Step into timeless elegance in Hillsborough’s prestigious “Landmark” community! This rare 5 bedroom, 3 bathroom pool home sits on a sprawling lot, blending sophistication, comfort & modern convenience. A sweeping driveway & grand double-door entry welcome you to this captivating home. Inside, you’re greeted by soaring cathedral ceilings that amplify the space, while abundant natural light pours through large windows, illuminating the exquisite wrought iron stair railings. The spacious living room, anchored by a charming fireplace, is perfect for entertaining, while a unique conversation alcove with 2-way fireplace offers an intimate retreat for quieter moments. The formal dining room flows effortlessly into the kitchen with granite counters, top-tier KitchenAid and Bosch appliances, breakfast bar & ample cabinetry. Adjacent, the cozy family room with its own fireplace invites relaxation. A main-level bedroom & full bath provides versatility—perfect for guests, an office or workout room. An inside laundry & direct garage access adds everyday ease. The lavish primary suite upstairs is a true haven featuring a walk-in closet & spa-like bathroom with dual vanities, oversized soaking tub & walk-in dual shower with built-in seating area. A bonus room with a third fireplace & balcony serves as an office, gym or extra bedroom. Two more generous bedrooms & a full bath complete the upper level. Outside, a breathtaking oasis awaits: a resurfaced sparkling pool with solar thermal heating, premium spa upgrades & outdoor shower promise resort-style tranquility. Entertain with a built-in BBQ & multiple seating & dining areas and remote awning. The gazebo offers a quiet place to paint or visit with a friend. Enjoy mature avocado, lemon & orange trees. Three storage sheds keep everything organized & beautiful low-maintenance landscaping & artificial turf enhance the appeal. Upgrades abound—seller-owned solar, Pergo flooring, remote window shades, LED lighting, new ceiling fans, & Toto toilets with bidets. Smart home features include WiFi-controlled security cameras, garage doors & outdoor sound system with Bluetooth. A new Pentair pool heater, pump & filter with electronic controls, a fast-speed EV charger, a whole-house water softener/filter, & reverse osmosis filtration elevate the experience. With private access to a community pool, spa, tennis courts & nearby parks, this home is a rare gem. Schedule your private tour today & embrace luxurious living at its finest!