Looking for recent sold data? click here

Search Results

Looking for condos and townhouses for sale? You’re only seeing some of the listings that are available. To see them all, just click the ‘Signup’ or ‘Login’ links below.

Forgot password Extend Verify Contact

2203 Winding Woods Drive
1015 - RO River Oaks Oakville L6H 5T9

$2,549,000
Residential Freehold beds: 4 baths: 5.0

Main Photo: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 1: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 2: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 3: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 4: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 5: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 6: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 7: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 8: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 9: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 10: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 11: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 12: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 13: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 14: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 15: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 16: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 17: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 18: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 19: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 20: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 21: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 22: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 23: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 24: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 25: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 26: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 27: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 28: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 29: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 30: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 31: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 32: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 33: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 34: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 35: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 36: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 37: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 38: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 39: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 40: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 41: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 42: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 43: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 44: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 45: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 46: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 47: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 48: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 49: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Photo 50: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
W13064222
Bedrooms:
4
Bathrooms:
5
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.
Under Contract:
Hot Water Heater
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
3500-5000
Lot Depth:
137'5"
Lot Frontage:
57'7"
Lot Shape:
Irregular
Topography:
Wooded/Treed
Direction Faces:
East
Bedrooms:
4
Bathrooms:
5.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
9
Rooms Below Grade:
2
Fractional Ownership:
No
Zoning:
RL5
Assignment:
No
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
2
Foundation:
Unknown
Roof:
Asphalt Shingle
Basement:
Finished
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
2.0
Other Structures:
Shed
Parking Spaces:
4
Total Parking Spaces:
6.0
Family Room:
Yes
Possession Details:
Flexible
Lot Irregularities:
69.01 x 137.43 x 57.55 x 154.95
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Development Charges Paid:
Unknown
Taxes:
$10,858 / 2025
Assessment:
$- / -
Halton
Oakville
1015 - RO River Oaks
Electric Car Charger, Hospital, Park, Golf, Rec./Commun.Centre, Wooded/Treed
Auto Garage Door Remote, Central Vacuum
Lawn Sprinkler System, Landscape Lighting
Hot Water Heater
See Schedule C (In Attachments)
See Schedule C (In Attachments)
Brick
No
Floor
Type
Size
Other
Main
Breakfast
21'11" × 9'11"
Main
Kitchen
25'11" × 12'9"
Main
Dining Room
19'4" × 12'
Main
Family Room
19'11" × 13'6"
Main
Living Room
17'11" × 12'9"
Second
Primary Bedroom
29'4" × 19'11"
Second
Bedroom 2
12'11½" × 12'
Second
Bedroom 3
16'7¼" × 13'1"
Second
Bedroom 4
15'10½" × 12'11⅛"
Second
Den
18'1" × 12'
Basement
Recreation
45'2½" × 22'8"
Basement
Office
21'5" × 10'5"
Basement
Utility Room
24'6" × 12'11⅛"
Energy Certification:
No
Green Property Information Statement:
No
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
Yes
Seller Property Info Statement:
No
Physically Handicapped-Equipped:
No
Laundry Level:
Main Level
Date Listed:
Apr 30, 2026
Original Price:
Previous Price:
  • Photo 1: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 1 of 50
  • Photo 2: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 2 of 50
  • Photo 3: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 3 of 50
  • Photo 4: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 4 of 50
  • Photo 5: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 5 of 50
  • Photo 6: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 6 of 50
  • Photo 7: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 7 of 50
  • Photo 8: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 8 of 50
  • Photo 9: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 9 of 50
  • Photo 10: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 10 of 50
  • Photo 11: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 11 of 50
  • Photo 12: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 12 of 50
  • Photo 13: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 13 of 50
  • Photo 14: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 14 of 50
  • Photo 15: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 15 of 50
  • Photo 16: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 16 of 50
  • Photo 17: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 17 of 50
  • Photo 18: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 18 of 50
  • Photo 19: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 19 of 50
  • Photo 20: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 20 of 50
  • Photo 21: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 21 of 50
  • Photo 22: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 22 of 50
  • Photo 23: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 23 of 50
  • Photo 24: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 24 of 50
  • Photo 25: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 25 of 50
  • Photo 26: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 26 of 50
  • Photo 27: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 27 of 50
  • Photo 28: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 28 of 50
  • Photo 29: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 29 of 50
  • Photo 30: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 30 of 50
  • Photo 31: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 31 of 50
  • Photo 32: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 32 of 50
  • Photo 33: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 33 of 50
  • Photo 34: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 34 of 50
  • Photo 35: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 35 of 50
  • Photo 36: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 36 of 50
  • Photo 37: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 37 of 50
  • Photo 38: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 38 of 50
  • Photo 39: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 39 of 50
  • Photo 40: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 40 of 50
  • Photo 41: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 41 of 50
  • Photo 42: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 42 of 50
  • Photo 43: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 43 of 50
  • Photo 44: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 44 of 50
  • Photo 45: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 45 of 50
  • Photo 46: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 46 of 50
  • Photo 47: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 47 of 50
  • Photo 48: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 48 of 50
  • Photo 49: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 49 of 50
  • Photo 50: 2203 Winding Woods Drive in Oakville: 1015 - RO River Oaks House for sale : MLS®# W13064222
    Photo 50 of 50
Listed by RE/MAX ESCARPMENT REALTY INC.
Data was last updated May 18, 2026 at 07:15 PM (UTC)
Area Statistics
Listings on market:
42
Avg list price:
$1,612,500
Min list price:
$1,199,000
Max list price:
$3,025,000
Avg days on market:
34
Min days on market:
4
Max days on market:
593
These statistics are generated based on the current listing's property type and located in 1015 - RO River Oaks. Average values are derived using median calculations. This data is not produced by the MLS® system.
Tanya Crepulja
Steven Fontes
powered by myRealPage.com