5 Thornwood Road, Toronto C09

Price: $17,950,000

6 bedrooms, 6 bathrooms

5,000+ sqft

Property Type: Detached

MLS#: C12737252

Originally designed in 1908 by celebrated architect Eden Smith, this Rosedale landmark has been brilliantly reimagined and meticulously renovated to the highest standards. With over 8,900 sq.ft. of living space, the home blends classic architectural charm with sophisticated modern design, creating a rare opportunity in one of Toronto's most coveted neighbourhoods. Set on a deep ravine lot, the property has been reinforced to protect against erosion and offers stone stair access directly to the extensive ravine trail system a private escape into nature, all while being just steps to Yonge Street, the TTC, shops, and fine dining. Inside, the home is both grand and welcoming, featuring 6+1 bedrooms, 6 bathrooms, and a private office plus a second floor family room, perfectly suited for large scale family living and entertaining. The Chefs kitchen is a showpiece, designed with two oversized islands, heated floors, a breakfast area, dual ovens (including steam), and dual dishwashers one full-size and one drawer making it both highly functional and beautifully designed. A centrally located glass-doored elevator with custom metal paneling connects all levels, complementing the homes graceful flow. The lower level is exceptionally finished, with soaring 9'6" ceilings, radiant heated tile floors in the newer section, a dedicated gym area, naturally climate controlled wine storage, a walk-in cedar closet plus a second oversized closet, and even a full second kitchen for extended family, staff, or entertaining on a grand scale. Throughout, every element has been carefully considered bespoke millwork, curated materials, and architectural details that preserve the homes character while adding contemporary luxury. This is more than a residence: it is a true Rosedale dame offered for the first time in over 20 years, updated for modern living, ready to be enjoyed for generations to come.

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$17,950,000 - 5 Thornwood Road, Rosedale

Detached for Sale in Rosedale

160 days on market
6Beds
6Baths
5,000+Sq Ft
Detached
Property Details
MLS Number
C12737252
Property Type
Detached
Status
active
Days on Site
160
Bedrooms
6
Bathrooms
6
Square Feet
5,000+ sqft
Neighbourhood
Rosedale / Moore Park
Listing Brokerage
ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
Description

Originally designed in 1908 by celebrated architect Eden Smith, this Rosedale landmark has been brilliantly reimagined and meticulously renovated to the highest standards. With over 8,900 sq.ft. of living space, the home blends classic architectural charm with sophisticated modern design, creating a rare opportunity in one of Toronto's most coveted neighbourhoods. Set on a deep ravine lot, the property has been reinforced to protect against erosion and offers stone stair access directly to the extensive ravine trail system a private escape into nature, all while being just steps to Yonge Street, the TTC, shops, and fine dining. Inside, the home is both grand and welcoming, featuring 6+1 bedrooms, 6 bathrooms, and a private office plus a second floor family room, perfectly suited for large scale family living and entertaining. The Chefs kitchen is a showpiece, designed with two oversized islands, heated floors, a breakfast area, dual ovens (including steam), and dual dishwashers one full-size and one drawer making it both highly functional and beautifully designed. A centrally located glass-doored elevator with custom metal paneling connects all levels, complementing the homes graceful flow. The lower level is exceptionally finished, with soaring 9'6" ceilings, radiant heated tile floors in the newer section, a dedicated gym area, naturally climate controlled wine storage, a walk-in cedar closet plus a second oversized closet, and even a full second kitchen for extended family, staff, or entertaining on a grand scale. Throughout, every element has been carefully considered bespoke millwork, curated materials, and architectural details that preserve the homes character while adding contemporary luxury. This is more than a residence: it is a true Rosedale dame offered for the first time in over 20 years, updated for modern living, ready to be enjoyed for generations to come.

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$79,398.90/mo

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5-yr fixed avg.

Principal: $14,360,000Interest: $9,459,671
Mortgage Amount$14,360,000
Total Interest$9,459,671
Est. Property Tax$12,715/mo
Total Cost$23,819,671

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.

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Neighbourhood Guide: Rosedale / Moore Park

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

Local Elementary SchoolPublic Elementary
Local Secondary SchoolPublic High School

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.

70
Walk Score
Varies
Price Range

5 Thornwood Road, Rosedale / Moore Park

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$5,600/mo
Range: $4,760 - $6,440
Cap Rate (ROI)
-0.7%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$5,600
Maintenance Fees-$0
Property Tax (est.)-$12,715
Insurance (est.)-$3,740
Net Cash Flow-$10,855

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 Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Premium Pricing

At $3590/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.

Negotiation Opportunity

At 160 days on site, this property has exceeded the typical selling timeline for Rosedale. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.

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 6 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 6 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.

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    5 Thornwood Road, Rosedale / Moore Park | $17,950,000 | Battaglia Team