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Single Family Detached · Listed 14 days ago

2203 Winding Woods Oakville,ON L6H 5T9

Oakville, ON, Canada

4 Beds5 Baths5,000–5,000 sqft2005 Built

List price

$2,199,000

Why This Property?

Set on a private ravine-backed lot in River Oaks, this 4-bed, 5-bath detached home offers over 4,200 sq. ft. above grade and about 6,000 sq. ft. finished. Highlights include a custom BINNS kitchen with a 15' island, Sub-Zero/Wolf appliances, a solarium with four skylights, and fireplaces for everyday comfort.

Facts & Features

Highlights

  • fireplace

Bedrooms & bathrooms

  • Bedrooms: 4
  • Bathrooms: 5
  • Full: 5
  • Half: 0

Living Area

  • 5,000–5,000 sqft

Stories

Lot size

  • 0.078 acres

Year built

  • 2005

Property type

  • Single Family Detached

Standard status

  • Active

Cooling

Heating

View

    Utilities

      Water / Sewer

      About This Property

      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.

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      More Listings

      Listing Broker

      RE/MAX ESCARPMENT REALTY INC.

      MLS® TRREB · Listing #W13797086

      Frequently Asked Questions

      Everything you need to know about valuing and buying with RealOrca.

      Which River Oaks schools are commonly associated with this area?
      River Oaks is commonly linked to White Oaks Secondary School, Post’s Corners Public School, and Sunningdale Public School.
      What nearby community amenity is noted for River Oaks residents?
      The River Oaks Community Centre is a key local amenity, and the neighbourhood also has access to the Sixteen Mile Creek trail system.
      What is the typical buying process for a detached home in Oakville?
      In Oakville, buying a detached home usually follows the standard Ontario process: get pre-approved financing, work with a realtor to shortlist properties and review comparable sales, arrange viewings and inspections, submit an offer (often including conditions as applicable), and complete legal due diligence with your lawyer/notary. Because many homes are in mature neighbourhoods, it’s also common to pay extra attention to lot size, servicing (water/sewer), roof/HVAC age, and general maintenance history.
      Which Oakville neighbourhood areas are popular for families, and what should I consider?
      Detached homes in Oakville are commonly chosen by families for established streets, larger lots, and access to schools, parks, and everyday amenities. When comparing neighbourhoods, consider proximity to major roads for commuting, nearby parkland/trails (especially around waterfront and municipal park systems), the character of the area (older versus newer pockets), and how convenient local services are for daily routines like groceries, recreation, and schools.
      How is transit and commuting in Oakville, especially if I work around Toronto?
      Oakville benefits from both local bus service and regional rail along the Lakeshore West corridor. The Oakville GO Station area in Midtown is a key access point for commuters, and ongoing service improvements support more frequent connections. If you commute to Toronto, look at travel times during your typical departure windows and verify transfer options through local transit connections for the most reliable door-to-door route.
      What outdoor amenities and lifestyle features are common in Oakville detached-home areas?
      Many detached neighbourhoods offer a strong “everyday outdoors” lifestyle—large municipal parkland, trails, and family-friendly recreation. Oakville is also known for waterfront access to Lake Ontario, including popular public spaces like Coronation Park. As you tour, check for walkability to parks, proximity to trails, and whether the area supports cycling and weekend activities for families.