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 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.
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CHESTNUT PARK REAL ESTATE LIMITED
Source: TRREB,MLS®#: C13599654Originating MLS®#: Toronto Regional Real Estate Board
Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 8
Primary bedroom
Level: Second
Dimensions: 13.1 x 5.2
Bedroom
Level: Basement
Dimensions: 4.32 x 3.38
Bedroom 2
Level: Second
Dimensions: 4.26 x 4.02
Bedroom 3
Level: Second
Dimensions: 4.5 x 3.96
Bedroom 4
Level: Second
Dimensions: 4.67 x 4.57
Breakfast
Level: Main
Dimensions: 4.3 x 3.1
Dining room
Level: Main
Dimensions: 5.09 x 4.26
Exercise room
Level: Basement
Dimensions: 5.02 x 3.96
Family room
Level: Main
Dimensions: 7.05 x 5.2
Great room
Level: Basement
Dimensions: 11.88 x 5.33
Kitchen
Level: Main
Dimensions: 5.5 x 3.1
Laundry
Level: Second
Dimensions: 0 x 0
Living room
Level: Main
Dimensions: 5.09 x 3.1
Office
Level: Second
Dimensions: 3.04 x 3.04
Heating
Forced Air, Gas
Cooling
Central Air
Appliances
Included: Bar Fridge, Built-In Oven
Features
Guest Accommodations, In-Law Capability, Separate Heating Controls, Steam Room
Basement: Finished,Walk-Up Access
Has fireplace: Yes
Fireplace features: Natural Gas
Interior area
Living area range: 3500-5000 null
Property
Parking
Total spaces: 4
Parking features: Available
Has garage: Yes
Features
Stories: 2
Has private pool: Yes
Pool features: In Ground
Lot
Size: 6,700 Square Feet
Details
Parcel number: 103440292
Construction
Type & style
Home type: SingleFamily
Property subtype: Single Family Residence
Materials
Stone
Foundation: Concrete
Roof: Slate
Utilities & green energy
Sewer: Sewer
Community & HOA
Location
Region: Toronto
Financial & listing details
Annual tax amount: C$39,116
Date on market: 7/23/2026
CHESTNUT PARK REAL ESTATE LIMITED
CHESTNUT PARK REAL ESTATE LIMITED
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