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Browse All Waterbury VT Historical Properties for Sale

$419,000
4 Beds 2 Baths 5101133 MLS
This beautifully preserved Queen Anne Victorian in the heart of Waterbury Village is filled with rich in historic character while thoughtfully updated for modern living. This home showcases a striking round turret, wraparound covered porch, two screened in porches, soaring ceilings adorned with original decorative pressed tin, original woodwork, hardwood floors, and a gracious floor plan filled with natural light. The foyer welcomes you with an elegant original staircase, detailed millwork, and oversized cased openings that create an inviting atmosphere for everyday living and entertaining. Upstairs you'll find 4 bedrooms and a newly renovated bathroom. With approximately 680 square feet of unfinished attic space, the next owner has an exciting opportunity to significantly expand the home's living area while preserving its historic character. Enjoy Vermont's seasons from the expansive wraparound porch or either of the two screened porches, offering opportunities for restoration of outdoor living spaces. The large level lot offers ample room for gardens, recreation, or the future addition. Recent improvements include a freshly renovated upstairs bathroom, paint, overhead lighting, updated electrical, furnace, hot water heaters, fresh exterior paint, a new metal roof over the wraparound porch, and new gutters. Ideally located just moments from downtown Waterbury's restaurants, cafés, breweries, shops, parks, and trail network, with easy access to I-89 and world-class skiing in Stowe, Sugarbush, and Mad River Glen. A rare opportunity to own one of Waterbury's iconic historic homes, blending classic Vermont architecture with modern comfort.

18 Randall St, Waterbury

$399,000
5098043 MLS
Prime Downtown Location Meets Exceptional Mixed-Use & Investment Potential! Welcome to this classic multi-family building perfectly situated on Park Street in the vibrant heart of Waterbury, VT. Featuring front-row, panoramic views of Rusty Parker Memorial Park, this rare 3-unit property blends iconic Vermont charm with powerful, modernized, development potential. Take full advantage of Waterbury’s newly adopted Unified Development Bylaws, which intentionally clear the path for small-scale mixed-use conversions, increased unit density, and expanded lot coverage. Whether your vision includes converting a portion of the building into a premium street-facing retail space, a boutique office, or expanding the existing residential footprint, the town's flexible new framework makes it easier than ever to maximize your return on investment. Step out your front door to enjoy weekly summer farmers' markets, community concerts, and festivals right across the street. Tenants and patrons alike will love being steps from Waterbury's legendary dining scene, and craft breweries. Commuters and outdoor enthusiasts benefit from immediate access to Interstate 89, putting world-class skiing and mountain biking trailhead just minutes away. With a historically low vacancy rate in Central Vermont and progressive new zoning in place, this property promises cash flow alongside unmatched future upside. Don't miss your chance to own a piece of Waterbury's most dynamic and adaptable streetscape!

7 Park St, Waterbury

$399,000
5097134 MLS
Discover an exceptional investment opportunity in the heart of Waterbury Village. This well-maintained three-unit property offers outstanding flexibility for investors, owner-occupants, or those seeking income from either long-term or short-term rentals (subject to local regulations). The centerpiece of the property is a spacious 1,200+ square foot two-bedroom apartment filled with character, featuring stunning original metal ceilings, generous living spaces, and timeless charm. Two additional one-bedroom apartments provide comfortable accommodations with excellent rental appeal. Each unit enjoys its own inviting porch, creating the perfect space to relax and enjoy Vermont's four beautiful seasons. Located within easy walking distance of Waterbury's vibrant downtown, tenants and guests can enjoy acclaimed restaurants, local breweries, artisan shops, cafés, parks, and year-round community events without needing a car. Outdoor enthusiasts will appreciate the property's proximity to world-class skiing, mountain biking, hiking, golf, and recreation, while nearby Stowe is just a short drive away, offering easy access to one of Vermont's premier resort destinations. Whether you're looking to expand your investment portfolio, live in one unit while generating rental income from the others, or capitalize on the area's strong demand for vacation accommodations, this versatile property offers an outstanding combination of location, character, and income potential in one of Central Vermont's most desirable communities.

170 S Main St, Waterbury

$539,000
3 Beds 2 Baths 5096448 MLS
Built in 1900, this charming Victorian blends historic character with modern updates in the heart of Waterbury. Offering 3 bedrooms and 2 bathrooms, the home is filled with beautiful natural light that highlights its timeless architectural details. A stunning Queen Anne stained-glass window serves as a centerpiece, adding warmth, color, and a touch of history to the living spaces. The spacious, updated kitchen features modern appliances and thoughtful improvements, creating a functional and inviting space for everyday living and entertaining. Recent enhancements include a new mudroom with a walk-in closet, providing exceptional storage and organization, as well as an updated primary bath that adds comfort and contemporary style. Outside, enjoy Vermont's changing seasons from two covered porches or relax on the new Trex deck, designed for low-maintenance outdoor enjoyment. A paved driveway provides convenient off-street parking. Ideally located close to downtown amenities, including shops, restaurants, schools, and recreation, this property offers the perfect balance of village convenience and small-town charm. Outdoor enthusiasts will appreciate being within 30 minutes of four major ski resorts, making year-round adventure easily accessible. Filled with character, natural light, and modern comforts, this classic Waterbury Victorian is a rare opportunity to own a piece of Vermont history in an exceptional location. OPEN HOUSE 6/27/26 11am-1pm

162 S Main St, Waterbury

$299,000
3 Beds 1 Baths 5094758 MLS
Welcome to this classic village home offering a rare blend of historic charm and access to amenities in the heart of Waterbury. Located near downtown, this property places you moments away from Waterbury's renowned craft breweries, world-class dining, artisanal coffee shops, and the local community library. Perfect for outdoor enthusiasts, you are centrally positioned between exceptional skiing at Stowe and Mad River Glen, while being close to parks and the historic Winooski Street bridge. A welcoming front porch leads out to the town sidewalk, framing a classic entrance to this traditional home. Step inside to find an inviting layout featuring classic hardwood floors that run through much of the property. The main level boasts a spacious and comfortable living room alongside an eat-in kitchen designed for easy gathering. A wonderful enclosed porch off the main living space serves as a quiet retreat or multi-use bonus room. Convenience is built right into the design with a generously sized first-floor bathroom that includes dedicated laundry hookups. Upstairs, the second floor features three comfortable bedrooms and an exceptionally generous amount of closet space, a coveted feature in a home of this era. Outside, a shared driveway provides easy access to the property. The home also features a full basement with a poured concrete floor, offering ample space for all your storage, seasonal gear, and workshop needs. This property represents an incredible opportunity to enjoy easy, community-centered living in one of Vermont's most vibrant and sought-after destination towns.

2 Winooski St, Waterbury

$425,000
5 Beds 2 Baths 5092831 MLS
Experience timeless charm in this classic Waterbury Village farmhouse, gracefully nestled among meticulously landscaped gardens. Step inside through a welcoming mudroom entry that blends functionality with style. Revel in exquisite natural woodwork, sunlit gleaming hardwood floors, and an abundance of windows that bathe the home in warmth. The inviting enclosed sunporch offers a serene space for morning coffee or relaxing with a good book. The main level boasts a spacious first-floor bedroom and a full bath, ensuring comfort and convenience for guests or single-level living. Entertain with ease in the expansive country kitchen, elegant dining room, and spacious living room, all centered around a charming brick fireplace with a cozy gas insert perfect for gatherings year-round. Ascend the gorgeous, handcrafted staircase to discover four generously sized bedrooms, 2 with walk-in closets, each offering tranquil retreats with ample natural light. A tastefully updated half bath enhances the upper level’s comfort, making it perfect for family living or hosting overnight guests. Enjoy a highly walkable location, with sidewalks leading to vibrant local shops, acclaimed restaurants, and all the amenities Waterbury Village has to offer making this home the perfect blend of comfort and convenience. For car enthusiasts or those who value abundant storage, the exceptional five-car detached garage features a full second floor ideal for a workshop, studio, or expansive storage needs.

174 S Main St, Waterbury

$447,000
2 Beds 2 Baths 5090981 MLS
Welcome to Waterbury offering quintessential Vermont living! This home sits six minutes from I-89 for an effortless commute. This property features expansive pastoral views from the kitchen and raised deck, surrounded by local farms offering fresh garlic, beef, and flowers. Live in an outdoor recreation paradise that is easily accessible with popular trails nearby. The spacious mudroom entry from the backyard provides organized storage for recreational gear. A new shed and additional storage behind the house accommodate equipment and toys needed to enjoy the outdoors. Updated for energy efficiency, the home includes a new solar array that generates almost all the electricity used by the home, Tesla Powerwall batteries provide backup power, heat pump water heater, Level-2 EV charger, mini-split systems, radiant heat on the lower level, and a new pellet stove. Additional upgrades include an upgraded electric panel, remodeled bathrooms, a modern induction stove, new refrigerator, and generous closet space, making it move-in ready. Residents enjoy nearby amenities such as entertainment, dining, golf, and shopping while benefiting from the serene rural setting. The property's location offers access to skiing, swimming, fishing, hiking, and mountain biking, all within minutes of Stowe and a short drive to Burlington. This home combines energy efficiency with an ideal Vermont location. Schedule a showing today to secure this turn-key, tranquil home for yourself!

913 Kneeland Flats Rd, Waterbury

$632,000
3 Beds 3 Baths 5089709 MLS
Set in the heart of Waterbury, this meticulously maintained 1825 farmhouse offers an inspired blend of heritage craftsmanship and modern luxury. Every detail has been thoughtfully elevated. The main level invites flexible living with a beautifully designed ¾ bath and the option to create private first-floor quarters ideal for guests or multi-generational lifestyles. Multiple gas fireplaces warm both levels of the home, creating an atmosphere of comfort and understated elegance. A heated garage with its own Rinnai unit enhances year-round convenience, while thoughtfully updated bathrooms and carefully selected period-appropriate hardware honor the home’s historic character. A full chimney and fireplace rebuild completed in January 2026 adds both peace of mind and architectural refinement. The exterior grounds feel like a private, curated retreat. Mature landscaping includes a graceful magnolia tree, a sweeping willow, slate stonework, generous garden spaces, and a fully fenced backyard designed for effortless outdoor enjoyment. Completing the property are a series of exceptional bonus spaces: a dedicated model train room, workshop areas, and expansive storage above the garage—supported by its own 100-amp electrical panel—offering endless potential for creative or professional pursuits. Located within the Route 100 Zoning District, offering coveted multi-use flexibility for a variety of lifestyle or business needs, less than 20 minutes from world-class skiing and recreation at Stowe Mountain Resort and moments from the Waterbury Center State Park, this residence combines historic charm, modern amenities, and lifestyle flexibility.

3471 Waterbury Stowe Rd, Waterbury

$470,000
3 Beds 2 Baths 5088845 MLS
Classic Vermont Cape Near Waterbury Center & Stowe Bursting with charm and filled with inviting spaces, this classic Cape at 1859 Guptil Road offers the warmth and character so many buyers are searching for in Waterbury. Step inside through the cozy entry featuring a built-in bench and coat hooks, creating an immediately welcoming feel. To the right, the kitchen offers a butcher block island and easy flow into a spacious bonus room currently used as an office. With direct access to the garage, this flexible space could also serve as a den, studio, or expanded mudroom. The living and dining areas are filled with natural light and designed for comfortable everyday living, complete with a pellet stove that adds warmth and Vermont charm. An updated full bath completes the first floor. Upstairs, you’ll find three nicely sized bedrooms, built-in hallway bookshelves, additional hallway storage, and a brand-new half bath with heated floors. Outside, the fenced yard provides room to garden, play, or relax, while built-in wood storage adds both function and character. The home has been regularly maintained with many fresh upgrades, including a mini split system that efficiently cools the main level. Great storage can be found throughout the property, including additional second-floor loft storage in the garage. Conveniently located near many of Central Vermont’s favorite destinations, this home offers easy access to Waterbury Center, downtown Waterbury, and Stowe. Local favorites including Cold Hollow Cider Mill, Little River State Park, Hope Davey Memorial Park, plus nearby shops, dining, recreation, Ben & Jerry’s, Cabot Creamery, and the Zenbarn are all just minutes away.

1859 Guptil Rd, Waterbury

$242,000
2 Beds 1 Baths 5084375 MLS
Unlock the potential of this unique 1.46-acre property offering a rare blend of development opportunity and natural beauty. The existing 2-bedroom, 1-bath home requires significant rehabilitation or possible tear-down, making this an ideal project for builder-investors or those looking to create a custom residence with multifamily and/or commercial potential. Rich in history, the property was formerly owned by Ned Davis, the first and only Vermont florist to be accredited by the American Institute of Floral Designers - the industry’s most prestigious organization with approximately 1,100 members worldwide - and recognized as a Certified Floral Designer. Also located on the property is the former Vermont Academy of Floral Design School, which, while in need of repair, presents incredible potential for redevelopment. Zoned to allow one single-family primary residence along with multifamily use, this property offers flexibility for future plans. With appropriate conditional use approval, the former school building could be converted into a multifamily property, such as two or three apartments. A buyer may also choose to remove the existing home and construct a new primary residence, while repurposing the additional structure or exploring the potential for an accessory dwelling unit. Land coverage is limited to 20%, with no restriction on bedroom count. Beyond its development appeal, the land itself is truly special. In the spring and summer months, it transforms into a storybook setting with a pond filled with lily pads, surrounded by lush gardens featuring hydrangeas, irises, lupines, and crocosmia (AKA Lucifer). A weeping larch tree, creeping myrtle-lined woodland path, and views of Camel’s Hump complete this magical oasis. A compelling opportunity for those seeking a project with both vision and value

205 Loomis Hill Rd, Waterbury

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