2203 WINDING WOODS DRIVE, Oakville
$2,199,000
- 4 Bedrooms
- 5 Bathrooms
- 4,250 Square Feet
Luxury Living set on one of River Oaks' most coveted streets! This residence is completely immersed in nature, with forest and walking paths wrapping the rear and south side, and a ravine beyond, the setting is incredibly private. Offering over 4,200 sq. ft. above grade and 6,000 sq. ft. of total finished living space, the home has been impeccably maintained and thoughtfully upgraded, blending scale, warmth, and timeless character. At its heart is a truly exceptional custom kitchen by BINNS Kitchens of Toronto, a $285K investment designed for those who love to cook and entertain. Anchored by a dramatic 15' island and equipped with Sub-Zero and Wolf appliances, the space is as functional as it is striking. It flows effortlessly into a sun-filled solarium with four skylights and garden doors on both sides, opening to two private decks and creating a seamless indoor-outdoor experience. The main floor offers beautifully proportioned principal rooms, a welcoming family room with wood-burning fireplace, a refined dining space with architectural openings that allow light to move through the home, and a versatile front den perfect as a library or office. Upstairs, four generous bedrooms and three full baths provide comfort for family and guests, along with a separate study tucked behind French doors. The lower level is designed for unforgettable evenings, featuring a classic wood bar with brass rail, a full-size snooker table, gas fireplace, and abundant space to relax, entertain, or unwind-complete with a steam shower bathroom. Surrounded by mature landscaping, enhanced with stonework, lighting, irrigation, and modern conveniences including a Tesla charger, this is a home that offers not just space, but a private lifestyle, inviting, and truly a rare opportunity. (id:58875)
- Listing ID: W13797086
- Property Type: Single Family
Schedule a Tour
Talk to a Home Lifestyle Matchmaker
Use our neighbourhood guide to score the perfect match between your lifestyle and home. When ready to buy, we will put you in touch with a REALTOR® who specializes in Oakville.
This property for sale is located at 2203 WINDING WOODS DRIVE in Oakville. It was last modified on September 17th 2026. Let us connect you with one of our real estate agents to schedule a viewing or to discover other Oakville homes for sale.
Listing provided by RE/MAX ESCARPMENT REALTY INC.
MLS®, REALTOR®, and the associated logos are trademarks of the Canadian Real Estate Association.
This REALTOR.ca listing content is owned and licensed by REALTOR® members of the Canadian Real Estate Association.
Unlock Your Future With RLP® Meadowtowne Realty
Discover the vibrant community of Oakville, and make it your ideal place to call home. If you want to explore the various homes for sale in Oakville, let Meadowtowne connect you with a knowledgeable REALTOR® who specializes in this area. Our team of REALTORS® will guide you through every step of home-buying, ensuring you find the perfect fit for your family and lifestyle.
Are you curious about the Oakville real estate market? For valuable insights into property values that could shape your buying or selling decisions, download our latest market snapshot.
Request More Information
Want more information or schedule a showing? Let us put you in touch with one of our agents who specializes in Oakville.
























































