Welcome to 2238 S Shore Drive in Macatawa, an iconic waterfront treasure affectionately known as the Wedding Cake House. Perfectly positioned across from Eldean Shipyard and just moments from the yacht club, this landmark property offers sweeping views of Lake Macatawa and a front-row seat to the vibrant boating activity that defines summer along the shore. This one-of-a-kind residence captures the essence of elevated lakeside living with over 4,700 square feet of beautifully designed space, currently featuring 4 bedrooms and 5 bathrooms with the potential to expand to 5 bedrooms. Thoughtfully crafted to balance elegance, comfort, and functionality, the home offers exceptional space for both everyday living and hosting guests. At the heart of the home, a spacious, well-appointed kitchen is designed for entertaining, complete with Sub-Zero refrigeration, an ice maker, wine fridge, and induction cooktop. The home flows seamlessly into multiple living and gathering areas, including a dedicated game room with a full entertainment system and a private library for quiet moments. Expansive windows frame stunning views of Lake Macatawa, while four separate decks provide incredible vantage points to take in sunsets, passing storms, and the beauty of every season. Whether enjoying a peaceful morning coffee or hosting an evening with friends, the indoor-outdoor connection throughout the home is exceptional. A projector in the primary suite adds a unique luxury touch, allowing you to unwind with a movie from the comfort of bed. Additional features include an elevator servicing multiple levels, custom tile bathrooms, abundant closet space, and a heated outdoor area perfect for year-round fireside relaxation. The property offers four parking spaces along with a garage, ensuring convenience for both owners and guests. Surrounded by mature trees and offering rare privacy with minimal neighboring homes, the setting feels serene while still being close to it all. Enjoy an easy walk to Sanctuary Woods hiking trails, or take advantage of deeded access to the private Macatawa beach on the south side of Big Red, providing exclusive access to the sugar sand shores of Lake Michigan. Adding to the property's exceptional appeal, this home is grandfathered for short-term rentals, a rare and highly sought-after advantage in Macatawa where very few homes are permitted for vacation rental use. With limited rental inventory in this premier location directly across from the docks and near private beach access, there is strong potential for increased rental income over time, making this not only an incredible lifestyle opportunity but also a compelling long-term investment. With generous accommodations, incredible entertaining spaces, unmatched waterfront views, and rare rental flexibility, this is more than just a home--it's a legacy property in one of Macatawa's most sought-after waterfront locations.