Exceptional investment or owner-occupant opportunity in the heart of New Haven! This well-maintained side-by-side two-family home offers two spacious units, each featuring 5 bedrooms, 2.5 bathrooms, and approximately 1,928 sq ft of living space. With generous layouts, high ceilings, and plenty of natural light, these units provide comfort and flexibility for large households or rental income. The property includes a rare three-bay detached garage, offering ample storage or potential additional rental income or potential ADU. Each unit has its own private entrance and separate utilities, ideal for long-term tenants or multigenerational living. Conveniently located just minutes from Yale New Haven Hospital, downtown New Haven, and major highways, this property provides easy access to top medical institutions, universities, shopping, dining, and cultural attractions. Nearby parks and city recreation sites offer additional appeal. Whether you're looking to expand your investment portfolio or establish a residence in one of New Haven's most accessible neighborhoods, 248-250 Howard Avenue delivers space, location, and potential.