Beautifully updated with a refined, welcoming feel, this two-story home sits on a charming brick lined street in the heart of Winter Park, just minutes from the shops, dining, and parks that make the area so desirable. Natural light fills this home, with 4 bedrooms 4 full baths and a 1st level flex room, highlighting thoughtful, custom details at every turn. The open kitchen is both functional and inviting, centered around an oversized island with a beverage refrigerator, granite countertops, new backsplash, five-burner gas range with double ovens, range hood, pantry, and abundant wood cabinetry. It flows easily into the family room with a gas fireplace and views of the private backyard and expanded patio creating a comfortable everyday living space. A separate dining room with a custom wainscoting accent wall offers a polished yet relaxed setting for gatherings, while the nearby laundry room features butcher block countertops, custom shelving, and excellent storage. The flexible bonus room on the first floor, currently a playroom sits next to a marble-floored full bath and works equally well as an office, gym, or guest space. Upstairs, a cozy landing provides an additional flex area, while the attractive renovated primary bath includes dual sinks, granite counters, a soaking tub, separate walk-in shower, and a spacious walk-in closet. Two additional bedrooms share an updated Jack and Jill bath. Storage is thoughtfully integrated throughout with custom closets and additional space under the stairs, complemented by plantation shutters, crown molding, and substantial baseboards on the main level. The detached guest house adds rare versatility with its own full bath, custom cabinetry, and large walk-in closet, ideal for guests, a private office, or creative studio. A long brick paved driveway provides ample parking and completes the home’s distinctive curb appeal. Zoned for top rated Dommerich Elementary, Maitland Middle and Winter Park High! Schedule your private showing today and experience a home that stands apart from the ordinary. You will love living here!