2203 WINDING WOODS DRIVE, Oakville (RO River Oaks)

$2,199,000

For sale: Detached

Detached at 2203 WINDING WOODS DRIVE, Oakville (RO River Oaks)
Property type
Detached
Bedrooms / bathrooms
4 bedrooms, 5 bathrooms
Living area
5,000 sqft
MLS®
MLS® W13797086
Neighbourhood
1015 - RO River Oaks

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.

Sold data

Homes in Ro River Oaks — recent sold market

Homes in Ro River Oaks took a median of 22 days to sell over the last 90 days, with the quickest quarter selling within 13 days and the slowest quarter taking more than 38, across 67 recorded sales.

That clock counts only the listing each home finally sold on. Measured from the first time these properties came to market, including any earlier listings that were withdrawn and re-entered, the median is 42 days.

The median sale price was $957,997.

Homes sold for about 2.8% below asking on average, so there was room to negotiate.

About 12% of sales closed above the list price.

Around 21% of sellers reduced their price before finding a buyer.

Median days to sell
22
Median sale price
$957,997
Sale-to-list ratio
97.2%
Sold above asking
12%

Based on 67 recorded sales in the last 90 days — a small sample, so treat these figures as indicative. Aggregate statistics only; individual sale prices are not shown.

Schools

Schools in Oakville (RO River Oaks)

Oakville (RO River Oaks) has 56 Fraser Institute–rated schools (45 elementary and 11 secondary), averaging 7.8/10.

Rated schools
56
Elementary
45
Secondary
11
Average rating
7.8 / 10

Top-rated schools in Oakville (RO River Oaks)

  • Alfajrul Bassem — elementary, OakvilleFraser rating 10.0/10
  • Forest Trail — elementary, OakvilleFraser rating 10.0/10
  • Pilgrim Wood — elementary, OakvilleFraser rating 9.7/10
  • E J James — elementary, OakvilleFraser rating 9.6/10
  • New Central — elementary, OakvilleFraser rating 9.6/10
  • du Chêne — elementary, OakvilleFraser rating 9.4/10

School ratings from the Fraser Institute's Ontario school report cards.

Currently for sale

Homes for sale near 2203 WINDING WOODS DRIVE