Where: 1 Benvenuto Place, on the crest of the Avenue Road hill at St. Clair.
What: A seven-storey, 1950s modern apartment building turned luxury condo.
Prices: $350,000 nabs a 700-square-foot lower-floor, one-bedroom suite on the north side (meaning no dramatic downtown view); $3.5 million will get you a 3,500-square-foot penthouse with four balconies and breathtaking vistas.
History: Designed by architect Peter Dickinson (also behind the Hummingbird Centre and the Inn on the Park), the building is on the site of Benvenuto, the estate formerly home to rabble-rousing journalist-politician William Lyon Mackenzie. It’s arguably Toronto’s best residential example of modernism’s clean lines and flat surfaces. One wing was originally a hotel; it was converted into apartments in 1980, and the dining room and kitchen were transformed into the establishment restaurant Scaramouche.