Properties Near 1885 South Main Street Montgomery, VT

If you love outdoor living including skiing, playing golf, biking, hiking, walks, jogging, and enjoying indoor water parks, you are in luck! Don't miss the opportunity to own an enchanting Chalet with 4 bedrooms, 3 baths, great kitchen with plenty of space for entertaining and open to the dining and living rooms to keep you in the crowd. The basement is finished with a game room, den and additional space for guests. Enjoy walking out of the basement to the delightful cement patio to enjoy the open and treed lot with gorgeous stone walls. Located just moments from Jay Peak in the delightful rural town of Montgomery with covered bridges and stunning Fall foliage. Alpine Haven association includes access to onsite recreation facilities including large in-ground swimming pool, park, volleyball, tennis, & more! What more could you ask for? There is definitely something for everyone!!

Charming Village Home with River Frontage and Accessory Dwelling – Ideal for Multi-Generational Living or Investment. Located in the heart of Montgomery Village, this classic white home—attached to the yellow residence on the left—offers an ideal blend of character, function, and potential. With beautiful river frontage & just 15 minutes from Jay Peak Ski Resort, the location is perfect for year-round enjoyment or rental income. The property features two distinct living spaces, making it an excellent option for a small family looking to keep loved ones close or as a savvy investment. The first unit, located on the ground level, includes 1 bedroom, 1 full bath, a spacious kitchen, dining area, and living room, along with access to a charming covered porch—perfect for relaxing & taking in the sounds of the river. Upstairs, the second unit offers 1 bedroom, an open-concept kitchen & living area, a cozy bunk bed nook, & a private balcony just off the kitchen—ideal for enjoying morning coffee or evening sunsets. Hardwood & bamboo floors flow throughout, adding warmth and character. Close to all village amenities, this home offers convenience, flexibility, & opportunity in a picturesque Vermont setting. Whether you're seeking a multi-generational living arrangement or an income-producing property in a popular ski destination, this property checks all the boxes. Home is being sold furnished and has strong rental potential, with the ability to generate over $32,000 in income.

Amazing opportunity to own a 2022 build with gorgeous finishes! Located only 11 miles from Jay Peak resort and 3 minutes from all the shops and restaurants in Montgomery! Sitting on over 4 acres of woods and fields, gorgeous mountain views and even a brook runs through the back section of the lot! “On Demand” hot water and a Rinnai and mini-splits provide affordable heating. Vaulted ceilings add to the sunny and bright feel of the home, along with the brand new interior finishes and appliances as of 2024! Spacious open layout with vinyl plank flooring throughout, stackable washer/dryer, and matching stainless-steel appliances in the kitchen! Sturdy metal roof and rich burgundy siding recently installed. Highly desirable one-level floor plan and just the right size to keep clean and maintain!

Step away into the hills of Montgomery in this charming little abode. Whether you are looking for year-round living, or a seasonal getaway, this place fits the bill! Lot offers mature shade trees, plenty of space for gardens, and apple trees that welcome the local deer herd. You'll love spending time outdoors in the beautiful, wooded 15+ acres. Like to ski or hike? New composite decking for additional outdoor entertaining space. Home is close to Jay Peak ski resort for year-round adventure! Like to wander? Jay state forest and Long Trail access points are just a short distance away, offering unlimited hiking! This home is ready for its next outdoor enthusiast!

Charming Renovated Village Home in the Heart of Montgomery Center Nestled in the picturesque ski town of Montgomery Center, this beautifully renovated village home offers the perfect blend of historic charm and modern convenience. Ideally located within walking distance to the local elementary school, village park, popular restaurants, and a well-stocked grocery store, you’ll enjoy the ease of small-town living with big-time amenities. Popular airbnb with excellent rental history Fully updated in 2017, this 3-bedroom, 2-bath home features major upgrades including new electrical, plumbing, sheetrock, and custom lighting throughout. The heart of the home is the spacious gourmet kitchen, complete with a farmhouse sink, new cabinetry, granite countertops, and engineered hardwood flooring — a true haven for home cooks and entertainers alike. The main level includes open floor plan with a spacious living room perfect for entertaining, a cozy den that opens directly onto a rear deck, and a grassy backyard ideal for play or gardening. Two stylish, modern tiled bathrooms add a touch of luxury to everyday living. Whether you’re looking for a year-round residence or a ski-town getaway just minutes from the slopes, this move-in ready gem combines comfort, character, and convenience in one of Vermont’s most beloved mountain communities.

Take a look at this secluded one-bedroom, one-bath home, a unique getaway opportunity. Originally a camp, it has been converted into a full-time residence situated on 10.5 private acres with its own pond and abundant wildlife. Enjoy the option of being completely off-grid or easily connecting to the new power pedestal located at the front corner of the property with minimal effort.