11 Pine Hill Road, Toronto C09

Price: $7,499,000

5 bedrooms, 7 bathrooms

3,500 - 3,999 sqft

Property Type: Detached

MLS#: C14020082

Nestled On One Of South Rosedale's Most Sought-After Streets, 11 Pine Hill Road Offers The Quintessential Rosedale Experience: The Quiet Dignity Of A Tree-Lined, Low-Traffic Address Steps From Ravine Trails And Branksome Hall, Yet Moments From The Energy Of Yorkville, Summerhill, And The Downtown Core. In A Neighbourhood Defined By Winding Roads, Mature Canopy, And Heritage Architecture, This Is The Rare Combination Of Seclusion And Urban Convenience That Has Defined Rosedale For More Than A Century. This Striking Red Brick, 5-Bedroom, 10 Bath (5 Are Powder Rooms) Home, Offers Over 4,600 SF Above Grade With An Additional 1,700 Sf On The Lower Level (As Per MPAC) And Is Situated On An Incredibly Private 16,170 Sf (As Per Geo Warehouse), South Facing Ravine Lot. The Home Was Purchased By The Current Owners In 1974. It Underwent Extensive Architectural Work, Both Mechanically And Decoratively, And The Owners Moved Into The Residence In April 1975. In 1979 The Rear Garden Was Transformed With Stone Decking And The Installation Of What Is Believed To Have Been Toronto's First Black-Bottom Swimming Pool, A Feature That Retains A Classic, Timeless Character Today. In 1983 The Owners Undertook Further Updates, Including A Customized Kitchen, The Addition Of A Bedroom On The Second Floor Above The Den, And A Comprehensive Decorative Refresh Throughout. 11 Pine Hill Road Is One Of Rosedale's Finer Gems. Truly A Substantial, Character-Rich Residence On A Rare Private Lot, Offering Both The Established Prestige Of South Rosedale And A Home That Has Been Carefully And Thoughtfully Shaped Over Time. **Note Some Photos Have Been Vitrually Staged**

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active
New Listing

$7,499,000 - 11 Pine Hill Road, Rosedale

Detached for Sale in Rosedale

New — Listed 2 days ago

Neighbourhood: Rosedale-Moore Park

5Beds
7Baths
3,500 - 3,999Sq Ft
Detached

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Property Details
MLS Number
C14020082
Property Type
Detached
Status
active
Days on Site
2
Bedrooms
5
Bathrooms
7
Square Feet
3,500 - 3,999 sqft
Neighbourhood
Rosedale / Moore Park
Lot Size
16,178 sqft
Taxes (2026)
$32,196
Listing Brokerage
RE/MAX HALLMARK REALTY LTD.
Description

Nestled On One Of South Rosedale's Most Sought-After Streets, 11 Pine Hill Road Offers The Quintessential Rosedale Experience: The Quiet Dignity Of A Tree-Lined, Low-Traffic Address Steps From Ravine Trails And Branksome Hall, Yet Moments From The Energy Of Yorkville, Summerhill, And The Downtown Core. In A Neighbourhood Defined By Winding Roads, Mature Canopy, And Heritage Architecture, This Is The Rare Combination Of Seclusion And Urban Convenience That Has Defined Rosedale For More Than A Century. This Striking Red Brick, 5-Bedroom, 10 Bath (5 Are Powder Rooms) Home, Offers Over 4,600 SF Above Grade With An Additional 1,700 Sf On The Lower Level (As Per MPAC) And Is Situated On An Incredibly Private 16,170 Sf (As Per Geo Warehouse), South Facing Ravine Lot. The Home Was Purchased By The Current Owners In 1974. It Underwent Extensive Architectural Work, Both Mechanically And Decoratively, And The Owners Moved Into The Residence In April 1975. In 1979 The Rear Garden Was Transformed With Stone Decking And The Installation Of What Is Believed To Have Been Toronto's First Black-Bottom Swimming Pool, A Feature That Retains A Classic, Timeless Character Today. In 1983 The Owners Undertook Further Updates, Including A Customized Kitchen, The Addition Of A Bedroom On The Second Floor Above The Den, And A Comprehensive Decorative Refresh Throughout. 11 Pine Hill Road Is One Of Rosedale's Finer Gems. Truly A Substantial, Character-Rich Residence On A Rare Private Lot, Offering Both The Established Prestige Of South Rosedale And A Home That Has Been Carefully And Thoughtfully Shaped Over Time. **Note Some Photos Have Been Vitrually Staged**

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Estimated Payment

$33,170.61/mo

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5-yr fixed avg.

Principal: $5,999,200Interest: $3,951,982
Mortgage Amount$5,999,200
Total Interest$3,951,982
Est. Property Tax$5,312/mo
Total Cost$9,951,182

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

11 Pine Hill Road, Rosedale / Moore Park

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$4,450/mo
Range: $3,783 - $5,118
Cap Rate (ROI)
-0.4%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$4,450
Maintenance Fees-$0
Property Tax (est.)-$5,312
Insurance (est.)-$1,562
Net Cash Flow-$2,424

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 $2143/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.

Just Listed - Act Strategically

This property hit the market within the last week. In Rosedale'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 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 3,500 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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    11 Pine Hill Road, Rosedale / Moore Park | $7,499,000 | Battaglia Team