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

$249,000

1 Beds ⋅ 1 Baths ⋅ 5115366 MLS

Investors Welcome!! Chic, stylish, and full of character! This sought-after Schoolhouse condo is located right in the heart of Winooski's thriving City Center, offering a wonderful blend of historic charm and modern conveniences. This beautifully updated one-bedroom plus loft flat features an open floor plan, soaring vaulted ceilings, abundant natural light, and a vintage, edgy style that makes it truly one of a kind. The spacious living area opens to an updated eat-in kitchen, creating a wonderful space for everyday living and entertaining. The generously sized primary bedroom offers comfort and charm, while the versatile loft, currently used as a home office, provides additional flexible space. The beautifully updated bathroom features a tiled rain shower, and original details throughout include slate flooring in the entry and natural wood built-in closets dating back to the building's days as a schoolhouse. New windows add to the home's appeal. Fantastic amenities include parking, garden space, storage, and an expansive lower level featuring a basketball court, gym and pickleball court, along with community gathering space. Step outside and enjoy everything Winooski has to offer, with incredible restaurants, shops, Winooski Falls, and public transportation just moments away. A truly special opportunity to enjoy historic character, modern style, and an unbeatable location in one of Vermont's most vibrant communities!

67 Union St Unit 1A, Winooski

$439,000

5113503 MLS

Spacious Winooski Duplex with Owner-Occupant potential. Discover a flexible ownership opportunity on one of Winooski’s most desirable streets. This duplex features two townhouse-style apartments with a combined six bedrooms, three bathrooms, and more than 2,800 square feet of finished living space. Highlights include enclosed porches, wood floors, high ceilings, and a private backyard. Unit Details Unit A: Approximately 1,800 square feet with three bedrooms and two bathrooms. The unit is currently rented for $2,400 per month. Unit B: Approximately 1,100 square feet with three bedrooms and one bathroom. Recently vacated by a long-term tenant, the unit is ready for a new owner-occupant or renter. Whether you are a value-focused investor or an owner-occupant seeking to offset expenses with rental income, this property will make a great investment.

20 Platt St, Winooski

$109,000

5112661 MLS

Incredibly rare chance to own a blank slate in the heart of Winooski, an opportunity that simply hasn’t come along in years. With the subdivision complete, a three-bedroom wastewater permit in place, and public utilities available at the street, much of the groundwork has already been done. What happens next is up to you. Build something that fits your life, your style, and your vision, all in a location that’s increasingly hard to find. Downtown Winooski and its vibrant mix of restaurants, shops, and neighborhood favorites are just a 10-minute walk away, while I-89 is barely a minute from the property when you need to get farther afield. A buildable lot. In Winooski. Ready for what comes next. Bring your imagination.

Tbd Manseau St, Winooski

$864,900

5112656 MLS

Positioned in one of Winooski’s evolving investment corridors, 94 Malletts Bay Avenue offers a compelling opportunity to acquire a three-unit multifamily property with immediate income potential and plenty of room for future upside. Recent renovations and improvements have created a more turnkey investment, allowing a new owner to step into an income-producing asset while still retaining multiple avenues to add value, improve operations, and maximize rents over time. The property features three residential units with practical layouts, including a currently vacant unit that provides immediate flexibility for lease-up, additional improvements, or potential owner occupancy. For the value-add investor, the building offers an attractive foundation for continued cosmetic and property improvements that could further enhance tenant appeal and long-term revenue. Location is a major part of the investment story. Just minutes from vibrant Downtown Winooski, Burlington, I-89, UVM Medical Center, area colleges, employment centers, shopping, dining, and public transportation, the property sits within an established rental market with excellent regional connectivity. The surrounding corridor continues to evolve, with ongoing investment and longer-term revitalization creating an appealing opportunity to establish a position in the area as it continues to improve. Whether added to an existing portfolio or purchased as a first multifamily investment, 94 Malletts Bay Avenue combines current income, recent improvements, strategic location, and meaningful value-add potential—an increasingly difficult combination to find in the greater Burlington/Winooski market.

94 Mallets Bay Ave, Winooski

$419,000

3 Beds ⋅ 1 Baths ⋅ 5112648 MLS

Classic, sophisticated, and right in the heart of Winooski, this is a house with some serious charm. Start on the enclosed front porch, where a full bank of windows creates a bright, welcoming space to settle in and watch the neighborhood go by. Through the front door, the main level opens up with warm wood floors, beautiful original trim and casings, coffered ceiling details, and a pellet stove anchoring the living area. There's character here, the kind that's hard to replicate and even harder to find. The kitchen offers plenty of cabinet and work space, while the bright dining room is made for everything from weeknight dinners to lingering evenings around a full table of friends. Upstairs, three spacious, light-filled bedrooms continue the original wood floors, while the full bath brings even more vintage personality with a claw-foot tub and built-in storage. One more flight leads to an unfinished attic for additional storage. Downstairs, the basement provides laundry and more room for the practical stuff. But out back is where this house really shows off. An enormous screened porch steals the show, creating an outdoor living room you'll want to use every chance you get. Beyond it, an adorable backyard offers just enough green space, with a detached one-car garage tucked at the back. And then there's the location. Downtown Winooski and its seriously good food scene are just a 10-minute walk away, while I-89 is barely a minute from home when you're headed farther afield. With its original character, inviting spaces, and great bones already in place, this home is ready for its next owner to bring their own ideas and take it to the next level. The hard-to-find stuff is already here. Now it's ready for what comes next.

41 Manseau St, Winooski

$475,000

4 Beds ⋅ 2 Baths ⋅ 5112474 MLS

Welcome to 59 Elm Street, a charming, beautifully updated single-family home located right in the vibrant heart of Winooski, VT! Offering 4 spacious bedrooms, 2 full bathrooms, and 1,344 finished square feet of thoughtfully designed living space, this turnkey residence perfectly blends modern functionality with classic New England character. At the center of the home is a stunning, updated chef’s kitchen equipped for everything from quick weeknight meals to festive weekend gatherings. Significant capital improvements bring complete peace of mind, including a reliable new boiler (2016), fresh vinyl siding (2024), and high-efficiency windows installed throughout in 2025 (with full egress windows in all four bedrooms for maximum safety and natural light). Out front, custom raised garden beds invite you to grow your own fresh herbs, vegetables, and flowers, adding immediate curb appeal and home-grown charm. Step outside to enjoy Winooski’s lively downtown scene, featuring top-tier dining, local breweries, scenic riverfront trails, and community parks all just minutes from your front door, with seamless access to Burlington, UVM, and the medical center. Whether you're looking for extra space to grow, a dedicated home office setup, or a worry-free property where all the big-ticket maintenance items have already been checked off, 59 Elm Street is ready to welcome you home. Schedule your private showing today before this gem is gone!

59 Elm St, Winooski

$219,000

2 Beds ⋅ 1 Baths ⋅ 5112472 MLS

Convenient, charming, and full of opportunity, this 2-bedroom loft-style condo is an inviting place to call home and a wonderful gateway to homeownership. Situated on an accessible shared lot and just minutes from the shopping, restaurants, recreation and interstate access that make Chittenden County so desirable, this property offers an appealing blend of comfort, character, and convenience. Step inside and the first impression is airy and welcoming, with fresh paint, plenty of natural light, tasteful updates, and charming brick accents throughout. The expansive kitchen and dining area provides plenty of room for everyday meals, entertaining, or simply enjoying your morning coffee. Just off the kitchen, the well-sized living area creates a comfortable gathering space with an easy, functional layout. The home features two bedrooms, a full bathroom, and a private viewing deck, the perfect spot to unwind at the end of the day or enjoy a little outdoor space right in the heart of the city. Outside, the backyard offers shared green space, while a dedicated storage shed provides convenient room for seasonal items. Additional shared storage in the basement adds even more practicality to this already well-appointed home. But perhaps the biggest appeal is the value. This is not just a cozy place to live, it's an opportunity to own a home and make it yours. For buyers looking to move beyond renting and take that important step toward homeownership, this condo offers a wonderful combination of livability, location, and character. With shopping, interstate access, local restaurants, recreation, and everyday conveniences just minutes away, you'll spend less time getting where you need to go and more time enjoying where you live.

92 West St Unit B, Winooski

$419,000

5111760 MLS

Opportunity awaits at 162 Weaver Street in the heart of Winooski! Currently operated as a short-term rental property, this ideally located, two unit home, offers flexibility for investors or owner-occupants looking to offset expenses with rental income. Each unit features one bedroom and one bathroom, separate exterior access, bright natural light, and a functional, move-in-ready living space. The second-floor unit features a covered porch, while the first-floor unit has its own private patio. A large storage area with exterior access and its own electrical panel provides plenty of room for storage, a workshop, or other possibilities. Significant improvements include new boilers, a new main sewer line, roof repairs, and a bathroom upgrade. The first-floor unit also includes a convenient newer washer and dryer. Outside, you'll find a large yard with raised garden beds, room to relax or entertain, and ample off-street parking. Conveniently located near downtown Winooski, Burlington, UVM, I-89, shopping, dining, and area amenities. With two separate vacant units, valuable updates, generous outdoor space, and a convenient Winooski location, 162 Weaver Street offers plenty of options for its next owner.

162 Weaver St, Winooski

$349,000

2 Beds ⋅ 1 Baths ⋅ 5110794 MLS

An excellent alternative to condo living with the added benefit of a spacious double lot! This well-maintained, single-level home offers 2 bedrooms, 1 full bathroom, and an easy, affordable lifestyle in a convenient Winooski location. Inside, you'll find an updated kitchen with granite countertops, hardwood and tile flooring, fresh paint, and main-level laundry. The inviting front porch provides a great spot to relax, while the expansive, private backyard offers plenty of room for outdoor enjoyment. The additional lot is currently used for extensive gardening and offers potential for future expansion, while the backyard behind the home features a storage shed and mature, fruit-producing pear trees. Enjoy the convenience of having Landry Park and the community pool just steps away, with Winooski's vibrant downtown, restaurants, shops, and Burlington all within easy reach. A wonderful opportunity to enjoy the privacy and independence of a single-family home with the added benefit of potential expansion possibilities! Don't wait, book a showing today!

42 Audet St, Winooski

$375,000

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

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Winooski Real Estate

Newest Listings in Winooski

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