109 CHERRY CREEK CIRCLE LUXURY ESTATE IN GATED RESERVE AT TUSCAWILLA WITH RESORT-STYLE OUTDOOR OASIS DESIGNED FOR ENTERTAINING. Designed for entertaining, this over half-acre estate in gated Reserve at Tuscawilla features a resort-style outdoor oasis with pool, spa, fire pit, and fully equipped summer kitchen, creating a private setting ideal for hosting guests and enjoying everyday living. Welcome to 109 Cherry Creek Circle in Winter Springs, a 5-bedroom, 4-bath residence offering 3, 440 sq.ft. with timeless design and a layout that lives beautifully day to day and shines when you have a house full of friends. High ceilings and a classic columned entry lead to a light-filled family room with a gas fireplace and marble surround, perfectly positioned to take in views of the backyard. The screened lanai with updated pavers (2023) opens to an oversized 9-foot deep pool and propane-heated spa framed by custom Tennessee River Rock, with matching stone extending to a dedicated fire pit lounge area that creates multiple spaces to gather and unwind. A covered bar and outdoor kitchen with Viking grill and Texas smoker complete the experience, making indoor-outdoor entertaining effortless. The gourmet kitchen continues the flow with a gas cooktop, built-in double ovens, beverage station, and a breakfast nook highlighted by a signature Von Jacobs ceiling detail, connecting seamlessly to the main living areas. Formal living and dining rooms add flexibility, with the dining room anchored by a Tiffany-style chandelier. The private first-floor primary suite features a remodeled spa-style bathroom (2025) and a large walk-in closet with custom organization, while three additional bedrooms on the main level include a Jack and Jill bath; upstairs, an oversized private suite with new wood-look tile offers flexible space for guests or a retreat. Additional highlights include a 100-bottle temperature-controlled wine cellar, tile and hardwood flooring, and a 3-car side-load garage with professionally finished floor. Major updates include roof (2017), HVAC (2017), whole-house replumb (2024), water heater (2026), and updated driveway and lanai pavers (2023). Located within one of Winter Springs’ most sought-after gated communities, with access to top-rated schools, Tuscawilla Country Club, the Cross Seminole Trail, SR-434, and 417; homes in Reserve at Tuscawilla are seldom available, offering a rare opportunity within this established enclave. This is more than a home, it’s a setting designed for gathering, entertaining, and creating lasting memories.