Winooski Real Estate

Welcome to the vibrant city of Winooski, nestled in the heart of Chittenden County, Vermont. Known for its unique charm and rich history, Winooski offers a perfect blend of small-town feel with the convenience of city living.

One of the highlights of Winooski is its picturesque location along the Winooski River, providing residents with stunning views and plenty of outdoor recreational opportunities. The city is also home to a diverse community, with a thriving arts and culture scene that includes local galleries, music venues, and community events.

In addition to its natural beauty, Winooski boasts a bustling downtown area with an array of shops, restaurants, and cafes to explore. From cozy coffee shops to trendy boutiques, there's something for everyone in this vibrant city.

For those looking to make Winooski their home, the real estate market offers a mix of historic homes, modern apartments, and charming condos. Whether you're a first-time buyer or a seasoned investor, Winooski has something to offer every type of homebuyer.

With its close-knit community, scenic surroundings, and endless amenities, Winooski is a place where residents can truly live, work, and play. Come discover all that this unique city has to offer and find your perfect place to call home in Winooski, Vermont.

Newest Listings in Winooski

$395,000

2 Beds ⋅ 2 Baths ⋅ 5109248 MLS

Rare Winooski opportunity offering the privacy and feel of a single family home with the convenience of low maintenance ownership. This distinctive townhouse style unit is one of only two units in the building and features an attached one car garage, additional off street parking, private outdoor space, a full basement and three levels of usable space. The main level welcomes you with an open concept layout where the living room flows naturally into the kitchen, creating a comfortable space for everyday living and entertaining. Step directly from the kitchen onto the back deck and enjoy your own private outdoor space, a rare amenity in this sought after location. A convenient half bathroom and direct access to the attached garage complete the main level. Upstairs, the private bedroom level features a spacious primary bedroom, second bedroom and full bathroom. The full sized basement provides an abundance of storage and offers flexible unfinished space that can be used for a home gym, workshop, hobby area, office or future finished living space, depending on your needs. The attached garage adds another level of everyday convenience, especially through Vermont winters, while additional off street parking provides room for guests. Located in the heart of Winooski, you are minutes from an exciting mix of locally owned restaurants, cafes, breweries, shops, entertainment and the Winooski Riverfront, with Burlington, UVM, the University of Vermont Medical Center and major commuting routes all easily accessible. If you have been looking for more than a typical condo, this property delivers the combination that is increasingly hard to find: townhouse style living, only one other unit, attached garage, private outdoor space, generous storage and a highly convenient Winooski location. Come see why this unique property deserves to be at the top of your list.

41 Forest St, Winooski

$329,000

2 Beds ⋅ 1 Baths ⋅ 5108828 MLS

FRESHLY PAINTED AND AWAITING YOUR ENHANCEMENTS! Set along the scenic Winooski River in the historic Millyard association, this light-filled, two-bedroom, one-bathroom townhome offers waterfront scenery, low-maintenance living, and convenient access to Winooski and Burlington. Oversized windows showcase river views and bring abundant natural light into the open living and dining area, where hardwood floors add warmth and character. Sliding glass doors open to a private deck overlooking the water and surrounding landscape. The kitchen offers ample cabinetry and counter space with an efficient layout that connects easily to the main living area. Generously sized bedrooms (one on each level)n and a full bathroom, along with ample storage space, complete the unit. Outside of the home, enjoy access to riverfront green space and nearby walking and biking paths, with opportunities for outdoor recreation close to home. Downtown Winooski’s restaurants, cafes, and shops are nearby, with convenient access to Burlington, UVM Medical Center, and I-89. River views, outdoor access, and a central location make this Millyard condo a tremendous opportunity with many years of strong rental income. These units infrequently come to market. Don’t miss your chance to call it home! Bring your additional modernizing touches to make this unit truly your own! Seller is offering a $5,000 seller concession for modernizations!

100 W Canal St Unit 13, Winooski

$425,000

5108610 MLS

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

$420,000

2 Beds ⋅ 2 Baths ⋅ 5106685 MLS

Welcome to easy, stylish living in the heart of Winooski at The Cascades! This 2-bedroom, 2-bath condo offers 1,000+ square feet of comfortable living space along with the added convenience of two assigned underground parking spaces, a standout feature that is hard to find in this building. Recently refreshed with the majority of the interior repainted in August 2026, the home feels bright, clean, and move-in ready. Hardwood floors flow through the main living areas, while the kitchen features granite countertops, stainless steel appliances, and an open connection to the living and dining spaces. Abundant natural light helps create a warm, inviting atmosphere. The spacious primary bedroom includes a walk-in closet and private full bathroom with a double vanity and large soaking tub/shower combo. A second bedroom and an additional 3/4 bathroom on the opposite side of the flat provide excellent flexibility for guests, a home office, or everyday living. Additional conveniences include in-unit laundry, natural gas heat, mini-split cooling, and fiber-optic internet availability. Residents of The Cascades enjoy an impressive collection of amenities, including a fitness center, Club Room, building maintenance, landscaping, snow removal, trash service, and more. The community courtyard offers relaxation near the Winooski River, gathering around the fire pit, or the ability to reserve the Club Room for private get-togethers. For pet lovers, the association is pet-friendly as well. Best of all, you are just steps from Winooski’s popular restaurants, shops, walking paths, public transportation, and everything the vibrant downtown has to offer. With two bedrooms, two baths, two underground parking spaces, and a highly convenient location, this is a unique opportunity to enjoy low-maintenance living in one of Chittenden County’s most energetic communities. Rental's allowed for investors (6-month lease term minimum). Book your showing today!

60 Winooski Falls Way Unit 1314, 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

$800,000

5101217 MLS

This property will not disappoint you! It is very well maintained and with both units being vacant, it offers numerous owner occupied or straight investor options. Unit A is 1008 SF, has 3 bedrooms, enclosed front porch, and full basement. Although it is the original structure on the property, it has been extensively renovated throughout in 2009-2010. Unit B was a newly constructed addition to the main house from the foundation up in 2002 - it is extremely spacious with 2508 SF, central air conditioning, 3 bedrooms, 2 baths, 2 additional large rooms that could be used as family rooms or office space, and a rear covered porch. All the rooms in the larger Unit B are very spacious! Almost all the appliances including washers and dryers are either new or brand new within the last year. The 2 car garage could be used by both or only one unit (it has direct interior access to the larger Unit B). The huge rear yead is fenced and has a large 12 X 14 shed. The driveway is newly seal-coated and offers generous multiple car parking. This property is very unique and has potential for many different living arrangements. Come check it out, you won't be disappointed! (The City of Winooski has averaged the ages of the various sections of the property and calculated the "effective age" as 1978, but as referenced above, Unit A was extensively renovated in 2009-2010 and the 2508 square foot addition (Unit B) was a new addition in 2002.)

82 Hickok St, Winooski

$334,500

3 Beds ⋅ 2 Baths ⋅ 5099937 MLS

Tucked into Winooski's West St Planned Community, this 3-bedroom, 1.5-bath end-unit townhouse combines comfort, convenience, and an unbeatable location. The main level greets you with a sun-filled living room, where oversized windows keep the space feeling warm and open. The kitchen and dining area flow together in an open layout made for gathering, featuring stainless steel appliances, generous cabinet storage, and direct access to the backyard. A convenient half bath completes the first floor. Upstairs are three comfortable bedrooms, including a generously sized primary with abundant closet space, plus a full bath and laundry closet centrally located between the bedrooms. Parking is a breeze with a single-car garage in the rear and a front lot with room for a second vehicle or guests. Beyond your front door, enjoy everything the Onion City has to offer: stroll to the vibrant Winooski Circle with acclaimed restaurants like Misery Loves Co., Waterworks, plus local coffee shops. Spend weekends at the Sunday Farmers Market, catch live music at Rotary Park, or take in the falls along the scenic Winooski River Walk. Landry Park's pool, playground, courts, and fields are just minutes away, and the local school district is close by. All this less than five minutes from downtown Burlington, with easy access to I-89, UVM Medical Center, Saint Michael's College, and Burlington International Airport. With ample square footage, outdoor space, and a walkable location in one of Vermont's most exciting small cities, this end unit is ready to welcome you home.

156 West St Unit 4, 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

$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

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