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2203 Winding Woods Drive
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For Sale
2203 Winding Woods Drive
1015 - RO River Oaks, Oakville L6H5T9
$2,549,000
MLS® W13064222
Bedrooms
4
Bathrooms
5
Parking
6
Interior
3500 - 5000 sqft
Lot size
57 ft ,7 in×137 ft ,4 in ft
Type
Single Family
Detached
About this property
Set on one of River Oaks' most coveted streets, known for its estate-sized lots and executive homes, this is a rare opportunity to own a residence that feels completely immersed in nature. With forest and walking paths wrapping the rear and south side, and a ravine beyond, the setting is incredibly private-something almost unheard of in Oakville. Offering over 4,200 sq. ft. above grade and 6,000 sq. ft. of 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 ft 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 lifestyle-private, inviting, and truly rare.
Features & highlights
Wooded area
Irregular lot size
Hospital
Park
Golf Nearby
Community Centre
Property details
Basement Finished, N/A (Finished)
Heating Forced air, Natural gas, Wood
Cooling Central air conditioning
Exterior Brick
Lot dimensions 57 ft ,7 in × 137 ft ,4 in ft
Parking 6
Sewer Sanitary sewer
Water Municipal water
Ownership Freehold
Listed Apr 30, 2026
Days on market 29 days
Listing brokerage Re/max Escarpment Realty Inc.
MLS® W13064222
$2,549,000
2203 Winding Woods Drive
1015 - RO River Oaks, Oakville
MLS® W13064222 · For Sale
MC
Melissa Cescon
Re/max Escarpment Realty Inc.
Open house
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$2,549,000
2203 Winding Woods Drive
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2203 Winding Woods Drive
$2,549,000 · 1015 - RO River Oaks, Oakville
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