Tucked inside the established Jessamine Glen community on a quiet cul-de-sac, dead-end street, this 4-bedroom, 2.5-bath pool home offers a rare blend of function, flexibility, and privacy. From the moment you pull up, the home's turret-style architectural detail and paver driveway set the tone for something special. Step inside and you're greeted by a spacious layout that lives large, starting with a light-filled living room anchored by a cozy fireplace and soaring ceilings that effortlessly flow into the dining area and updated kitchen. The heart of the home is the updated kitchen featuring granite countertops, a plethora of cabinetry to keep you organized, and a breakfast nook framed by bay windows, creating an ideal layout for both casual meals and formal gatherings. The first-floor primary suite is privately tucked away with direct pool access and offers a generous layout with a walk-in closet and en-suite bath. Upstairs, you'll find three additional bedrooms and a spacious loft/flex room with French doors that open to a large screened-in balcony-perfect for quiet mornings or unwinding after a long day. One of the bedrooms also has direct access to this balcony, offering a private retreat feel. A shared full bathroom is accessible from both the hallway and one of the bedrooms, making it functional for guests and everyday living. The outdoor space is where this home really shines. A large, screened-in pool deck wraps around a sparkling pool and expansive covered lanai, surrounded by lush landscaping offering space to lounge, dine, and enjoy Florida living year-round, rain or shine. Additional highlights include a 2-car garage outfitted with a workbench, peg board, and nearly wall-to-wall cabinetry-ready for hobbies, tools, or extra storage. The current owner, just the second to live here, has maintained the property with care for the past 22 years. Located just minutes from the Conway Chain of Lakes and within walking distance to Cypress Grove Park-one of Orange County's largest and most scenic public parks-you'll have access to 80+ acres of oak-lined walking trails, picnic areas, playgrounds, sand volleyball courts, and lakefront views along the shores of Lake Jessamine. It's also a popular spot for weddings and events, thanks to its historic estate and waterfront pavilion. The location provides easy access to the Mall at Millenia, Downtown Orlando, and major highways like 408 and I-4, this prime spot puts you close to everything-without the chaos. Enjoy local parks, shopping, dining, and top-rated schools, all within reach, while still coming home to a peaceful, established neighborhood where pride of ownership shows. With no rear neighbors, a screened-in pool, a balcony retreat made for unwinding, and a location that keeps you close to everything that matters -this home doesn't just check boxes, it raises the bar.