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About the Listing 184016 -
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 ft 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.
Listing Highlights
Status
Active
Days on Site
32
Property Type
Residential
MLS ®
W13064222
Year Built
Total Square Footage
3,500
Lot/Acreage
N/A
Interior Details
- Bedrooms: 4
- Bathrooms: 5 Full
- Appliances:
- Air Cond: Central Air
- Heating: Gas
- Fireplaces:
- Floor:
- Above Ground Sq Ft:
- Below Ground Sq Ft: n/a
- Basement: Finished
- Other: Auto Garage Door Remote,Central Vacuum
- Water:
Exterior Details
- Garage Capacity: 2 car
- Roof: Asphalt Shingle
- Others: Lawn Sprinkler System,Landscape Lighting,Electric Car Charger,Hospital,Park,Golf,Rec./Commun.Centre,Wooded/Treed
- Sewer: Sewer
- Parking Features: Attached,Has Garage
Financial Details
- Tax Amount: $10,858
- Taxes w/Assessments: N/A
- Tax/Property ID: 250640043
- Tax Year: 2025
Payment Calculator
Monthly Payment
- in Principal and Interest
- in Taxes
Years
% Down Payment
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Questions About..
2203 Winding Woods Dr Oakville, ON L6H 5T9
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