$2,199,000
2203 Winding Woods Dr
Oakville, ON L6H 5T9
2203 Winding Woods Dr, Oakville — Listed at $2,199,000. 4 bedroom, 5 bathroom 2-Storey Detached. MLS® W13797086.
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Description
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.
Property Details
Property Insights
Listing Courtesy of: RE/MAX ESCARPMENT REALTY INC.
MLS® #W13797086


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HouseIndex Take: 2203 Winding Woods Drive
This detached (2-Storey) is located in the 1015 - RO River Oaks neighbourhood of Oakville.
The home offers 4 bedrooms, 5 bathrooms.
Features include a finished basement, 6 parking spaces including a 2-car garage, a fireplace.
Additional details: lot dimensions of 57.55 × 137.43 feet.
Listed at $2,199,000 CAD with annual property taxes of $11,070 (2026).
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About Oakville Real Estate
This Detached is located in the 1015 - RO River Oaks community in Oakville. Oakville is an affluent lakefront town in Halton Region known for heritage estates in Old Oakville, a thriving downtown core along Lakeshore Road, and excellent schools. The QEW provides quick access to Toronto and Hamilton, while the Oakville GO station offers 30-minute service to Union. It consistently ranks among Canada's best places to live. Detached homes in Oakville are in high demand among families seeking space, privacy, and long-term equity growth.

















































