Homes with Parking for Sale in Jamaica, VT

Home with Parking for sale in Jamaica, VT:

Welcome to 1722 Under the Mountain Road, a private 3.02-acre retreat in a tranquil setting surrounded by horse farms, with views of Stratton Mountain. This 2-bedroom rustic cabin is nestled in a former Morgan horse farm. Full of character, the main home features wood frame, wide plank floors throughout, with an open concept layout. The floorplan includes a full kitchen, a dining room, and a living room with a wall of windows facing the private wooded landscape. A glass-walled bedroom brings a sense of openness and creativity into the space, and a versatile loft offers space for an office, a reading nook, or extra sleeping. There are additional sleeping spaces throughout the home. The full b

Home with Parking for sale in Jamaica, VT:

Welcome to 8 Winhall Station Road in South Londonderry, a well-located three-bedroom, two-full-bath Vermont home offering convenient access to some of Southern Vermont’s best year-round recreation. Several major ski resorts are within easy driving distance, along with nearby hiking trails, campgrounds, swimming, biking, and countless opportunities to enjoy the Green Mountains. The home offers a comfortable, practical layout that works equally well as a primary residence, vacation retreat, or ski getaway. Its location combines the peaceful feel of Vermont country living with convenient access to local schools, shopping, dining, and everyday services. Whether you are drawn to the area f

Home with Parking for sale in Jamaica, VT:

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: $118,675 gross in 2025; $132,292 trailing 12 months; about $45,000 in confirmed future bookings on the books (11 stays). Ski-season revenue has run $53-58K per winter. Featured on FOX Weather through a Vrbo partnership. PORTFOLIO FOR S

Home with Parking for sale in Jamaica, VT:

First Chair Lair: a proven, turnkey Stratton rental on High Meadow, on the complimentary winter-weekend Stratton shuttle route and about 5 minutes to the base. Two-story great room with brick wood-burning fireplace and cathedral pine ceilings, renovated 2024-25 kitchen and baths, dining for 12, private hot-tub deck, and a lower-level game room (pool table, arcade, darts, foosball). Five bedrooms including a king suite with soaking tub, a fireplace queen, and a bunk room; 4 full baths; 2-car garage; town water and sewer. INCOME: $158,731 gross in 2025; $147,057 trailing 12 months; about $115,000 in confirmed future bookings on the books (11 stays, including long winter stays). Currently mark

Home with Parking for sale in Jamaica, VT:

Wandering Moose: a rare heated-pool ski house on High Meadow, on the Stratton winter shuttle route. Rebuilt top to bottom in 2024 with a designer interior, then finished with a heated in-ground pool (2025), hot tub, barrel sauna, Level 2 EV charger and rooftop solar. Open great room with stone wood-burning fireplace and indoor swing, open kitchen and dining, walkout lower level with wet bar and arcade, 4 bedrooms and 4.5 baths. One of the only private heated-pool rentals near Stratton, and it earns like it: $155,716 gross in 2025 and $216,999 trailing 12 months; about $102,000 in confirmed future bookings on the books (9 stays). GOLF-COURSE ESTATE OPPORTUNITY: the seller also owns the adjoi

Home with Parking for sale in Jamaica, VT:

Experience true mountain luxury in this stunning six bedroom six bathroom slope side single family home, perfectly positioned for effortless access to world-class skiing and snowboarding at the Stratton Mountain Resort. Designed with comfort and style in mind, this residence combines refined alpine architecture with modern amenities including a gym, steam shower, pool table that doubles as table tennis, a media room, generous mud and ski room, plenty of entertaining space and outdoor living space that features a beautiful stone wood burning fireplace. The home features a professional chef's kitchen and an open dining room with stone fireplace and ample seating for family and guests. Each o