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Winooski VT Residential Real Estate

29 Railroad Street Winooski VT 05404

Winooski, VT29 Railroad Street

Price$469,500The price has recently decreased

Est. Mortgage: $/month

MLS Number 5094596

  • Residential Single Family
  • Full Bath 1
  • Address 29 Railroad Street
  • 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

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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: 6.52% last updated on 2026-06-11

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

54 Union Street Winooski VT 05404

Winooski, VT54 Union Street

Price$519,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5093578

  • Multifamily
  • Address 54 Union Street
  • Units 2
  • Bathroom 2
  • Acreage 0.17

Excellent investment opportunity in the heart of Winooski! This well-maintained duplex features a 2-bedroom apartment on the first floor and a spacious 3-bedroom unit spanning the second and third levels. Both units have been thoughtfully updated with modern kitchens and bathrooms while retaining beautiful hardwood flooring and classic character. Additional features include separate utilities, laundry in the basement, a shared covered porch, abundant off-street parking, a 1-car garage ideal for storage, and a private backyard for outdoor enjoyment. Generating a strong 9% cap rate, this property is an attractive addition to any investment portfolio, with potential for owner-occupancy in the near future on the main level. Conveniently located just minutes from the Winooski Rotary's vibrant restaurants, coffee shops, pubs, and local shopping, with easy access to CCV, St. Michael's College, University of Vermont, downtown Burlington, and I-89. One of the sellers is a licensed real estate agent.

Listed by Lipkin Audette Team of Coldwell Banker Hickok and Boardman

{$office->Name}

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: 6.52% last updated on 2026-06-11

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$469,000The 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

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

141 West Canal Street Winooski VT 05404

Winooski, VT141 West Canal Street

Price$549,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 5091400

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 1
  • Bathroom 2

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!

Listed by Geri Reilly of Geri Reilly Real Estate

{$office->Name}

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

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

64 Pine Street Winooski VT 05404

Winooski, VT64 Pine Street

Price$425,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5091246

  • Residential Single Family
  • Full Bath 1
  • Address 64 Pine Street
  • Construction Existing
  • Bedrooms 4

Set across from Landry Park on a beautifully level .34-acre lot, this meticulously maintained Winooski home immediately sets itself apart! Tucked back from the street, the outdoor space is one of the standout features, with a fenced yard, tandem two-car garage, shed, and a covered porch that is perfect for relaxing and enjoying it all. With Myers Memorial Pool, Landry Park, and the Landry Community Garden just steps from your door, getting outside and making the most of the area couldn't be easier! Inside, the home has been exceptionally well cared for and offers all new appliances along with freshly painted spaces. The kitchen connects to the laundry area, a quarter bath, and a main-level bedroom, while the formal dining room opens to the living room for an easy, functional flow. Upstairs, a large landing creates great bonus space for an office, reading nook, or hangout area, and leads to the primary bedroom with an ensuite and a connecting bedroom, as well as a fourth bedroom that offers access to the unfinished walk-up attic. With downtown Winooski's restaurants and shops, downtown Burlington, the University of Vermont Medical Center, and interstate access all minutes away, this property makes it easy to enjoy the best of the area and come home to a spacious lot and a lovingly maintained home.

Listed by Templeton Real Estate Group of KW Vermont

{$office->Name}

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

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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

45 Orchard Terrace Winooski VT 05404

Winooski, VT45 Orchard Terrace

Price$495,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5090397

  • Residential Single Family
  • Full Bath 1
  • Address 45 Orchard Terrace
  • Construction Existing
  • Bedrooms 3

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!

Listed by Tracie Carlos of Ridgeline Real Estate

{$office->Name}

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

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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: 6.52% last updated on 2026-06-11

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

162 North Street Winooski VT 05404

Winooski, VT162 North Street

Price$489,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5085482

  • Multifamily
  • Address 162 North Street
  • Units 2
  • Bathroom 2
  • Acreage 0.13

Welcome into a well-maintained duplex that blends timeless character with solid investment potential. This two-unit property offers flexibility for both owner-occupants and investors alike. The lower unit is currently owner-occupied, providing an excellent opportunity for a buyer to move right in, while the upper unit is tenant-occupied-offering immediate rental income from day one. Each unit features its own distinct living space, separate unit utilities, timeless features including hardwood floors, generous natural light, and practical layouts designed for comfortable living. There are many updates throughout such as all new plumbing, new bathrooms in each unit, newer metal roof and updated main floor kitchen. The property has been cared for over the years, maintaining its charm while supporting modern-day needs. Outside, enjoy a manageable yard space ideal for relaxing or light gardening, along with off-street parking for each unit. Whether you're looking to offset your mortgage with rental income or expand your investment portfolio, this duplex delivers versatility and value. Conveniently located near local amenities, shopping, dining, Landry Park, hospital and commuter routes, this is an amazing opportunity to own a multi-family property with both character and income potential. Don't miss your chance to make this classic duplex your next smart move!

Listed by Samantha Ratta of Coldwell Banker Islands Realty

{$office->Name}

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

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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: 6.52% last updated on 2026-06-11

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

143 North Street Winooski VT 05404

Winooski, VT143 North Street

Price$575,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5084136

  • Multifamily
  • Address 143 North Street
  • Units 2
  • Bathroom 3
  • Acreage 0.21

Enjoy the best of Winooski living in this versatile duplex, perfectly suited for an owner-occupant or a savvy investor. The spacious 4-bedroom primary unit feels like a single-family home, featuring a front porch entry, hardwood floors, and a sunny kitchen with a large peninsula. A cozy gas stove with a brick surround anchors the dining and living room, while the family room opens directly to a private backyard. With two bedrooms on the main level and two upstairs, the layout is flexible enough for a home office or gym. The basement level houses the washer and dryer as well as a large workbench. The separate 2-bedroom apartment is bright and welcoming, offering newer appliances in the eat-in kitchen and a private side deck for outdoor relaxing. Leased solar panels help reduce energy costs. Outside, two separate driveways and a large backyard with a garden shed complete this move-in-ready property. Set in a great neighborhood near Landry Park and the city pool, this home is just minutes from the vibrant restaurants and shops of Winooski. This home offers you a wonderful way to build equity while enjoying a fantastic community!

Listed by The Malley Group of KW Vermont

{$office->Name}

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

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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: 6.52% last updated on 2026-06-11

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

5 Lapointe Street Winooski VT 05404

Winooski, VT5 Lapointe Street

Price$433,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5081966

  • Residential Single Family
  • Full Bath 1
  • Address 5 Lapointe Street
  • Construction Existing
  • Bedrooms 3

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.

Listed by Jean Meehan of The Meehan Group,Inc.

{$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: 6.52% last updated on 2026-06-11

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

32 Dufresne Drive Winooski VT 05404

Winooski, VT32 Dufresne Drive

Price$499,500The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5081954

  • Residential Single Family
  • Full Bath 1
  • Address 32 Dufresne Drive
  • Construction Existing
  • Bedrooms 3

Wonderful, bright, and spacious 3-bedroom, 2-bath home on a generous 0.58-acre lot on a cul-de-sac in one of Winooski's most desirable neighborhoods. Fresh paint and new flooring throughout much of the home create a clean, updated feel. The open kitchen offers ample cabinetry, including a pantry cupboard, stainless steel appliances, and a large breakfast bar-perfect for casual dining and entertaining. The dining area flows into the wood fire-lit living room with a large east-facing bay window that fills the space with natural light. A sunny, south-facing enclosed porch with electric heat provides a versatile space for extended enjoyment. The main level includes three spacious bedrooms and a full bath, with direct access from the primary bedroom. The lower level adds valuable living space with a large family room, a half bath with potential to convert back to a three-quarter bath (with drain repair), and a heated 1+ car garage (22' x 28') with a wash sink. Enjoy your private backyard oasis featuring a large deck, in-ground pool, hot tub, fully fenced yard, and storage shed. Roof is only 3 years old. Current owners replaced most windows as well. Conveniently located near downtown Winooski, parks, riverfront paths, Burlington, and the airport. Just up the street from St. Francis Xavier School. Welcome home!

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: 6.52% last updated on 2026-06-11

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 June 15, 2026 12:38 AM UTC