The Best Boutique Condos In Midtown Toronto

About this video

Tom Storey and his team partner Morgan each share their favourite boutique condo buildings in Midtown Toronto, north of Bloor, from Lawrence Park down to Yonge and St. Clair. The video is aimed at downsizers who want to stay in the area and anyone who wants a condo that feels more like a house, without long waits for the elevator.

Key points

• Buildings covered include the Winslow, the Jack, the Art Shoppe, One Balmoral, the Hampton, Alexandra Gate at 2 Alexandra Boulevard, the Metro Lofts on Merton Street, 23 Glebe, Neon at 58 Orchard View Boulevard and 900 Mount Pleasant.
• In this September 2026 video, Tom notes that larger boutique units were trading well, because many buyers had sold a home they owned free and clear and were buying with cash, so interest rates affected them less.
• Some older boutique buildings have pet restrictions, such as weight limits or outright bans, so buyers should check the rules before getting interested.
• Many Midtown condos sit right beside single family homes, which gives buyers a way into neighbourhoods where nearby houses can sell for $3 million.
• Newer buildings like the Jack (completed in 2020) can cost well over $1,000 a square foot, while 23 Glebe (built in 2015) had recent sales under $1,000 a square foot.

Questions answered in this video

Which Midtown boutique condos suit downsizers?

Tom and Morgan point to buildings with large floor plans, such as the Winslow (suites from about 1,200 to 3,500 square feet) and One Balmoral (a 1998 building with floor plans up to 3,300 square feet). For downsizers who want something brand new, Tom suggests the Jack near Summerhill, although it is not cheap.

Which of these buildings are the most truly boutique?

Tom highlights Alexandra Gate at 2 Alexandra Boulevard, built in 2001 with only six floors and 31 units, as one he would personally track. Morgan points to the Hampton on Merton Street, an eight storey building with about 65 units and a small community feel. When the video was recorded, Alexandra Gate had nothing for sale or for rent, so Tom suggests saving it and setting up notifications.

What should buyers know about maintenance fees in these buildings?

Morgan notes that Neon at 58 Orchard View Boulevard has maintenance fees on the higher end, although the team reviewed status certificates recently and saw no red flags. Tom adds that larger boutique units generally come with higher maintenance fees and higher prices.

Related: Toronto condo specialist | Davisville Village and Mount Pleasant neighbourhood guide | Lawrence Park, Bedford Park and Forest Hill North neighbourhood guide