101 CHERRY CREEK CIRCLE, WINTER SPRINGS, FL 32708

Under contract-accepting backup offers. Nestled on one half acre behind the gates of one of Tuscawilla’s most sought-after enclaves, “The Reserve”, this stunning custom designed and built estate home captures Olde Word charm while delivering the comfort and sophistication of today’s luxury living. Backing to the scenic Cross Seminole Trail, the home is surrounded by mature trees, lush landscaping, and a sense of timeless beauty.From the moment you arrive, this custom beauty will steal your heart! A stately front porch welcomes you with manicured landscaping, solid concrete pillars, and a handcrafted 10-foot solid wood curved entry door framed by elegant glass transoms. The freshly painted exterior and solid block construction with custom stucco finish reflect an “Olde World”design.Inside, the home opens to soaring ceilings, graceful transoms, and French doors that appear throughout, infusing the home with light and charm. Rich architectural details—arched windows, crown molding, custom ceilings—enhance every space.At the heart of the home is a grand island kitchen designed for both style and function. It boasts rich custom cabinetry, gleaming Corian countertops, upgraded stainless appliances including a gas cooktop, and a huge walk-in pantry. The cozy breakfast nook is framed by French doors and windows that overlook the lanai and sparkling pool.The handsome study is tucked behind double doors and features arched windows, a unique ceiling, and custom built-ins—perfect for a private office or library. Nearby, the spacious family room is a true gathering space with telescoping glass doors that open fully to the lanai, anchored by a gas fireplace with a dramatic arched transom above.This thoughtfully designed home offers five true bedrooms, four full bathrooms, a hobby room, and a large bonus room. Upstairs, a private guest suite includes a bedroom, full bath, and additional living space, ideal for multigenerational living or long-term guests. An additional bonus room above the garage is perfect for an art studio, media lounge, teen retreat, or fitness room.The primary suite is a serene retreat with elegant arched windows, crown molding, a sitting area, and private access to the lanai. His and hers walk-in closets are outfitted with custom features, and the spa-inspired bath includes dual vanities, an oversized walk-in shower, and a luxurious soaking tub for the ultimate in relaxation.A three- wqy split bedroom floor plan allows ample privacy for the lucky occupants. Elegant tile flooring graces the downstairs living areas, while luxury vinyl plank (LVP) adds warmth and durability upstairs. All-new ceiling fans, newer plumbing fixtures, updated HVAC systems, a freshly remodeled utility room, and a Maszy termite bond add convenience and peace of mind. A built-in speaker system on the back porch enhances your outdoor entertainment experience.Step outside to a magical backyard oasis. A large, recently resurfaced saltwater pool invites you to relax and recharge, while the rescreened pool enclosure, outdoor shower, and wet-bar with gas hookup make outdoor living effortless. The yard is shaded, lush, and completely private—perfect for both play and peaceful moments.The oversized three-car garage features new doors, Gladiator storage systems, and custom cabinetry, providing both form and function for the modern lifestyle.With architectural richness, grand proportions, and luxurious custom finishes throughout, this residence is a rare find!