Welcome to the quaint Vermont village of Jamaica! Get ready to let your imagination take over.This historic property boasts two dwellings and a guest cottage. Looking for a family compound to get away from it all?This is your haven! Plenty of room to have friends and family come and stay! So many options.The Main House features 4 ensuite bedrooms! The living room is a late 1700"s delight, with an inviting fireplace to cozy around on cold winter nights.The formal dining room and library offer many options for you and your guests. The bonus room (formerly the Tavern) is perfect for entertaining young and old.The Depot Street house includes 4 bedrooms and 3 bathrooms on two floors. As you enter your eyes gaze to an updated kitchen, dining and living area complete with a gas stove for added warmth and ambiance.One bedroom and an office are on the first floor.The warm inviting cottage awaits that special guest complete with jacuzzi.In the summer enjoy your in-ground swimming pool with gazebo and view! Located in prime ski country, this is an ideal retreat for winter sports enthusiasts, offering both historic elegance and modern amenities in a picturesque setting. Walk to Jamaicahaus, River & Rye, Jamaica State Park, West River Provisions, Library and Post Office The Stratton Ski resort and many other Vermont attractions are just a short drive away.This unique property provides a rare opportunity to own a piece of Vermont's rich heritage while enjoying all-season recreation.
Rare opportunity to own in the heart of the Stratton Mountain Village! Come home to the Landmark community. Located attached to the iconic "Clocktower" at Stratton, Vermont. This homes boasts three spacious bedrooms and two full bathrooms with amazing mountain views and southern exposure. Enjoy the cozy gas burning fireplace after a hard day skiing or riding. Landmark provides ski lockers, an owners lounge with a beautiful pool table, foosball table and large screen television with ample seating. This home features convenient parking spaces and all the amenities of home including new stainless steel appliances and plenty of sleeping for kids or a second family. Home has great rental history as well.
Rare 5BR/4BA Stratton Townhome | Ski-Back Access | Designer Furnished | Spacious, fully renovated 5-bedroom, 4-bath townhome at Stratton with ski-back access. Professionally designed and furnished by ACK Design, this move-in-ready home blends mountain charm with modern finishes. The main level features hardwood floors, a stunning floor-to-ceiling stone fireplace, and a granite kitchen with breakfast bar. Three levels of living include an en suite bedroom on each, offering comfort and flexibility for family and guests. Stay comfortable year-round with new mini-split systems in the living area and all bedrooms for efficient, customizable heating and cooling. Enjoy high-end upgrades like stone vanities, tiled baths, solid wood doors, and updated appliances. A dedicated ski room with custom lockers and ample storage keeps gear organized and out of the way. Step onto the deck to relax in your private hot tub surrounded by serene woodland views. In summer, enjoy access to the pool, paddle tennis, and clubhouse. In winter, hop on the shuttle at your door—or ski back via trails just across the street. An active Stratton Sports Center bond is in place and transferable with buyer-paid fee, offering access to premium fitness and recreation. This turnkey property offers rare space, comfort, and location—perfect for all-season Stratton living.
This majestic log home offers peaceful mountain living with room for Everyone. Discover your tranquil 5-bedroom, 4-bathroom family retreat nestled just minutes from the year-round activities at Stratton Ski Resort. This authentic and expansive log cabin exudes classic Vermont charm. The inviting main living area is flooded with natural light, featuring an efficient wood stove to provide cozy après-ski ambiance . A large kitchen and dining area provides the ideal setting for holiday meals, while the expansive wrap-around deck offers scenic outdoor living for every season. The home’s functionality is enhanced by a convenient two-car garage. The property's true flexibility lies in the separate yet connecting 1-bedroom apartment with its own entrance. This private haven for guests offers independent living and includes its own wood stove for added charm. Step outside to the relaxing hot tub or enjoy the soothing sounds of a local waterfall found on a short, easy walk. Your perfect four-season escape is here.
Welcome to "Sweet Berry Farm", a charming Vermont homestead blending 1850s character with a spacious modern addition. Set on 5.7 private acres in Jamaica, this property offers abundant natural beauty—mature apple trees, blueberry and blackberry bushes and vibrant seasonal gardens. The expanded farmhouse provides exceptional space for living and entertaining. The main floor features an open living and dining area with large windows, a generous kitchen with peninsula, and a separate butler’s kitchen. A wide mudroom and cozy woodstove hearth add to the home’s welcoming feel. The lower level includes a family room, den, bedroom, and bath, ideal for guests. Upstairs, the sweeping primary suite offers vaulted ceilings and a spa-like bath, accompanied by several additional bedrooms, bathrooms, and a bonus area. Outdoors, a classic barn and multiple outbuildings offer room for workshops, storage, or creative pursuits. The gently sloped backyard provides a perfect sledding hill, with ample open land for play and gardening. Located just off Route 30, Sweet Berry Farm offers easy access to premier skiing at Stratton, Bromley, Mount Snow, Magic, and Okemo, as well as cross-country centers, hiking trails, ponds, and the region’s arts and dining. This exceptional property is a rare Vermont retreat—spacious, scenic, and ready to welcome its next owner.
Mountain paradise awaits in this magnificent 5,000 sq ft Winhall retreat! Perched on a private acre with breathtaking, panoramic mountain views, this 4-bedroom, 3.5-bath home is an entertainer's dream and a serene escape. Step inside to discover a grand living room, a cozy family room, and a luxurious primary ensuite bedroom, each featuring a crackling wood-burning fireplace, perfect for chilly evenings. Cathedral ceilings soar, enhancing the spacious feel. The primary suite is a true sanctuary, boasting a spa-like bathroom with double sinks, a jetted tub, a separate shower, and an expansive walk-in closet. Enjoy private balconies directly from your bedroom, offering stunning vistas and a tranquil spot for morning coffee or evening stargazing. Beyond the living areas, this home offers an array of desirable amenities including a stylish bar, ideal for gatherings, and a dedicated exercise room to maintain your wellness routine. Strategically located, this property offers unparalleled access to outdoor adventures. Just minutes from Stratton Resort, you'll enjoy world-class skiing in winter and championship golf in the warmer months. Experience the best of Vermont living with a perfect blend of luxury, comfort, and convenience. Your Winhall dream home awaits!
Unmatched Comfort and Convenience at Stratton's Ober Tal – Walk to Lift Discover the ideal ski retreat in this bright, spacious, one-of-a-kind double unit at Ober Tal, Building C. Just a short walk 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.
OPEN HOUSE SUNDAY OCTOBER 12TH 11:00AM-1:00PM! Escape to the mountains in this enchanting 4 bedroom, 3.5 bath home just moments from Stratton Resort in one of the areas most sought after neighborhoods! Offering classic chalet charm and convenience, this well-appointed home includes winter weekend/holiday shuttle service to the Stratton. After a day on the mountain, enjoy a walk to Stratton Village where you’ll find a variety of shops, and après-ski spots. Rather stay in? Curl up in front of the fire and take in the outdoors from the wall of windows. With its functional layout, open living area, spacious updated kitchen, sunny deck and a premier location, this chalet is the ultimate year round mountain retreat. Property is on Stratton water and sewer, quarterly fee is $228.76. Roads and security fee tbd. Subject to Stratton ROFR.
Move in and relax—seller will pay your first year of HOA fees! Beautifully updated Piper Ridge townhouse just steps from the private sports center and offering weekend/holiday shuttle service to Stratton’s lifts in winter. This light-filled home features an updated kitchen and baths, gleaming hardwood floors, and elegant tilework throughout. The one-car garage has been thoughtfully converted into a spacious ski room plus a large storage or owner’s closet—ideal for all your gear. Turnkey and move-in ready, this is the perfect mountain retreat in one of Stratton’s most desirable communities!
Great short term or long term rental for investment or use by a large family. Rent one and enjoy the other. Located 1.6 miles north of Mt. Snow with direct access to VAST from this property. This home was renovated in 2014 including a new roof, windows and doors. Current owners replaced hot tub 2 years ago and a tankless water heater 3 years ago. THIS PROPERTY IS ALSO BEING SOLD WITH LISTING #5046807. THIS PROPERTY IS ALSO LISTED UNDER MULTI-FAMILY PROPERTIES.
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