Scout N Secure

$2,199,000

Map

2203 Winding Woods Drive

River Oaks, Oakville, Ontario L6H5T9

For sale· Added

4 bed5 bath3,500–5,000 sqft

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.

Location

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Property details

Listing

MLS® number
W13797086
Added
Sep 17, 2026 ()
Updated
Oct 5, 2026 ()
Info refreshed

Overview

Property type
Single Family
Building type
Detached
Storeys
2
Ownership
Freehold

Inside

Bedrooms
4
Bathrooms
5
Half baths
2
Heating
Forced air, Natural gas, Wood
Cooling
Central air conditioning
Fireplace
Yes (2)
Appliances
Central Vacuum, Garage door opener remote(s)
Features
Wooded area, Irregular lot size, Ravine, Backs on greenbelt

Building

Basement
Finished
Exterior
Brick
Parking
Attached Garage, Garage · 6 spaces

Land

Lot size
57.6 x 137.4 ft
Lot notes
69.01 x 137.43 x 57.55 x 154.95
Zoning
RL5

Services

Water
Municipal water
Sewer
Sanitary sewer

Location

Cross streets
River Oaks Blvd/Winding Woods
Nearby
Community Centre

Running costs

Annual property tax
$11,070

Rooms

Eating areaMain level6.68 x 3.03 m
Recreational, Games roomBasement13.78 x 6.9 m
OfficeBasement6.53 x 3.18 m
Utility roomBasement7.46 x 3.94 m
KitchenMain level3.89 x 7.89 m
Dining roomMain level3.65 x 5.89 m
Family roomMain level6.08 x 4.11 m
Living roomMain level5.47 x 3.89 m
Primary BedroomSecond level8.93 x 6.06 m
Bedroom 2Second level3.95 x 3.66 m
Bedroom 3Second level5.06 x 3.98 m
Bedroom 4Second level4.84 x 3.94 m
DenSecond level5.51 x 3.66 m

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$2,199,000
2203 Winding Woods Drive
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