Perfectly nestled in the family-friendly River Oaks community, this beautifully updated & meticulously maintained 5 bedroom home sits on a picturesque ravine lot backing onto Oakridge Park. Upon entry, you immediately feel a serene sense of home and comfort with over 5,000 sqft of living space. Elegant hardwood flooring, crown moulding, california shutters & pot lighting can be found throughout. The heart of the home is a chefs kitchen, thoughtfully crafted w/stainless appliances, exquisite custom cabinetry, quartz countertops, tile backsplash, large island & breakfast area. The main floor includes an office ideal for working from home & spacious family room w/cozy gas fireplace for relaxed gatherings. For more formal occasions, the living & dining room provide the perfect setting to entertain. On the spacious upper level, you will find 5 generously sized bedrooms, 2 w/ensuites & w/i closets. The tranquil primary includes a w/i closet & spa-like 4pc ensuite w/soaker tub, glass enclosed walk-in rain shower & water closet. The 2nd bedroom features a w/i closet & 3pc ensuite bath. 3 additional bedrooms can be found on this level each w/spacious closets. The upper level provides both space & privacy between bedrooms & is ideal for comfortable family living. Once you reach the lower level, an abundance of recreation space awaits. Entertain & enjoy time w/friends at the wet bar that includes a bar sink & beverage cooler. A 6th bedroom with w/i closet can be found here. Enjoy additional living areas w/exercise room, 3pc bath, & storage rooms. The fully finished basement includes a separate entrance w/potential for an independent suite. Enjoy summers at home in your beautifully landscaped backyard w/an inground pool perfect for those hot summer days. The sunny backyard backs onto a ravine & is fully fenced making it a safe place for the kids to play. Located nearby Oakvilles top schools, trails, parks, & amenities this home presents the perfect opportunity for your family.
For sale
C$2,199,000
2207 Winding Woods Dr, Oakville, ON L6H 5T9
6beds
5baths
Single Family Residence
Built in ----
7,703.84 Square Feet Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
Ravine lotBacking onto oakridge parkHardwood flooringCrown mouldingCalifornia shuttersStainless appliancesExquisite custom cabinetry
- 2 days
- on Zillow |
- 25 |
- 0 |
Zillow last checked: 7 hours ago
Listing updated: August 07, 2025 at 09:26am
Listed by:
SOTHEBY'S INTERNATIONAL REALTY CANADA
Source: TRREB,MLS®#: W12328547
Originating MLS®#: Toronto Regional Real Estate Board

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
Primary bedroom
- Level: Second
- Dimensions: 6.99 x 4.01
Bedroom
- Level: Basement
- Dimensions: 3.96 x 3.35
Bedroom 2
- Level: Second
- Dimensions: 5.23 x 3.48
Bedroom 3
- Level: Second
- Dimensions: 4.98 x 3.48
Bedroom 4
- Level: Second
- Dimensions: 4.95 x 3.76
Bedroom 5
- Level: Second
- Dimensions: 3.63 x 3.63
Breakfast
- Level: Main
- Dimensions: 4.19 x 3.25
Dining room
- Level: Main
- Dimensions: 4.27 x 3.43
Exercise room
- Level: Basement
- Dimensions: 5.31 x 3.02
Family room
- Level: Main
- Dimensions: 5.23 x 3.84
Foyer
- Level: Main
- Dimensions: 4.72 x 3.33
Game room
- Level: Basement
- Dimensions: 5.03 x 3.18
Kitchen
- Level: Main
- Dimensions: 4.11 x 3.91
Laundry
- Level: Main
- Dimensions: 3.48 x 1.88
Living room
- Level: Main
- Dimensions: 6.63 x 3.43
Office
- Level: Main
- Dimensions: 3.84 x 3.02
Recreation
- Level: Basement
- Dimensions: 3.81 x 1.78
Recreation
- Level: Basement
- Dimensions: 7.67 x 3.36
Heating
- Forced Air, Gas
Cooling
- Central Air
Appliances
- Included: Bar Fridge
Features
- Central Vacuum, In-Law Capability, Storage
- Basement: Separate Entrance,Finished
- Has fireplace: Yes
- Fireplace features: Natural Gas
Interior area
- Living area range: 3000-3500 null
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Private, Garage Door Opener
- Has garage: Yes
Features
- Stories: 2
- Exterior features: Landscaped, Lighting, Recreational Area, Seasonal Living
- Has private pool: Yes
- Pool features: In Ground, Outdoor Pool
- Has view: Yes
- View description: Forest, Trees/Woods, Park/Greenbelt
Lot
- Size: 7,703.84 Square Feet
- Features: Fenced Yard, Park, Place Of Worship, Ravine, School, Wooded/Treed
- Topography: Flat
Details
- Additional structures: Garden Shed
- Parcel number: 250640042
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete Block
- Roof: Asphalt Rolled
Utilities & green energy
- Sewer: Sewer
Community & HOA
Location
- Region: Oakville
Financial & listing details
- Annual tax amount: C$10,299
- Date on market: 8/6/2025
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