Well maintained and beautifully upgraded, this exceptional home is located in the highly desirable Dubsdread Heights neighborhood of Winter Park. Offering 4 bedrooms and 2.5 baths (with the 4th bedroom downstairs currently used as an office/den), every detail of this residence has been thoughtfully enhanced. Recent major upgrades include a new roof (2024), new HVAC systems (2024/2025), and upgraded flooring throughout. The gourmet open kitchen features solid cabinetry, a tile backsplash, NEW French Door Refrigerator and an oversized island that flows seamlessly into the inviting family room, highlighted by a stunning gas fireplace. Architectural details abound, including framed windows, 8 foot solid core doors, custom crown molding, and a triple set of French doors that enhance the homes character and charm. The oversized primary suite is a true retreat, featuring a spa like bath with an extra large double vanity, walk in closet, jetted tub, spacious shower with steamer, and a private covered Juliet balcony. A large downstairs office/study/den with French doors offers flexibility for work or additional living space. The pavered driveway leads to a detached, oversized 2 car garage with air conditioning and an insulated garage door. Outdoors, the backyard is a private oasis with brand new vinyl fencing and a generous covered patioperfect for relaxing or entertaining. Ideally located near Dubsdread Golf Course and just minutes from I 4, Winter Park, and College Park shopping, dining, and professional services, this home offers luxury, comfort, and convenience in one exceptional package.