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Copyright © 2026 The Canadian Home Realty Inc.
  • Ontario
  • Oakville
  • 1015 - RO River Oaks
  • 2207 Winding Woods Drive
2207-winding-woods-drive-oakville-ontario-w12328547
2207-winding-woods-drive-oakville-ontario-w12328547
2207-winding-woods-drive-oakville-ontario-w12328547
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  • Sold Sold in Aug 2025
  • Detached

2207 Winding Woods Drive

Oakville, 1015 - RO River Oaks
  • 5 + 1 Bedrooms
  • 5 Bathrooms
  • 2 Garage
  • Share
Sold Price: $ 2,050,000
6.78%
Listed Price: $ 2,199,000
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Room Details of 2207 Winding Woods Drive, Oakville

FloorBedroomsBathrooms
Basement 1 1
Ground * 1
Second 5 3

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Key Facts About 2207 Winding Woods Drive, Oakville

  • Tax $10,299 / 2025
  • Property Type Residential
  • Building Type Detached
  • Building Style 2-Storey
  • Building Age 31-50
  • Size 3000 - 3500 feet²
  • Lot Size 57.38 x 134.26 feet
  • Parking 2 garage, 4 parking
  • Basement Separate Entrance, Finished
  • Listing # W12328547
  • Data Source PROPTX
  • Days on Market 5
  • Listed On 06/08/2025
  • Updated On 13/08/2025
  • Market Demand
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Description

Perfectly nestled in the family-friendly River Oaks community, this beautifully updated & meticulously maintained 5 bedroom home sits on a picturesque ravine lot backing onto Oakridge Park. Upon entry, you immediately feel a serene sense of home and comfort with over 5,000 sqft of living space. Elegant hardwood flooring, crown moulding, california shutters & pot lighting can be found throughout. The heart of the home is a chefs kitchen, thoughtfully crafted w/stainless appliances, exquisite custom cabinetry, quartz countertops, tile backsplash,

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Property Details of 2207 Winding Woods Drive, Oakville

Property

  • Property Type Detached
  • Style 2-Storey
  • Fronting On E
  • Community 1015 - RO River Oaks
  • Municipality Oakville

Inside

  • Bedrooms 5
  • Bathrooms 5
  • Bathroom Details 1, 2pc Main
  • Bathroom Details 2, 4pc Second
  • Bathroom Details 1, 3pc Second
  • Bathroom Details 1, 3pc Basement
  • Basement Separate Entrance, Finished
  • Kitchen 1
  • Rooms 13
  • Family Rooms Y
  • Central Vac Y
  • Fireplace Y

Utilities

  • Water Municipal
  • Cooling Central Air
  • Heating Type Forced Air
  • Heating Fuel Gas

Building

  • Size 3000 - 3500 feet²
  • Architecture Style 2-Storey
  • Exterior Feature Brick
  • Pool Inground, Outdoor
  • Building Age 31-50

Parking

  • Drive Way Private
  • Garage Type Attached
  • Garage 2
  • Parking Places 4
  • Total Parking Places 6

Land

  • Sewer Sewer
  • Frontage 57.38
  • Depth 134.26
  • Lot Size 57.38 x 134.26 feet
  • Lot Size Code Feet
  • Cross Street Neyagawa Blvd & Upper Middle Road W

Features

  • Fenced Yard Y
  • Park Y
  • Place Of Worship Y
  • Ravine Y
  • School Y
  • Wooded/Treed Y

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Our Estimate

See Real Estate Market Trends in Oakville

Estimated Rent

$ 6,958

Rental Yield

3.35%

School Score

8.8/10

Rental Score

4/5

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Rooms

Primary Bedroom (6.99X4.01 metre)
Level: Second
Bedroom 2 (5.23X3.48 metre)
Level: Second
Bedroom 3 (4.98X3.48 metre)
Level: Second
Bedroom 4 (4.95X3.76 metre)
Level: Second
Bedroom 5 (3.63X3.63 metre)
Level: Second
Recreation (7.67X3.36 metre)
Level: Basement
Game Room (5.03X3.18 metre)
Level: Basement
Recreation (3.81X1.78 metre)
Level: Basement
Bedroom (3.96X3.35 metre)
Level: Basement
Exercise Room (5.31X3.02 metre)
Level: Basement
Foyer (4.72X3.33 metre)
Level: Main
Kitchen (4.11X3.91 metre)
Level: Main
Breakfast (4.19X3.25 metre)
Level: Main
Living Room (6.63X3.43 metre)
Level: Main
Dining Room (4.27X3.43 metre)
Level: Main
Family Room (5.23X3.84 metre)
Level: Main
Office (3.84X3.02 metre)
Level: Main
Laundry (3.48X1.88 metre)
Level: Main
Bathroom (2 pcs)
Level: Main
Bathroom (4 pcs)
Level: Second
Bathroom (4 pcs)
Level: Second
Bathroom (3 pcs)
Level: Second
Bathroom (3 pcs)
Level: Basement

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Expense Breakdown

Monthly Mortgage Payment

$0/monthly

30 Year , 3.99% interest

Cash Expenditure for Home Purchase

$1,000

  • Downpayment
    $0
  • PST on Mortgage Insurance
    $0
  • Land Transfer Tax
    $0
  • Lawyer Fees
    $1,000
  • Title Insurance
    $0

Monthly Expenses After Home Purchase

$569

  • Mortgage Payment
    $0
  • Property Insurance
    $50
  • Property Tax
    $250
  • Phone
    $40
  • Monthly debt payments
    $0
  • Cable
    $60
  • Utilities
    $124
  • Internet
    $45
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MLS® Trusted listing from Toronto Real Estate Board The trademarks MLS®, Multiple Listing Service® and the associated logos identify professional services rendered by REALTOR® members of CREA to effect the purchase, sale and lease of real estate as part of a cooperative selling system.

Copyright:© The Canadian Home Realty Inc. All rights reserved. The Canadian Home Realty Inc is a registered real estate brokerage.

About 2207 Winding Woods Drive, Oakville

Introducing a stunning house for sale in Oakville , located at 2207 Winding Woods Drive, Oakville, this exceptional property is perfectly nestled within the family-friendly River Oaks community. This beautifully updated and meticulously maintained detached house boasts five spacious bedrooms and sits on a picturesque ravine lot that backs onto the serene Oakridge Park. With over 5,000 square feet of living space, this home offers an impressive blend of comfort and elegance.

As you step inside, you are greeted by a warm and inviting atmosphere that immediately instils a sense of home. The elegant hardwood flooring, complemented by crown moulding, California shutters, and pot lighting, creates a sophisticated yet welcoming environment throughout the house. The heart of this home is undoubtedly the main kitchen, which has been thoughtfully designed for the discerning chef. It features stainless steel appliances, exquisite custom cabinetry, quartz countertops, a stylish tile backsplash, a large island, and a delightful breakfast area, making it perfect for both casual dining and entertaining.

This house for sale in Oakville also includes a dedicated office space on the main floor, ideal for those who work from home, along with a spacious family room that features a cosy gas fireplace, perfect for relaxed gatherings with loved ones. For more formal occasions, the living and dining rooms provide an elegant setting for entertaining guests.

Moving to the upper level of the house, you will discover five generously sized bedrooms, two of which are equipped with ensuites and walk-in closets. The tranquil primary suite is a true retreat, featuring a walk-in closet and a spa-like four-piece ensuite bathroom, complete with a soaker tub, a glass-enclosed walk-in rain shower, and a water closet. The second bedroom also boasts a walk-in closet and a three-piece ensuite bath, while the three additional bedrooms on this level are each fitted with spacious closets. This upper level is designed to offer both space and privacy, making it ideal for comfortable family living.

The lower level of this remarkable house for sale in Oakville is where you will find an abundance of recreational space. It is perfect for entertaining friends and family, featuring a wet bar complete with a bar sink and beverage cooler. Additionally, there is a sixth bedroom with a walk-in closet, as well as extra living areas that include an exercise room, a three-piece bathroom, and ample storage rooms. The fully finished basement also includes a separate entrance, presenting the potential for an independent suite, which adds to the versatility of this home.

Outside, the beautifully landscaped backyard is an oasis for summer enjoyment, featuring an inground pool that is perfect for those hot summer days. The sunny backyard backs onto a ravine and is fully fenced, providing a safe and secure environment for children to play.

Located at 2207 Winding Woods Drive, Oakville, this house for sale in Oakville is conveniently situated near some of Oakville's top schools, scenic trails, parks, and various amenities, making it the perfect opportunity for your family. With its impressive features and prime location, this home truly represents the best of family living in the sought-after River Oaks community. Don’t miss your chance to make this remarkable house your new home.

The 1015 - RO River Oaks area in Oakville is a charming and vibrant neighbourhood that seamlessly blends natural beauty with modern living. Nestled alongside the picturesque Sixteen Mile Creek, this community boasts an abundance of green spaces, walking trails, and parks, making it ideal for outdoor enthusiasts and families alike. The architecture reflects a mix of contemporary and traditional styles, creating a visually appealing streetscape. Residents enjoy convenient access to local amenities, including shopping centres, schools, and recreational facilities, all while being just a short drive from the bustling downtown Oakville. With its welcoming atmosphere and strong sense of community spirit, 1015 - RO River Oaks offers an inviting environment for those looking to settle in a serene yet connected locale.

Schools in the Neighbourhood

This property is conveniently located near several reputable schools, making it an excellent choice for families. Within just 0.4 km, River Oaks Public School offers a strong elementary education for grades JK to 8, with a solid school rating of 7. For older students, White Oaks Secondary School, located 2.1 km away, provides a robust secondary education for grades 9 to 12, boasting an impressive rating of 8.4. Additionally, Sunningdale Public School, situated 1.3 km from the property, specializes in French instruction for grades 2 to 8 and has an outstanding rating of 9.2. Families seeking a Catholic education will find Our Lady of Peace Catholic Elementary School just 0.8 km away, rated at 6.8, and Holy Trinity Catholic Secondary School, 1.1 km away, with a rating of 7.9. For those interested in French-language Catholic education, St. Ignatius of Loyola Catholic Secondary School is 2.2 km from the property, rated at 8. These nearby educational institutions provide diverse options, ensuring quality education for children of all ages and preferences.

FAQs About 2207 Winding Woods Drive, Oakville

How many bathrooms does this property have?

This property features 5 bathroom(s) and 5 bedroom(s).

Does this 5 bedroom property have additional bedrooms or a den?

This Detached property includes 1 additional bedrooms.

What is the square footage (sqft) of this Detached property?

The total square footage of this Detached 5 bed property in Oakville is 3000 - 3500.

How many parking spaces are available with this property?

2207 Winding Woods Drive boasts 4 convenient parking spaces.

How many cars can be parked in the garage of 2207 Winding Woods Drive?

This property features a garage with space for 2 cars.

What type of garage does this property have?

This property includes an Attached garage with space for 2 cars.

Does this property have a basement?

Yes, this property has a basement.

What type of basement is it?

This property features Separate Entrance, Finished basement.

Does this property have a swimming pool?

Yes, this property has a Inground, Outdoor swimming pool.

Does this property have a fireplace?

A fireplace is available in this property.

How many kitchens does this property have?

This property includes 1 kitchen(s).

Is there a maintenance fee associated with this property?

Information about the maintenance fee is not available.

Is this property furnished?

Information about whether this property is furnished is not available.

What type of heating system is in place?

The heating system in place is a Forced Air.

What utilities are available for this property?

Information about utilities is not available.

School Rating for 2207 Winding Woods Drive, Oakville

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Listing History

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