27 Penwood Crescent, Toronto, ON

Banbury-Don Mills, Toronto · MLS® C13753420

$10,900,000
For Sale
Listed 21 days agoNo offer date stated
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6+2Bedrooms
11Bathrooms
3Garage · 6 parking
5,000Sq ft

About this home

In short

  • Architecturally Significant Iconic Estate , On 100' Lush Frontage Situated In Toronto's Most Exclusive, Private & Prestigious York Mills South With Walking Distance...
  • Luxurious Living Space, Includes A Finished & Walkout Basement.
  • Exceptional Craftsmanship is Showcased Throughout W/Custom Walnut & White Oak Millwork, Imported European Slabs, 12' Ceilings, Elegant Wall Paneling, Detailed...
  • Include Large-Scale Aluminum Sliding Doors Leading to an Expansive Deck & Concrete B-E-T-Z Swimming Pool.
  • The Entertainment-Ready Basement Boasts an Oversized Recreation Area W/ 2 Double Aluminum Sliding Doors Offering Garden-Level Views And Abundant Natural Light, a...

Architecturally Significant Iconic Estate , On 100' Lush Frontage Situated In Toronto's Most Exclusive, Private & Prestigious York Mills South With Walking Distance To Bridle Path Trail. 11,230 Sqft. Luxurious Living Space, Includes A Finished & Walkout Basement. Clad in I-N-D-I-A-N-A- -L-I-M-E-S-T-O-N-E Front Elevation Wrapped W/An Architectural Brick Accents, Enhanced by Lush Landscaping, A Heated Driveway, Pathway & Dramatic Exterior Lighting. Exceptional Craftsmanship is Showcased Throughout W/Custom Walnut & White Oak Millwork, Imported European Slabs, 12' Ceilings, Elegant Wall Paneling, Detailed Moldings, Heated Floors & Custom Wood Accent Walls. Floor-to-Ceiling Tilt & Turn R-E-Y-N-A-E-R-S Aluminum Windows & Sliding Doors, Flood The Home W/Natural Light. The Grand Foyer Features Imported Italian Slabs, a Striking Staircase & An Oversized Skylight, Setting a Refined & Elegant Tone. Expansive Principal Rooms Highlighted C-H-E-V-R-O-N Hardwood Floor, Gas Fireplaces & Book-Matched Italian Slab Feature Walls.The Chef-s Kitchen Offers Dual Islands, B/I Miele Appliances, a Butlers Pantry W/Servery Access to the Formal Dining Room & Custom Cabinetry. The Breakfast Area & Oversized Family Rm. Include Large-Scale Aluminum Sliding Doors Leading to an Expansive Deck & Concrete B-E-T-Z Swimming Pool. A 4-Stop E-L-E-V-A-T-O-R Services All 3 Levels, Plus an Additional Private Lift W/Direct Garage Access Fully Accessibility-Friendly. The Primary Retreat Boasts Coffered Ceilings, a Wet Bar, Fireplace, Boutique-Style Hers Dressing Boudoir, His Closet, And a Lavish 7 Pcs Ensuite Designed to Impress. The Entertainment-Ready Basement Boasts an Oversized Recreation Area W/ 2 Double Aluminum Sliding Doors Offering Garden-Level Views And Abundant Natural Light, a Large Gym W/Dry Sauna & Full Bath, a Home Theatre, Additional Washer/Dryer & Direct Access From the Garage Completed W/A Dog Wash Station & Elevator Access & Two Nanny & Guest Rooms.

Key facts

Property type
Detached, 2-Storey
MLS®
C13753420
Bedrooms
6+2 (8 total)
Bathrooms
11 (2 half)
Size
5,000 sq ft
Lot
100 × 140 ft
Cross streets
East Of Bayview / South Of York Mills
Parking
3 garage · 6 parking (built-in)
Driveway
Private Triple
Basement
Finished with Walk-Out
Heating
Forced Air
A/C
Central Air
Exterior
Stone, Brick
Foundation
Concrete
Roof
Fibreglass Shingle
Sewer
Sewer
Pool
Inground
Property tax
$39,801 / 2025
Days on market
21
Listing brokerage
RE/MAX REALTRON BARRY COHEN HOMES INC.
Our TakeTeam Asgarian · Broker
No automatic estimate

This home is in the largest size bracket the board records (5,000 sq ft and up). Comparable-sales math compares homes by size, and too few homes this large sell nearby to compare it fairly, so no automatic estimate is shown. The largest homes in Banbury-Don Mills (3,500 sq ft and up) have sold between $1.68M and $7.50M over the last two years (35 sales).

Considering this property? Request a written price read

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.

What sellers nearby are askingCurrently listed nearby in Banbury-Don Mills · asking prices
$9.53Mavg asking

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 $7.17M, which is where my estimate comes from.

Per square foot, these ask about $1,906/sqft; this home lists at $2,180/sqft. Size is part of the price story, not just the sticker.

The 3 closest active listings nearby.

See all comparable homes
10.90MThis home12.50M10.80M5.29MThis home vs active comparables

Neighbourhood & location

Banbury-Don Mills, 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.

Nearby neighbourhoods

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

St. Andrew-Windfields
$8.80M
Wexford-Maryvale
$840K
Willowdale West
$1.30M
Danforth Village-East York
$1.17M
Tam O'Shanter-Sullivan
$1.17M

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 York Mills Collegiate Institute
88%
York Mills Collegiate InstitutePublic · Secondary · 1.0 km awayHigher-rated than most nearby · 88% meet the provincial standard
Park Lane Public SchoolEQAO results not published
Also nearby: 8 more schools within 2.5 km
Denlow Public School · Public elementary0.7 km · 90% at standard
Rippleton Public School · Public elementary1.0 km · 75% at standard
Windfields Middle School · Public elementary1.5 km · 91% at standard
Harrison Public School · Public elementary1.7 km · 82% at standard
St Andrew's Middle School · Public elementary1.8 km · 81% at standard
Owen Public School · Public elementary1.8 km · 59% at standard
Norman Ingram Public School · Public elementary1.8 km · 65% at standard
Dunlace Public School · Public elementary2.2 km · 69% at standard

Not the assigned catchment: schools a family here could reach, with EQAO results where published.

Affordability & Mortgage

Affordability
$49,679/mo
$1991KIncome needed
5.5×Price ÷ income
$11,464Weekly cost
$733,950Land transfer tax, one-time (Ontario + Toronto)
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.

94%mortgage
Mortgage $49,679Property tax $3,317Total carry $52,995

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.

4.49%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 4.34% via Ratehub.ca (as of September 30, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$48,214per month

Mortgage amount $8,720,000 · 4.49% over 25 years

$2,180,000Down payment (20.0%)
$8,720,000Loan before insurance
$0CMHC premium
$51,531Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$48,214
Property tax
$3,317
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$51,531

Add your own property tax, condo fees, and heating on the left for a sharper total.

One-time closing costs

Ontario land transfer tax
$258,975
Toronto municipal land transfer tax
$474,975
Estimated closing costs
$733,950

Plus your down payment of $2,180,000. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.49%Qualifying rate
$58,356/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

$5,744,313Total interest paid
$14,464,313Total of all payments
Principal $8,720,000 Interest $5,744,313
YearPrincipalInterestBalance
1$194,593$383,979$8,525,407
2$203,429$375,144$8,321,978
3$212,665$365,907$8,109,313
4$222,321$356,252$7,886,992
5$232,415$346,157$7,654,577
6$242,968$335,605$7,411,609
7$253,999$324,573$7,157,610
8$265,532$313,040$6,892,078
9$277,588$300,984$6,614,489
10$290,192$288,381$6,324,298
11$303,368$275,205$6,020,930
12$317,142$261,431$5,703,788
13$331,541$247,031$5,372,247
14$346,595$231,978$5,025,652
15$362,331$216,241$4,663,320
16$378,783$199,790$4,284,538
17$395,981$182,591$3,888,557
18$413,960$164,612$3,474,596
19$432,756$145,817$3,041,841
20$452,404$126,168$2,589,436
21$472,945$105,627$2,116,491
22$494,419$84,153$1,622,072
23$516,868$61,705$1,105,204
24$540,335$38,237$564,869
25$564,869$13,704$0

At the end of your 5-year term

Total paid over the term
$2,892,863
Principal paid down
$1,065,423
Interest paid
$1,827,440
Balance remaining
$7,654,577

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
From 26 whole-home leases in Banbury-Don Mills$8,148/mo
$97,776Gross annual rent
0.4%Cap rate after taxes and upkeep
$7,734 to $9,666Typical rent range
~39 daysTo find a tenant, on average

About the suite: in Banbury-Don Mills basements rarely rent out (7 of 155 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 numbers

The last 26 whole-home leases in Banbury-Don Mills signed at a median of $6,642 a month; adjusted to this home for size, beds and baths, and for where rents stood the month each signed, that is $8,148. 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.

0.9%
Gross yield
− Property tax $39,801− Insurance $1,400− Vacancy & upkeep $10,755Net operating income $45,820

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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