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, built-in 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.
6 bedrooms, 8 bathrooms, about 5,000 sq ft, works out to roughly $2,180 per square foot, the bed-to-bath ratio is generous. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 27 Penwood Cres
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
5000 + sq ftas stated on the listing
Parking
6 spacesYes garage
Basement
Finished with Walk-Out
Features & systems
Parking & garage
Garage
Yes
Parking spaces
6
Interior
Basement
Finished with Walk-Out
Exterior & construction
Pool
Yes
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
2-Storey
Property class
Detached
27 Penwood Cres Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
Independent mortgage broker · OAC · rates subject to change and underwritingMortgage Squad →
Referral disclosure: Summitly may refer you to Mortgage Squad Advisors, an affiliated mortgage partner. You are free to choose any lender or mortgage professional.
Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$53,548
/mo
based on the purchase price of $10,900,000
$2,180,000 cash
$8,720,000 financed
$7,344,529 total interest
Principal54%$8,720,000
Interest46%$7,344,529
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Similar homes for sale nearby in Toronto
Other 5–6 bed homes for sale in Toronto around $11M.
Average days on market31Homes sold in about 31 days on average.
Sale-to-list ratio4987.8%On average, homes sold at or above asking.
Active listings12,317Homes for sale here right now.
Median vs prior 90 days0.0%Compared with Apr 29 – Jul 28, 2026.
Based on 9,511 sales from Jul 28 – Oct 26, 2026 (6,903 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
27 Penwood Cres is listed at $10,900,000 (MLS® C13753420). Summitly updates the price as soon as the MLS® record changes.
Is $10,900,000 a good price for 27 Penwood Cres?
Summitly rates it Well Above Market: the asking price is 15% or more above Zara's estimate, an estimate built from recent sales in Toronto. The rating is an automated opinion, not an appraisal; "What's it worth?" on this page shows how it is worked out. See Zara's estimate
Has the price of 27 Penwood Cres changed?
Yes — it was first listed at $11,499,000 and is now $10,900,000, a drop of $599,000 (5.2%).
How many bedrooms and bathrooms does 27 Penwood Cres have?
27 Penwood Cres has 6 bedrooms and 8 bathrooms, with about 5,000 square feet of living space. It is a detached home in Toronto.
Is 27 Penwood Cres close to transit?
The nearest rapid-transit station is Oriole GO Station (Richmond Hill GO), about 2.6 km in a straight line. York Mills Station is about 2.7 km, and Bayview Station is about 3.0 km. Distances are straight-line, not walking routes; check the transit agency for routes and schedules.
How much would the monthly mortgage be on 27 Penwood Cres?
About $53,548 a month — principal and interest on $10,900,000 with 20% down ($2,180,000), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
How does 27 Penwood Cres compare with other homes in Toronto?
Its asking price of $10,900,000 is about 1198% above the median sold price in Toronto over the last 90 days, $840,000, across 9,511 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 27 Penwood Cres been sold before?
Summitly has no earlier MLS® sale or lease of 27 Penwood Cres on record from the last two years. Older records aren't shown under TRREB rules.
Where is 27 Penwood Cres?
27 Penwood Cres is in Toronto, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 27 Penwood Cres been on the market?
48 days — 27 Penwood Cres was listed on September 8, 2026.
What is the price per square foot of 27 Penwood Cres?
About $2,180 per square foot: the asking price of $10,900,000 over the 5,000 sq ft the listing gives.
Does 27 Penwood Cres have parking or a garage?
Yes — the listing gives 6 parking spaces. Garage: Yes.