2203 Winding Woods Drive Oakville, Ontario L6H 5T9
$2,549,000
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. (id:56248)
Open House
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Property Details
| MLS® Number | W13064222 |
| Property Type | Single Family |
| Community Name | 1015 - RO River Oaks |
| Amenities Near By | Hospital, Park, Golf Nearby |
| Community Features | Community Centre |
| Equipment Type | Water Heater |
| Features | Wooded Area |
| Parking Space Total | 6 |
| Rental Equipment Type | Water Heater |
| Structure | Shed |
Building
| Bathroom Total | 5 |
| Bedrooms Above Ground | 4 |
| Bedrooms Total | 4 |
| Appliances | Garage Door Opener Remote(s), Central Vacuum |
| Basement Development | Finished |
| Basement Type | N/a (finished) |
| Construction Style Attachment | Detached |
| Cooling Type | Central Air Conditioning |
| Exterior Finish | Brick |
| Fireplace Present | Yes |
| Fireplace Total | 2 |
| Foundation Type | Unknown |
| Half Bath Total | 2 |
| Heating Fuel | Natural Gas, Wood |
| Heating Type | Forced Air, Not Known |
| Stories Total | 2 |
| Size Interior | 3,500 - 5,000 Sqft |
| Type | House |
| Utility Water | Municipal Water |
Parking
| Attached Garage | |
| Garage |
Land
| Acreage | No |
| Land Amenities | Hospital, Park, Golf Nearby |
| Landscape Features | Lawn Sprinkler |
| Sewer | Sanitary Sewer |
| Size Depth | 137 Ft ,2 In |
| Size Frontage | 57 Ft ,6 In |
| Size Irregular | 57.5 X 137.2 Ft |
| Size Total Text | 57.5 X 137.2 Ft |
| Zoning Description | Rl5 |
Rooms
| Level | Type | Length | Width | Dimensions |
|---|---|---|---|---|
| Second Level | Primary Bedroom | 8.93 m | 6.06 m | 8.93 m x 6.06 m |
| Second Level | Bedroom 2 | 3.95 m | 3.66 m | 3.95 m x 3.66 m |
| Second Level | Bedroom 3 | 5.06 m | 3.98 m | 5.06 m x 3.98 m |
| Second Level | Bedroom 4 | 4.84 m | 3.94 m | 4.84 m x 3.94 m |
| Second Level | Den | 5.51 m | 3.66 m | 5.51 m x 3.66 m |
| Basement | Recreational, Games Room | 13.78 m | 6.9 m | 13.78 m x 6.9 m |
| Basement | Office | 6.53 m | 3.18 m | 6.53 m x 3.18 m |
| Basement | Utility Room | 7.46 m | 3.94 m | 7.46 m x 3.94 m |
| Main Level | Eating Area | 6.68 m | 3.03 m | 6.68 m x 3.03 m |
| Main Level | Kitchen | 3.89 m | 7.89 m | 3.89 m x 7.89 m |
| Main Level | Dining Room | 3.65 m | 5.89 m | 3.65 m x 5.89 m |
| Main Level | Family Room | 6.08 m | 4.11 m | 6.08 m x 4.11 m |
| Main Level | Living Room | 5.47 m | 3.89 m | 5.47 m x 3.89 m |
Interested?
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May 01 2026 02:48:24
Toronto Regional Real Estate Board
RE/MAX Escarpment Realty Inc.