Map
CAONOakville2203 Winding Woods Drive
Listing image | Image 1
Link Copied

2203 Winding Woods Drive, Oakville, ON

House

For Sale

Listed price in listed location currency (CAD).
$2,549,000

454

MLS® W13064222

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size -
Garage Attached
Taxes $10,858
Days Active 0
Lot Size 
Approx. Age 
MLS® Number W13064222

Property Address: 2203 Winding Woods Drive, Oakville, ON, L6H5T9

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® NumberW13064222
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageAttached
Approx. Age
BasementFinished
DrivewayGarage Type:Attached
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 3:Second Floor13.06 × 16.6 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Apr 30, 2026List Date
$2,549,000List Price

Home Estimate Zoopraisal®

This property is estimated to sell between: $1,552,000 and $3,048,000.
Similar properties in this area sold on average for: $1,552,487
Expected to sell in 27 days. Similar properties sold in 27 days. This home has been on Zoocasa for 0 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

Powered by Zoocasa
  • Commute

Commute

Starting Address
Destination Address
2203 Winding Woods Drive, Oakville, ON

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment
Loading...

Similar Listings

Comparable Properties

Company

Stay Connected

1-844-683-4663

[email protected]

800 - 1070 Douglas Street, Victoria, BC, V8W2C4

Download Our App

Apple StoreGoogle Play Store
US Real Estate ListingsCanada Real Estate Listings

Owned by

eXp Realty

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

Owned by

eXp Realty

© 2026 eXp Realty. eXp World Holdings, Inc. All Rights Reserved

Zoocasa Logo
A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.
A group of people at an event are laughing and cheering, with one man enthusiastically greeting a seated couple in the front row.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.

eXp Realty holds real estate brokerage licenses in multiple states. Zoocasa (Canada), Inc. holds real estate brokerage licenses in multiple provinces. For information on licenses please contact us at [email protected]

For listings in Canada, the trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

MLS® Compliance Statements
Tony King – Designated Managing Broker, Broker Operations – TX. Texas Real Estate Commission information about brokerage services
Texas Real Estate Commission Consumer Protection Notice

eXp Realty® is committed to adhering to the guidelines of The New York State Fair Housing Regulations. To view The Fair Housing Notice - Please Click Here. Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H. To View - Please Click Here.

eXp Realty of California, Inc. | CA DRE# 01878277 | Deborah Penny – Designated Broker
eXp Realty of Southern California, Inc. | CA DRE# 02187306 | Gina Saad – Designated Broker
eXp Realty of Greater Los Angeles, Inc. | CA DRE# 02188471 | Anita Cruz – Designated Broker
eXp Realty of Northern California, Inc. | CA DRE# 01951343 | Ryan Rosas Penny – Designated Broker
Fair Housing and Reasonable Accommodations
DMCA Notice