Welcome to this charming multi-generational home in water-privileged Hollywood on the Severn! Thoughtfully redesigned in 2006 for modern multi-generational living, you'll love this expansive and versatile home! This beautifully maintained property offers comfort, space, and privacy across three distinct living areas - all nestled in a tranquil, tree-lined neighborhood. The main level features a spacious primary suite with a walk-in closet and an ensuite bath, a dedicated home office, and elegant formal living and dining rooms - ideal for entertaining. The updated kitchen boasts a breakfast bar and flows seamlessly into a cozy breakfast nook and bright sitting area, creating a warm central hub for daily life. A large laundry room and an additional full bath complete the main floor. Upstairs, you'll find three generously sized bedrooms, a full bathroom, and a large family room, perfect as a media space, playroom, or teen hangout. With its own private entrance from the main-level garage, the in-law suite lives like a separate apartment - ideal for extended family, guests, or rental income. It features a full kitchen, living room, bedroom with walk-in closet, and full bath, plus a second-story bonus space that adds flexibility for work, relaxation, or additional storage. The unfinished basement (14'1 x 28'1 ) offers endless possibilities for a home gym, rec room, or extra storage. Two attached garages provide ample space for vehicles, hobbies, or a workshop. Step outside to a professionally landscaped backyard retreat. Enjoy a multi-level deck, custom hardscaping, serene patio, firepit area, and mature trees offering natural shade and privacy. Whether you're entertaining a crowd or enjoying a quiet evening, this outdoor space is a true showstopper. Additional highlights include covered front porch with charming curb appeal, tasteful finishes and abundant natural light throughout, flexible layout with multiple living areas. Located just blocks from the community water access, beach and pier! Close to local shops and restaurants, Blue Ribbon schools, Kinder Farm Park, and commuter routes, this rare and well-designed property ideal and offers unmatched flexibility for multi-generational households, those seeking rental potential, or anyone simply looking for space to spread out and enjoy both indoor and outdoor living. Schedule your private tour today!