Imagine waking up to breathtaking sunrises over Eastern Bay and the Wye River at 133 Kilby Point Road, a stunning waterfront retreat nestled within the private community of Kilby Point at the tip of Bennett Point. This beautifully renovated 4-bedroom, 2.5-bath residence boasts approximately 3,156 sq. ft. of living space, perfectly blending timeless elegance with modern comforts. Please do not venture down without an appointment - this is a private point - thank you . As you step inside, you'll be greeted by the warmth of Provenza engineered hardwood floors, a custom solid wood entry door, and big views that frame the captivating water views steps away. The fully renovated chef's kitchen is a culinary dream, featuring quartz countertops, stainless steel appliances, dual wall ovens, and 6-burner gas range that's sure to delight even the most discerning cooks. Imagine sipping your morning coffee or enjoying a glass of wine while cooking up a storm, with the serene water views as your backdrop. The main level's open layout seamlessly connects the dining room, living areas, and kitchen, creating an ideal space for entertaining and making memories with family and friends. The intimate porch off the dining room is the perfect spot to enjoy a quiet morning or a sunset cocktail, with the water views providing a serene atmosphere. Upstairs, the primary suite is a tranquil retreat, complete with a newly built Duradeck balcony (2025) that offers panoramic views of the surrounding waters. The additional three bedrooms, all with water-facing windows, and a renovated hall full bath make this level the perfect haven for family and guests. The true magic happens outdoors, where the nearly 5-acre property unfolds into a stunning oasis. The heated saltwater pool (2021) is the perfect spot for pool parties and relaxation, surrounded by patios for lounging and landscaped grounds. There are so many more opportunities to add gardens, pergolas, chicken coop and more. As you gaze out across the water in multiple directions, you'll be treated to picturesque views of a lighthouse and a charming old-time windmill, views of the boats sailing to St. Michaels, adding to the property's natural beauty. And, if you're lucky, you might even catch a glimpse of the two resident white swans on the pond and 2 bald eagles perched on the lighthouse that call the property home, or gliding effortlessly across the water. Imagine hosting unforgettable gatherings, with an extra pool enclosure that can be easily converted into a vibrant pool club room or outdoor kitchen. The fireplace is already there. The possibilities are endless, from sunset soirees to family reunions, weddings, and the serene water views provide a breathtaking backdrop for any celebration. As a resident of Kilby Point, you'll enjoy access to community beach, a 1-mile waterfront walking/golf cart path, and a pier/dock, 1 available boat slip (not deeded, subject to availability). The property's convenient location, to Route50 and the Bay Bridge, makes it easy to explore Annapolis, Washington, D.C., and the charming destinations on Maryland's Eastern Shore, Easton, St Micheals, Oxford and more. This is a rare opportunity to own such a unique waterfront retreat with extensive upgrades, captivating views, and endless possibilities for entertainment and relaxation. Come make your memories today.