Properties Near 41-43 Cranberry Hill Road Winhall, VT

Discover a rare opportunity at this five-bedroom, 5-bath waterfront home in the Cole Pond community. Situated just minutes from skiing and steps from the water, this property is a year-round paradise for outdoor enthusiasts. The main home features a spacious four-bedroom, 3.5-bath layout. Its open-concept living and dining area is bathed in natural light from large windows, creating a seamless connection with the outdoors. A Pellet stove with the fieldstone fireplace adds warmth and character to the main living space. Just off the living area, a second living room with a sleeping area offers a perfect spot for a home office or guest wing while enjoying lake views. Upstairs, you'll find two bedrooms and a separate office, sharing a full bath. The property also includes a two-car garage with a convenient studio apartment and private bath, ideal for guests. Enjoy direct access to the water with a unique floating dock, perfect for kayaks, paddle-boards, and simply taking in the magnificent scenery. This home is designed to accommodate a life of both leisure and adventure.

This is the ultimate modern Alpine chalet, fully renovated yet boasting the classic flat-sawn balusters characteristic of mountain homes in the Alps. Three expansive floors offer sunny, well-appointed space, beginning with a roomy mudroom, three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with expanded island optimal for entertaining -- grill and wraparound deck just outside the kitchen. The fourth bedroom -- a primary suite with en-suite bathroom -- is on this level. On the walk-out lower level, a game room with pool table and a separate TV room with gas stove offer a getaway before soaking in the hot tub, within earshot of the babbling brook down the hill. Nestled in the coveted community of Strattonwald, this 4-bedroom home offers Stratton shuttle access right from the driveway. Strattonwald's rare swimming pond, sandy beach, tennis/pickleball courts, picnic area, and space to fish and kayak make it one of the area's most preferred communities. Finally -- a renovated 1BR/1BA guest house boasts space for guests, in-laws, your office, or long-term rental income. Just in time to move in, enjoy summer, and get geared up for your first season in your Vermont ski house! Call for your tour soon.

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.

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.