Browse All Winooski VT Historical Properties for Sale

Whether you're looking to owner-occupy, invest, or explore future development opportunities, this well-maintained Winooski duplex offers exceptional flexibility. Recent improvements include newer on-demand heating and hot water units, separate utilities, and freshly painted siding. The spacious first-floor apartment features two bedrooms, each with its own walk-in closet, an updated full bath, updated flooring, abundant natural light, and beautiful stained-glass windows that add warmth and character. Upstairs, the one-bedroom, one-bath apartment offers an open-concept layout with a kitchen island and inviting living room, creating a comfortable space for tenants or owner-occupants alike. Outside, enjoy a fenced yard and off-street parking, all tucked away on a quiet cul-de-sac just minutes from downtown Winooski, Burlington, and I-89. The property also offers the flexibility to be converted back to a single-family home, if desired. The lot may also offer the potential for expansion, subject to municipal approvals. Buyers are encouraged to verify current zoning regulations, permitting requirements, and development potential with the City of Winooski.

7 Champlain Pl, Winooski

$449,000

3 Beds ⋅ 1 Baths ⋅ 5108138 MLS

Open House Wednesday 9/9 from 5-7pm! 1920s charm meets modern comfort in the heart of Winooski! This 3-bedroom Four Square-style home offers the character of an older home with all the modern comforts and amenities. The home was recently renovated from the studs up, including new electrical wiring and panel, insulation, lighting, ceilings, walls and beautifully detailed window casing. The home’s original 1920s hardwood floor was meticulously preserved, along with new flooring in the kitchen and bathroom. This home is the epitome of move-in ready! The first floor has an easy, open flow from the living and dining areas to the spacious U-shaped kitchen with abundant cabinetry, counter space and an induction range. Two remodeled enclosed porches provide nearly 300 square feet of wonderful bonus living space, including a rear porch overlooking the fully fenced, level backyard. Upstairs are three bedrooms and a beautifully updated full bath with dual vanity, tub and new tile work. The unfinished basement offers laundry and plenty of storage. Outside, a detached garage, private driveway parking and fenced backyard provide space for gardening, pets, play and summer barbecues. Step out and enjoy the Winooski lifestyle, with neighborhood parks, the farmers’ market, local breweries, popular restaurants, shops and the riverfront all nearby. Close to St. Michael’s College, the bus line and I-89, with easy access to UVM Medical Center, downtown Burlington and BTV Airport. Move-in ready with the charm, outdoor space and location that make Winooski living so appealing.

187 Lafountain St, Winooski

$385,000

3 Beds ⋅ 1 Baths ⋅ 5107007 MLS

Lovingly maintained by the same family for over 60 years, this three-bedroom Winooski home reflects decades of pride of ownership. Exceptionally clean and remarkably well cared for, the home offers a flexible floor plan with a spacious first-floor room currently used as a bedroom that has also served as a living room, allowing the space to adapt to your needs. The inviting kitchen and dining area, along with enclosed front and rear porches, add to the home's comfortable and functional layout. Outside, enjoy a spacious backyard bordering the Winooski River, offering a wonderful setting right in the heart of the city. A storage shed and off-street parking for up to three vehicles add everyday convenience. The location is hard to beat, just minutes from downtown Winooski's restaurants, shops and vibrant city center, as well as UVM Medical Center, area colleges and Burlington. A truly special opportunity to own a home that has been cherished and exceptionally cared for by the same family for generations.

216 W Canal St, Winooski

$435,000

4 Beds ⋅ 2 Baths ⋅ 5106397 MLS

Nestled on a quiet dead-end street this well-maintained 4-bedroom home offers comfort, space, and privacy. This home was thoughtfully cared for over the years! Inside you will find 4 bedrooms and an inviting living space with plenty of room to accommodate everyday living, entertaining, and growing needs. The partially finished basement offers ample storage and room for entertaining. Enjoy the peace of a dead-end street while still being close to all that Winooski has to offer including local shops, restaurants, parks, schools, and easy access to Burlington and surrounding communities.

76 Audet St, Winooski

$419,000

5104709 MLS

Fantastic opportunity in Winooski! This well-maintained duplex features two 2-bedroom, 1-bath apartments, each with separate gas and electric, laundry hookups, off-street parking, and a covered porch for outdoor enjoyment. The owners have completed numerous updates in recent years, including spray foam insulation in the basement, updated heating systems, new water heaters, many replacement windows, and a brand-new stainless-steel gas range in the first-floor apartment. With tenants already in place and room for future rental income growth, this property offers an attractive investment opportunity or a smart path to homeownership by living in one unit while renting the other. Conveniently located just a few doors down from the neighborhood market and close to everything Winooski has to offer, including restaurants, coffee shops, local businesses, the farmers market, and more. Plus, Downtown Burlington, area colleges, UVM Medical Center, Lake Champlain, and I-89 are all just minutes away.

25 River St, Winooski

$579,000

5104584 MLS

Welcome to 40 Platt St, a charming duplex on one of Winooski's most desirable streets. Lovingly owned and cared for by the same owner for close to 50 years, this property shines in so many ways. Featuring a bright, open 2 bedroom downstairs and a cute but spacious 1 bedroom upstairs. Both units feature south facing sunny fully enclosed porches, perfect for your morning cup of coffee or afternoon refreshment. Numerous updates over the years are evident throughout the home and each unit has it's own washer dryer and separate meters and heat sources. Don't miss out on this amazing opportunity in the heart of Winooski!

40 Platt St, Winooski

$449,000

3 Beds ⋅ 2 Baths ⋅ 5101563 MLS

Charming and full of character, this 3-bedroom, 2-bath home offers the perfect blend of classic appeal and an unbeatable Winooski location. Beautiful original hardwood floors, inviting living spaces, and timeless details create a warm, welcoming atmosphere throughout. Situated on a level lot with a spacious backyard, there's plenty of room for entertaining, gardening, play, or simply enjoying the outdoors. Just a short distance to Myers Memorial Pool, parks, tennis courts, and neighborhood amenities, this home offers an active lifestyle with convenient access to all that Winooski has to offer. Whether you're looking for your first home, your next chapter, or an investment in one of Chittenden County's most vibrant communities, this property is a rare opportunity to own a home with charm, location, and lasting value.

141 North St, Winooski

$499,000

3 Beds ⋅ 2 Baths ⋅ 5099860 MLS

Beautifully renovated and truly move-in ready, this charming three-bedroom, two-bath home offers modern updates, exceptional privacy, and an unbeatable location in one of Winooski's most desirable neighborhoods. Situated across from a neighborhood green on a quiet street, the home enjoys a peaceful setting with mature arborvitaes and a large backyard hedge creating a private outdoor retreat. Inside, you'll find a bright, inviting layout with new laminate flooring on the main level, fresh paint, and new carpeting upstairs. The spacious primary bedroom offers flexible space for a home office, workout area, or nursery. An eat-in kitchen and separate dining area provide the perfect setup for everyday living and entertaining. Extensively renovated throughout, the home features a beautifully updated kitchen with new cabinetry, pantry, dishwasher, sink, lighting, and updated bathrooms. Additional improvements include new windows, siding, plumbing, electrical, solid-core doors, a new front door, updated stair banister, heated garage, basement moisture mitigation, water filtration system, and a new washer and dryer. Step outside to enjoy the new backyard patio, fenced yard, mature landscaping, and exceptional privacy. The roadside light has also been rewired and connected to a smart app for added convenience. With virtually every major system and finish updated, this like-new home is ideally located just minutes from downtown Winooski, Burlington, parks, shopping, restaurants, and I-89.

21 Bruce St, Winooski

$329,000

3 Beds ⋅ 1 Baths ⋅ 5099728 MLS

Don't let the square footage fool you. This charming Cape lives noticeably larger than you'd expect, offering three bedrooms, a surprisingly spacious layout, and the opportunity to own a move-in ready home just minutes from the Winooski Circle, downtown Burlington, and everything Chittenden County has to offer. The bright main living area flows seamlessly into the dining area and spacious kitchen, complete with abundant cabinetry, a center island, and plenty of room for everyday living. A first-floor bedroom offers flexibility for guests, a home office, or convenient single-level living, while two additional bedrooms and a full bath are located upstairs. The walkout basement provides excellent storage and laundry space, with plenty of room for hobbies, outdoor gear, or a workshop. Outside, enjoy a manageable city lot with garden space and mature shade trees - all just minutes from the Winooski Circle's restaurants, cafés, breweries, and shopping, with easy access to UVM Medical Center, the University of Vermont, I-89, and everything the greater Burlington area has to offer. Whether you're purchasing your first home, downsizing, or simply looking for an attainable property in an exceptional location, 194 Malletts Bay Avenue is one you won't want to miss.

194 Malletts Bay Ave, Winooski

$719,000

5099722 MLS

Welcome to 64 St. Peter Street! This beautifully updated duplex with strong rental history is perfect for an owner-occupant or an investor. Enter the first-floor unit from the covered front porch to find warm wood floors and thoughtful improvements throughout. The renovated kitchen features stainless steel appliances, butcher block countertops, and abundant cabinetry. All four bedrooms in this unit are flooded with natural light. When you head to the upstairs unit, you'll find another updated kitchen with tiled floors, quartz countertops, and exposed beams - plus convenient bar seating. The kitchen flows seamlessly into the large living room with vaulted ceilings, an abundance of windows, and wood floors, which extend into two of this unit's three bedrooms, each with ample closet space. The thoughtful finishes continue in the bathroom, which was completely remodeled and features the shower of your dreams! Parking is no problem with a private driveway leading to plenty of off-street parking. There's also green space for gardening, grilling, and entertaining. The storage shed is perfect for your bikes, lawn equipment, and more! Tenants and owner-occupants alike appreciate the dry basement with separate storage rooms and a convenient washer and dryer. Enjoy quick access to all that downtown Winooski has to offer; this prime location is walking distance to Scout & Co., Four Quarters Brewing, Misery Loves Co., Waterworks, and more Winooski favorites! Lovingly cared for and updated with intention, 64 St. Peter Street is a rare opportunity to own a well-maintained duplex in an ideal Winooski location. Check out the Open House on Sunday, 7/19 from 11:00 a.m. - 1:00 p.m., or schedule a private showing!

64 Saint Peter St, Winooski

$237,000

2 Beds ⋅ 1 Baths ⋅ 5097666 MLS

92A West Street in Winooski, a charming two-bedroom condominium that blends character and comfort. Set within a beautifully updated farmhouse thoughtfully converted into a three-unit building, this unique two-bedroom, one-bath home offers a warm and inviting space to call your own. The open, loft-inspired layout is filled with natural light and warm details, creating a home that feels both spacious and cozy. Outside, enjoy shared access to the .21-acre lot with green space and potential for relaxing and enjoying the outdoors. Additional conveniences include basement storage, one off-street parking space, and low association fees. Located just minutes from Winooski's vibrant restaurants, shops, parks, and downtown amenities, this condo offers the perfect combination of convenience, charm, and value. This is an opportunity you won't want to miss. Own your own space, invest in your future, and enjoy all that Winooski has to offer.

92 West St Unit A, Winooski

$358,000

3 Beds ⋅ 1 Baths ⋅ 5095786 MLS

Breathe life into your dreams with this fantastic opportunity in Winooski! Cute as a button, 3-bed, 1-bath ranch with one-car garage on a corner lot. Close to all the amenities of downtown Winooski but tucked into a little neighborhood. One-level living, hardwood floors, open floor plan, and huge unfinished basement with high ceilings. So many possibilities here, come see it before it is gone!

219 Hickok St, Winooski

$819,000

5095031 MLS

PRIME OPPORTUNITY IN CHOICE LOCATION! Historic quad in the heart of Winooski's Gateway District; Vintage charm with modern amenities! Features include stained glass windows, decorative arches and exquisite woodwork. Tenants enjoy easy parking, outdoor sitting areas, and convenient access to all the best of northwest Vermont incl schools, dining, shopping, employment, health and transportation. Updates to siding, windows, kitchens, bathrooms and basement. Clean units, one is ready for immediate occupancy. Ideal for owner occupants or investors!

154 Main St, Winooski

$449,500

2 Beds ⋅ 2 Baths ⋅ 5094596 MLS

Charming, Fully Renovated Home with Proven Short Term Rental Success in the Heart of Winooski This beautifully updated home offers a perfect blend of vintage charm and modern updates. The main level features original hardwood floors, a classic tin ceiling, and a fully renovated kitchen complete with butcher block countertops. A full bathroom with tub and in-unit laundry adds convenience for guests or tenants. Upstairs, two comfortable bedrooms offer ample closet space and are complemented by a second full bathroom. The fenced backyard is a private oasis—ideal for relaxing or hosting, with a firepit area and a shed for extra storage. Located on Railroad Lane, the property is very close to the O’Brien Community Center, Landry Park, and Winooski’s lively restaurants, breweries, and bars. Its proximity to I-89, UVM, and downtown Burlington—all within 10 minutes, makes it a highly desirable spot for travelers and renters alike. Whether you're looking for a move-in ready home, a turnkey investment property, or a part-time residence that pays for itself, this property delivers. Don’t miss out on this unique opportunity in one of Winooski’s most convenient locations.

29 Railroad Ln, Winooski

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Winooski Historical Real Estate

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