23 South Drive, Toronto, ON
Rosedale-Moore Park, Toronto · MLS® C13641828
About this home
In short
- Architecturally Significant South Rosedale Estate Set On Extremely Rare Deep 292' Ravine Lot Featuring An Open Concept, Dramatic Two-Storey Atrium With...
- Of Refined Living Space Fully Renovated To The Studs With The Highest Degree Of Luxury Appointments.
- Hardwood Floors, Refined Finishes, And Custom Lighting Across All 3-Storeys Plus The Incredible Lower Level With Its Remarkable Cathedral Ceilings.
- The Main Floor Features Elegantly Appointed Living And Dining Rooms, And Stunning Gourmet Kitchen Overlooking The Grand Atrium.
- The 2nd Floor Features A Luxurious Primary Retreat With Lavish 7-Pc Ensuite And His & Hers Walk-In Closets, Two Bedrooms, Plus A Staircase Leading To Two Additional...
Architecturally Significant South Rosedale Estate Set On Extremely Rare Deep 292' Ravine Lot Featuring An Open Concept, Dramatic Two-Storey Atrium With Floor-to-Ceiling Greenhouse Windows And Stunning Park-Like Vistas. Originally The Residence Of Toronto Architect Edmund Burke And Is Attributed To The Esteemed Firm Of Burke & Horwood. Unmatched Elegance And Exceptional Privacy In The Most Tranquil Setting. Over 5,542 Sq. Ft. Of Refined Living Space Fully Renovated To The Studs With The Highest Degree Of Luxury Appointments. Carefully Restored Brickwork And Exterior Details Complement The Home's Historical Character. With Sun-Drenched Interiors Throughout, Expertly Designed To Preserve The Estate's Classic Heritage Charm Amid Its Modernization. Hardwood Floors, Refined Finishes, And Custom Lighting Across All 3-Storeys Plus The Incredible Lower Level With Its Remarkable Cathedral Ceilings. The Main Floor Features Elegantly Appointed Living And Dining Rooms, And Stunning Gourmet Kitchen Overlooking The Grand Atrium. The 2nd Floor Features A Luxurious Primary Retreat With Lavish 7-Pc Ensuite And His & Hers Walk-In Closets, Two Bedrooms, Plus A Staircase Leading To Two Additional Bedrooms On The Third Floor. Additional Living Spaces Include A Media Room With Wood-Burning Fireplace, Office, And Breakfast Area On The Lower Level Featuring Grade-Level Walkout To The Immaculately Landscaped Rear Gardens. An Expansive Stone Patio Surrounded By Mature Trees And Lush Greenery. Conveniently Located Just Minutes From Yonge St, Upscale Shops, Intimate Dining, Top-Rated Public And Private Schools. This Property Is Truly A Rare Opportunity To Capture Serenity In The Heart Of The City!
Key facts
- Property type
- Detached, 2 1/2 Storey
- MLS®
- C13641828
- Bedrooms
- 5
- Bathrooms
- 5 (2 half)
- Size
- 5,000 sq ft
- Lot
- 47.55 × 299.73 ft
- Cross streets
- Crescent Rd/Mount Pleasant Rd
- Parking
- 1 garage · 7 parking (attached)
- Driveway
- Private
- Basement
- Finished with Walk-Out
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick
- Foundation
- Concrete
- Roof
- Shingles
- Sewer
- Sewer
- Property tax
- $33,399 / 2026
- Days on market
- 37
- Listing brokerage
- RE/MAX REALTRON BARRY COHEN HOMES INC.
Rooms
6 pc ensuite · walk-in closet(s) · fireplace
w/o to balcony · double closet · hardwood floor
broadloom · walk-in closet(s) · picture window
walk-in closet(s) · b/i shelves · broadloom
overlooks ravine · hardwood floor · greenhouse window
hardwood floor · fireplace · pot lights
hardwood floor · w/o to balcony · picture window
greenhouse window · overlooks ravine · hardwood floor
wainscoting · hardwood floor · overlooks living
hardwood floor · crown moulding · fireplace
greenhouse window · fireplace · hardwood floor
open concept · wall sconce lighting · picture window
Listed at $9,890,000. My estimate lands at $5.50M, so the ask sits about 80% above what comparable sales suggest. A gap that wide can point to premium finishes, a bigger lot, or simply an ambitious ask, so it is worth a close look at what justifies it before you offer. Treat the figure as a starting point: tell me you are interested and I will pull the most comparable recent sales and give you a straight answer on what it will really take.
Second read, from the city assessment: $7.65M. That is about 39% above the comparable-sales figure. When my two methods disagree this much, the answer usually sits between them and something about this home is not in the comparables (the lot, the condition, a rebuild). I would want to see it before leaning on either number.
Total price vs nearby homes. Fair value about $5.50M, median of 46 comparables.
The market behind the math:
About 3 months of inventory: 18 detached homes for sale in the area against 18 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $1,978/sqft against an area asking average of $1,612/sqft. Size and $/sqft both feed the estimate above.
- Ravine / green setting. This home is described as backing onto a ravine or green setting. The ravine backing is priced into the comparison. How much it is really worth depends on whether the house sits on table land with the slope well behind it, or drops away right behind it, and that part is my in-person call.
- Walk-out basement. Extra light, usable space, and income potential, so the estimate is a conservative floor for it.
How this estimate is builtthe short version
I take the 46 most comparable recent sales nearby and adjust each one to this home for the real differences (size, beds, baths, garage, lot frontage, a ravine backing, an inground pool), then use the median, which is steadier than leaning on any single sale.
It’s grounded in recent closing prices, not asking prices. Lot, condition, and finishes are my in-person call, and the city (MPAC) assessment points to about $7.65M, higher than the comparables and worth a second look.
What the listing highlights5 points to weigh
Claims from the listing, worth confirming in person. I can book you a private showing.
- Ravine lot: privacy and premium value, but confirm the buildable area and any conservation limits. Worth verifying
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled. Value driver
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person. Value driver
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room. Worth verifying
- Primary suite: a key comfort and resale feature. Lifestyle
Schools & getting aroundcatchment and transit
Its public catchment (Rosedale Junior Public School) tests around the provincial average, a steady, family-friendly draw. The full EQAO breakdown is below.
Read this with carewhy it’s an estimate, not an appraisal
There were not many closely comparable homes right in Rosedale-Moore Park, so I widened the search to the surrounding area.
Based on 46 comparable homes that sold in Rosedale-Moore Park over the past two years, from 151 closings there.
For sale
For sale
For sale
For sale
For sale
For sale
For sale
For saleNothing closely matching this home is listed nearby right now, so these are the nearest detached listings on the market. Homes like this one have recently closed around $5.50M, which is where my estimate comes from.
Per square foot, these ask about $1,555/sqft; this home lists at $1,978/sqft. Size is part of the price story, not just the sticker.
The 5 closest of 8 active listings nearby.
See all comparable homesNeighbourhood & location
Rosedale-Moore Park, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Toronto.
Get the full neighbourhood report (schools, parks, transit & safety) →
The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).
School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.
Also nearby: 12 more schools within 2.5 km
Not the assigned catchment: schools a family here could reach, with EQAO results where published.
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 4.09% via Ratehub.ca (as of September 11, 2026); conventional rates run a little higher.
Mortgage amount $7,912,000 · 4.24% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $42,654
- Property tax
- $2,783
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $45,438
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $233,725
- Toronto municipal land transfer tax
- $410,425
- Estimated closing costs
- $644,150
Plus your down payment of $1,978,000. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $2,559,269
- Principal paid down
- $995,787
- Interest paid
- $1,563,482
- Balance remaining
- $6,916,213
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
About the suite: in Rosedale-Moore Park basements rarely rent out (2 of 83 recent detached leases were basement units), so the figure above does not count it as income. Buyers here use a suite as family or nanny space.
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersThe last 16 whole-home leases in Rosedale-Moore Park signed at a median of $15,775 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $17,295. The gross yield above is on the asking price, before taxes and upkeep; the cap rate is after them. A finished basement or second suite can push real rent above it. Taxes, fees, and vacancy vary by property, and cap rate is before financing.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC.. MLS®/PropTx.