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$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

$560,000
3 Beds 2 Baths 5100926 MLS
Located in a popular Winooski neighborhood, this expanded Cape-style home blends classic New England charm with modern convenience. At the heart of the home is a fully remodeled kitchen with Corian counters, farmhouse sink, and custom pantry with pullout drawers, wine rack, and bread drawer. Tucked just off the kitchen, a versatile bonus room could be used as an intimate den, dedicated home office, or sunny reading nook. Across the hall, a cozy living room centers around a wood stove, perfect for curling up with a book on chilly evenings. The true showstopper of this property is the expansive family room addition. This bright and inviting space features a vaulted wood ceiling that adds incredible architectural character and warmth, making it the ultimate gathering spot for family and friends. Upstairs, three comfortable bedrooms share an updated bath with tile shower with glass enclosure, double vanity with vessel sinks, and tile floor. Out back, a composite deck with solar lighting overlooks the yard, offering an ideal spot for summer barbecues, morning coffee, or outdoor relaxation. Additional highlights include an attached two-car garage providing plenty of storage and protection from the elements. Situated just minutes from Winooski's vibrant downtown with easy access to I-89, downtown Burlington, and UVM Medical Center.

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

$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

$339,000
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

$499,000
3 Beds 2 Baths 5098660 MLS
OPEN HOUSE Saturday July 11, 1-3pm. You don't have to do a thing! Move right into this sparkling 1950s cape with period details, modern updates, and system upgrades including a new central AC unit. This home is situated in a great neighborhood at the end of a dead-end street. The eat-in kitchen features nearly new stainless appliances, modern cabinets, and granite counters. The wood-burning fireplace and gleaming hardwood floors make the living room so welcoming. The first-floor bedroom, with hardwood flooring and a walk-in closet, would make a terrific guest room or office. The three-quarter bath on the first floor makes accessible one-level living possible. A foyer and mudroom with built-in storage complete the first floor. Upstairs you'll find two large bedrooms and an updated full bath. A great layout, plenty of windows and a large dormer make the second floor especially sunny and appealing. There is so much storage upstairs! You'll find walk-in closets and more closets. The large, dry finished basement has new flooring and a pine bar. Make it your den, rec room, or gym. There's also a dedicated utility room where you'll find a laundry area which is home to a new stylish washer and dryer. The level backyard is huge and fully-fenced. Large trees offer just the right amount of shade. There's room for all outdoor activities and space for a garden. And there are perennials, fruit trees, and berry bushes. The two-car garage and paved driveway make easy living easier, and the neighborhood is convenient to downtown Winooski shops and restaurants, Burlington, St Michael's College, and I-89. Come and see for yourself!

19 Roland Ct, 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

$469,500
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

$464,000
3 Beds 2 Baths 5091736 MLS
This stylishly updated raised ranch offers the space, flexibility, and location today’s buyers are looking for. Inside, the home feels fresh and inviting with a thoughtfully refreshed interior, updated finishes, hardwood flooring, a striking painted brick fireplace wall, and great natural light throughout the main living spaces. The living room opens through French doors to the dining area and kitchen, creating a comfortable flow for everyday living and entertaining. The kitchen features crisp white cabinetry, stainless steel appliances, generous counter space, and a functional peninsula layout that makes the most of the space. The main level includes three bedrooms and a full bath, while the finished lower level adds valuable versatility with a spacious recreation room, and two additional finished rooms ideal for an office, guest space, hobby room, or workout area, plus a 1/2 bath with laundry and direct access to the garage. Outside, enjoy a large back deck overlooking the fenced yard, above-ground pool, and garden space - perfect for summer gatherings, pets, play, or relaxing outdoors. Solar panels add energy-conscious appeal, and the location is exceptionally convenient with easy access to I-89, downtown Winooski, Essex, Burlington, schools, UVM Medical Center, shopping, dining, and everyday amenities. A move-in ready home with style, function, and an incredibly connected Chittenden County setting.

91 Lapointe St, Winooski

$510,000
1 Beds 2 Baths 5091400 MLS
Exceptional development opportunity in a prime location! Zoned(R-C), this property features an expansive lot with 180’ of frontage and 70’ of depth, offering the potential to develop up to four buildings with four units each (buyer to verify). Ideal for residential housing. The existing home is a charming and unique 1-bedroom bungalow, featuring first-floor living with a private primary suite on the second level—perfect for renovation or customization. A detached one-car garage with an additional upper-level space provides excellent storage or potential for a studio or workspace. Enjoy the large, fenced yard surrounded by mature trees and established landscaping, offering both privacy and space to relax or entertain. Conveniently located just minutes from the Winooski Roundabout, Winooski Falls, and a variety of local dining options. Close proximity to UVM Medical Center, Saint Michael’s College, The University of Vermont, Lake Champlain, Church Street Marketplace, and I-89 ensures easy access to everything the greater Burlington area has to offer. Don’t miss this rare opportunity to invest, develop, or create your ideal property!

141 W Canal St, Winooski

$495,000
3 Beds 2 Baths 5090397 MLS
Beautiful 3-bedroom, 1.5-bath raised ranch tucked away on a quiet cul-de-sac in one of Winooski’s most desirable neighborhoods near Landry Park. This inviting home offers an easy one-level living layout with convenient first-floor laundry, a cozy and spacious living room featuring a fireplace that is perfect for gatherings, and a separate dining room area ideal for entertaining or everyday living. The generously sized bedrooms feature new laminate flooring, and the home offers plenty of storage throughout. A bright screened-in porch overlooks the beautiful backyard, mature trees, and peaceful wooded setting behind the home. Enjoy the tranquility of the neighborhood while still being just moments from bus lines, shopping, restaurants, and all that vibrant downtown Winooski has to offer. The attached two-car garage, walkable neighborhood, and ideal location make this home a wonderful blend of comfort, convenience, and charm. A rare opportunity with so much to enjoy both inside and out!

45 Orchard Ter, Winooski

$433,000
3 Beds 2 Baths 5081966 MLS
Personality and character welcome you the moment you enter this sweet well-maintained Cape! The bright living room features a picture window, wall sconces, a gas fireplace and attractive built in bookshelves. A cozy den, also with built ins, offers an ideal space to relax, read a book or watch your favorite program. The eat in kitchen provides multiple storage cabinets, updated countertops, and engineered flooring. One bedroom and a full bath are on the 1st floor, while the 2nd floor offers two generous sized bedrooms and a half bath. Nostalgic glass doorknobs and natural wood paneling add to this home’s warm feeling. Hardwood flooring flows through the living room, den and 1st floor bedroom. The full basement provides abundant storage space and laundry facilities with washer and dryer. A large deck overlooks a backyard with lovely perennials just waiting to pop for spring! A convenient garden/tool shed is tucked within the fenced yard. Numerous improvements include a gas fireplace 2015, kitchen renovation 2016, 1st floor bathroom renovation 2017, new living room picture window and front door 2024, front roof re-shingled 2025, new carpeting 2025, new dehumidifier 2025. Drainage system w/new sump pump installed by Northern Basement Systems in back corner of basement 2025. New gutters within past 6 years. Close by are the bus line and I-89 for easy commuting. Richards Park and Gilbrook Nature Area nearby; Winooski’s River Walk, farmers’ market, shops & restaurants minutes away. Some rooms irregular. All dimensions approx.

5 Lapointe St, Winooski

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