Welcome to an extraordinary waterfront estate offering the perfect balance of luxury, function, and efficiency on Maryland’s treasured Western Shore. This 9-bedroom, 6.5-bath residence spans 8,400+ square feet and is built to withstand the elements while embracing the serene lifestyle of the Chesapeake Bay. Set on over 2/3 of an acre with 260 feet of water frontage, this solid brick & block home was constructed with reinforced steel walls, high R-value insulation, a poured concrete foundation, and a roof system designed to withstand high winds – all topped with 40-year architectural shingles (inspected Nov. 2024). This is a true fortress disguised as a coastal retreat. Inside, you’ll find three full-size primary suites with private baths, a massive 3,200+ sqft basement for entertaining or storage, and energy-efficient systems throughout: geothermal heating and AC, multiple radiant and baseboard heating zones, and a combination of solar, propane, oil, and electric systems—keeping average monthly electric costs to just $165. The home also features six 80-gallon water heaters and 3 backup AC systems for ultimate comfort and efficiency. Need room for guests or passive income potential? The spacious guest wing with a separate entrance, two bedrooms, full kitchen, private bath, and a large water-view balcony is perfect for visiting friends, multi-generational living, or Airbnb. The property has two full-size laundry rooms. Additionally, with its expansive layout and abundance of private suites, this home is ideal for assisted living or multi-family use, offering flexibility for a range of living arrangements or care services. Step outside to your 2024-renovated 250’ pier with 8’ deep water, heavy electric service, two boat lifts, two jet ski lifts, and room to add more. Shady Side is a charming and peaceful bayfront community just a short ride to Annapolis, with convenient access to Washington, DC, and Baltimore. Locals enjoy crabbing, fishing, waterfront parks, scenic trails, and the neighborly vibe of this Southern Anne Arundel County gem. This is a rare chance to own a high-performance home with panoramic views, protected shoreline, and multi-generational living opportunities—all in a sought-after Chesapeake Bay setting.