Step into the epitome of luxury living at 177 Gloucester Avenue, a truly exceptional property that redefines affluence & comfort on an expansive 0.581-acre lot. This residence, located in the cherished neighbourhood of Old Oakville, offers not only a prestigious address but also the convenience of being within walking distance to Downtown, the Community Centre, and the lake. Boasting a grand 6,800 square feet of living space, this home's thoughtful design includes a main floor office w/ custom built-in bookshelves & coffered ceiling. The heart of the house is undoubtedly the chef's dream kitchen, featuring two spacious islands & a stunning backsplash. The adjacent breakfast area opens onto a back deck, extending the living space to the outdoors. The dining room & the family room, both adorned w/ coffered ceilings & gas fireplaces, exude warmth & provide perfect settings for gatherings. The 5 bedrooms on the upper level, including the primary retreat, showcase spacious layouts, walk-in closets, & luxurious ensuites ensuring privacy & indulgence for every resident. The upper-level laundry room adds convenience to the daily routine. The outdoor oasis is nothing short of spectacular, offering boundless entertaining possibilities. A spacious deck, stone patios, a hot tub, an outdoor cabana, a saltwater pool, a basketball court & a firepit area all create a haven for summer enjoyment. The lower level extends the versatility of the home, featuring a recreation rm w/ a wood-burning fireplace, a guest bedrm, a 3-piece bathrm, a theater with a raised platform & a wine cellar. A major 2018 renovation elevated this residence, incorporating a two-level addition/ redesign, full exterior updates, another full bathrm w/ sauna, a new walk-up from the lower level to the garden & a magnificent mudroom. The 3 car garage was extended. This is more than just a home; it's a rare blend of location, functionality & outdoor enjoyment, making it the pinnacle of upscale living.