From Old To New: Leaside Condos On The Market Right Now | Pick 5 Edition

October 23, 2025

Leaside has quietly transformed from a quiet pocket of homes into a rapidly growing market for condo buyers. In this week’s Pick 5, David Fleming explores the evolution of Leaside condos—from 1980s low-rises to brand-new luxury builds. These five properties capture the full range of what buyers can find today.

This week’s picks:

  • 5:45 – 25 Malcolm Ave: Built in 2018, a modern mid-rise with a great terrace and amenities, ideal first-time buyer option at $649K
  • 10:47 – 955 Millwood Rd: A spacious, updated 1988 condo with traditional layout, perfect for downsizers wanting more space
  • 15:16 – 33 Frederick Todd Way: A 2023 build with hotel-style amenities and sleek design for modern buyers
  • 20:10 – 1801 Bayview Ave: Built in 2003, a massive 2,800 sq ft unit offering house-sized living for families at a great value
  • 25:00 – 1414 Bayview Ave: Boutique luxury development built in 2024 with high-end finishes and terraces built for Leaside downsizers

If you’ve ever wondered how far your money goes in this corner of Toronto, or how Leaside is changing as the city densifies, this episode is for you.