Welcome to 2013 Deramore Drive, a cherished address offered on the market for the very first time after being lovingly held by the same owner for over 60 years. Nestled on a quiet, tree-lined street surrounded by many prestigious, newer custom-built homes, this property presents an extraordinary opportunity to move in, renovate, or design your ultimate dream residence in one of Southeast Oakville's most desirable enclaves. The existing 3-bedroom, 2-bathroom bungalow features 1,050 sq. ft. on the main level and approx. 2,100 sq. ft. of total living space including the finished lower level. With an attached single-car garage and solid structural bones, the home provides comfortable living or steady holding income while planning future possibilities. The crown jewel is the expansive, private property: a 65-foot frontage that fans out to an impressive 100 feet across the rear boundary, totaling approximately 9,000 sq. ft. The generous rear width creates an exceptional canvas for renovators and custom home builders to craft a bespoke architectural masterpiece with ample room for an inground pool, covered patio, and lush outdoor entertaining zone. The location is second to none, falling within the boundaries of the prestigious Oakville Trafalgar High School (OTHS) catchment alongside top-ranked elementary and private schools. Enjoy being moments from the historic charm of downtown Oakville's boutique shops and fine dining, picturesque lakefront parks, trails, and Lake Ontario. Commuters will appreciate effortless access to the Oakville GO Station, QEW, and Highway 403.Whether you are looking to plant roots in an iconic neighbourhood, reimagine the existing home, or build new among high-end custom estates, the potential here is truly limitless.