$8,950,000 - 208 Roxborough Drive, Rosedale
Detached for Sale in Rosedale
Popular ListingNeighbourhood: Rosedale-Moore Park
- MLS Number
- C13476730
- Property Type
- Detached
- Status
- active
- Days on Site
- 14
- Bedrooms
- 5
- Bathrooms
- 5
- Square Feet
- 5,000+ sqft
- Neighbourhood
- Rosedale / Moore Park
- Listing Brokerage
- ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Set on one of Rosedale's most coveted streets, 208 Roxborough Drive is a 1928 Tudor Revival residence of landmark stature, designed by the prize-winning architect Harold Richard Watson. The composition is grounded in stone, with tracery, a sweeping bay, and a procession of steps to a carved entrance. Inside, the entrance hall is crowned by a coffered plaster ceiling, and light pours through original leaded glass. Wood panelling lines the principal rooms, concealing built-in cabinetry and adorned with fine scrollwork rare in both quality and extent. Original fireplaces ground the rooms, and a hand-crafted staircase rises through the heart of the home. The living room spans the full width of the house, scaled for an era that built for permanence. Above grade, the residence offers more than 5,000 square feet, with over 2,300 more on the lower level. The primary suite includes a private office, walk-in closets, and an ensuite, with four additional bedrooms completing the second floor. Beyond the house is the land itself: the lot extends over 88 feet wide by 408 feet deep, descending into the ravine, a depth almost unheard of in Rosedale. Included in the sale are approved plans and permits for an addition and renovation by Taylor Smyth Architects, with landscape design by Cecconi Simone, a striking contemporary statement uniting irreplaceable historic character with modern convenience inside and out. The rear garden becomes a private landscape, a patio above a swimming pool overlooking the ravine; the primary becomes a jewel box framed by tree views; and the garage is shifted for privacy yet kept for convenience. 208 Roxborough Drive is a true landmark, and an opportunity to become part of its story.
Estimate your monthly payments for this property
Estimated Payment
$39,588.87/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 Rosedale-Moore Park
Rosedale-Moore Park 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 Rosedale-Moore Park
- •Convenient location in Rosedale / Moore Park
- •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
Rosedale-Moore Park 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.
208 Roxborough Drive, Rosedale / Moore Park
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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 $1790/sqft, this property is priced above the Rosedale 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.
Detached Home Advantages
Detached homes in Rosedale 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.
Larger Home Realities
At 5,000 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.
Excellent Flexibility
With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Rosedale.
Bathroom Count Matters
With 5 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.
About Rosedale-Moore Park
I know Rosedale-Moore Park well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.