39 Chudleigh Avenue Toronto

Historic Toronto home transformed into $6 million ultra-modern statement

Back in 2022, 39 Chudleigh Ave. quietly sold for just over $2 million after being with the same family for a staggering 77 years.

The original home was built in 1926 and it had all the decor cred to prove it. Think heavy wood panelling, granny floral curtains, a basement straight out of a low-budget horror movie.

Fast-forward to now, and you'd be surprised you're at the same address. 39 Chudleigh Avenue Toronto

The foyer. 

The original home in Lawrence Park South has been replaced with a custom-built, ultra-modern residence that leans hard into glass, light, and SmartHome tech. 

39 Chudleigh Avenue Toronto

The architectural stairs. 

Yes. From "grandpa's rec room energy" to architectural flex in one market cycle.

39 Chudleigh Avenue Toronto

The dramatic dining room. 

The exterior sets the tone: a floating concrete stairway entrance, recessed LED lighting, and a snow-melting three-car private drive.

39 Chudleigh Avenue Toronto

The living room. 

Inside, it's all soaring ceilings and floor-to-ceiling windows.

39 Chudleigh Avenue Toronto

Custom built-ins in the hallway add practical storage. 

Custom built-ins, bespoke lighting, and a sweeping white oak and glass staircase make it feel like an art gallery where someone also happens to live.

39 Chudleigh Avenue Toronto

The family room. 

The main floor is designed for maximum lifestyle theatre.

39 Chudleigh Avenue Toronto

The office. 

There's an open-concept living and dining as well as a sleek office/library, and a powder room.

39 Chudleigh Avenue Toronto

The primary bedroom. 

Everything is neutral, minimalist but the curved architectural elements make sure nothing is too harsh.

39 Chudleigh Avenue Toronto

The kitchen and family room. 

The kitchen and family room walk straight out to the backyard. 

39 Chudleigh Avenue Toronto

The backyard. 

The backyard is complete with an in-ground heated pool and landscaping so crisp it probably has its own maintenance spreadsheet.

39 Chudleigh Avenue Toronto

Another bedroom. 

Upstairs, the four bedrooms all come with ensuites. 

39 Chudleigh Avenue Toronto

The primary ensuite. 

The primary suite boasts a seven-piece bathroom and a dressing room that's basically a boutique.

39 Chudleigh Avenue Toronto

The basement wet bar. 

The lower level refuses to be outdone. There's a mezzanine mudroom, heated built-in garage, a rec space with a two-sided fireplace, a wet bar lounge, a nanny suite, and a walk-up to the garden.

39 Chudleigh Avenue Toronto

The back of the house at night. 

39 Chudleigh Ave. is listed for $5,780,000, down from $6,298,000.

Photos by

Amazing Photo Video


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