This beautiful 1920's duplex in the heart of Winooski has all the character & charm of its vibrant history. The property's 2 spacious units plus a detached 1-car garage offer a great opportunity to owner-occupy & rent the other unit, or to rent both with excellent return. The home's classic wrap-around front porch is the ideal place to relax. Out back, enjoy the partially fenced yard, patio, plus a variety of apple & pear trees, grape vines, & berry bushes of all kinds! Unit A is an expansive 1,700 sq. ft. space with 2 beds on the 1st level & 2 on the 2nd plus 1.5 baths. The main level features hardwood floors, classic wood trim details, galley kitchen with gas range, laundry area, & spacious living room with gas fireplace. The upstairs bedrooms are carpeted & cozy with attic access. Unit B has 2 bedrooms & a renovated full bath with laundry, updated kitchen & entryway with tile floors, & an open concept living room & bedroom with VT Hickory floors. The 2nd bedroom is a delightful, converted attic space on the top floor, accessed by a custom maple stairway, with carpeting & nooks under the eaves. As a bonus, this wonderful property has the possibility to convert to 3 units and/or accommodate an ADU for additional income. The home's slate roof has been well-maintained & a newer asphalt roof & systems have been added, plus the home has been audited and updated for energy efficiency. Close to schools, shopping, & restaurants. Don't miss this opportunity!