For sale 50$2,199,000
2203 Winding Woods Drive
River Oaks, Oakville, Ontario L6H5T9
For sale· Added
About this home
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.
Location
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Property details
Listing
- MLS® number
- W13797086
- Added
- Sep 17, 2026 ()
- Updated
- Oct 5, 2026 ()
- Info refreshed
Overview
- Property type
- Single Family
- Building type
- Detached
- Storeys
- 2
- Ownership
- Freehold
Inside
- Bedrooms
- 4
- Bathrooms
- 5
- Half baths
- 2
- Heating
- Forced air, Natural gas, Wood
- Cooling
- Central air conditioning
- Fireplace
- Yes (2)
- Appliances
- Central Vacuum, Garage door opener remote(s)
- Features
- Wooded area, Irregular lot size, Ravine, Backs on greenbelt
Building
- Basement
- Finished
- Exterior
- Brick
- Parking
- Attached Garage, Garage · 6 spaces
Land
- Lot size
- 57.6 x 137.4 ft
- Lot notes
- 69.01 x 137.43 x 57.55 x 154.95
- Zoning
- RL5
Services
- Water
- Municipal water
- Sewer
- Sanitary sewer
Location
- Cross streets
- River Oaks Blvd/Winding Woods
- Nearby
- Community Centre
Running costs
- Annual property tax
- $11,070
Rooms
| Eating area | Main level | 6.68 x 3.03 m |
| Recreational, Games room | Basement | 13.78 x 6.9 m |
| Office | Basement | 6.53 x 3.18 m |
| Utility room | Basement | 7.46 x 3.94 m |
| Kitchen | Main level | 3.89 x 7.89 m |
| Dining room | Main level | 3.65 x 5.89 m |
| Family room | Main level | 6.08 x 4.11 m |
| Living room | Main level | 5.47 x 3.89 m |
| Primary Bedroom | Second level | 8.93 x 6.06 m |
| Bedroom 2 | Second level | 3.95 x 3.66 m |
| Bedroom 3 | Second level | 5.06 x 3.98 m |
| Bedroom 4 | Second level | 4.84 x 3.94 m |
| Den | Second level | 5.51 x 3.66 m |
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