Rare opportunity in the Hickory Section of Chesapeake! Welcome to 608 Woodcott Drive, tucked away on a private cul-de-sac with a spacious layout. This 5 bedroom 3 full bath home features a first floor multi-generational in-law suite. Added in 2019, this private suite is the true differentiator featuring its own separate entrance, large living/sitting area, bedroom space, closet, and accessible full bath with a custom tiled curbless shower. Perfect for extended family, guests, in-laws, parents, caregivers, or flexible work from home living. Large fenced in yard with a 2 car attached garage and shed for storage. The main home offers bright, comfortable living spaces with updated LVP flooring throughout, and a refreshed kitchen with updated countertops, tile backsplash, soft close cabinet doors, and GE Black Slate stainless appliances. The primary suite features a dual vanity and Jacuzzi fiberglass walk-in shower, while the guest bath has also been updated. Step outside and enjoy a private backyard retreat with a large Cambridge paver patio, mature landscaping, sprinkler system, ideal for entertaining, pets, play, or relaxing under the trees. Additional updates include new replacement windows, exterior siding/paint/fascia, stainless gutter guards, updated electrical service with subpanel, generator transfer switch connection. New gas water heater. Laundry room has a newer washer/dryer, with gas and electric hookups. Great Chesapeake location near shopping, dining, parks, interstates, military bases, and everyday conveniences. A flexible, updated home with the space and functionality for growing or multi-generational families.