and mini-splits for efficient summer cooling. The spacious layout offers three bedrooms plus a private loft complete with its own 3/4 bath. There is plenty of room to relax after a day on the trails, or you can step down into the sunken hot tub on the recently updated deck. Leave the keys behind, its exceptional location offers easy walking access to village shops, dining, and the in-ground pool for the ultimate hassle-free mountain getaway.

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.

Shred Shack: the portfolio's workhorse. A post-and-beam Stratton ski house with mountain views on 2.2 private acres, about 6 minutes to the base. Soaring timber great room with stone wood-burning fireplace and indoor swing, knotty-pine kitchen with bar seating, big farm-table dining, wrap-around deck with hot tub, indoor barrel sauna, outdoor fireplace and Level 2 EV charger. 4 bedrooms (bunk room with lounge), 3 full baths, solar with battery backup. INCOME: $115,878 gross in 2025; $124,470 trailing 12 months; about $45,000 in confirmed future bookings on the books (12 stays). Ski-season revenue has run $53-58K per winter. Featured on FOX Weather through a Vrbo partnership. PORTFOLIO FOR SALE: This property is one of five 42 North properties in Winhall offered individually or together (four turnkey short-term rentals + the Indian Paint Brush building lot; ~$526K combined trailing-12-month gross rental revenue). Ask about package pricing. Listing broker David Powers is a principal and beneficial owner of the selling entity. Potential tax advantages for STR buyers (non-passive treatment, cost segregation, bonus depreciation) - consult your tax advisor. Revenue figures are gross rental revenue excluding taxes, before expenses; unaudited; past results do not guarantee future results.

This tastefully renovated 4-bedroom, 4-bathroom townhome is the mountain getaway you’ve been waiting for. The coveted end unit boasts an open, airy layout and new oversized windows in the kitchen and living room. The result is a space flooded with natural light, offering private, wooded views right from the couch. Just one mile from the Village, you can skip the parking hassle with the convenient weekend and holiday shuttle. After a day of adventure, unwind in your turnkey sanctuary by the wood-burning fireplace. As an owner at Styles Brook you have access to a clubhouse, a paddle/pickleball court, and a seasonal in-ground heated pool for the warmer months. Just a short walk to the Stratton Fitness Center, bond available to purchase. Offered fully furnished for an effortless escape.

Embrace Vermont living with this fully furnished, 4-bedroom, 3.5-bath contemporary home located just minutes from Stratton Mountain Resort. Situated on a serene 1-acre lot along a quiet road, this move-in-ready sanctuary offers effortless mountain comfort, high-end entertaining space, and practical updates throughout. Quality architectural details welcome you into a bright main level boasting a spacious kitchen, dining area, and expansive living room centered around a cozy fireplace—perfect for unwinding after a day on the slopes. Designed for active outdoor living, the home features a dedicated ski room right inside the entry from the attached two-car garage to keep your gear organized and dry. Upstairs, comfortable bedrooms offer plenty of space for guests and a fun-filled loft complete with pool and foosball tables. The finished lower level functions as a private second primary suite with generous storage. Outside, year-round enjoyment continues with a covered hot tub and a dedicated fire pit for cool mountain evenings. Offered furnished, this property is ready for immediate use as an alpine getaway or turn-key primary residence.

Unmatched Comfort and Convenience at Stratton's Ober Tal - trailside property Discover the ideal ski retreat in this bright, spacious, one-of-a-kind double unit at Ober Tal, Building C. Next to the Tamarack ski lift, you’ll enjoy unbeatable access to the slopes and all the amenities in Stratton Village. Close enough to swing back for a quick lunch, this condo lets you make the most of your mountain time. After a day on the mountain, unwind by the wood-burning fireplace in the family room, or gather for meals in the large dining area, featuring a second wood-burning fireplace. Step outside to relax on the oversized deck with distant views of Bromley Mountain. Designed for entertaining, the spacious chef’s kitchen is well-equipped for group cooking, with thoughtful amenities like double ovens, a microwave, two dishwashers, a prep sink, and a wine fridge. Gather around the long granite island with seating for five, where everyone can join in the fun or simply relax while dinner is prepared. With plenty of room for everyone, this condo features four bedrooms (one with bunk beds and trundle) plus an office with an additional full-sized Murphy bed, providing a flexible fifth bedroom. Two full bathrooms ensure comfort and privacy for all. The large, rustic wood-paneled mudroom offers generous storage for ski gear, complete with a boot bench and a full-size washer and dryer to keep everything ready for the next day.

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.