This week, David explores a neighbourhood directly suggested by Pick 5 viewers: Don Mills. Known for its sprawling lots, original mid-century housing stock, golf-course surroundings, and increasingly large custom homes, Don Mills has one of the most unusual mixes of housing styles anywhere in Toronto.
From a beautifully renovated 1958 back split to a 90-foot-wide bungalow and a $5.5 million luxury build, David tours five very different homes across the neighbourhood. But despite the variety, one thing quickly becomes clear: these homes are not selling easily. David examines the listing histories, lot values, location trade-offs, and changing buyer demand while asking whether Don Mills is facing a demand problem, an oversupply of homes, or simply a market where the properties are too unique for the average buyer.
This week’s picks:
- 02:04 – 17 Kestell Lane: A beautifully renovated 1958 back split tucked onto a quiet cul-de-sac beside the golf course. Listed at $2.198M, the three-bedroom home sits on a generous 60 x 102 ft lot and features exceptional landscaping and outdoor space
- 08:17 – 18 Tetbury Crescent: A rare 90 x 125 ft lot with an original three-bedroom bungalow, offering a look at the redevelopment potential driving so much of Don Mills. While the home itself is nicely presented and has a pool and walkout lower level, David points out that a property like this could easily become a $5 million-plus custom build in the hands of the right buyer
- 12:22 – 30 Broadleaf Rd: A charming five-bedroom, five-bathroom home with a country-cottage exterior and a beautifully finished interior. Set on a 50-foot lot within walking distance of the Shops at Don Mills, this is one of David’s favourite properties of the episode
- 15:44 – 116 Laurentide Dr: A sprawling five-bedroom property on an extraordinary 85 x 237 ft lot, complete with a park immediately beside it and what David describes as a “reverse ravine” setting. The major drawback is the Don Valley Parkway directly behind the property
- 22:26 – 27 Hurlingham Cres: A spectacular 5,000+ square-foot luxury home listed at $5.5M, blending traditional red brick with contemporary design and featuring five bedrooms, nine bathrooms, a movie theatre, sauna, and beautifully finished interiors. Built after the original bungalow was demolished, David looks at the property’s history and the challenge of selling in a neighbourhood where demand appears relatively limited
If you’re curious about Don Mills or just want to understand why some of Toronto’s most interesting homes can sit on the market for months, this Pick 5 offers a look at a neighbourhood where huge lots, unique housing styles, and changing market demand all collide.