2203 Winding Woods Drive, Oakville, ON L6H 5T9
$2,399,000
$2,399,000

2203 Winding Woods Drive

1015 - RO River Oaks, Oakville, Halton $2,399,000

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4 Beds
5 Baths
3500-5000 sqft
Attached Garage
Parking for 4
East Facing
Zoning: RL5
MLS®#:
W13227366
Property Type:
Detached
Property Style:
2-Storey
Area:
Halton
Community:
1015 - RO River Oaks
Taxes:
$11,070 / 2026
Added:
June 02 2026
Lot Frontage:
57.55
Lot Depth:
137.43
Status:
Active
Outside:
Brick
Year Built:
Basement:
Finished
Brokerage:
RE/MAX ESCARPMENT REALTY INC.
Lot :

137

57

Lot Irregularities:
69.01 x 137.43 x 57.55 x 154.95
Intersection:
River Oaks Blvd/Winding Woods
Rooms:
Bedrooms:
4
Bathrooms:
5
Fireplace:
Utilities
Water:
Municipal
Cooling:
Central Air
Heating Type:
Forced Air
Heating Fuel:
Breakfast 6.68 x 3.03m

Main Level
Kitchen 3.89 x 7.89m

Main Level
Dining Room 3.65 x 5.89m

Main Level
Family Room 6.08 x 4.11m

Main Level
Living Room 5.47 x 3.89m

Main Level
Primary Bedroom 8.93 x 6.06m

Second Level
Bedroom 2 3.95 x 3.66m

Second Level
Bedroom 3 5.06 x 3.98m

Second Level
Bedroom 4 4.84 x 3.94m

Second Level
Den 5.51 x 3.66m

Second Level
Recreation 13.78 x 6.9m

Basement Level
Office 6.53 x 3.18m

Basement Level
Utility Room 7.46 x 3.94m

Basement Level

Listing Details

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' 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.

See Schedule C (In Attachments)

Property Features

Electric Car Charger
Hospital
Park
Golf
Rec./Commun.Centre
Wooded/Treed

Sale/Lease History of 2203 Winding Woods Drive

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Neighborhood Overview

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1015 - RO River Oaks home prices

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