138 DIANNE Avenue, Oakville

For sale · $5,590,000

5 beds · 7 baths · Detached · 5000 + sq ft

Photo of 138 DIANNE Avenue

About this home

This exceptional estate exemplifies timeless European elegance and modern sophistication in a most coveted prestigious enclave of S.E Oakville within walking distance to the lake and downtown. Designed by Bill Hicks, this custom home offers approximately 9,200 sqft premium living space across all levels or 5896sf above grade. Built to the owner's highest standards, this masterpiece features an elevator, full power generator, and a 3-car heated garage with heated driveway. The main level showcases herringbone walnut floors,10ft soaring ceilings, and elegant large principal rooms with a hand-carved marble fireplace mantel, a 600+sqft great room could be used as a ballroom for larger entertaining. The chef-inspired kitchen boasts top-of-the-line Wolf/Subzero/Miele appliances, custom cabinetry, and an expansive center island. The primary suite is a private retreat with a luxurious 6-piece ensuite under an artistic glass dome skylight, opulent dressing room, and walk-out terrace. The finished lower level offers a recreation room, theatre, second kitchen, and a nanny suite-ideal for extended family. Enjoy outdoor living on the stone patio and covered porch with gas fireplace, surrounded by professionally landscaped grounds. State-of-the-art mechanicals include radiant heating in the garage, basement, and driveway.

Listing details

  • MLS® number: W13813284
  • Listed on September 22, 2026
  • 47 photos

Listing brokerage: Re/Max Hallmark Realty Ltd.

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MLS® listing data by PropTx under licence from TRREB, deemed reliable but not guaranteed accurate by PropTx. Operated by HighPoint Homes Realty, Brokerage.