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

$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

$649,000

5101429 MLS

243 Weaver Street is a rare opportunity to own a turnkey, beautifully updated duplex in one of Winooski's most desirable locations, just blocks from the Winooski Circle's restaurants, cafés, shopping, parks, and local amenities. Blending historic character with thoughtful modern updates, this stunning property offers exceptional flexibility for owner-occupants, investors, or multi-generational living. Set on an oversized L-shaped lot, the property offers an uncommon amount of private outdoor space in the heart of the city. The fully fenced backyard features mature landscaping, raised garden beds, a cedar privacy fence, and a sauna, creating an ideal setting for relaxing or entertaining. Both units have been extensively renovated while preserving the home's original architectural details and craftsmanship. The upper residence features a bright, open-concept living area, custom built-ins, a beautifully updated kitchen, two bedrooms, and a renovated full bath. The lower one-bedroom apartment includes a spacious kitchen, comfortable living area, private entrance, and excellent rental potential. Each unit is equipped with its own in-unit laundry. Extensive improvements throughout the property include updates to plumbing, electrical, windows, insulation, roofing, mechanical systems, and interior finishes, providing the benefits of a turnkey property with timeless character. With a highly functional duplex layout, oversized lot, and convenient location near downtown Winooski, Burlington, I-89, and UVM Medical Center, 243 Weaver Street presents a unique opportunity in one of Chittenden County's most vibrant communities.

243 Weaver 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

$560,000

3 Beds ⋅ 2 Baths ⋅ 5100926 MLS

95 Dion St, Winooski

$410,000

3 Beds ⋅ 3 Baths ⋅ 5099956 MLS

Some homes are about perfection. Others are about possibility. Set on an unusually generous lot in one of Winooski's established hillside neighborhoods, this 1850 Colonial offers something that's becoming harder and harder to find: room to grow, both inside and out. With over 2,000 square feet, three bedrooms (including two oversized retreats), and 2.5 baths, there's space here for everyday life to spread out comfortably. The first floor keeps things practical with a dedicated laundry room and half bath, while upstairs you'll find two full baths, including a private en suite for the primary bedroom. The house has evolved over the years, and it wears its age differently than you might expect. Inside, it feels less like stepping into the 1800s and more like a home that's been added to, lived in, and loved across generations. Morning light pours through the windows, the covered front porch stretches nearly the full width of the house, and the back deck invites summer dinners, coffee, or simply watching the yard change with the seasons. And then there's the lot. At over three-tenths of an acre, it's one of the property's standout features - a rare amount of outdoor space this close to downtown Winooski. Garden. Play. Entertain. Or simply enjoy having room to breathe. Two driveways offer flexible parking, and the second floor even catches views toward Burlington and UVM. Just minutes from downtown restaurants, cafés, and shops, with quick access to I-89, the location strikes an ideal balance between neighborhood tranquility and everyday convenience. If you've been waiting for a home with good bones, abundant space, and the opportunity to make it unmistakably your own, 88 Leclair Street is ready for its next chapter.

88 Leclair St, Winooski

$375,000

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

$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

$564,500

5 Beds ⋅ 4 Baths ⋅ 5096772 MLS

Located on a corner lot surrounded by mature trees just one block from Richards Park, this meticulously maintained home offers over 2,700 SF of living space and the ideal blend of space, comfort, and convenience. The heart of the home is the spacious eat-in kitchen with beautiful cherry cabinets, stainless appliances, and a huge walk-in pantry and separate laundry room. The sun-filled living and dining rooms create an inviting space for everyday living and entertaining. A generous family room provides the perfect setting for movie nights or simply relaxing at the end of the day. Most of the first floor is adorned with pristine hardwood floors. With five spacious bedrooms, including one on the first floor, and two private en suite bedrooms, there's room for everyone. The primary suite offers a soaking tub, separate shower, and walk-in closet. There’s room for guests, a home office, and multigenerational living with this versatile floor plan. The large unfinished basement offers plenty of storage and potential for future living space, while a 2-year-old high-efficiency natural gas furnace and hot water heater provide added comfort and efficiency. The oversized one-car garage is a bonus. Outside is a wonderful deck and a cozy backyard with raised beds for flowers or vegetables. Close to everything Winooski has to offer - schools, parks, great local restaurants, cafés, shopping, and the vibrant downtown. Offering generous living space, an outstanding location, and endless possibilities, this is a rare opportunity to own a wonderful home in one of Winooski's most desirable neighborhoods.

269 Lafountain St, Winooski

$325,000

1 Beds ⋅ 1 Baths ⋅ 5096059 MLS

Discover the perfect blend of comfort and elegance in the heart of Winooski! This stunning 2nd-floor condo greets you with a cozy entryway, beautiful hardwood floors that lead you seamlessly into the stylish kitchen featuring granite countertops and modern stainless steel appliances. You’ll also find your spacious bathroom off the entryway with a large vanity and soaking tub. The inviting living and dining area is bright and airy, enhanced by custom built-in shelves. The generous bedroom is flooded with natural light with a thoughtfully laid-out walk-in closet. Enjoy the building's impressive amenities, including a stylish lobby, a fitness center, and 24/7 security for your peace of mind. Step outside to the courtyard to take in views of the Winooski River in comfy Adirondack chairs, host BBQs with friends, or gather around the communal fire pit. Don’t miss the fantastic Club Room, available for residents to reserve private gatherings, complete with a full kitchen and much more. The condo also includes a covered parking garage with one deeded space and a storage cage. And don’t forget to take advantage of the wonderful restaurants and shops just steps from your front door. This is an opportunity you won’t want to miss!

60 Winooski Falls Way Unit 1217, Winooski

$365,000

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

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