4742 Old Farm Road, Sarasota, FL

First Time Ever Offered by the Original Owners! Welcome to one of Sarasota's hidden gems—Oakleaf, a private enclave of custom homes tucked beneath mature oak trees just off Proctor Road. Lovingly maintained by the original owners since it was built, this exceptional custom Pruett-built residence showcases timeless craftsmanship, quality construction, and the pride of ownership that only comes from meticulous care over the years. This true 4-bedroom, 3-bathroom, 3-car garage pool home offers the spacious floor plan today's families are searching for. Unlike many homes that count an office or den as a fourth bedroom, this home features four genuine bedrooms along with generous living spaces designed for everyday comfort and effortless entertaining. Step outside to your own private Florida retreat where an oversized resort-style swimming pool and spa have been beautifully resurfaced and are surrounded by an elegant travertine pool deck, creating the perfect setting for relaxing weekends, family gatherings, and year-round outdoor living. The mature preserve behind the home provides exceptional privacy while lush tropical landscaping creates outstanding curb appeal from the moment you arrive. Major improvements have already been completed, allowing the next owner to simply move in and enjoy. Recent updates include a **new barrel tile roof (2022), resurfaced pool and spa with travertine pool deck (2022), fresh interior and exterior paint, new HVAC system (2025), and water heater (2021). This home truly reflects decades of careful maintenance and thoughtful investment. Oakleaf remains one of Sarasota's most desirable established communities, offering larger homesites, mature tree-lined streets, sidewalks, low HOA fees, and a peaceful neighborhood atmosphere that's increasingly difficult to find in newer developments. The location is second to none—just minutes to Siesta Key Beach, Lido Key, Downtown Sarasota, St. Armands Circle, UTC Mall, Interstate 75, Legacy Trail, Natha