Welcome to your private slice of paradise, perfectly positioned on a charming brick lined street in the heart of historic Winter Park. This custom built estate exudes casual elegance from the moment you step through the grand double door entry, where soaring 12 foot ceilings, rich architectural details, and exceptional craftsmanship immediately set the tone. Thoughtfully designed with a well balanced and highly functional floor plan, the home offers a seamless blend of formal and informal living spaces ideal for both everyday living and elevated entertaining. At the heart of the home, the pristine chefs kitchen opens effortlessly to the family room and is outfitted with a built in Thermador French door refrigerator, custom lighted cabinetry, granite countertops, a six burner gas range with pot filler, double ovens with warming drawer, and an oversized island designed for gathering. A beautifully appointed butlers pantry with wine fridge and wet bar creates the perfect transition to the formal dining space. Tucked away for privacy, a dedicated home office or library offers a quiet retreat for work or study. The first floor primary suite is a true sanctuary, featuring intricate ceiling detail, expansive windows, and private French door access to the outdoor living space. The spa inspired primary bath includes a jetted tub, dual vanities, and two oversized walk in closets. Upstairs, three generously sized secondary bedrooms and two additional bathsincluding a private en suiteprovide comfortable accommodations, while a charming Juliet balcony offers picturesque views of the tree lined street below. Step outside to an exceptional outdoor living experience designed for year round enjoyment. The covered lanai features a fully equipped summer kitchen with built in grill, custom copper hood, and beverage fridge for the warmest Florida days. The saltwater pool creates a resort style setting, surrounded by lush landscaping and enhanced by upgraded lighting and smart technology. This meticulously maintained home has been extensively upgraded, including new HVAC systems for both levels, on demand water heater, whole house surge protection, updated LED lighting with dimmer controls, smart home integrations for pool, irrigation, security, and climate, as well as complete interior and exterior repainting with premium finishes. High end reclaimed maple and beech wood flooring has been installed and is complemented by refined architectural details such as curved archways, custom millwork, and elevated designer fixtures. Additional highlights include a newly created wine room, epoxy coated garage flooring, central vacuum system, and enhanced exterior features with added awnings and detailed craftsmanship. Situated on a gorgeous lot with added privacy and with garage doors thoughtfully positioned away from the street, this home offers both presence and practicality. Just a short stroll to Lake Mizell and minutes from the renowned dining, shopping, and cultural experiences of Park Avenue, this exceptional property combines timeless design, modern upgrades, and an unbeatable location.