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Oct 05, 2025 02:00 PM - 04:00 PM EDT

27 Prennan Avenue
Islington-City Centre West Toronto M9B 4B7

$3,499,000
Residential Freehold beds: 4 baths: 5.0

Main Photo: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 1: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 2: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 3: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 4: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 5: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 6: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 7: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 8: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 9: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 10: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 11: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 12: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 13: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 14: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 15: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 16: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 17: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 18: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 19: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 20: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 21: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 22: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 23: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 24: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 25: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 26: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 27: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 28: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 29: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 30: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 31: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 32: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 33: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 34: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 35: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 36: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 37: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 38: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 39: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 40: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 41: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 42: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 43: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 44: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 45: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 46: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 47: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 48: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Photo 49: 27 Prennan Avenue in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12435215
Open House - Oct 05, 2025
02:00 PM - 04:00 PM EDT
NOTES: Open House on Sunday, October 5, 2025 2:00PM - 4:00PM
Open House - Oct 05, 2025
02:00 PM - 04:00 PM EDT
NOTES: Open House on Sunday, October 5, 2025 2:00PM - 4:00PM
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Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
W12435215
Bedrooms:
4
Bathrooms:
5
Experience the pinnacle of modern luxury in this custom Eatonville residence, where every detail has been thoughtfully designed for comfort, style, and effortless entertaining. Soaring ceilings, abundant natural light, and elegant millwork create inviting spaces, while multiple terraces and a resort-style backyard with pool, hot tub, kitchen, waterfalls, fire features, and cabana extend living outdoors. The open-concept main level flows seamlessly from a chefs kitchen with both a butlers and walk-in pantry to lavish entertaining areas, complemented by multiple wet bars, and concealed storage throughout. Upstairs, the primary suite offers a private terrace, a spa-inspired ensuite and a large dressing room with centre island, while all secondary bedrooms feature private ensuites and custom built-in closets. The finished lower level continues the lifestyle with a spacious rec room, full gym, sauna, change room and easy access to the outdoor shower, making every day feel like a retreat. Additional conveniences such as EV charging, a backup generator, and thoughtfully integrated mechanical upgrades ensure comfort and peace of mind. Centrally located, steps from parks, top schools, transit, shopping, and the Kipling GO and subway hub, this is a home designed to impress at every turn.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
3000-3500
Depth:
160'
Frontage:
44'
Direction Faces:
East
Bedrooms:
4
Bathrooms:
5.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
8
Rooms Below Grade:
2
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
3
Foundation:
Insulated Concrete Form
Roof:
Membrane, Flat, Asphalt Rolled
Basement:
Finished with Walk-Out
Fireplace Features:
Electric, Natural Gas, Living Room, Rec Room, Other
Fireplace/Stove:
Yes
Garage:
Built-In
Garage Spaces:
2.0
Other Structures:
Sauna
Parking Features:
Private Double
Parking Spaces:
4
Total Parking Spaces:
6.0
Family Room:
No
Possession Details:
30 Days / TBA
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$14,478.47 / 2025
Assessment:
$- / -
Toronto
Toronto W08
Islington-City Centre West
Fenced Yard, Golf, Park, Place Of Worship, Public Transit, School
Auto Garage Door Remote, Bar Fridge, Built-In Oven, Carpet Free, ERV/HRV, Generator - Full, Intercom, Sauna, Separate Heating Controls, Sewage Pump, Sump Pump, Storage, Water Heater Owned, Countertop Range
Built-In-BBQ, Controlled Entry, Deck, Hot Tub, Landscape Lighting, Landscaped, Lighting, Privacy, Security Gate
Alarm System, Carbon Monoxide Detectors, Monitored, Smoke Detector
Jenn Air side by side fridge, KitchenAid convention Microwave, Electrolux stand up freezer, Miele all in one coffee/expresso machine, Bosch and Whirlpool b/i dishwasher, Wolf 6 burner stove top and griddle, KitchenAid wall oven, 3 wine coolers. Stacked LG front load washer and dryer. All existing appliances, all existing electrical light fixtures & window coverings; all existing TVs, outdoor kitchen, hot tub & equipment; 2 furnaces and HRV systems, remote controlled outdoor gate. Smart home system controls lights, sound, and shades, featuring 6 indoor and 2 outdoor TVs, surround sound, and a dedicated AV room. Security system with surveillance cameras on each floor ensures peace of mind. See feature sheet for more.
Metal/Steel Siding, Stucco (Plaster)
Pool
Floor
Type
Size
Other
Ground
Living Room
22'10" × 15'3"
Overlooks Pool, Wet Bar, Hardwood Floor
Ground
Dining Room
20'2" × 10'5"
Hardwood Floor, W/O To Deck, Open Concept
Ground
Kitchen
19'9" × 15'7"
Centre Island, Breakfast Bar, Porcelain Floor
Ground
Pantry
Measurements not available
B/I Shelves, Quartz Counter, Custom Backsplash
Ground
Office
11'11" × 7'2"
B/I Desk, Hardwood Floor
Ground
Mud Room
8'7" × 7'9"
2 Pc Bath, Porcelain Floor
Second
Primary Bedroom
26' × 12'11⅛"
W/O To Sundeck, Skylight, Walk-In Closet(s)
Second
Bedroom 2
13'4" × 9'1"
Skylight, 4 Pc Ensuite, W/W Closet
Ground
Bedroom 3
20'1" × 10'3"
Hardwood Floor, 3 Pc Ensuite, W/O To Balcony
Ground
Bedroom 4
12'4" × 9'2"
Hardwood Floor, B/I Closet
Basement
Recreation
26'1" × 17'8"
W/O To Pool, Electric Fireplace
Basement
Exercise Room
19'9" × 15'7"
Pot Lights
Floor
Ensuite
Pieces
Other
Second
Yes
5
15'1" x 8'10" 5 Pc Ensuite, Skylight, Porcelain Floor
Basement
No
-
13'1" x 7'5" Sauna, Separate Shower
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Ensuite Laundry:
No
Laundry Level:
Upper Level
Date Listed:
Sep 30, 2025
Original Price:
$3,499,000
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Listed by KELLER WILLIAMS PORTFOLIO REALTY
Data was last updated October 4, 2025 at 07:15 PM (UTC)
Area Statistics
Listings on market:
68
Avg list price:
$1,993,000
Min list price:
$1,099,000
Max list price:
$5,380,000
Avg days on market:
27
Min days on market:
2
Max days on market:
188
These statistics are generated based on the current listing's property type and located in Islington-City Centre West. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.