For Sale New MLS® W13797086

2203 Winding Woods Drive

1015 - RO River Oaks · Oakville · ON · L6H 5T9

On market 2 days

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4 Beds
5 Baths
3,500–5,000 Sqft
6 Parking
Detached Type

About this property

Finished basement

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.

Key facts

Type Detached · 2-Storey
Size 3,500–5,000 sqft
Lot 57.6 ft frontage
Taxes $11,070/yr
Basement Finished
Total parking 6
Neighbourhood 1015 - RO River Oaks
Property details
Property type Detached
Style 2-Storey
Rooms & baths
Bedrooms above / below 4
Building & utilities
Basement Finished
Parking
Total 6
Lot
Width / Depth 57.6 ft
Financial
Taxes $11,070/yr

Mortgage calculator

$10,274/moMonthly payment
$1,759,200Mortgage amount
$1,322,958Total interest
$3,521,958Total cost

Location

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Market Overview

Oakville

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MLS® W13797086 Brokerage RE/MAX ESCARPMENT REALTY INC. Listed Sep 17, 2026 Updated Sep 17, 2026

Listing data provided by the Toronto Regional Real Estate Board (TRREB).

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The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.

Last updated: September 19, 2026.

$2,199,000 4 bd · 5 ba
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