27 Penwood Crescent, Toronto, ON

Banbury-Don Mills, Toronto · MLS® C13248836

$11,995,000
For Sale
Listed 42 days ago
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8Bedrooms
11Bathrooms
3Garage · 6 parking
5,000Sq Ft

About this home

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®
C13248836
Bedrooms
8 (6 + 2)
Bathrooms
11 (2 half)
Size
5,000 sq ft
Lot
99.07 × 139.16 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
42
Listing brokerage
RE/MAX REALTRON BARRY COHEN HOMES INC.
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, it is moderately walkable, so some daily errands are within reach and for the rest you will likely drive. Park Lane Cir at Post Rd is about a 10-minute walk away.

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.

  • Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person.
  • Heated floors: comfort and a premium-finish signal.
  • 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.
  • Hardwood floors: quality hardwood is durable and broadly desirable.
  • Value driver
  • Lifestyle
  • Weigh carefully
  • Worth verifying
Comparable listingsCurrently listed nearby in Banbury-Don Mills · asking prices
$9.23Mavg asking

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

23 Sandfield Road$12.50M17 Alderbrook Drive$11.80M7 Artinger Court$3.40M

The 3 closest active listings nearby.

See all comparable homes
11.99MThis home12.50M11.80M3.40MThis home vs active comparables
Live market pulseActive comparables in Banbury-Don Mills · median list $5.50M
$2,399this home / sqft
10active listings nearby
42days on market

41 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

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.

Getting around

36/ 100

Somewhat 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.

Some errands on foot, but most trips need a car.

🚉 Nearest transit: Park Lane Cir at Post Rd, about 798 m away

20+ transit stops1 grocery7 dining14 parks1 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.

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

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

Affordability & Mortgage

Affordability
$54,669/mo
$2178KIncome needed
5.5×Price ÷ income
$12,616Weekly 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.

94%mortgage
Mortgage $54,669Property tax $3,317Total carry $57,986

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)
$51,208per month

Mortgage amount $9,596,000 · 4.14% over 25 years

$2,399,000Down payment (20.0%)
$9,596,000Loan before insurance
$0CMHC premium
$54,525Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$51,208
Property tax
$3,317
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$54,525

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

One-time closing costs

Ontario land transfer tax
$286,350
Toronto municipal land transfer tax
$546,150
Estimated closing costs
$832,500

Plus your down payment of $2,399,000. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.14%Qualifying rate
$62,197/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

$5,766,345Total interest paid
$15,362,345Total of all payments
Principal $9,596,000 Interest $5,766,345
YearPrincipalInterestBalance
1$224,801$389,693$9,371,199
2$234,204$380,290$9,136,995
3$244,001$370,493$8,892,994
4$254,207$360,287$8,638,787
5$264,840$349,654$8,373,947
6$275,918$338,576$8,098,029
7$287,459$327,035$7,810,570
8$299,483$315,011$7,511,087
9$312,010$302,484$7,199,077
10$325,061$289,433$6,874,017
11$338,658$275,836$6,535,359
12$352,823$261,671$6,182,536
13$367,581$246,913$5,814,955
14$382,957$231,537$5,431,998
15$398,975$215,519$5,033,023
16$415,664$198,830$4,617,359
17$433,050$181,444$4,184,309
18$451,164$163,330$3,733,145
19$470,036$144,458$3,263,110
20$489,696$124,797$2,773,413
21$510,180$104,314$2,263,234
22$531,520$82,974$1,731,714
23$553,752$60,741$1,177,961
24$576,915$37,579$601,046
25$601,046$13,447$0

At the end of your 5-year term

Total paid over the term
$3,072,469
Principal paid down
$1,222,053
Interest paid
$1,850,416
Balance remaining
$8,373,947

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
0.6%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.

1.1%
Gross yield
− Property tax $39,801− Insurance $1,400− Vacancy & upkeep $13,860Net operating income $70,939

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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