155 South Drive, Toronto C09

Price: $7,895,000

5 bedrooms, 7 bathrooms

5,000+ sqft

Property Type: Detached

MLS#: C13816450

155 South Drive - This is the stunning South Rosedale Home you've been looking for! Commandingly positioned on one of the neighbourhood's most coveted streets, directly overlooking the gated beauty of Craigleigh Gardens, sits an exceptional 4+1 bedroom residence on a spectacular 59' x 149' south & west-facing lot. Almost 7,900 sq. ft. of beautifully finished living space, an Elevator to all 4 levels & that almost impossible-to-find 3-car underground garage! Direct & integrated access from your garage to the house - never think about brushing snow off your car again! Everything is perfectly proportioned: The scale. The light. The incredible Soaring 10' ceilings. A generous & wide hallway w/ rich millwork, beautiful hardwood floors & 3 fireplaces set the stage for grand entertaining without ever feeling overly formal. Fabulous living & dining rooms, a gorgeous panelled library/home office, inviting family room & chef's kitchen w/ lg breakfast area & French doors that spill out to the garden. Upstairs, the primary suite is exactly what you want - sitting room with fireplace, 2 walk-in closets, dressing room & spa-like ensuite. Two additional bedrooms each have ensuites, while the sun-filled 3rd floor is something special: a 4th bedroom, sitting room & incredible wraparound sky terrace with breathtaking treetop & Toronto skyline views that are breath taking. And the garden! Completely private, south & west-facing and beautifully landscaped with huge stone terraces, mature cedar hedging & remote-controlled awnings. Summer dinners, cocktails, kids, dogs - there is room for all of it. The walk-out lower level has a rec/media room, gym or 5th bedroom/nanny suite, steam room & mudroom. Steps to Branksome Hall, Rosedale Jr. P.S, T.T.C., ravine trails & parks and minutes to Yorkville & downtown. Elegant yet incredibly livable. This is a rare gem that you won't want to miss.

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$7,895,000 - 155 South Drive, Rosedale

Detached for Sale in Rosedale

Neighbourhood: Rosedale-Moore Park

5Beds
7Baths
5,000+Sq Ft
Detached

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Property Details
MLS Number
C13816450
Property Type
Detached
Status
active
Days on Site
15
Bedrooms
5
Bathrooms
7
Square Feet
5,000+ sqft
Neighbourhood
Rosedale / Moore Park
Taxes (2026)
$33,562
Listing Brokerage
ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTAT
Description

155 South Drive - This is the stunning South Rosedale Home you've been looking for! Commandingly positioned on one of the neighbourhood's most coveted streets, directly overlooking the gated beauty of Craigleigh Gardens, sits an exceptional 4+1 bedroom residence on a spectacular 59' x 149' south & west-facing lot. Almost 7,900 sq. ft. of beautifully finished living space, an Elevator to all 4 levels & that almost impossible-to-find 3-car underground garage! Direct & integrated access from your garage to the house - never think about brushing snow off your car again! Everything is perfectly proportioned: The scale. The light. The incredible Soaring 10' ceilings. A generous & wide hallway w/ rich millwork, beautiful hardwood floors & 3 fireplaces set the stage for grand entertaining without ever feeling overly formal. Fabulous living & dining rooms, a gorgeous panelled library/home office, inviting family room & chef's kitchen w/ lg breakfast area & French doors that spill out to the garden. Upstairs, the primary suite is exactly what you want - sitting room with fireplace, 2 walk-in closets, dressing room & spa-like ensuite. Two additional bedrooms each have ensuites, while the sun-filled 3rd floor is something special: a 4th bedroom, sitting room & incredible wraparound sky terrace with breathtaking treetop & Toronto skyline views that are breath taking. And the garden! Completely private, south & west-facing and beautifully landscaped with huge stone terraces, mature cedar hedging & remote-controlled awnings. Summer dinners, cocktails, kids, dogs - there is room for all of it. The walk-out lower level has a rec/media room, gym or 5th bedroom/nanny suite, steam room & mudroom. Steps to Branksome Hall, Rosedale Jr. P.S, T.T.C., ravine trails & parks and minutes to Yorkville & downtown. Elegant yet incredibly livable. This is a rare gem that you won't want to miss.

Mortgage Calculator

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Estimated Payment

$34,922.25/mo

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5-yr fixed avg.

Principal: $6,316,000Interest: $4,160,674
Mortgage Amount$6,316,000
Total Interest$4,160,674
Est. Property Tax$5,592/mo
Total Cost$10,476,674

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
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Price Range

155 South Drive, Rosedale / Moore Park

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$5,200/mo
Range: $4,420 - $5,980
Cap Rate (ROI)
-0.3%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$5,200
Maintenance Fees-$0
Property Tax (est.)-$5,592
Insurance (est.)-$1,645
Net Cash Flow-$2,037

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 $1579/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.

Market Position

At 15 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.

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 7 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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    155 South Drive, Rosedale / Moore Park | $7,895,000 | Battaglia Team