2203 Winding Woods Drive, Oakville, ON

$2,199,000

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4

Beds

5

Baths

3,500

Square feet

About 2203 Winding Woods Drive

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.

Features of 2203 Winding Woods Drive

MLS® # W13797086
Price $2,199,000
Bedrooms 4
Bathrooms 5.00
Square Footage 3,500
Type Residential
Style 2-Storey
Status Active

Community Information

Address 2203 Winding Woods Drive
Area Halton
Subdivision 1015 - RO River Oaks
City Oakville
Province ON
Postal Code L6H 5T9

Amenities

Parking Spaces 4
# of Garages 2.00
Garages Attached
Is Waterfront No
Pool None

Interior

Heating Forced Air
Cooling Central Air
Fireplace Yes
Basement Finished

Exterior

Exterior Brick

Additional Information

Date Last Updated September 19th, 2026

Listing Details

OfficeRE/MAX ESCARPMENT REALTY INC.

Listing Map

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