Properties Near 143 South Main Street Waterbury, VT

This well-maintained village property offers versatility for a variety of lifestyles. Whether you're seeking a spacious single-family home, a multi-unit setup, or a work-from-home arrangement, this one has options. Most recently used as office space on the main level with a stylish two-bedroom, two-bath apartment upstairs, the layout can easily be reimagined to suit your needs. Open up the floor plan and create a roomy single-family home, or keep the levels distinct for multi-generational living or income potential. The upstairs apartment has been beautifully renovated with an open-concept kitchen, living, and dining area, two bedrooms, and two bathrooms. Relax outdoors on the private upper deck or the screened front porch. A newly built three-car garage adds plenty of room for vehicles and storage. Located in Waterbury Village, you’re just a short stroll to shops, restaurants, and all this vibrant town has to offer. Also listed as Multi Unit MLS #5049812.

Built in 1915, this adorable and spacious 3-bedroom, 1.5-bath duplex, on picturesque and historic Randall Street, is located right in the heart of downtown Waterbury. Just a short walk to some of the area’s most acclaimed restaurants, including Prohibition Pig, Hen of the Wood and The Reservoir and steps away from Waterbury’s Village Green and the Train Station, this well maintained home features a private driveway, and fenced-in backyard - perfect for pets, children and gatherings, as well as a detached garage with a bonus 2-bedroom, 1-bath apartment above - ideal for guests, extended family, or potential rental income. Enjoy the perfect blend of charm and convenience, with easy access to Stowe Mountain Resort, Sugarbush, and Mad River Glen for year round outdoor adventures. Don’t miss this fantastic opportunity to own a piece of Waterbury history in a prime location!

Perched above downtown Waterbury is your opportunity to weave yourself into a tight-knit community at an affordable price. This charming three-bedroom, two-bath home blends classic character with modern comfort. From the home, it’s just a short stroll to the cafés, restaurants, and shops that make Waterbury one of Vermont’s most vibrant small towns. Inside, the home retains its original charm while offering a flexible layout to suit a variety of lifestyles. The main level features inviting living spaces filled with natural light plus the convenience of first-floor laundry. Upstairs, you’ll find three bedrooms plus a versatile bonus room, perfect for a home office, craft room, or additional living space. A large, bright, and open attic provides even more possibilities for expansion. The basement is ready to be a workshop with its built-ins and ample space. Outside, the fenced yard offers peace of mind for your pets and there is plenty of room to garden, play, or relax. The property includes an owned solar array on the roof, helping to reduce energy costs while supporting sustainable living. A spacious detached two-car garage boasts extra storage in the loft above, ideal for all of your seasonal gear. With its walkable location, thoughtful updates, and timeless character, this Waterbury home offers a rare opportunity to enjoy small-town living with easy access to both outdoor recreation and vibrant community life.