Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, timeless 2-story home blends sophistication with modern comfort. Situated on the first hole of Heron Golf Course, the home features soaring 11-ft ceilings, marble floors, and crystal chandeliers. A Louis XVI fireplace anchors the sunken living room, while French doors and expansive windows invite sunlight into the sunroom with breathtaking golf course views leading to three patios perfect for entertaining or relaxation. A brick path winds through lush gardens to the adjacent guest house. This nearly 2,000 sq ft guest house features 2 bedrooms, 2 en-suite bathrooms, a spacious living room, dining room, an outdoor kitchen, and a private laundry room. Overlooking the pool and spa, this guest retreat offers privacy and convenience, ideal for extended stays, visiting family, or in-law suite. The Oaks club amenities include 2 18-hole championship courses, and world-class tennis and pickleball facility. Located near Casey Key and the powdery white sands of Siesta Key. Enjoy the arts in Downtown Sarasota and shopping at St. Armands Circle; approximately a 20 minute drive. Membership at The Oaks is required.