The ultimate 'cool dude' Toronto house is up for grabs at $7 million

If a Toronto house were the physical embodiment of Don Draper — leaning back in a leather chair with a neat whiskey in hand — that energy lives at 20A Woodlawn Ave.

The two-bedroom, four-bathroom custom build near Yonge and St. Clair feels less "family home" and more "architect's secret bachelor-pad fantasy," in the most intimidatingly put-together way possible.

From the street, the place already sets the tone. The facade is a sharp mix of glass, granite, steel, and wood — basically the architectural equivalent of a tailored suit with expensive sneakers.

The front of the house. 

20A Woodlawn Ave. is modern, but not cold. Polished, but not trying too hard. The kind of house that looks like it knows what restaurant you should be going to tonight.

The foyer. 

Step inside and you're greeted by terrazzo floors in the foyer.

The open concept main floor. 

There's a discreet powder room and a proper double closet, but the real drama hits when you move toward the back of the house.

The great room. 

The great room explodes upward with more than 20-foot ceilings and a full wall of glass overlooking the landscaped backyard, creating that seamless indoor-outdoor flow everyone wishes they could do as well as this house. 

The kitchen with a sleek stainless steel backsplash. 

The kitchen and dining setup is built for hosting. There's a large island, an oversized dining room, and enough space to comfortably seat 16 for dinner.

The dining area. 

Everything feels open, but intentional.

The family room. 

A floating staircase takes you to the second floor, where a family room overlooks the main level.

The second bedroom. 

Up here you'll also find a bedroom at the front with treetop views and its own ensuite.

The primary bedroom. 

But the third floor is entirely devoted to the primary suite.

The primary ensuite. 

There's a huge custom walk-in closet that flows straight into a spa-like ensuite, plus enough space in the bedroom itself for a sitting area, an office setup, and a king bed — all while soaking in skyline views that stretch toward downtown and the CN Tower. 

The garage. 

And because stairs are for peasants (or cardio), there's an elevator that runs straight down to the integrated two-car garage.

The basement bedroom. 

On the lower level of the house also find a mudroom, an additional bedroom and bathroom, and a temperature-controlled wine cellar that's described as a "work of art" by realtor Gillian Oxley.

The snow-covered backyard. 

Parking, shockingly, is not a problem. There's room for four cars total, but Oxley told blogTO that since the lot is 180 feet deep, there's plenty of room to add another garage at the back with a laneway suite on top. 

The sculptural floating staircase acts as a focal point on the main floor. 

Add in the tree canopy and the landscaped front, and you get rare privacy in a location that's otherwise steps from shops, restaurants, and all the Summerhill action.

"You don't need to sacrifice anything with this property," said Oxley. 

A cozy fireplace in the primary bedroom. 

20A Woodlawn Ave is listed for $6,795,000, down from $7,349,000. And is almost $7 million a lot for essentially a two-bedroom house? Yes.

But if you've ever wanted a house that feels like it comes with a minimalist wardrobe, excellent taste in music, and a standing reservation somewhere impossible to book, this might be your spot.