2203 Winding Woods Dr

River Oaks, Oakville, Ontario L6H 5T9

For Sale · MLS® W13797086 · TRREB MLS®
4
Beds
5
Baths
3500-5000
Sqft
2
Parking
Detached
Type

Description

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.

01 / Property recordListing details

Key Facts

MLS® #
W13797086
Board
TRREB MLS®
Days on market
Tax
$11,070
Size
3500-5000 sqft
Lot
57.55 × 137.43 Feet
Parking
2 Attached, 6 Parking

Listing History

Listing activity for 2203 Winding Woods Dr, Oakville, Ontario

Date StartDate EndList PricePriceEventListing ID
N/AN/A$2,199,000N/AFor SaleW13797086

Property Details

Property

Property Type
Detached
Style
2-Storey
Community
River Oaks
Municipality
Oakville

Inside

Bedrooms
4
Bathrooms
5
Bathroom Detail
1, 2pc, Main
Bathroom Detail
1, 3pc, 2nd
Bathroom Detail
1, 4pc, 2nd
Bathroom Detail
1, 5pc, 2nd
Bathroom Detail
1, 2pc, Bsmt
Basement Type
Finished
Kitchens
1

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Building

Size
3500-5000 sqft
Construction
Brick

Parking

Driveway
Private
Garage Type
Attached
Garage
2
Add. Parking
4
Total Parking
6

Land

Sewer
Sewers
Lot Size
57.55 × 137.43 Feet
Lot Size Code
Feet

Additional

Foundation
Unknown
Roof
Asphalt Shingle
Fireplace
Y
Pool
None
Den
Y
Family room
Y
Extras
See Schedule C

Rooms (13)

Breakfast (3.03 × 6.68)

Level: Main

Kitchen (7.89 × 3.89)

Level: Main

Dining (5.89 × 3.65)

Level: Main

Family (4.11 × 6.08)

Level: Main

Living (3.89 × 5.47)

Level: Main

Primary (6.06 × 8.93)

Level: 2nd

2nd Br (3.66 × 3.95)

Level: 2nd

3rd Br (3.98 × 5.06)

Level: 2nd

4th Br (3.94 × 4.84)

Level: 2nd

Den (3.66 × 5.51)

Level: 2nd

Rec (6.9 × 13.78)

Level: Bsmt

Office (3.18 × 6.53)

Level: Bsmt

Utility (3.94 × 7.46)

Level: Bsmt

Location

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

13 records read 6 on record nearby 7 checked, none on recordRead 2026-11-04

Water and conservation

  • No mapped wetland within 120 m
  • No water-supply well recorded within 250 m

Province of Ontario open data

Planning and building activity

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areas
  • Nearest airport: 9.9 km

Province of Ontario open data

Around the home

  • Transit stop within 400 mFrom the transit agency’s published stop map; the nearest is 150 m away. Routes and stops change; check the agency’s schedule.
  • A trail on the Ontario trail network within 1 km

Municipal transit open data · Province of Ontario open data

Environmental records

  • No licensed pit or quarry within 2 km
  • No recorded oil, gas or salt well within 250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaOnly facilities above the inventory’s reporting thresholds are listed.
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.

Province of Ontario open data · Government of Canada open data

Power and internet

  • Electricity is distributed here by Oakville Hydro Electricity Distribution Inc.
  • Wired internet 50/10 Mbps or faster is listed at this locationFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (20 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell, CIK Telecom, Cogeco Connexion, Rogers. Cable: Cogeco Connexion. DSL: Bell. Fixed wireless: Bell, QuaenetFi, Rogers, Routcom, SkyChoice Communications, Standard Broadband. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.

Ontario Energy Board · Innovation, Science and Economic Development Canada

None of this is an inspection of the property. Confirm anything that matters to you with the municipality, the conservation authority or the record’s publisher. Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Town of Oakville.

02 / Plan your numbersTools

Mortgage Tools

Mortgage calculator

20%

Monthly Payment

$10,081

  • Down payment$439,800
  • Mortgage amount$1,759,200
  • Total interest$1,265,100
  • Total cost$3,464,100

Cash flow analysis

$10,081

Total monthly payment

$11,004

Break-even down payment

100%

Cash flow-$11,004
03 / Community profileNeighbourhood demographics

Expand Neighbourhood demographics to load Statistics Canada census charts.

$2,199,000

$2,199,000

CAD

Estimate unavailable

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