Waterbury VT Historical Real Estate, Homes for Sale

Exceptional investment opportunity in a prime Waterbury location along the highly traveled Waterbury-Stowe/Route 100 corridor. Offering approximately 5,214 finished square feet, this versatile property combines existing residential and income-producing spaces with exciting potential for future multifamily use. The property currently includes spacious residential accommodations featuring three bedrooms with private en suite baths, a chef's kitchen and inviting living areas. An additional portion is currently utilized as a short-term rental, providing an established rental component. Existing retail/commercial space adds another layer of flexibility and may offer potential for conversion into additional residential units, subject to municipal and state approvals. With its generous square footage and adaptable layout, investors may wish to explore opportunities to create additional apartments or further develop the property as a multifamily investment. More than 2,300 square feet of basement space provides substantial storage and utility space, while a two-car garage, ample on-site parking and an elevator/dumbwaiter system add functionality. Location is a standout feature. Situated directly across from Cold Hollow Cider Mill on the Waterbury-Stowe Rd (rte 100) and minutes from Ben & Jerry's, Waterbury Reservoir, downtown Waterbury and Stowe, the property offers convenient access to skiing, hiking, mountain biking, restaurants, shopping and year-round recreation. Whether continuing the property's current combination of uses or exploring additional residential possibilities, 14 Sunset Drive offers a rare combination of location, square footage, parking, flexibility and income potential in one of Central Vermont's most desirable destinations. Buyer to complete due diligence regarding permitted uses, unit count, zoning and conversion possibilities.

14 Sunset Dr, Waterbury

$679,000

3 Beds ⋅ 2 Baths ⋅ 5104339 MLS

This charming circa-1850 farmhouse beautifully blends historic character with thoughtful modern updates, set on a picturesque 1.05-acre lot in Waterbury Center. Offering 3 bedrooms and 2 full bathrooms, the home features original wide-plank floors, exposed beams throughout, and abundant natural light that enhances its warm, inviting feel.The newly remodeled kitchen showcases butcher block countertops, updated appliances, and flows seamlessly into a bright dining area. A spacious mudroom with radiant heat adds everyday comfort and functionality. The main level also includes a guest bedroom as well as a large full bathroom featuring a classic farmhouse sink for timeless appeal.Upstairs, the primary bedroom offers pitched ceilings, exposed beams, a generous closet with potential for expansion, and a bonus room perfect for an office or nursery. A second bedroom with exposed beams and a newly installed full bathroom complete the upper level.Recent improvements include a 200-amp electrical upgrade, new moldings and light fixtures throughout, and a waterproofed basement with poured concrete, fresh paint, and a new window.Outside, enjoy a large wraparound porch with beautiful views, a fire pit, and a level yard dotted with peach and apple trees and mature blueberry bushes. The original barn offers even more versatility, with a clubhouse-style bonus room, a full upper level currently used for storage, and two additional storage areas ideal for outdoor equipment, lawn mowers, bikes, and boats.The current owners purchased the property only a few months ago with plans to make it their home, but an unexpected out-of-state job opportunity too good to pass up has prompted their relocation and quick return to the market. Take in stunning sunsets over the Mansfield Range from this special property that perfectly balances rustic charm with modern convenience. Conveniently located a short distance from Stowe, shopping, dining, recreation, and I-89. Showings begin Friday 8/14.

331 Maple St, Waterbury

$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

$579,000

11 Beds ⋅ 7 Baths ⋅ 5100411 MLS

The Squire House is a ridiculously sized home for one family. The property is located in the Village of Waterbury - walking distance to all the shops in town. There are 11 bedrooms and 7 bathrooms in over 5,000 sq ft above grade in the house and barn. While part of the lot is in the flood plain, the structures are not and therefore don't require flood insurance. The house didn't flood during Irene. The lot, double the size of most on the street, offers a huge back yard with stone grill area. There is significant redevelopment potential but subdividing the lot and making a 4 units structure on each lot turning for a total of 8 multifamily units can be built. Broker is a principal. The house doesn't have appliances and needs work if someone wants to keep it as a single family house and barn.

26 Union St, Waterbury

$579,000

5100408 MLS

The Squire House, a 1859 farm house and barn, offers an exceptional multifamily development opportunity. The building boast one of the largest lots in the Village of Waterbury - walking distance to all the shops and restaurants. The property can be subdivided into 2 lots which, under new Act 250 rules, each can be developed into 4 multifamily units. The site has sewer allocation for 11 bedrooms. Broker is a principal.

26 Union St, Waterbury

$1,075,000

4 Beds ⋅ 3 Baths ⋅ 5099400 MLS

Welcome to Brookhaven Farm. Nestled on 13 picturesque acres in the heart of Waterbury Center, this beautifully restored 1800s farmhouse seamlessly blends historic character with thoughtful updates and modern comfort. Warm, light-filled living spaces and an open, inviting floor plan create the perfect setting for both everyday living and effortless entertaining. The grounds are equally captivating, with open pastures, mature perennial gardens, a meandering brook, and a spacious private deck that invite you to slow down and enjoy Vermont's natural beauty. Equestrians and hobby farmers alike will appreciate the property's two barns with four horse stalls, fenced paddocks and grazing areas, and ample space to embrace a true country lifestyle. A charming garden shed provides additional storage while complementing the property's classic appeal. Whether you're searching for a full-time residence, a weekend retreat, or a place to gather with family and friends, Brookhaven Farm offers an exceptional combination of privacy, acreage, and authentic Vermont character; all just minutes from the village of Waterbury and Stowe, world class recreation, renowned skiing, and Interstate 89.

1211 Guptil Rd, 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

$395,000

5097428 MLS

Well-maintained and extensively updated 3-unit multifamily property in the heart of Waterbury, the place to be! This attractive investment opportunity features one spacious 2-bedroom apartment and two 1-bedroom apartments, offering strong rental appeal and flexibility for both investors and owner-occupants. The beautifully renovated first-floor 2-bedroom unit was completely gutted and remodeled in 2023 and includes exclusive access to the full unfinished basement, providing abundant storage and washer/dryer hookup. Recent improvements include a new roof installed in 2025 and relocation of utility systems to the upper level (with water heaters remaining in the basement) to improve flood resilience. The property sits on a large lot with a generous yard and ample off-street parking for tenants and guests. Ideally located just a short walk from all that downtown Waterbury has to offer, including restaurants, shops, parks, schools, and other local amenities. Whether you're seeking an owner-occupied property with rental income or a turnkey addition to your investment portfolio, this property offers an exceptional combination of location, updates, and income potential. Owner is a licensed Vermont Real Estate Broker.

17 Elm St, Waterbury

$389,000

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

$489,000

5095729 MLS

Location, location, location! Desirable duplex in the heart of Waterbury Village ready for it's new owner! Originally built as a duplex, this property offers two comfortable units, each with a spacious living room, dining room, and covered front porch on the main level, with all bedrooms located upstairs. Hardwood flooring, functional layouts, and mountain views from select windows and the front porches add to the property's appeal. A full basement provides convenient interior access from both units and includes laundry and storage space. Ideally located high above the Village and a short walk to the elementary school, local shops, restaurants, and amenities, this property is attractive to both investors and owner-occupants. Outdoor enthusiasts will appreciate the easy access to recreation while enjoying the convenience of village living. Ready for its next owner, this is an excellent opportunity to own a well-located, income-producing property in one of Central Vermont's most desirable communities.

32-34 High 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 handi-capped asseccible 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. 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. A 25 minute car ride to 4 major ski areas! OPEN HOUSE SATURDAY AND SUNDAY AUGUST 15 & 16 FROM 10am - 2:00pm

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

$585,000

3 Beds ⋅ 2 Baths ⋅ 5087316 MLS

Investment Opportunity close to Waterbury Reservoir, Stowe, and I-89 … This welcoming and bright 3-BR farmhouse has been beautifully renovated and offers updated kitchen and baths, and wide board floors. Bright lower level is currently used as office space and storage area. The 3+/- acres includes 3 additional permitted lots - two duplex sites and one 2-BR single family home. Driveway, septic, and power is the responsibility of the purchaser. Municipal water to all sites. If a different configuration is desired, i.e. three 3-BR single family homes, that is possible with further investigation and efforts by the purchaser. Permitted lots and farmhouse are not in flood zone - the land across Rte. 100 identified as Lot 5 with 0.94+/- acres, is in flood zone and is used for density for the development. NOTE...The development has a new permit. Access is now off Howard Ave. Access from Rte. 100 is to be closed. This will provide easier and more direct access to the development and to the farmhouse.

3250 Waterbury-Stowe 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

$254,900

1 Beds ⋅ 1 Baths ⋅ 5079842 MLS

Completely renovated and move in ready, this stylish 1 bedroom, 1 bath condo offers the perfect opportunity to enjoy life in the heart of Waterbury Village. Located within a beautifully restored historic home in the Waterbury Village Historic District, this home seamlessly blends classic New England character with modern finishes and low maintenance living. Step outside and enjoy the convenience of being just a short stroll to award-winning restaurants, local breweries, cafés, and unique shops. Inside, every detail has been thoughtfully updated to create a bright, inviting living space. The modern kitchen features shaker style cabinetry, granite countertops, stainless steel appliances, under-cabinet lighting, and an open layout ideal for everyday living and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, and the spacious bedroom provides a comfortable retreat with an updated full bath. Outdoor enthusiasts will appreciate the close proximity to Perry Hill's renowned mountain biking trails and easy access to Stowe, Sugarbush, and Bolton Valley for year-round adventure. Property owned by licensed Realtors.

13b Gardner Ln, Waterbury

$325,000

2 Beds ⋅ 2 Baths ⋅ 5076123 MLS

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.

158 S Main St, Waterbury

$675,000

3 Beds ⋅ 1 Baths ⋅ 5063994 MLS

Welcome to Daisy Knoll Berry Farm! This charming 3-bedroom home is situated on over 5 acres of highly useable land, offering an incredible opportunity for those looking to embrace a farming lifestyle. The property features a convenient 2-car garage, a covered entry leading into the home, and offers comfortable two-level living with additional space in the basement. For aspiring fruit and berry farmers, this property is a dream come true. It boasts an impressive array of mature fruit trees, including apple, pear, plum, and cherry, as well as an abundance of blueberry, blackberry, current, and yasta berry bushes, providing the potential for sustainable living off the land. The existing barn is ready for new animals, and for those interested in maple sugaring, a dedicated sugarhouse is also on site. Should you desire, the expansive lot also presents the potential for subdivision, making it an ideal option for creating a family compound. Conveniently located, Daisy Knoll Berry Farm is just 8 minutes from I-89, 30 minutes from Burlington airport, and 20 minutes from Montpelier, offering both rural tranquility and accessibility.

1421 Shaw Mansion Rd, Waterbury

$999,000

3 Beds ⋅ 6 Baths ⋅ 5032389 MLS

Fully updated and turn-key, Multi-Family Condominium Farmhouse with three short-term rental units – A Unique Investment Opportunity-Step into a world of rustic elegance with this enchanting multi-family farmhouse, perfectly designed for those seeking a lucrative rental property. This unique home combines the charm of farmhouse living with modern conveniences in an excellent location, making it an ideal investment for savvy buyers. Key Features include two separate condominium units -one with an additional lock-off suite- all in one building. This property boasts a spacious main condominium unit that features an inviting open layout, perfect for family gatherings. Additionally, unit #2 and the lock-off suite offer private entrances and full amenities, providing an excellent opportunity for rental income or accommodating guests. Experience the warmth of farmhouse aesthetics, highlighted by beautiful wide pine floors and exposed beams. A charming porch invites you to enjoy morning coffee or evening sunsets. This property is within close proximity to local shops, restaurants and all that both Waterbury & Stowe have to offer and is a great candidate for a 1031 tax exchange.

4706 Waterbury-Stowe Rd Unit 1&2, Waterbury

$1,795,000

4 Beds ⋅ 3 Baths ⋅ 5035725 MLS

314 Lincoln Street is a residential property located in Waterbury Vermont encompassing 108.3 acres of land in a picturesque country setting with an historical residence. The parcel is located 0.5 miles from Interstate 89, Exit 10, and 1 mile from Waterbury Village. The land consists of bucolic pastures, a portion of Graves Brook, some wooded hills, and pastoral views of the Green Mountains. Waterbury is located at the crossroads of Interstate 89 and VT Route 100 in the heart of the Green Mountains. It’s an easy commute to both Burlington and Montpelier and is a 30-minute drive from Burlington International Airport as well as a 2-hour drive to Montreal. Waterbury is known for its proximity to skiing, hiking, biking, golfing, and fishing destinations. Tucked between Stowe Mountain Resort and Sugarbush Resort this location is at the epicenter of Vermont’s outdoor recreation. Downtown Waterbury boasts a number of small shops and excellent restaurants and breweries as well as regional employers and a large state office complex. The property also abuts the Country Club of Vermont.

314 Lincoln St, Waterbury

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