Note: These properties were automatically surfaced by AI from this week's Toronto freehold listings on roofup.ca. Not paid placements or agent recommendations — just a data-driven snapshot of what's worth a look right now.
Ten Toronto freeholds worth a look this week — a century home in South Riverdale under $700K, a five-bedroom on Rainsford Road in The Beaches, a four-bedroom in Wychwood on Winona Drive, and a century 2½-storey in the Junction at $2.5M. Open houses across the city on Saturday September 12 and Sunday September 13, 2026. Browse all Toronto freehold listings on roofup.ca.
29 Bushell Avenue, South Riverdale
$699,000 · Freehold · 1½-Storey · 100+ years · South Riverdale · 3 bed · 1 bath · 700–1,100 sqft · 2 parking · Open House Sat Sep 12, 6–8pm & Sun Sep 13, 6–8pm · Virtual Tour
The standout value pick this week — a century freehold in South Riverdale for $699,000 with two parking spots. South Riverdale sits just east of Leslieville and the Distillery District, and at this price it's one of the more accessible entry points into the inner east end. The 100+ year build means solid bones and character that newer infills can't replicate. Open houses Saturday September 12 and Sunday September 13, both 6–8pm — worth walking through before the week is out.
104 Chisholm Avenue, Woodbine-Lumsden
$799,000 · Freehold · 2-Storey · 100+ years · Woodbine-Lumsden · 4 bed · 2 bath · 1,100–1,500 sqft · 4 parking · Open House Sat Sep 12, 6–8pm & Sun Sep 13, 6–8pm · Virtual Tour
Four bedrooms, four parking spots, and a century two-storey in Woodbine-Lumsden for $799,000 — the parking count alone is remarkable for this part of the east end. Woodbine-Lumsden is a quiet, residential pocket that sits between the Danforth strip and the Woodbine subway, giving you walkability without the premium of Leslieville. Open houses Saturday September 12 and Sunday September 13, both 6–8pm.
52 Dalside Crescent, Victoria Village
$849,900 · Freehold · 2-Storey · Victoria Village · 3 bed · 3 bath · 1,100–1,500 sqft · 4 parking · Open House Sat Sep 12, 6–8pm & Sun Sep 13, 6–8pm · Virtual Tour
Three bathrooms and four parking spots on a two-storey in Victoria Village for under $850K — that combination is hard to find at this price anywhere in Toronto. Victoria Village is a stable, family-oriented neighbourhood in the northeast with easy DVP access and a quiet crescent setting. Open houses Saturday September 12 and Sunday September 13, both 6–8pm. A practical family freehold at a price that still leaves room in the budget.
108 Greenwood Avenue, South Riverdale
$899,900 · Freehold · 2-Storey · 100+ years · South Riverdale · 4 bed · 3 bath · 1,100–1,500 sqft · 2 parking · Open House Sat Sep 12, 6–8pm & Sun Sep 13, 6–8pm · Virtual Tour
Four bedrooms and three bathrooms in a century two-storey on Greenwood Avenue — one of South Riverdale's better residential streets, close to the Leslieville strip and Greenwood Park. The bedroom and bathroom count here outperforms most listings at this price, and the 100+ year build gives it character that renovations can work with rather than against. Open houses Saturday September 12 and Sunday September 13, both 6–8pm.
93 Rainsford Road, The Beaches
$1,348,000 · Freehold · 2-Storey · 100+ years · The Beaches · 5 bed · 3 bath · 1,100–1,500 sqft · 2 parking · Open House Sat Sep 12, 5–7pm · Virtual Tour
Five bedrooms and three bathrooms in a century two-storey on Rainsford Road in The Beaches — a quiet street just off Queen East in one of Toronto's most consistently sought-after neighbourhoods. The lake, the boardwalk, and Queen East shops are all a short walk away. Five bedrooms at this price in The Beaches is competitive; it reflects the age of the build, which brings character and scale that newer builds at similar prices can't match. One open house only — Saturday September 12, 5–7pm.
408 Glenlake Avenue, High Park North
$1,199,000 · Freehold · 2-Storey · High Park North · 3 bed · 2 bath · 1,100–1,500 sqft · 2 parking · Open House Sat Sep 12, 6–8pm & Sun Sep 13, 6–8pm · Virtual Tour
Glenlake Avenue runs along the north edge of High Park — one of the most desirable addresses in the west end, with direct park access and the Bloor subway a short walk away. Three bedrooms and two parking spots on a freehold here for $1,199,000 is a realistic entry into a neighbourhood where buyers compete hard. Open houses Saturday September 12 and Sunday September 13, both 6–8pm. For west-end buyers who've been watching High Park North, this is one worth walking through.
165 Winona Drive, Wychwood
$1,199,000 · Freehold · 2-Storey · Wychwood · 4 bed · 3 bath · 1,100–1,500 sqft · 4 parking · Open House Sat Sep 12, 6–8pm · Virtual Tour
Four bedrooms, three bathrooms, and four parking spots in Wychwood for $1,199,000 — the parking count on a freehold in this neighbourhood is genuinely unusual and adds real value. Wychwood is one of midtown's most artistically vibrant and community-driven neighbourhoods, with Wychwood Barns, St. Clair West, and the Cedarvale Ravine all close by. One open house this week — Saturday September 12, 6–8pm only.
59 Galloway Road, Guildwood
$1,199,000 · Freehold · Backsplit 5 · Guildwood · 6 bed · 4 bath · 2,000–2,500 sqft · 6 parking · Open House Sat Sep 12, 6–8pm & Sun Sep 13, 6–8pm · Virtual Tour
Six bedrooms, four bathrooms, over 2,000 square feet, and six parking spots in Guildwood for $1,199,000 — the numbers here are exceptional for the price. The five-level backsplit layout creates natural separation between living areas, which works particularly well for larger families or multigenerational setups. Guildwood is a green, quiet neighbourhood near the Scarborough Bluffs with good GO Transit access. Open houses Saturday September 12 and Sunday September 13, both 6–8pm.
58 Pauline Avenue, Dovercourt-Wallace Emerson-Junction
$1,399,000 · Freehold · 2½-Storey · 100+ years · Dovercourt-Wallace Emerson-Junction · 6 bed · 4 bath · 2,000–2,500 sqft · 1 parking · Open House Sat Sep 12, 6–8pm & Sun Sep 13, 6–8pm · Virtual Tour
Six bedrooms and four bathrooms across a century 2½-storey in Dovercourt for $1,399,000 — the scale of this home is the story. Pauline Avenue sits in a well-established west-end pocket close to Bloor and Dufferin, with solid transit access and the kind of street character that only a century neighbourhood can produce. One parking spot is the trade-off, but the size and price ratio is compelling for buyers who prioritise interior space. Open houses Saturday September 12 and Sunday September 13, both 6–8pm.
143 Fairview Avenue, Junction Area
$2,499,900 · Freehold · 2½-Storey · 100+ years · Junction Area · 5 bed · 5 bath · 2,000–2,500 sqft · 2 parking · Open House Sat Sep 12, 6–8pm & Sun Sep 13, 6–8pm · Virtual Tour
The aspirational pick this week — a century 2½-storey on Fairview Avenue in the Junction with five bedrooms and five bathrooms. The Junction has transformed dramatically over the past decade and Fairview is one of its better residential streets, with the neighbourhood's best cafés, restaurants, and independent shops a short walk away. Five full bathrooms in a century home signals a thoughtful, high-quality renovation. Open houses Saturday September 12 and Sunday September 13, both 6–8pm.
Listings sourced from roofup.ca. Property details are current as of the publish date and may change. Verify all information directly with the listing agent before making any decisions.
