Properties Near 158 South Main Street Waterbury, VT

Discover the rare blend of vintage charm and modern versatility in this beautifully updated 4-bedroom, 3 full bath farmhouse in the heart of Waterbury, Vermont. Thoughtfully updated while preserving its timeless character, this unique property offers multiple living areas—each with its own kitchen space and full bath—creating exceptional flexibility for a variety of lifestyles. With separate entrances and distinct spaces throughout, the home is perfectly suited for multi-generational living, guest accommodations, or both short- and long-term rental opportunities. Each area feels private yet connected, allowing you to tailor the layout to your needs while maintaining comfort and functionality. Inside, you’ll appreciate the careful remodel that enhances the home’s original farmhouse appeal—featuring warm wood accents, inviting common spaces, and a layout that balances openness with cozy retreats. Step outside to enjoy charming covered front and back porches along with spacious decks—perfect for morning coffee, evening gatherings, or simply taking in the peaceful Vermont surroundings. The beautifully maintained mature landscaping adds to the property’s natural appeal, creating a serene and welcoming setting. Additional highlights include a convenient 2-car attached garage and ample outdoor space for relaxation, gardening, or entertaining. Located just minutes from Waterbury’s vibrant village, dining, and skiing for year-round recreation, this property offers not just a home—but a lifestyle filled with charm, income potential, and endless possibilities.

Beautifully maintained and spacious, this 4-bedroom, 2-bath home offers a flexible layout in a convenient location. The open floor plan is filled with natural light and features wood floors throughout the first floor, creating a warm and inviting atmosphere. The large country-style kitchen is perfect for both everyday living and entertaining, complete with an oversized island that offers plenty of space for meal prep, casual dining, or gathering with friends. The layout also includes updated full bathrooms on each level and a convenient first-floor home office. Upstairs, you'll find four generously sized bedrooms, including an oversized primary bedroom with direct access to the full bathroom"a thoughtful layout that provides comfort and privacy for all. Beautifully maintained and spacious, this 4-bedroom, 2-bath home offers a flexible layout in a convenient location. The open floor plan is filled with natural light and features wood floors throughout the first floor, creating a warm and inviting atmosphere. The large country-style kitchen is perfect for both everyday living and entertaining, complete with an oversized island that offers plenty of space for meal prep, casual dining, or gathering with friends. The layout also includes updated full bathrooms on each level and a convenient first-floor home office. Upstairs, you'll find four generously sized bedrooms, including an oversized primary bedroom with direct access to the full bathroom a thoughtful layout that provides

Cozy and charming Moretown cottage set on a beautiful 2.0 acre lot! Step into the welcoming mudroom and instantly feel at home with radiant heated floors, perfect for Vermont winters. The bright and open living room features reclaimed Hemlock wood floors and vaulted ceilings, creating a warm and inviting space filled with natural light. French doors lead to the back deck and yard, offering peaceful views and easy indoor-outdoor living. The thoughtfully updated kitchen showcases soapstone countertops, unique metal cabinetry, and a classic farmhouse sink. Recent improvements throughout the home include newer appliances, a recently updated bathroom, fresh paint in several rooms, and newer mechanicals including the water heater. Energy efficiency meets modern comfort with owned solar panels and a Tesla battery system, along with heat pumps added in recent years for additional heating and cooling options. Both bedrooms offer comfortable space with large windows and plenty of natural light. The unfinished basement provides excellent storage, and the attached two-car garage adds even more flexibility. Enjoy the beauty of the property from the back deck or take advantage of the nearby Winooski River just beyond the backyard. Conveniently located near Middlesex, Waterbury, and Stowe, with great community spots such as Camp Meade, and an easy interstate commute to Burlington. This quintessential Vermont cottage is not to be missed!

ATTENTION TO UPDATES: All fire and safety recommendations are in place. All new smoke and CO detectors, GFCI, railings, guards, heating systems inspected and tagged, new fire extinguishers, bathroom vents, window latches, etc. A complete list is available. Also, a new parking area and driveway with drainage have been installed. New gutters have been installed. **************************************** Investor or owner occupied, don't miss this! This is a turn key, lucrative investment. The upstairs unit has 6 rooms, with a dining room, kitchen, and living room, 3 bedrooms and 318 ft of finished attic space for easy access and clean storage. Washer/Dryer hookup is available. The downstairs unit has 5 rooms total, living room, kitchen, two bedroooms, bonus room and in unit washer dryer. A finished side entry also works as a mudroom and storage area. This unit has been remodeled including all new windows(except one). Tenants enjoy efficient Rinnai propane heat, new electric hot water heaters, private entrances, private storage areas, separate utilities, and plenty of parking. Features include a welcoming front porch, 9-foot ceilings, large kitchens, and beautiful floors. Sellers' pride of ownership shows in how it has been dutifully maintained. Close to I89, mountain bike trails, breweries, dining, skiing, golfing, and more. Photos are prior to current tenant occupancy. Also listed as a duplex in MLS# 5045188. Some retail allowed, check with zoning for specifics.

There are a bunch of opportunities with this sweet 1951 bungalow. It was once a two bedroom home and can,as a conditional use, return to a single family home. It has a full sized bathroom and an extra shower in the over 1100 square feet of living space. Many of the original features like hardwood floors, trim and built in cupboards remain. Currently being used as a commercial space for a construction company. The main entrance from the rear is an 18x15 room with lots of light and windows. Then, step into the great room that can be reimagined into kitchen, dining, and living areas. Permitted uses include short term rental, daycare, restaurant, retail, art studio, gallery, and personal services to name a few. Located halfway between exits 9 and 10 off of Interstate 89, easy access to Montpelier, Sugarbush Valley, Stowe. Near skiing, mountain biking, kayaking, Waterbury Reservoir. Sidewalks make for a safe exploring of the main road through town leading to the restaurants, breweries, cafes, music and pottery studios. Also listed in MLS#5075715.

Welcome to the heart of Waterbury Village, where classic charm meets modern living. This beautifully renovated 1-bedroom, 1-bath condo is part of a thoughtfully restored historic home, offering the perfect blend of timeless character and updated comfort. Set within the Waterbury Village Historic District, you’ll love the walkability—just steps to award-winning restaurants, local breweries, and one-of-a-kind shops. Inside, the home has been fully renovated to create a bright, open living space that feels both fresh and inviting. The kitchen is a standout, featuring shaker-style cabinetry, granite countertops, stainless steel appliances, and under-cabinet lighting—designed for both everyday living and easy entertaining. Luxury vinyl plank flooring runs throughout the main living areas, offering durability with a clean, modern look. The spacious bedroom provides a quiet retreat with an updated full bath. For those who love the outdoors, you’re just minutes from Perry Hill mountain biking trails and a short drive to Stowe, Sugarbush, and Bolton —making this an ideal home base for year-round recreation. With easy access to I-89 and a quick commute to Burlington, this low-maintenance condo delivers the best of village living in a fully revitalized setting. Property owned by licensed Realtors.