Zip codes 05343 homes for sale starting at Fifty Thousand Dollars

$8,950,000 - Jamaica, VT

370 Fischer Lane Jamaica, VT - Accessible, but miles from the everyday. Camp Endo’s mountain kingdom is minutes from Stratton Mtn. with a 21st century take on a mountain timberframe home, and 417+/- acres threaded with trails and ridgelines. Ski your own glades and rip the eight miles of custom-designed mountain biking terrain, or just pause to enjoy the vast views. The house reimagines a rustic lodge with classic wood, bark and stone detailing combined with complete comfort, great light and welcoming spaces. The property was featured in the book Rustic Living by Ralph Kylloe as one of the great rustic style homes in the U.S. The 13,393-square-foot home has an open floor plan, massive stone great room fireplace, chef’s kitchen and 6 bedrooms en suite, each with magnificent mountain views. Off the kitchen and great room is a screened-in porch and large deck with an outdoor stone fireplace to soak in the panoramic southerly green mountain views. Smaller gathering spaces include a corner office, gym/spa, meditation room and 22-seat home theater. Camp Endo’s extensive trail network provides a daily dose of rugged, natural beauty for mountain biking, walking or snow shoeing and playful options include a paintball course and a six-foot square chessboard. The adjacent barn houses a fully appointed 2 bedroom guest suite, 3-bay garage and half-basketball court with surround sound. Next to the apple orchard is a large swimming pond with views of Stratton Mtn. The property has renewable solar and wind energy.

$769,000 - Jamaica, VT

544 Dalewood Road Jamaica, VT - Exceptional Vermont Retreat – Turnkey & Fully Furnished! Welcome to this beautifully maintained 5-bedroom, 5-bathroom contemporary home, offering a perfect mix of spacious comfort and cozy charm. Nestled in a peaceful neighborhood, and just 4 miles from SunBowl and minutes from the base lodge, this home features three en-suite bedrooms,two additional bedrooms, and a flexible extra room ideal for an office or additional sleeping space,which ensures ample space for family and guests. Thoughtfully designed with hardwood kitchen cabinetry, a wood-burning fireplace, and an efficient pellet stove, warmth and elegance fill every corner. Abundant natural lighting enhances the inviting atmosphere, complemented by a grand living room, a large dining room, and a family room ideal for relaxation and entertainment. Step outside to enjoy multiple expansive decks,offering a serene setting to take in Vermont’s picturesque surroundings. A stone walkway leads to a fire pit, perfect for gathering on crisp evenings. The heated two-bay garage includes an unfinished upstairs—a space bursting with potential for customization. Plus,with a generator hookup capable of powering nearly the entire house, you’ll have peace of mind year-round. Located within walking distance to the stunning Pikes Falls, this cherished home is a rare gem in an unbeatable location. The home sits on Lot 16, and Lot 17 is included in this sale. Abutting Lots(MLS # 5028445/5028450) can be purchased as well with a big discount.

$590,000 - Jamaica, VT

4138 West Hill Road S Jamaica, VT - This three-bedroom, three-bath custom-built log home is situated on 2.37 acres in a tranquil mountain setting just minutes from skiing. Built with double tongue-and-groove log construction, the cozy home provides the warm wood interior one would expect. The open-concept main level focuses on the fieldstone hearth, wood stove, and beautiful oak floors. A covered porch in the front of the home overlooks the lovely wooded property and a back deck that enjoys long hours of sun. The main level features the primary bedroom ensuite, a bunk room, an additional bathroom, and a bonus room that can serve as a den, office, or overflow sleeping. The lower level includes a large mudroom for all your gear, a spacious bedroom, a bathroom, and another bonus room for entertaining. The house is set well off a quiet country road yet convenient to the quaint village of Jamaica, with stone walls and gladed woods. A two-car garage, storage shed for all your toys, and a timber shed complete this charming property!

$449,000 - Jamaica, VT

3458 Vt Route 30 Jamaica, VT - This lovely, updated 1790 Cape blends timeless New England charm with modern functionality and post-and-beam construction. Ideally located just outside the quaint village of Jamaica, the home offers easy access to four major ski resorts—Stratton, Bromley, Magic Mountain, and Mount Snow. Step into the welcoming kitchen, where a cozy fireplace creates a perfect winter haven. A soaring cathedral ceiling adds an airy feel, while the adjacent breakfast nook, framed by expansive backyard views, is ideal for year-round dining. The spacious living room is bathed in natural light and anchored by a working fireplace, offering a warm and inviting atmosphere. A convenient first-floor bedroom and nearby handicap-accessible bathroom make single-level living an option. At the same time, the laundry room at the end of the hall adds to the home's functionality. Upstairs, you'll find two additional bedrooms and a cozy office. A charming two-bedroom apartment with a soaring ceiling, wood stove, and skylights sits above the oversized garage, easily fitting three vehicles. Whether used as guest quarters, an in-law suite, or a rental unit, it offers exceptional flexibility and added value. The property includes two lots: the main house rests on nearly an acre, with an adjacent lot of almost the same size directly to the north. If looking for a full-time residence, a seasonal getaway, or a rental investment, this property delivers!

$299,000 - Jamaica, VT

Vt Route 100 South Jamaica, VT - Over 57 IMPRESSIVE ACRES located in a NO ZONING town close to Stratton and Mount Snow! Large tract of land with stunning views from multiple locations throughout the property! State wastewater permit already in place and on file with the State of Vermont for construction of a three bedroom home, see permit number WW-2-5317 attached. So many other options available should you want to subdivide or build multiple homes or structures on this land. This lot offers amazing views from several locations, frontage on a private small brook and the larger Wardsboro Brook that flows along Route 100 South in Jamaica. This is a no zoning town and is extremely easy to get your build started this summer! Located just a short drive to Stratton, Mount Snow, Bromley, Magic Mountain, Manchester and Brattleboro! Sellers are related to listing agent.

$215,000 - Jamaica, VT

30 Water Street Jamaica, VT - Discover the Acorn, a picturesque retreat nestled on the banks of the scenic West River in Jamaica, Vermont. This unique home, a beautifully converted sugar shack, offers an enchanting taste of rustic charm, perfect for those seeking a serene getaway. Ideal for nature lovers and outdoor enthusiasts, the Acorn sits close to the renowned ski resorts of Stratton Mountain and Mount Snow, providing a prime location for both winter sports and summer adventures with walking distance to Jamaica State park.This cozy home features a welcoming open living area with preserved wooden beams and a wood-burning stove that adds to its rustic appeal. The efficient layout includes a fully equipped kitchen, a comfortable bedroom overlooking the river. Whether you're looking for a romantic escape or a solo retreat, the Acorn offers the perfect setting for relaxation and rejuvenation. Step outside to enjoy the tranquil sounds of the West River Right outsde! The Acorn is conveniently located near a variety of local nature trails, the townshend dam; all offering ample opportunities for hiking, biking, and snowshoeing right at your doorstep. If you're in the market for a charming, rustic home that combines accessibility to outdoor recreation with the peace and quiet of a riverfront location.

$210,000 - Jamaica, VT

184 Schoolhouse Rd Jamaica, VT - Jamaica, Vermont’s hidden gem! Experience this wonderful 30.1+/- acre forested parcel with views of the local mountains. The land gently slopes to the southeast, perfect for solar, but better yet, utility lines are located along much of the frontage! Bounded on two sides by classic stone walls, there is a woods road that travels through the property making exploration easy. Jamaica has NO local zoning, simplifying development, multiple cabins, camping & more. Those looking for a tiny home or glamping opportunity, this may be it - no zoning allows up to 5 units before state subdivision or Act 250 rules kick in. Schoolhouse Rd is a Class IV road, but the neighbors are year-round residents & work together to plow & maintain the road. S. Hill Road that connects to Schoolhouse Rd is paved all the way to Wardsboro eliminating the difficulties of VT Mud Season. Internet is available at the Southeast corner of the lot. The forest mixed hardwoods, Maple, Red Oak, Popular & nicely open. The lower sections where the stream goes through features majestic pines with some cedar. Multiple potential building spots allowing you to be close to the road or hidden in the interior. No septic soil testing completed, but the state soils database shows that it should be conducive for private septic systems. Plenty of wildlife on the property. Easy access to Stratton, Bromley, & Mt. Snow ski resorts. There is an additional 10.2+/- acres available, see MLS# 5028721

$210,000 - Jamaica, VT

184 Schoolhouse Road Jamaica, VT - Jamaica, Vermont’s hidden gem! Experience this wonderful 30.1+/- acre forested parcel with views of the local mountains. The land gently slopes to the southeast, perfect for solar, but better yet, utility lines are located along much of the frontage! Bounded on two sides by classic stone walls, there is a woods road that travels through the property making exploration easy. Jamaica has NO local zoning, simplifying development, multiple cabins, camping & more. Those looking for a tiny home or glamping opportunity, this may be it - no zoning allows up to 5 units before state subdivision or Act 250 rules kick in. Schoolhouse Rd is a Class IV road, but the neighbors are year-round residents & work together to plow & maintain the road. S. Hill Road that connects to Schoolhouse Rd is paved all the way to Wardsboro eliminating the difficulties of VT Mud Season. Internet is available at the Southeast corner of the lot. The forest mixed hardwoods, Maple, Red Oak, Popular & nicely open. The lower sections where the stream goes through features majestic pines with some cedar. Multiple potential building spots allowing you to be close to the road or hidden in the interior. No septic soil testing completed, but the state soils database shows that it should be conducive for private septic systems. Plenty of wildlife on the property. Easy access to Stratton, Bromley, & Mt. Snow ski resorts. There is an additional 10.2+/- acres available, see MLS# 5028721

$119,000 - Jamaica, VT

1105 South Hill Road Jamaica, VT - Explore this exciting wooded 10.2+/- acre lot in the desirable town of Jamaica, VT. Jamaica has NO local zoning, making for simplified development, multiple cabins, camping and more. Plenty of road frontage on a year-round town plowed and maintained road. Best of all it is paved all the way to Wardsboro eliminating the difficulties of Vermont Mud Season. Utilities are located across from the frontage and high-speed internet is available. Generally mixed hardwoods with large, majestic pines with cedar mixed in. The property slopes slightly to the South and clearing to the south or east may allow for views of the local hills or solar options. Several nice potential building spots, one close to the road and one about 500’ back from the road. No septic soil testing has been completed, but the neighbor to the north just received their state septic permit, soils should be similar. There is a small brook at the rear of the property. Easy access to Stratton, Bromley, and Mt. Snow ski resorts.

$119,000 - Jamaica, VT

1105 South Hill Rd Jamaica, VT - Explore this exciting wooded 10.2+/- acre lot in the desirable town of Jamaica, VT. Jamaica has NO local zoning, making for simplifieddevelopment, multiple cabins, camping and more. Plenty of road frontage on a year-round town plowed and maintained road. Best of all it is paved all theway to Wardsboro eliminating the difficulties of Vermont Mud Season. Utilities are located across from the frontage and high-speed internet is available.Generally mixed hardwoods with large, majestic pines with cedar mixed in. The property slopes slightly to the South and clearing to the south or east mayallow for views of the local hills or solar options. Several nice potential building spots, one close to the road and one about 500’ back from the road. Noseptic soil testing has been completed, but the neighbor to the north just received their state septic permit, soils should be similar. There is a small brookat the rear of the property. Easy access to Stratton, Bromley, and Mt. Snow ski resorts.

Zip codes 05343 listings for sale

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