382 Old Yonge Street, Toronto, ON
St. Andrew-Windfields, Toronto · MLS® C12945142
About this home
In short
- A truly one-of-a-kind estate showcasing an NBA-calibre professional sports court, set on over 1.3 acres of breathtaking ravine vistas.
- Boasting over 9,390 square feet above grade, plus an extraordinary 6,042 square foot lower level featuring a full basketball court, this home is the ultimate in...
- No expense has been spared, with soaring ceilings, bespoke finishes, and meticulous attention to detail throughout.
- Outdoors, the estate transforms into a dream resort-style oasis, complete with a stunning pool, private soccer field, outdoor bar and kitchen, granite fire pit, and...
- This estate is just minutes to highway access, top public and private schools and boutique shops and eateries nearby.
A truly one-of-a-kind estate showcasing an NBA-calibre professional sports court, set on over 1.3 acres of breathtaking ravine vistas. This exceptional residence is clad in timeless limestone and offers an uncompromising standard of luxury, craftsmanship, and design. Boasting over 9,390 square feet above grade, plus an extraordinary 6,042 square foot lower level featuring a full basketball court, this home is the ultimate in grand-scale living and entertaining. No expense has been spared, with soaring ceilings, bespoke finishes, and meticulous attention to detail throughout. State-of-the-art technology enhances every aspect of the home, including a fully integrated Control4 automation system, Alexa connectivity, and a spectacular home theatre with 4K projection and a 152-inch screen. The main level features a private in-law suite, an elegantly panelled library, and a chef-inspired kitchen complete with a wood chopping block, expansive centre island, and built-in refrigeration-designed for both everyday living and elevated entertaining. The primary retreat is a sanctuary of indulgence, highlighted by a lavish 11-piece onyx marble ensuite and a custom-designed dressing room. Outdoors, the estate transforms into a dream resort-style oasis, complete with a stunning pool, private soccer field, outdoor bar and kitchen, granite fire pit, and an expansive stone terrace-perfect for hosting or unwinding in complete privacy. This estate is just minutes to highway access, top public and private schools and boutique shops and eateries nearby.
Key facts
- Property type
- Detached, 2-Storey
- MLS®
- C12945142
- Bedrooms
- 6+1 (7 total)
- Bathrooms
- 12 (3 half)
- Size
- 5,000 sq ft
- Lot
- 170.21 × 398 ft
- Cross streets
- Yonge/York Mills
- Parking
- 4 garage · 16 parking (built-in)
- Driveway
- Circular Drive
- Basement
- Finished, Walk-Out
- Kitchens
- 2 (1 + 1)
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Stone
- Foundation
- Concrete
- Roof
- Slate, Other
- Sewer
- Sewer
- Pool
- Inground
- Property tax
- $45,502 / 2025
- Days on market
- 163
- Listing brokerage
- RE/MAX REALTRON BARRY COHEN HOMES INC.
Rooms
ensuite bath · walk-in closet(s) · fireplace
overlooks backyard · hardwood floor · crown moulding
fireplace · w/o to terrace · b/i shelves
4 pc ensuite · overlooks ravine · walk-in closet(s)
centre island · picture window · marble counter
3 pc ensuite · overlooks ravine · walk-in closet(s)
4 pc ensuite · walk-in closet(s) · vaulted ceiling(s)
panelled · fireplace · b/i desk
3 pc ensuite · walk-in closet(s) · hardwood floor
swing doors · hardwood floor · overlooks ravine
5 pc ensuite · vaulted ceiling(s) · walk-in closet(s)
Listed at $16,800,000. My estimate lands at $4.33M, so the ask sits about 288% 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.
A price cut is the likelier next move. 163 days on the market against about 46 for homes like it here, and asking 288% above where comparable closings put it. That is leverage for a buyer: offer with it in mind rather than waiting for the cut, since a reduction brings new eyes with it.
Second read, from the city assessment: $7.43M. That is about 72% 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 $4.33M, median of 34 comparables.
The market behind the math:
About 3.5 months of inventory: 27 detached homes for sale in the area against 23 closings in the last 90 days. Under two months favours sellers, over four favours buyers.
Price per square foot: this home lists at $3,360/sqft against an area asking average of $1,248/sqft. Size and $/sqft both feed the estimate above.
- Walk-out basement apartment features. A finished 1 bed walk-out basement apartment with a second kitchen. A self-contained space for extended family, guests or potential income. In St. Andrew-Windfields basements rarely rent out (5 of 133 recent detached leases were basement units), so buyers here treat a suite as family or nanny space rather than income. Value it for the living space, not the rent. Second-suite retrofit status is not verified. A buyer intending to rent should confirm requirements with the City of Toronto.
- 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.
- Inground pool. Priced into the comparison on the assumption it is clean and modern. A pool costs more to build than resale pays back, and condition is the in-person call.
How this estimate is builtthe short version
I take the 34 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 $7.43M, 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
- Pool: lifestyle appeal, but adds maintenance, insurance, and resale is mixed. Weigh carefully
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room. Worth verifying
- Transit / schools nearby: convenience and resale support, verify the exact distances and school catchment. Value driver
- Sold as-is / needs work: budget for renovation, the price should reflect the condition. Weigh carefully
Schools & getting aroundcatchment and transit
On schools, this address is zoned for York Mills Collegiate Institute, one of the higher-rated public schools in the area. A strong catchment tends to hold value and widen your resale pool, especially with family buyers.
Read this with carewhy it’s an estimate, not an appraisal
There were not many closely comparable homes right in St. Andrew-Windfields, so I widened the search to the surrounding area.
Based on 34 comparable homes that sold in St. Andrew-Windfields over the past two years, from 170 closings there.
Nothing 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 $4.33M, which is where my estimate comes from.
Per square foot, these ask about $1,675/sqft; this home lists at $3,360/sqft. Size is part of the price story, not just the sticker.
The 3 closest active listings nearby.
See all comparable homesNeighbourhood & location
St. Andrew-Windfields, Toronto, ON
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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 $13,440,000 · 4.24% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $72,457
- Property tax
- $3,792
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $76,248
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $406,475
- Toronto municipal land transfer tax
- $858,475
- Estimated closing costs
- $1,264,950
Plus your down payment of $3,360,000. 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
- $4,347,393
- Principal paid down
- $1,691,528
- Interest paid
- $2,655,865
- Balance remaining
- $11,748,472
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 St. Andrew-Windfields basements rarely rent out (5 of 133 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 20 whole-home leases in St. Andrew-Windfields signed at a median of $10,200 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $9,836. 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.