21 Anderson Street East Rock living at its best! Set in one of New Haven's most sought-after neighborhoods, within the Worthington Hooker School District and eligible for the Yale Homebuyer Program, this home truly checks every box and then some. The exterior has been freshly painted, and there is a brand-new roof as of April 2026. Step inside to a spacious living room that flows into an updated kitchen open to the dining area, making the main level feel as comfortable for everyday life as it does for entertaining. A first-floor bedroom and full bath add flexibility, perfect for a home office or guest room. Upstairs, an additional living space sits at the center of the second floor, alongside two generously sized bedrooms, a walk-in closet, a smaller bedroom or office, and a second full bath. A walk-up attic offers real expansion potential - finish it as a primary suite, studio space, or use it for storage! The lower level is partially finished with a private entrance, a full bath with a jetted tub, and functions as a 5th bedroom or guest suite. The backyard - offering great flow from the kitchen/dining area - is fully fenced with stone walkways and a patio, perennial gardens, raised beds, a hot tub, and a basketball court! This is one of the rare, oversized backyards you'll actually use year-round. Walk to East Rock Park, the neighborhood's best restaurants, cafes, the brewery, and the gym in just minutes. All on a quiet, one-way side street. This is the community vibe you've been waiting for!