2203 WINDING WOODS DRIVE Oakville

2203 WINDING WOODS DRIVE, Oakville, Ontario

$2,399,000

  • 4 Beds
  • 5 Bath
Set on one of River Oaks' most coveted streets, known for its estate-sized lots and executive homes, this is a rare opportunity to own a residence that feels completely immersed in nature. With forest and walking paths wrapping the rear and south side, and a ravine beyond, the setting is incredibly private-something almost unheard of in Oakville. Offering over 4,200 sq. ft. above grade and 6,000 sq. ft. of 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 lifestyle-private, inviting, and truly rare. (id:50004)
  • Listing ID: W13227366
  • Property Type: Single Family

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Sat, Jun 6th from 2:00 PM to 4:00 PM
Sun, Jun 7th from 2:00 PM to 4:00 PM

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Rooms

LevelTypeDimensions
Second LevelPrimary Bedroom8.93 m x 6.06 m
Second LevelBedroom 23.95 m x 3.66 m
Second LevelBedroom 35.06 m x 3.98 m
Second LevelBedroom 44.84 m x 3.94 m
Second LevelDen5.51 m x 3.66 m
BasementRecreational, Games Room13.78 m x 6.9 m
BasementOffice6.53 m x 3.18 m
BasementUtility Room7.46 m x 3.94 m
Main LevelEating Area6.68 m x 3.03 m
Main LevelKitchen3.89 m x 7.89 m
Main LevelDining Room3.65 m x 5.89 m
Main LevelFamily Room6.08 m x 4.11 m
Main LevelLiving Room5.47 m x 3.89 m

Details

  • Amenities Nearby: Hospital, Park, Golf Nearby
  • Community Features: Community Centre
  • Equipment: Water Heater
  • Features: Wooded area, Irregular lot size
  • Ownership: Freehold
  • Parking Spaces: 6
  • Rental Equipment: Water Heater
  • Structure: Shed
  • Transaction: For sale
  • Zoning Description: RL5

Building

  • Appliances: Garage door opener remote(s), Central Vacuum
  • BasementType: N/A (Finished)
  • Basement Development: Finished
  • Bedrooms Main Level: 4
  • Construction Style Attachment: Detached
  • Cooling: Central air conditioning
  • Exterior Finish: Brick
  • Fireplace Present: True
  • Fireplace Total: 2
  • Foundation: Unknown
  • Bathrooms (Half): 2
  • Bathrooms (Total): 5
  • Heating: Forced air
  • Heating Fuel: Natural gas, Wood
  • Size Interior: 3500 - 5000 sqft
  • Stories Total: 2
  • Type: House
  • Utility Water: Municipal water

Land

  • Amenities: Hospital, Park, Golf Nearby
  • Landscape Features: Lawn sprinkler
  • Sewer: Sanitary sewer
  • Size Frontage: 57 ft ,7 in
  • Size Irregular: 57.6 x 137.4 FT ; 69.01 x 137.43 x 57.55 x 154.95

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    This property for sale is located at 2203 WINDING WOODS DRIVE in Oakville. It was last modified on June 2nd 2026.
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