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27 Penwood Crescent

27 Penwood Crescent

Toronto C13, ON

  • 8 bed
  • 11 bath
  • approx. 5000 + sqft
  • Detached
  • 11 days on market
$10,900,000Price reduced 5%

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.

Listing Details

Taxes (2025)
$39,801
Originally Listed
$11,499,000
Listed
September 8, 2026

Price History

Listing history

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Property

Style
2-Storey
Construction
Stone, Brick
Roof
Fibreglass Shingle
Foundation
Concrete
Interior
Auto Garage Door Remote, Bar Fridge, Central Vacuum, Built-In Oven, Countertop Range, ERV/HRV, Carpet Free, Intercom, Sauna, Sump Pump, Primary Bedroom - Main Floor
Lot Size
100 x 140 Feet

Parking

Garage
Built-In
Covered Spaces
3
Total Parking
6

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
East Of Bayview / South Of York Mills
Parcel Number
101260159
Possession
Immediate
Occupancy
Owner

Included

Inclusions
Miele 6 Burners Gas Range W/ Griddle, 60- Subzero Fridge & Freezer / 3x Wine Fridges, Miele Microwave, Miele Steam Oven, Miele Convection Oven, Miele Warming Drawer, Miele Coffee maker, 3x Dishwashers, Turbo Hood Fan, Kitchen Aid Gas Burner at Prep. kitchen, 2x Sets Washer & Dryer, 2x High-Efficiency Furnaces, 2x Central Air Units, 2x Boilers , 2x Humidifiers, 2x HRVs, Central Vac W/B/I Hose All Lvls, Control 4 Automation System, Irrigation System, Outdoor Speaker System, ELFs, Smart Security System Includes Multiple Perimeter Surveillance Cameras and Interior Motion Sensors. Unmatched Location Steps to Torontos Top-Ranked Public and Private Schools.

Schools

Elementary

  • Denlow Public School0.7 km

    Public · Toronto DSB · 300 students

    Grade 3 reading: 91% met the provincial standard

  • Rippleton Public School1 km

    Public · Toronto DSB · 275 students

    Grade 3 reading: 76% met the provincial standard

  • École élémentaire Étienne-Brûlé1.1 km

    French public · CS Viamonde · 125 students

Secondary

  • York Mills Collegiate Institute1 km

    Public · Toronto DSB · 1295 students

    Grade 10 literacy: 96% met the provincial standard

  • École secondaire Étienne-Brûlé1.1 km

    French public · CS Viamonde · 225 students

    Grade 10 literacy: 98% met the provincial standard

  • Don Mills Collegiate Institute2.7 km

    Public · Toronto DSB · 795 students

    Grade 10 literacy: 81% met the provincial standard

Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.

Community

Postal area M3B

Population
12,880
Private dwellings
5,178
Median age
49.2
Average household size
2.6
Median household income
$121,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Toronto C13 · last 12 months

Median sold price
$835,000
Homes sold
645
Median days on market
23
Sale-to-list price
97.9%

Based on 645 recorded sales of residential freehold properties in Toronto C13 over the last 12 months.

Listed by

RE/MAX REALTRON BARRY COHEN HOMES INC.

Walk Score

Walk Score is unavailable for this address right now.

Mortgage Calculator

$2,180,000

Estimated Monthly Payment

$53,548

Land transfer tax

Estimated land transfer tax$258,975

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $53,548/mo (20% down, 5.5%)

Taxes: $3,317/mo · Insurance: $2,725/mo

Estimates only. Consult a financial advisor.

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