2203 Winding Woods Drive

2203 Winding Woods Drive, Oakville, ON L6H 5T9
2 Days Back Posted
Sell

$2,549,000

Overview

Type:

Detached

Area:

3500-5000 sq ft (Living Area)

Beds:

4 Bedrooms

Baths:

5 Bathrooms

Furnished:

No

Parking:

Attached

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.

Property Units

4 Bedrooms

1 Unit
  • $2,549,000 5 Baths 3500-5000 sq ft (Living Area) Apr 30th 2026

Property Details

  • Property Type: Residential Freehold
  • Property Sub Type: Detached
  • Lease Terms: N/A
  • Parking Spots: 6
  • Short Term: No
  • Furnished: No
  • Year Built: N/A
  • # of Floors: N/A
  • # of units: 1
  • MLS: W13064222

Features

Auto Garage Door Remote
Central Vacuum
None

Nearby Amenities

  • Schools
  • Bus Stations
  • Restaurants
  • Pharmacies
  • Gyms
  • Supermarkets
  • Hospitals
  • Parks
  • Cafes
  • Convenience Stores
  • Gas Stations
  • Laundromats
  • Bars
  • Banks

May lee

Sales Representative At Right At Home Realty

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