Weston, VT | 1166 Route 100

Discover the possibilities of this spacious Weston retreat, offering over 5,400 square feet of finished living space and a remarkably flexible layout just 8 miles from Okemo Mountain Resort. Designed with two complete living levels, each featuring its own kitchen, primary ensuite, living and dining areas, laundry, screened porch and separate exterior entrances, the home offers exceptional versatility for extended stays, remote work, recreation and gatherings. The main level is highlighted by a dramatic great room with soaring ceilings, exposed timber trusses, warm wood floors and a loft overlooking the living space. The spacious kitchen features granite countertops, a center island, gas range and pantry. The walkout lower level offers its own complete living areas, additional flex rooms and radiant floor heat, providing comfortable, independent spaces within the home. An attached two-car garage includes workshop and storage areas, with finished bonus space above. Outside, enjoy landscaped grounds, stonework, a patio, expansive lawn, 1/2 basketball court and the West River along the property's southern boundary. A whole-house generator adds convenience and peace of mind. Minutes from Weston village, with its renowned theater, shops and restaurants, and within easy reach of Okemo, Bromley, Magic Mountain and Stratton, the location offers year-round access to Vermont's mountain lifestyle. A distinctive property offering the space, flexibility and comfort to enjoy Vermont on your own terms. Per FEMA mapping, the residence is in Zone X (0.2% annual-chance flood hazard), while portions of the land are in higher-risk areas. Improvements include the nearby state-replaced bridge and recent drainage work on the front of the property creating a swale, berm and raised driveway to help redirect runoff. Sellers do not carry flood insurance. Flood history, mitigation details and mapping are available in disclosures.

Tucked away from the road in a beautiful country setting, this charming 1920s Cape offers character, privacy, and exceptional flexibility, all just a short drive from Okemo Mountain, Ludlow Village, and the quintessential Vermont village of Weston. The main home features three bedrooms and three bathrooms, along with a large office or den and comfortable living spaces that retain the home's original character while benefiting from thoughtful updates. Additionally, this home offers a spacious country kitchen, formal dining room, and a living room that is open to the kitchen, dining, and easy access outside, making this the perfect space to enjoy your friends and family. Many recent improvements, including updates to the kitchen, flooring updates, a new wood-burning fireplace insert, and an updated heating system in 2024. A large screened-in porch provides the perfect place to relax and enjoy the peaceful surroundings. An attached two-car garage offers everyday convenience along with generous unfinished storage space above. The property also includes a spacious two-bedroom apartment featuring its own kitchen, spacious mudroom, office, and one bathroom, providing excellent flexibility for a variety of living arrangements. The home could also easily be transitioned into a more traditional five-bedroom residence for those looking for additional living space under one roof. Outside, the lovely yard is tucked away from the country road, creating a private Vermont setting with plenty of room to enjoy the outdoors. A separate storage shed provides additional space for tools, recreational equipment, and seasonal gear. With five bedrooms between the two living spaces, multiple work-from-home options, abundant storage, and a location convenient to skiing, dining, shopping, and year-round recreation, 488 Andover Road offers a unique opportunity for a primary residence or Vermont getaway with room to adapt to your needs. Visit the Okemo real estate community today.

Set on 3.4 private acres, this 3-bedroom, 3-bathroom Lindal Cedar home offers the rare combination of quiet mountain views and a location just a short walk from the heart of Weston Village. Inside, the living room is anchored by a cathedral ceiling and large windows that overlook Andover Ridge, bringing in ample natural light. The layout also includes a partially finished walk-out lower level, providing extra living area that can easily be tailored into a game room, home office, or completed as a separate suite. Outside, you can take in the scenery from the expansive deck. Recent improvements include a brand-new roof and skylights. This property is rounded out by a classic post and beam barn, offering excellent space for a workshop or extra storage. A beautifully sited home that perfectly balances Vermont privacy with village convenience.

With more than 80 acres spanning the towns of Landgrove and Peru, this spectacular property is ripe for your imagination and offers several options for new construction, multi-family or generational development, or renovation! Be it choosing the perfect building site for the construction of your Vermont dream house, a total renovation of the existing three-bedroom cottage, or continuing to use the house as a simple, rustic and charming seasonal escape, this substantial property will support your investment and allow you to own one of the last remaining properties with substantial acreage in Landgrove. The cottage has only been used in the summer months for the past couple of decades and offers approximately 1575 of living space on the main level with an unfinished second floor. There is a functional eat-in kitchen, spacious living room with a wood stove, three bedrooms, one full bathroom, and two small “bonus” rooms (one off the entry area and the other off the kitchen) offering the possibility of a mudroom, home office, walk-in pantry, or extra storage space. In addition to the existing cottage, there are several possible building sites, all offering absolute privacy and solitude, some with the potential for dramatic western views (with clearing), others offering southern exposure and all-day sun. Neighboring homes on the same ridgeline enjoy truly stunning views, so it's worth the effort to hike out to the back acreage to see the possibilities for yourself. No soils testing or permitting has been initiated or completed and doing so will be the future owner’s responsibility. The property is not enrolled in Vermont’s “current use” land management program and doing so could substantially reduce the existing property taxes and create a land stewardship program for future generations. This is truly a once-in-a-lifetime opportunity to own substantial acreage in one of Vermont’s most bucolic and charming communities.

Perfectly situated in the heart of one of Southern Vermont's most picturesque villages. Just a short drive from Stratton Mountain, Okemo Mountain Resort, Bromley Mountain, and Magic Mountain, this beautifully preserved property offers the ideal combination of historic character and modern comfort. Thoughtfully maintained, the home showcases classic New England architecture with warm pine floors, reclaimed barn wood accents, and abundant natural light throughout. Spacious living and gathering areas make entertaining effortless, while intimate sitting spaces provide the perfect setting to relax after a day of skiing, hiking, or exploring Vermont's scenic countryside. The expansive primary suite is a private retreat featuring tranquil river views, a walk-in closet, dressing room, and a beautifully appointed en-suite bath. Each additional bedroom offers its own dedicated bathroom, creating comfort and privacy for family and guests alike. Outside, enjoy mornings on the front patio overlooking the sounds of the river or spend evenings around the backyard fire pit. Located just a short walk from the Village Green, charming shops, dining, and the acclaimed Weston Playhouse, you'll experience the best of village living while remaining close to Southern Vermont's premier ski resorts, golf courses, hiking trails, and outdoor recreation. This property is a timeless treasure, ready to be cherished by generations to come. See for yourself!