Welcome to 766 Winchester Avenue, a spacious and sun-filled 2-family home located just steps from Albertus Magnus College and minutes to Yale's campus and downtown New Haven. This location places you in a consistently strong rental market, making it an exceptional opportunity for both investors and owner-occupants alike. The entire property was gutted and fully remodeled in 2015, offering modern systems, updated finishes, and move-in-ready convenience throughout. Both units have been thoughtfully designed with today's lifestyle in mind. The first-floor unit features 3 generously sized bedrooms, an updated kitchen complete with granite countertops, newer stainless steel appliances, and a breakfast bar, along with a renovated bathroom featuring tile flooring and a tub/shower combination. The second unit spans two levels and showcases hardwood flooring throughout. With 5 bedrooms and 2 updated full bathrooms, this unit offers incredible flexibility and income potential. The updated kitchen has newer stainless steel appliances, and the unit is equipped with central air for added comfort. Major updates include a newer roof and windows (2015) hot water heaters (2016) and 2nd floor furnace and AC (2015). The front of the home features updated cedar shakes. Outside, enjoy a partially fenced-in yard - perfect for relaxing, entertaining or gardening. Whether you're seeking strong cash flow, multi-generational living, or a smart long-term investment, 766 Winchester Avenue delivers!