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2203 Winding Woods Drive
1015 - RO River Oaks
Oakville
L6H 5T9
$2,549,000
Residential Freehold
beds: 4
baths: 5.0
- Status:
- Active
- Prop. Type:
- Residential Freehold
- MLS® Num:
- W13064222
- Bedrooms:
- 4
- Bathrooms:
- 5
- Photos (50)
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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"41.9 m
- Lot Frontage:
- 57'7"17.5 m
- 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"6.68 m × 9'11"3.02 m
- Main
- Kitchen
- 25'11"7.90 m × 12'9"3.89 m
- Main
- Dining Room
- 19'4"5.89 m × 12'3.66 m
- Main
- Family Room
- 19'11"6.07 m × 13'6"4.11 m
- Main
- Living Room
- 17'11"5.46 m × 12'9"3.89 m
- Second
- Primary Bedroom
- 29'4"8.94 m × 19'11"6.07 m
- Second
- Bedroom 2
- 12'11½"3.95 m × 12'3.66 m
- Second
- Bedroom 3
- 16'7¼"5.06 m × 13'1"3.99 m
- Second
- Bedroom 4
- 15'10½"4.84 m × 12'11⅛"3.94 m
- Second
- Den
- 18'1"5.51 m × 12'3.66 m
- Basement
- Recreation
- 45'2½"13.80 m × 22'8"6.91 m
- Basement
- Office
- 21'5"6.53 m × 10'5"3.18 m
- Basement
- Utility Room
- 24'6"7.47 m × 12'11⅛"3.94 m
- 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
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Larger map options:
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
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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