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Winooski VT Residential Real Estate

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19 Roland Court Winooski VT 05404

Winooski, VT19 Roland Court

Price$499,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5098660

  • Residential Single Family
  • Full Bath 1
  • Address 19 Roland Court
  • Construction Existing
  • Bedrooms 3

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!

Listed by Barbara Blythe of Coldwell Banker Hickok & Boardman / E. Montpelier

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Compass Real Estate
444 South Union Street
Burlington VT, 05401
Office: 802-865-3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.67% last updated on 2026-08-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

269 Lafountain Street Winooski VT 05404

Winooski, VT269 Lafountain Street

Price$564,500The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5096772

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

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, cafs, 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.

Listed by Deborah Hanley of Coldwell Banker Hickok and Boardman

{$office->Name}

Compass Real Estate
444 South Union Street
Burlington VT, 05401
Office: 802-865-3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.67% last updated on 2026-08-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

219 Hickok Street Winooski VT 05404

Winooski, VT219 Hickok Street

Price$365,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5095786

  • Residential Single Family
  • Full Bath 1
  • Address 219 Hickok Street
  • Construction Existing
  • Bedrooms 3

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!

Listed by Julie Lamoreaux of Coldwell Banker Hickok and Boardman

{$office->Name}

Compass Real Estate
444 South Union Street
Burlington VT, 05401
Office: 802-865-3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.67% last updated on 2026-08-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

154 Main Street Winooski VT 05404

Winooski, VT154 Main Street

Price$819,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5095031

  • Multifamily
  • Address 154 Main Street
  • Units 4
  • Bathroom 4
  • Acreage 0.18

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!

Listed by David Davidson of Lake Point Properties,LLC

{$office->Name}

Compass Real Estate
444 South Union Street
Burlington VT, 05401
Office: 802-865-3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.67% last updated on 2026-08-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

29 Railroad Lane Winooski VT 05404

Winooski, VT29 Railroad Lane

Price$469,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 5094596

  • Residential Single Family
  • Full Bath 1
  • Address 29 Railroad Lane
  • Construction Existing
  • Bedrooms 2

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.

Listed by Kurt Schueler of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Compass Real Estate
444 South Union Street
Burlington VT, 05401
Office: 802-865-3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.67% last updated on 2026-08-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

91 Lapointe Street Winooski VT 05404

Winooski, VT91 Lapointe Street

Price$459,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5091736

  • Residential Single Family
  • Full Bath 1
  • Address 91 Lapointe Street
  • Construction Existing
  • Bedrooms 3

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.

Listed by Andrea Hossley of Signature Properties of Vermont

{$office->Name}

Compass Real Estate
444 South Union Street
Burlington VT, 05401
Office: 802-865-3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.67% last updated on 2026-08-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

31 West Lane Winooski VT 05404

Winooski, VT31 West Lane

Price$625,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5080649

  • Multifamily
  • Address 31 West Lane
  • Units 4
  • Bathroom 4
  • Acreage 0.06

Spacious, 4-unit multi-family home - prime investment opportunity! Discover this well-maintained, 4-unit multi-family property offering a total of 10 bedrooms and 4 bathrooms, perfectly suited for investors with all four of the units bringing in strong rental rates, this property presents immediate cash flow and long-term value. Recent updates throughout include new flooring, fresh paint, modern light fixtures, and updated countertops, giving each unit a clean, contemporary feel. The driveway has been professionally graded to direct water away from the property, helping to maintain a dry basement and preserve the integrity of the home. Ideally located just minutes from the Winooski roundabout, tenants enjoy easy access to popular restaurants, bars, and vibrant nightlife, making this an attractive location for renters and a great addition to any investment portfolio. Don't miss this opportunity to own a turn-key property in a high-demand area with excellent rental potential!

Listed by John Black of Coldwell Banker Hickok and Boardman

{$office->Name}

Compass Real Estate
444 South Union Street
Burlington VT, 05401
Office: 802-865-3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.67% last updated on 2026-08-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

12-14 Whitney Street Winooski VT 05404

Winooski, VT12-14 Whitney Street

Price$499,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 5068518

  • Multifamily
  • Address 12-14 Whitney Street
  • Units 3
  • Bathroom 3
  • Acreage 0.23

Unlock the potential of this versatile multi-unit property in the heart of Winooski! Situated on a spacious lot with generous front and back yards, this unique offering includes both a duplex and a separate mobile home, creating an excellent opportunity for investors, owner-occupants, or those seeking multiple income streams. The first-floor unit of the duplex offers an eat-in kitchen, a comfortable living area, one bedroom, and a full bathroom. Upstairs, the second-floor unit includes a living room, a kitchen with room for dining, one bedroom, and a full bath. Also located on the property is a two-bedroom, 1.5-bath mobile home with an open living and kitchen area, presenting further potential as a rental, guest space, or an opportunity to update and make it your own. Enjoy relaxing on the welcoming front porch or take advantage of the property's unbeatable location just minutes from downtown Winooski's popular restaurants, breweries, shops, and entertainment, with easy access to Burlington, UVM, and I-89.

Listed by The Gardner Group of RE/MAX North Professionals

{$office->Name}

Compass Real Estate
444 South Union Street
Burlington VT, 05401
Office: 802-865-3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.67% last updated on 2026-08-13

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 14, 2026 4:10 PM UTC