Waterfront living with lifestyle, location and luxury! Located at the mouth of the Chester River, this home is in the perfect spot for days on the Bay, boat rides to Kent Narrows restaurants, golf at Queenstown and shopping the Outlets. Just minutes from the Bay Bridge, this beautifully updated home delivers the best of Eastern Shore living with 259' waterfront, community pier, good schools and easy access to Annapolis and beyond. The deeded slip (with boat and PWC lifts) makes life on the water a breeze, while the waterfront backyard soaks up the sun and wildlife on Winchester Creek. This beautiful home features more than 4,400 square feet on three finished levels with west-facing water views from expansive windows that fill the home with natural light. The two-story family room features a rebuilt luxury fireplace with custom trim work, creating an everyday space that is upscale yet comfortable. The renovated gourmet kitchen offers quartz countertops, heated floors, stainless steel appliances, abundant cabinetry, a breakfast nook, and a redesigned island perfect for gathering with family and friends. The first floor also boasts a two-story foyer, formal dining room, and a comfortable living room/study complete with large windows and a 2nd fireplace. Hardwood floors, custom millwork, fresh paint and designer finishes create a timeless coastal feel thoughout. Enjoy beautiful water views from the main-level primary suite that features California Closets, a beautifully remodeled spa-inspired bath and a cozy bay window sitting area. The second waterfront ensuite provides ideal accommodations for guests, extended family or single-floor living. The second level features three additional bedrooms and a versatile bonus room ideal for a home office, homework or as a second family room. The third level is designed for entertaining, complete with a wet bar, beverage cooler, full bath and surround sound. It's perfect for game days, movie nights, or extended-stay guests. Set on more than 1.37 acres, the property offers privacy, an expansive lawn, updated landscaping, abundant wildlife and sweeping water views. Enjoy morning coffee as the sun rises over the water and glowing sunsets from the new TimberTech deck and covered porch. The slip at Homeport's 4MLW private pier is almost next-door for an early morning ride or sunset cruise. Whether hosting family and friends, raising children, enjoying pets in the backyard or unwinding by the water after a day on the boat, this setting is thoughtfully designed for comfort and ease. Extensive recent improvements in the dedicated utility room include dual Bosch high-efficiency HVAC systems (2023 and 2024), a Rinnai tankless water heater and a whole-house smart water treatment and management system. The home also features smart thermostats on each floor, ceiling fans throughout, a Vector security system, invisible pet fence, professional landscaping, nearly all new lighting inside & out, updated bathrooms and more. Enjoy Chesapeake living with easy access to Annapolis and the Bay Bridge.