Situated on a quiet street just steps from Westboro, 592 Brierwood Avenue offers exceptional space, privacy, and lifestyle on a rare corner lot with only one direct neighbour. The fully fenced backyard is a true retreat, with mature trees along the rear fence providing a lot of privacy. A newly completed (2024) pool, stone landscaping, decking, and pool hut-designed for both entertaining and everyday enjoyment make the back yard an oasis. Inside, the home is bright and expansive, with high ceilings and large windows throughout. The upper level captures beautiful treetop views, while a private balcony off the office adds a unique outdoor workspace. Two dedicated offices- one featuring custom built-ins and one surrounded by glass- provide ideal flexibility for remote work. All principal rooms and bedrooms are generously sized. All bathrooms have radiant heated tile flooring. This home provides ample storage; a walk-in pantry, custom built-ins in the dining room and primary bedroom, and a double garage. The finished lower level has exceptional ceiling height, offers space for a gym, additional bedroom, recreation area, and includes a bathroom rough-in. Multiple outdoor access points, including French doors from the family room and a walkout from the kitchen, lead to a spacious deck with defined areas for dining, lounging, and entertaining. An inviting yet sophisticated front porch serves as a distinguished introduction to the home, blending unique design elements with exceptional curb appeal. Additional features include a spectacular wine room, second-floor laundry, new furnace (2025), and hot water tank (2022). Located just minutes from top schools, Dovercourt, Altea, and all that Westboro has to offer, this is a unique home that seamlessly blends comfort, function, and location.