A Landmark Residence In The Heart Of Lawrence Park South. Set on an exceptional 50' x 134' lot, 258 Cortleigh Boulevard is a rare offering that masterfully blends timeless architecture, uncompromising craftsmanship, and sophisticated contemporary luxury. Offering approximately 7,000 sq. ft. of impeccably finished living space across four levels, this custom-built residence has been thoughtfully designed for exceptional family living and grand-scale entertaining. The spectacular main level features soaring ceilings and a dramatic family room that flows seamlessly into a chef-inspired gourmet kitchen appointed with premium appliances, a stunning marble island, and a fully equipped service kitchen. Every space has been curated with bespoke millwork and meticulous attention to detail. The luxurious primary retreat offers custom walk-in closets and a breathtaking spa-inspired ensuite, while the masterpiece provides generously proportioned bedrooms and an office, and versatile family spaces designed for modern living. The exceptional lower level rivals the finest private clubs, featuring a sophisticated recreation lounge, fitness centre, and private guest or nanny suite. Designed for seamless indoor/outdoor living, the beautifully landscaped backyard is a true private oasis with a resort-inspired concrete swimming pool. Luxury extends to every detail with a private elevator servicing all levels, garage car lift for two cars, radiant heated floors, Control4 smart home automation, premium mechanical systems, and uncompromising quality throughout. Ideally located in one of Toronto's most prestigious neighbourhoods, just moments from the city's finest public and private schools, parks, boutique shopping, dining, and transit, 258Cortleigh represents an extraordinary opportunity to acquire one of Lawrence Park South's finest custom residences, offering exceptional value, timeless design, and an unparalleled lifestyle.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
3500-5000
Lot Depth:
134'40.8 m
Lot Frontage:
50'15.2 m
Direction Faces:
South
Bedrooms:
4+1
Bathrooms:
8.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
10
Rooms Below Grade:
4
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Concrete
Roof:
Slate
Basement:
Finished, Walk-Up
Fireplace Features:
Natural Gas
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
2.0
Parking Features:
Available
Parking Spaces:
2
Total Parking Spaces:
4.0
Family Room:
Yes
Possession Details:
TBA
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$39,116 /
2026
Assessment:
$- /
-
Toronto
Toronto C04
Lawrence Park South
Bar Fridge, Built-In Oven, Guest Accommodations, In-Law Capability, Separate Heating Controls, Steam Room
Data was last updated July 23, 2026 at 07:15 PM (UTC)
Area Statistics
Listings on market:
37
Avg list price:
$4,000,000
Min list price:
$1,699,000
Max list price:
$12,300,000
Avg days on market:
43
Min days on market:
3
Max days on market:
241
These statistics are generated based on the current listing's property type
and located in
Lawrence Park South. 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.