Located in the heart of historic Wooster Square overlooking Lenzi Park, this two-family home blends charm, flexibility, and investment potential in one of New Haven's most desirable neighborhoods. Just minutes to Yale University, Yale New Haven Hospital, Downtown New Haven, Union Station, I-91, I-95, local restaurants, coffee shops, and Wooster Street's famous pizza scene. The owner's unit features two bedrooms, hardwood floors, abundant natural light, a fireplace, and an updated eat-in kitchen with restored cabinetry and quartz countertops. The second-floor apartment has updated flooring. Both units offer separate laundry, dishwashers, newer boilers, updated hot water heaters, and excellent functionality for owner-occupants or investors. Outside, enjoy a private patio surrounded by perennial gardens plus a detached garage with oversized studio/workshop space ideal for a home office, gym, artist studio, or additional storage. Additional highlights include a newer roof, walk-up attic, full basement, natural gas heat, public utilities, and off-street parking. A rare opportunity to own a versatile multi-family property in the vibrant Wooster Square neighborhood.