A truly unique opportunity in the Maitland / Winter Park area, the Maitland Club community features a 24/7 guard gated entrance for this executive home! This 4 BR, 3.5 BA home has all the features of a dream home, including a downstairs guest/in law suite with private entry, a large front den for a home office, and a versatile bonus room ideal for a second office, gym, wine room, or hobby space. The renovated chefs kitchen boasts wood cabinetry, granite counters, stainless steel appliances, an above range pot filler, island seating, and a 6' x 6' walk in pantry with custom shelving. Elegant finishes include wood floors throughout, plantation shutters, crown molding, and upgraded millwork. The family room features a cozy fireplace and offers beautiful views of the pool and mature backyard landscaping. The large primary suite showcases a seating area, custom walk in closet, and remodeled bath with double vanities, beautiful tile work, new cabinetry, and even a window seat. The guest bedrooms on the second floor are generously sized with an updated Jack and Jill bath and custom storage solutions built into the closets. Enjoy a private backyard retreat with a resurfaced and heated pool featuring custom lighting, decorative tile, and a relaxing water feature, plus a covered patio and no rear neighbors. Upgrades are countless in this loved home, including ceiling storage and tool cabinets in the oversized 3 car garage, a new roof (2023), replumbed (2022), HVAC replacement (2022), new wood floors, custom closet built ins, and even fresh paint. Community amenities include tennis, basketball, playground, and proximity to Orangewood PreK 12th grade School with quick access to Winter Park, I 4 Express, and all of Central Florida! Don't miss your chance to claim this dream custom home as your own!