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Detached for Sale in Oakville
New — Listed 3 days ago- MLS Number
- W13425688
- Property Type
- Detached
- Status
- active
- Days on Site
- 3
- Bedrooms
- 4
- Bathrooms
- 4
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- Oakville
- Listing Brokerage
- SOTHEBY'S INTERNATIONAL REALTY CANADA
Welcome to 268 Woodland Drive, an exceptional offering in Southeast Oakville's prestigious Eastlake community. Nestled on an approximately 100 x 200 ft estate-sized lot backing onto a picturesque wooded creek corridor, this renovated residence presents a rare blend of privacy, natural beauty, and future redevelopment potential. Ideally located within the highly coveted Maple Grove Public School and Oakville Trafalgar High School catchments and minutes from renowned private schools, this property offers an outstanding lifestyle in one of Oakville's most desirable neighbourhoods. Surrounded by mature trees and beautifully landscaped grounds, the west-facing backyard serves as a private retreat, featuring a concrete in-ground saltwater pool, expansive deck and patio areas, and serene creekside views. The secluded setting provides exceptional privacy and the perfect backdrop for entertaining.The home offers 4 bedrooms, 3 full bathrooms, and a powder room. Multiple skylights flood the interior with natural light, and a renovated kitchen showcases updated cabinetry, upgraded new appliances, and views of the backyard and woodland setting. A fully finished walkout lower level offers exceptional additional living space, including a large rec room, private office/bedroom, laundry area, and abundant storage. New hardwood flooring throughout the main floor and much of the lower level complemented by heated tile flooring in select areas. Large windows throughout the home capture enchanting views of the mature trees, creek corridor, and private backyard, creating a seamless connection between the interior living spaces and the surrounding natural landscape. This property offers the opportunity to enjoy a thoughtfully updated home today while preserving the option to build a future custom estate residence. Combining a premier Eastlake address, extensive renovations, outstanding privacy, and exceptional long-term potential represents a truly rare offering
Estimate your monthly payments for this property
Estimated Payment
$11,053.92/mo
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Oakville
Oakville is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Oakville
- •Convenient location in Oakville
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Oakville offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
268 Woodland Drive, Oakville
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Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Premium Pricing
At $1666/sqft, this property is priced above the Oakville average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.
Just Listed - Act Strategically
This property hit the market within the last week. In Oakville's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.
Detached Home Advantages
Detached homes in Oakville are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Family-Friendly Layout
4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Oakville. Good resale value as demand remains consistent.
Bathroom Count Matters
With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.
Oakville Premium
Oakville commands premium prices for good reasons: top-rated schools, waterfront access, charming downtown, and affluent community. Homes here hold value exceptionally well during market corrections. The trade-off is higher property taxes and home prices. If schools and lifestyle are priorities, Oakville delivers.