Welcome to 75 Osprey Point, a residence that epitomizes timeless elegance and thoughtful design within the prestigious Oaks Bayside. On two expansive lots totaling over three quarters of an acre, this architectural estate was originally designed by renowned architect Bo MacEwen, the visionary behind The Oaks iconic clubhouse. A harmonious blend of traditional sophistication and modern updates awaits, with lush Selby like grounds and serene lake views enhancing the ambiance. The circular drive with pavers leading to a charming tile front porch invites you to explore the grand interiors. Step through the entrance into a dramatic foyer featuring large format tile flooring, soaring ceilings with a skylight, intricate crown molding and custom trim details adorning the walls. Lighted art niches provide the ideal setting for showcasing your favorite pieces. The living spaces exude a welcoming grandeur. The family room boasts a custom tray ceiling, a fireplace flanked by built ins and elegant archways with detailed trim. The stately living room features bay windows framing a cozy seating area with built in benches, while French doors lead to a secluded patio for moments of quiet retreat. The dining room is equally exquisite, with a tray ceiling, crown molding and sophisticated architectural detailing. The updated eat in kitchen is a chefs dream, seamlessly blending style and function. Highlights include sleek gray cabinetry, quartz countertops, gold accented tile backsplash, under cabinet lighting and premium appliances such as a Sub Zero cabinet faced refrigerator, KitchenAid dishwasher, and a Samsung range and microwave. Two custom organized pantries and an additional Sub Zero refrigerator provide ample storage. The main house offers three generously appointed guest rooms, each with soaring ceilings, crown molding and custom trim details. Guest baths each feature refined finishes. A separate guest house, equipped with its own HVAC system, offers studio style accommodations complete with a kitchenette which is ideal for visiting family or friends. Outdoor living is elevated with a gorgeous open air pool surrounded by lush landscaping, creating a private oasis. The grounds are illuminated with landscape lighting, showcasing the beauty of this estate after sunset. As a resident of Oaks Bayside, youll enjoy access to a private dock on the Intracoastal Waterway, offering breathtaking views and serene sunsets. The Oaks Club membership is mandatory and provides world class amenities, including two championship golf courses, 12 Har Tru tennis courts, a state of the art fitness center, a Junior Olympic heated pool, croquet, pickleball and a variety of dining options. Conveniently near Pine View School, the Legacy Bike Trail, pristine Gulf Coast beaches and downtown Sarasota, this property is a gateway to the best of Florida living. Discover the unparalleled lifestyle and refined elegance of 75 Osprey Point, a home that stands apart in every detail.