$594,500 $336 per sq.ft. Castleton VT »

2 Beds | 2 Baths |   Total Sq. Ft. 1772  |  Acres: 8.8
List Date Tuesday Jun 16, 2026
Description: Opportunity abounds in Castleton, with space for residential or business. 8.8 acres with 2 acres fenced in for play, running, pets or rest. Two-bedroom main house with recently refinished hardwood floors, a good sized two car garage. There is also, a one bedroom, recently updated four season Guest Cottage which includes a storage outbuilding. Conveniently located near Lake Bomoseen and Castleton University, the property is 15 minutes from Rutland Hospital and 40 minutes from Killington. Beautiful flowers with mature trees surrounding the property, you will have the convenience of in town living while enjoying your privacy. See sign See MLS Property & Listing Details & 59 images.

$485,000 $323 per sq.ft. Wardsboro VT »

3 Beds | 2 Baths |   Total Sq. Ft. 1600  |  Acres: 0.4
List Date Thursday Jun 18, 2026
Description: Welcome to Your Vermont Retreat on scenic Route 100 in Wardsboro. Beautifully maintained and thoughtfully designed, this turnkey 3-bedroom, 2-bath home is ready to enjoy from day one whether as your full time residence, vacation getaway, or a highly successful short-term rental that guests absolutely love. Walking in through the covered entry you'll find soaring cathedral ceilings in the living room, abundant natural light, a cozy brick hearth with wood stove, and an inviting open kitchen and dining area perfect for gathering with family and friends. This main floor also has a full bathroom. The 3 bedrooms and another full bath are upstairs. Step back outside to a spacious deck featuring a hot tub, sauna, outdoor seating, and peaceful views and sounds of the beautiful Wardsboro Brook. The oversized two car garage includes a finished bonus room above, ideal for a studio apartment, office, or guest space. Bring ALL of your Big Wheels and Small Wheels! Complete with paved driveway and walkways including paved go cart and biking paths around the house and garage and directly onto the paved state road. Just for you, these sellers built a charming and expansive fieldstone fire pit, room for an RV, plenty of lawn space for play and entertaining and some beautiful flowering plantings. Located on desirable Route 100 and just 6 miles from Mount Snow, 12 from Stratton Mtn this property offers year-round adventure and exceptional investment potential. A true Vermont gem fully furnished with memories waiting to be made and income opportunities ready to continue. See MLS Property & Listing Details & 46 images.

$750,000 $442 per sq.ft. Chester VT LAKE HOUSE FOR SALE ON RIVER WILLIAMS RIVER »

Ft. of Waterfront
3 Beds | 2 Baths |   Total Sq. Ft. 1695  |  Acres: 6.03
List Date Wednesday Jul 1, 2026
Description: Tucked away on a quiet country road in one of Chester's most coveted areas, this striking contemporary home offers the ultimate Vermont lifestyle, just miles from the Okemo Mountain base lodge. Embraced by nature and thoughtful landscape, the property seamlessly connects refined indoor living with the natural beauty of its private riverfront, complete with your own summer swimming hole. Inside, the main level centers around a commanding, floor-to-ceiling fieldstone wood-burning fireplace, beautifully complemented by rich hardwood floors and a bespoke custom kitchen. Designed for privacy, the primary suite features a spa-like ensuite bath, while two additional guest bedrooms and a 3/4 bath provide plenty of space for family or weekend visitors. Intelligently designed for flexible living, the upper-level loft serves as an inspiring home office or studio, while the bright, walk-out lower level offers incredible potential for a game room, home gym, or ski lounge. Transition effortlessly outdoors to the oversized front deck for morning coffee, or unwind in the expansive screened porch out back listening to the sound of the river. The detached, insulated, oversized, 2-bay, 2-level barn has full electrical service, electric garage doors, and a workshop with extra storage space. There is a greenhouse perfect for gardening. With direct access to nearby VAST trails for winter recreation, this is a true four-season retreat. Visit the Okemo real estate today. Taxes are based on the current town assessment. See MLS Property & Listing Details & 59 images.