Nestled in the heart of prestigious Southeast Oakville, 166 Maple Grove Drive presents a rare opportunity to own a classic Cape Cod residence on a private, mature 1/3-acre lot. Proudly owned by the same family since its original build, this cherished home exudes timeless character and refined charm. The property showcases an impressive 112 x 128-foot lot, surrounded by lush landscaping and enhanced by landscape lighting that creates a warm evening ambiance. The backyard oasis features a sparkling in-ground pool, multi-level deck and stone patio, and a dedicated pool shed???perfect for summer entertaining or quiet relaxation in complete privacy. Inside, this spacious family home offers over 5300 square feet of living space, with five bedrooms and five bathrooms, including a thoughtfully finished lower level for additional living and recreation space. The expansive bedroom suite over the double-car garage, complete with a separate staircase, offers flexibility for an in-law, nanny, or private guest suite. With elegant principal rooms, a bright kitchen overlooking the gardens, and classic architectural details throughout, this residence combines the grace of traditional design with the comfort and functionality demanded by today???s lifestyle. Perfectly situated among Oakville???s most distinguished addresses???minutes from top-rated schools, the lakefront, and downtown Oakville this property delivers both prestige and peaceful family living.