382 Old Yonge Street, Toronto, ON

St. Andrew-Windfields, Toronto · MLS® C12945142

$16,800,000
For Sale
Listed 107 days ago
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7Bedrooms
12Bathrooms
4Garage · 16 parking
5,000Sq Ft

About this home

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
7 (6 + 1)
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
107
Listing brokerage
RE/MAX REALTRON BARRY COHEN HOMES INC.

Rooms

Primary BedroomSecond8.90 × 7.52 m

ensuite bath · walk-in closet(s) · fireplace

BreakfastMain3.04 × 1.52 m

overlooks backyard · hardwood floor · crown moulding

Family RoomMain7.10 × 7.52 m

fireplace · w/o to terrace · b/i shelves

BedroomSecond8.90 × 7.52 m

4 pc ensuite · overlooks ravine · walk-in closet(s)

KitchenMain4.69 × 7.37 m

centre island · picture window · marble counter

Bedroom 4Second6.73 × 6.15 m

3 pc ensuite · overlooks ravine · walk-in closet(s)

Bedroom 3Second6.06 × 5.15 m

4 pc ensuite · walk-in closet(s) · vaulted ceiling(s)

LibraryMain5.02 × 4.72 m

panelled · fireplace · b/i desk

Bedroom 2Main5.57 × 10.02 m

3 pc ensuite · walk-in closet(s) · hardwood floor

Dining RoomMain6.91 × 4.60 m

swing doors · hardwood floor · overlooks ravine

Bedroom 5Second5.39 × 5.73 m

5 pc ensuite · vaulted ceiling(s) · walk-in closet(s)

Moe’s TakeTeam Asgarian · Broker
Worth a personal read

Heads up: the asking price here sits well above what comparable listings suggest. That can point to premium finishes, a bigger lot, or simply an ambitious ask, so it is worth a close look before you offer. I would not put an automatic figure on this one. 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.

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.

On location, this is a very walkable address with everyday errands close by. Yonge St at Lord Seaton Rd is about a 2-minute walk away. Walkable, transit-friendly spots tend to hold value and widen your resale pool.

What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.

  • Ravine lot: privacy and premium value, but confirm the buildable area and any conservation limits.
  • Pool: lifestyle appeal, but adds maintenance, insurance, and resale is mixed.
  • Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room.
  • Transit / schools nearby: convenience and resale support, verify the exact distances and school catchment.
  • Sold as-is / needs work: budget for renovation, the price should reflect the condition.
  • Worth verifying
  • Weigh carefully
  • Value driver
Comparable listingsCurrently listed nearby in St. Andrew-Windfields · asking prices
$10.39Mavg asking

The closest active listings by size, beds, and price, so you can see what this home is up against.

103 Old Colony Road$18.00M11 Montressor Drive$7.25M40 Old Colony Road$7.00M89 Old Colony Road$10.80M46 Wimpole Drive$8.89M

The 5 closest active listings nearby.

See all comparable homes
16.80MThis home18.00M7.25M7.00M10.80M8.89MThis home vs active comparables
Live market pulseActive comparables in St. Andrew-Windfields · median list $5.28M
$3,360this home / sqft
30active listings nearby
107days on market

106 days longer than the Toronto average (1 days).

View comparable listings
This home
Below area avgAbove area avg

Price per square foot vs the area average.

Neighbourhood & location

St. Andrew-Windfields, Toronto, ON

CommuteTime from this home to where you spend your day

Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.

Getting around

70/ 100

Very WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.

Most daily errands can be done on foot.

🚉 Nearest transit: Yonge St at Lord Seaton Rd, about 154 m away

20+ transit stops4 grocery20+ dining20+ parks9 pharmacies

Within a 15-minute (1.5 km) walk.

Nearby neighbourhoods

How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.

Bedford Park-Nortown
$2.90M
Lawrence Park South
$2.14M
Downsview-Roding-CFB
$1.06M
High Park-Swansea
$4.99M
Wexford-Maryvale
$865K

Typical asking price of active listings of the same type, per area (outliers removed). Toronto.

Get the full neighbourhood report (schools, parks, transit & safety) →

Schools & catchmentAssigned attendance-boundary schools, with EQAO results

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.

Street view near St. Andrew's Middle School
81%
St. Andrew's Middle SchoolPublic · Elementary · 1.3 km awayAbove the GTA average · 81% meet the provincial standard

Affordability & Mortgage

Affordability
$76,569/mo
$3017KIncome needed
5.6×Price ÷ income
$17,670Weekly cost
20% down4.79%25-yr amortization

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.

95%mortgage
Mortgage $76,569Property tax $3,792Total carry $80,361

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

$
20.0%
$
%

Homes over $1.5M can't be insured, so 20% down or more is required.

4.14%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 17, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$71,721per month

Mortgage amount $13,440,000 · 4.14% over 25 years

$3,360,000Down payment (20.0%)
$13,440,000Loan before insurance
$0CMHC premium
$75,513Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$71,721
Property tax
$3,792
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$75,513

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

6.14%Qualifying rate
$87,112/monthPayment at the qualifying rate

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

$8,076,248Total interest paid
$21,516,248Total of all payments
Principal $13,440,000 Interest $8,076,248
YearPrincipalInterestBalance
1$314,853$545,797$13,125,147
2$328,023$532,627$12,797,125
3$341,743$518,907$12,455,381
4$356,038$504,612$12,099,343
5$370,930$489,719$11,728,413
6$386,446$474,204$11,341,967
7$402,610$458,040$10,939,357
8$419,451$441,199$10,519,906
9$436,996$423,654$10,082,910
10$455,275$405,375$9,627,635
11$474,318$386,332$9,153,316
12$494,158$366,492$8,659,158
13$514,828$345,822$8,144,330
14$536,363$324,287$7,607,967
15$558,798$301,852$7,049,169
16$582,172$278,478$6,466,998
17$606,523$254,127$5,860,475
18$631,893$228,757$5,228,582
19$658,324$202,326$4,570,258
20$685,861$174,789$3,884,397
21$714,549$146,101$3,169,848
22$744,438$116,212$2,425,410
23$775,576$85,073$1,649,834
24$808,018$52,632$841,816
25$841,816$18,834$0

At the end of your 5-year term

Total paid over the term
$4,303,250
Principal paid down
$1,711,587
Interest paid
$2,591,663
Balance remaining
$11,728,413

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.

Let's connect

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

Rental yield
Estimate$10,500/mo
$126,000Gross annual rent
0.4%Est. cap rate

Income potential: the basement has a separate entrance, which often supports a rentable in-law or second suite. That can lift real rent well above the figure above and help carry the mortgage. Ask us about permitted use in this area.

Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.

Talk about the numbers

Estimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.

0.8%
Gross yield
− Property tax $45,502− Insurance $1,400− Vacancy & upkeep $13,860Net operating income $65,238

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.

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