2203 Winding Woods Drive

1015 - RO River Oaks, Oakville, L6H 5T9

$2,199,000

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  • 4 bedrooms
  • 5 bathrooms
  • 6 parking
  • 3500-5000 sq ft

Listed 33 days ago · MLS® W13797086

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.

Details

Type
Detached
Style
2-Storey
Size
3500-5000 sq ft
Lot
57.55 × 137.43 ft
Basement
Finished
Garage
Attached
Kitchens
1
Property tax
$11,070 (2026)
Neighbourhood
1015 - RO River Oaks
Municipality
Oakville
Price per sq ft
~$517 (26% below detached houses in 1015 - RO River Oaks, $696)

Interior

Bedrooms
4 above ground
Bathrooms
1 × 2-piece (main), 1 × 3-piece (second), 1 × 4-piece (second), 1 × 5-piece (second), 1 × 2-piece (basement)
Rooms
9 above ground + 2 below
Family room or den
Yes
Fireplace
Yes
Features
Auto Garage Door Remote, Central Vacuum

Heating, cooling and services

Heating
Forced Air, Gas
Air conditioning
Central Air
Water and sewer
Sewer

Building and exterior

Style
2-Storey
Exterior
Brick
Roof
Asphalt Shingle
Faces
East
Outdoor
Lawn Sprinkler System, Landscape Lighting, Backs On Green Belt, Shed

Parking

Garage spaces
2
Total parking
6
Driveway and parking
Private

Lot

Size
57.55 × 137.43 ft (irregular)

More

Possession
Flexible
Nearby
Electric Car Charger, Golf, Park, Rec./Commun.Centre, Wooded/Treed, Ravine
Cross street
River Oaks Blvd/Winding Woods

Rooms

RoomLevelSizeFeatures
BreakfastMain6.68 × 3.03 m (21'11" × 9'11")
KitchenMain3.89 × 7.89 m (12'9" × 25'11")
Dining RoomMain3.65 × 5.89 m (12' × 19'4")
Family RoomMain6.08 × 4.11 m (19'11" × 13'6")
Living RoomMain5.47 × 3.89 m (17'11" × 12'9")
Primary BedroomSecond8.93 × 6.06 m (29'4" × 19'11")
Bedroom 2Second3.95 × 3.66 m (13' × 12')
Bedroom 3Second5.06 × 3.98 m (16'7" × 13'1")
Bedroom 4Second4.84 × 3.94 m (15'11" × 12'11")
DenSecond5.51 × 3.66 m (18'1" × 12')
RecreationBasement13.78 × 6.9 m (45'3" × 22'8")
OfficeBasement6.53 × 3.18 m (21'5" × 10'5")
Utility RoomBasement7.46 × 3.94 m (24'6" × 12'11")

History of this address

2 earlier listings at this address, with sold and leased prices. Create a free account or sign in to see them.

Location

Location is approximate. See nearby homes on the map

Recent sales nearby

See what similar homes within 1 km sold for in the last year. Create a free account or sign in to see them.

The neighbourhood

Getting around Car-dependent

  • 🚆 Bronte GO5.1 km

Within a 10-minute walk: no grocery stores, 0 cafés and restaurants, 5 parks. Nearest park: Hampstead Road Parkette (500 m).

Schools nearby

Elementary

  • River Oaks Public School
    EQAO: Gr 6 reading 72%, math 48%
    7 min walk
  • Our Lady of Peace Catholic Elementary School Catholic
    EQAO: Gr 6 reading 95%, math 73%
    14 min walk
  • Sunningdale Public School
    EQAO: Gr 6 reading 100%, math 79%
    1.3 km
  • St. Andrew Catholic Elementary School Catholic
    EQAO: Gr 6 reading 94%, math 81%
    1.4 km

Secondary

  • Holy Trinity Catholic Secondary School Catholic
    EQAO: Gr 9 math 69%, literacy test 88%
    16 min walk

EQAO: share of students meeting the provincial standard (2024–25). Ontario average: Gr 6 reading 86%, math 51%; Gr 9 math 55%; literacy test 83%.

Closest schools, not school zones. Check which school serves this address with the school board before relying on it.

Who lives here postal area L6H

Owners / renters
77% / 23%
Median household income
$123,000
Average age
40
Children under 15
18%
Homes
53% detached, 12% high-rise
Commute by transit
7%
Population
72,662

Languages spoken most at home besides English: Mandarin 6.6%, Arabic 2%, Urdu 1.7%, Spanish 1.2%.

Safety

Crime Severity Index for Halton Region (Oakville/Burlington) police: 31 vs 57 for Ontario (2025).

Police-reported figures for the whole police service area, not this street. Rates use the area’s resident population.

Distances are approximate. Places © OpenStreetMap contributors. Neighbourhood figures: Statistics Canada, 2021 Census. School results: EQAO via Ontario Data Catalogue (Open Government Licence – Ontario). Crime Severity Index: Statistics Canada.

Living here

Commute

To Union Station (downtown Toronto): 35 km. Transit times · Driving times

Noise Nothing major nearby

No highway within 500 m, rail line within 300 m, or airport flight path nearby.

Distances from the map, not noise measurements. Visit at rush hour to judge for yourself.

Internet High-speed

50/10 Mbps or faster available here by cable, fibre or DSL (the federal high-speed target).

From the federal broadband map. Check exact speeds and providers for the address.

Roads, rail, airports and planned stations © OpenStreetMap contributors. Internet: Innovation, Science and Economic Development Canada, National Broadband Data.

Listed by RE/MAX ESCARPMENT REALTY INC..

Listing information provided by PropTx Innovations Inc. and TRREB; deemed reliable but not guaranteed accurate by PropTx.

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