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For saleMLS® W13797086

2203 Winding Woods Drive, Oakville, ON L6H 5T9

River Oaks · L6H 5T9

$2,199,000

$628 / sq ft

1 months on market

Bedrooms
4
Bathrooms
5
Interior
3,500 sf
Parking
6
Lot
57.55 × 137.43 ft

What's special

  • Attached garage
  • Central air
  • Finished basement
  • 2 fireplaces
  • Auto garage door remote
  • Central vacuum

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About this property

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.

Rooms

13 rooms. Dimensions as published by the listing brokerage.

Room dimensions and features
RoomLevelDimensionsFeatures
BreakfastMain6.68 × 3.03 m21.9 × 9.9 ft—
KitchenMain3.89 × 7.89 m12.8 × 25.9 ft—
Dining RoomMain3.65 × 5.89 m12.0 × 19.3 ft—
Family RoomMain6.08 × 4.11 m19.9 × 13.5 ft—
Living RoomMain5.47 × 3.89 m17.9 × 12.8 ft—
Primary BedroomSecond8.93 × 6.06 m29.3 × 19.9 ft—
Bedroom 2Second3.95 × 3.66 m13.0 × 12.0 ft—
Bedroom 3Second5.06 × 3.98 m16.6 × 13.1 ft—
Bedroom 4Second4.84 × 3.94 m15.9 × 12.9 ft—
DenSecond5.51 × 3.66 m18.1 × 12.0 ft—
RecreationBasement13.78 × 6.90 m45.2 × 22.6 ft—
OfficeBasement6.53 × 3.18 m21.4 × 10.4 ft—
Utility RoomBasement7.46 × 3.94 m24.5 × 12.9 ft—

Features

  • Auto Garage Door Remote
  • Central Vacuum

Property details

Property

Property type
detached
Bedrooms
4
Bathrooms
5
Interior size
3,500 sq ft
Lot size
57.55 × 137.43 ft
Zoning
RL5
Possession
Flexible

Interior

Basement
Finished
Heating
Forced Air · Gas
Cooling
Central Air
Fireplaces
2
Exposure
East

Exterior & services

Construction
Brick
Garage
Attached
Parking spaces
6
Sewer
Sewer

Costs

List price
$2,199,000
Property taxes
$11,070 / year (2026)
Price per sq ft
$628
Rental items
Hot Water Heater

Listing

MLS® number
W13797086
Status
For sale
Listed
September 17, 2026
Days on market
49
Last updated
November 4, 2026
Listing brokerage
RE/MAX ESCARPMENT REALTY INC.

Price & sale history

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Before you make an offer

What this home costs beyond the asking price, and how that price compares to what else is on the market.

How this price compares

This home is priced above most comparable listings — about 77% of comparable detached listings in River Oaks are asking less.

$1.19MMedian $1.70M$2.66M
This home
$628 / sq ft
Comparable median
$776 / sq ft

Based on 22 comparable active detached listings in River Oaks. These are asking prices, not sale prices.

Mortgage estimate

Down payment20.0% · minimum $439,800
$439,800
Interest rate5-year fixed, illustrative only
4.49%
Amortization
Principal & interest
$9,726.92
Property tax (est.)
$922.50
Estimated monthly
$10,649

Estimate only. Excludes CMHC insurance premiums, which apply below 20% down, and does not constitute a mortgage approval or an offer of credit.

Land transfer tax

Payable on closing, on top of the purchase price.

Ontario
$41,450
Total due on closing
$41,450

An estimate on the asking price of $2,199,000. Rates current as of September 2026; confirm the final figure with your real estate lawyer.

Listing courtesy of RE/MAX ESCARPMENT REALTY INC.. Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.

$2,199,000

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