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Saturday, August 15th, 2026

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$10,380,000
Available - For Sale
Listing ID: C13599654
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 6500 sq. ft. of impeccably finished living space across three 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.
Price $10,380,000
Taxes: $39,116
Occupancy by: Owner
Address: 258 Cortleigh Boulevard , Toronto, M5N 1P7, Toronto
Directions/Cross Streets: Avenue Road & Cortleigh
Rooms: 10
Rooms +: 4
Bedrooms: 4
Bedrooms +: 1
Washrooms: 8
Family Room: T
Basement: Finished
Walk-Up
  Level/Floor Room Length(ft) Width(ft) Descriptions
Room 1: Main Living Ro 16.70 10.17 Hardwood Floor, Overlooks Frontyard, Built-in Speakers
Room 2: Main Dining Ro 16.70 13.97 Hardwood Floor, Window, Indirect Lights
Room 3: Main Family Ro 23.12 17.06 Fireplace, Overlooks Backyard, Built-in Speakers
Room 4: Main Kitchen 18.04 10.17 B/I Appliances, Centre Island, Overlooks Backyard
Room 5: Main Breakfast 14.10 10.17 Overlooks Backyard, Built-in Speakers, Large Window
Room 6: Second Primary B 42.97 17.06 Fireplace, His and Hers Closets, Wet Bar
Room 7: Second Bedroom 2 13.97 13.19 3 Pc Ensuite, Window, Hardwood Floor
Room 8: Second Bedroom 3 14.76 12.99 3 Pc Ensuite, Overlooks Frontyard, Hardwood Floor
Room 9: Second Bedroom 4 15.32 14.99 3 Pc Ensuite, Overlooks Frontyard, Walk-In Closet(s)
Room 10: Second Office 9.97 9.97 B/I Shelves, Overlooks Frontyard, Hardwood Floor
Room 11: Second Laundry 0 0 B/I Appliances, Ceramic Floor, Stainless Steel Sink
Room 12: Basement Bedroom 14.17 11.09 B/I Closet, 3 Pc Bath, Hardwood Floor
Room 13: Basement Exercise 16.47 12.99 Hardwood Floor, Halogen Lighting
Room 14: Basement Great Roo 38.97 17.48 Hardwood Floor, Halogen Lighting, Wet Bar
No. of Pieces Level
Washroom 1:  4 Second
Washroom 2:  3 Second
Washroom 3:  2 Main
Washroom 4:  3 Sub-Base
Washroom 5:  2 Sub-Base
Washroom 6:  4 Second
Washroom 7:  3 Second
Washroom 8:  2 Main
Washroom 9:  3 Sub-Base
Washroom 10:  2 Sub-Base
Washroom 11:  4 Second
Washroom 12:  3 Second
Washroom 13:  2 Main
Washroom 14:  3 Sub-Base
Washroom 15:  2 Sub-Base
Washroom 16:  4 Second
Washroom 17:  3 Second
Washroom 18:  2 Main
Washroom 19:  3 Sub-Base
Washroom 20:  2 Sub-Base
Property Type: Detached
Style: 2-Storey
Exterior: Stone
Garage Type: Attached
(Parking/)Drive: Available
Drive Parking Spaces: 2
Park #1
Parking Type: Available
Park #2
Parking Type: Available
Pool: Inground
Approximatly Square Footage: 3500-5000
CAC Included: N
Water Included: N
Cabel TV Included: N
Common Elements Included: N
Heat Included: N
Parking Included: N
Condo Tax Included: N
Building Insurance Included: N
Fireplace/Stove: Y
Heat Type: Forced Air
Central Air Conditioning: Central Air
Central Vac: N
Laundry Level: Syste
Ensuite Laundry: F
Elevator Lift: True
Sewers: Sewer
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CHESTNUT PARK REAL ESTATE LIMITED

258 Cortleigh Boulevard , Toronto, M5N 1P7, Toronto

Evelina Branitsky
Sales Representative
Dir:
647.888.9606
Bus:
416.739.7200
Fax:
416.739.9367

 
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At a Glance:
Type: Freehold - Detached
Area: Toronto
Municipality: Toronto C04
Neighbourhood: Lawrence Park South
Style: 2-Storey
Lot Size: x 134.00(Feet)
Approximate Age:
Tax: $39,116
Maintenance Fee: $0
Beds: 4+1
Baths: 8
Garage: 0
Fireplace: Y
Air Conditioning:
Pool: Inground
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Evelina Branitsky Sales Representative pic ebranitsky@rogers.com Sutton Group- Admiral Realty Inc., Brokerage Independently owned and operated. pic 1881 Steeles Avenue West, Toronto, Ontario M3H5Y4 pic Dir: 647.888.9606 | Office: 416.739.7200 | Fax: 416.739.9367 Personal Pic

ebranitsky@rogers.com