Note: These properties were automatically surfaced by AI from this week’s Toronto 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 open houses are lined up for the weekend of September 19–20, 2026, with prices ranging from $415,000 for a two-bedroom condo in Crescent Town up to $2,620,000 for a five-bedroom freehold in Willowdale East. The list spans 10 neighbourhoods from Humber Summit in the northwest to Steeles in the northeast. Browse all Toronto open houses on roofup.ca to see what else is active this week.
Which Toronto neighbourhoods have open houses this weekend?
Open houses this weekend (September 19–20, 2026) are scheduled in: Crescent Town, Woburn, York University Heights, Malvern, Steeles, Dorset Park, Humber Summit, Don Valley Village, Willowdale East, and Keelesdale-Eglinton West. See each listing below for exact open house hours.
What is the price range for Toronto open houses this week?
This week’s featured Toronto open houses range from $415,000 (2-bed condo in Crescent Town) to $2,620,000 (5-bed freehold in Willowdale East). The median asking price across the 10 properties is approximately $824,000.

1 Massey Square 1703, Crescent Town
$415,000
· Condo · Apartment
· Crescent Town
· 2 bed · 1 bath · 900–999 sqft · no parking
· Open House: Fri Sep 19, 6–8pm & Sat Sep 20, 6–8:30pm · Virtual Tour
Two bedrooms and nearly 1,000 square feet for $415,000 in Crescent Town — the most accessible price point in this week’s list. Massey Square sits on the east end of the Danforth close to Main Street station, walkable to the subway and the Danforth’s food and coffee strip. No parking is the trade-off, but at this price and square footage in a transit-connected east-end location, it’s one of the stronger entry-level options on the market. Open house Friday and Saturday evenings this weekend.

8 Lee Centre Drive 1706, Woburn
$499,000
· Condo · Apartment
· Woburn
· 4 bed · 3 bath · 1,200–1,399 sqft · 2 parking
· Open House: Fri Sep 19 & Sat Sep 20, 6–8pm · Virtual Tour
Four bedrooms, three bathrooms, over 1,200 square feet, and two parking spots for $499,000 — a combination that’s hard to find anywhere in the city at this price. Lee Centre Drive is close to Scarborough Town Centre, the 401, and the Midland bus corridor. For families who need bedroom count and parking on a budget, this condo delivers more than most properties at twice the price in other neighbourhoods. Two open house sessions this weekend.

25 Four Winds Drive 603, York University Heights
$507,700
· Condo · Apartment
· York University Heights
· 3 bed · 2 bath · 1,200–1,399 sqft · 1 parking
· Open House: Fri Sep 19 & Sat Sep 20, 6–8:30pm · Virtual Tour
Three bedrooms, two bathrooms, and over 1,200 square feet for $507,700 in York University Heights — a neighbourhood where larger condo units at accessible prices are still findable, thanks to its position near the Finch West LRT and York U’s Keele campus. Four Winds Drive has established itself as one of the area’s better addresses for this type of unit. The 8:30pm close on the open house gives buyers a longer window than most. Two sessions this weekend, Friday and Saturday evenings.

61 Wiggens Court, Malvern
$598,000
· Townhouse · 2-Storey
· Malvern
· 5 bed · 2 bath · 1,100–1,500 sqft · 3 parking
· Open House: Fri Sep 19 & Sat Sep 20, 6–8pm
Five bedrooms, three parking spots, and a basement for $598,000 in a townhouse on Wiggens Court in Malvern. This is a court address — minimal through traffic — close to Malvern Town Centre, Centennial College’s Morningside campus, and the 401. Five bedrooms at this price in any ownership format is rare across Toronto; in Malvern’s townhouse stock it represents solid value for families who need space more than location prestige. Two open house sessions this weekend.

1881 McNicoll Avenue 308, Steeles
$629,000
· Condo · 3-Storey
· Steeles
· 4 bed · 3 bath · 1,800–1,999 sqft · 1 parking
· Open House: Fri Sep 19 & Sat Sep 20, 6–8pm
A three-storey condo unit in Steeles with four bedrooms, three bathrooms, and nearly 2,000 square feet for $629,000. McNicoll Avenue in the Steeles corridor sits close to the 404/DVP and Bridlewood Mall, with good access to the northeast part of the city and Markham. This square footage at this bedroom count for this price is difficult to find in any format; buyers comparing larger units across the east end should include this on the weekend list. Two open house sessions Friday and Saturday.

101 Dundalk Drive 3, Dorset Park
$699,000
· Condo · 2-Storey
· Dorset Park
· 5 bed · 3 bath · 1,200–1,399 sqft · 2 parking
· Open House: Fri Sep 19 & Sat Sep 20, 6–8pm
Five bedrooms, three bathrooms, and two parking spots in a two-storey condo unit in Dorset Park for $699,000. Dundalk Drive is close to Kennedy station, the 401, and Scarborough Town Centre — a practical location for buyers who need highway access and transit in the same spot. Five bedrooms in a two-storey condo at this price is an unusual combination; buyers comparing multi-bedroom options in eastern Scarborough should have this in the mix. Two open house sessions this weekend.

17 Cabana Drive, Humber Summit
$949,000
· Freehold · Backsplit 5
· Humber Summit
· 7 bed · 3 bath · 1,500–2,000 sqft · 4 parking
· Open House: Fri Sep 19 & Sat Sep 20, 6–9pm · Virtual Tour
Seven bedrooms, three bathrooms, four parking spots, and a backsplit 5 layout for $949,000 in Humber Summit. The backsplit format across five levels gives each floor genuine separation — particularly useful for multi-generational households or investors thinking about income suites. Cabana Drive sits in the northwest near the 400, Humber River trails, and the Finch corridor. The extended 9pm close on both evenings gives buyers more flexibility than most open houses this week.

41 Angus Drive, Don Valley Village
$998,000
· Freehold · Bungalow-Raised
· Don Valley Village
· 4 bed · 3 bath · 2,000–2,500 sqft · 6 parking
· Open House: Fri Sep 19 & Sat Sep 20, 6–8pm · Virtual Tour
A raised bungalow on Angus Drive in Don Valley Village — four bedrooms, three bathrooms, 2,000–2,500 square feet, and six parking spots for $998,000. Don Valley Village sits close to Fairview Mall, the 401, and Don Mills station on the Eglinton Crosstown, making it one of the more transit-connected pockets in North York. The raised bungalow format typically puts the main floor above grade with a walkout basement — useful for buyers thinking about in-law suites or additional income. Two open house sessions this weekend.

524 Silverthorn Avenue, Keelesdale-Eglinton West
$1,899,999
· Multi-Unit · 2-Storey
· Keelesdale-Eglinton West
· 8 bed · 3 bath · 2,500–3,000 sqft · 8 parking
· Open House: Sat Sep 20, 6–8pm · Virtual Tour
An eight-bedroom multi-unit property on Silverthorn Avenue in Keelesdale-Eglinton West — 2,500–3,000 square feet, three bathrooms, and eight parking spots at $1,899,999. Multi-unit properties of this configuration in a west-end neighbourhood with Eglinton Crosstown access are the kind of asset investors look for when they want owner-occupancy with serious income potential. Silverthorn Avenue is close to the new Keelesdale LRT station, which changes the rental demand picture for this corridor meaningfully. Saturday September 20, 6–8pm.

189 Empress Avenue, Willowdale East
$2,620,000
· Freehold · 2-Storey
· Willowdale East
· 5 bed · 6 bath · 2,500–3,000 sqft · 4 parking
· Open House: Fri Sep 19 & Sat Sep 20, 6–9pm · Virtual Tour
A five-bedroom, six-bathroom freehold on Empress Avenue in Willowdale East — 2,500–3,000 square feet built within the last 15 years, with four parking spots at $2,620,000. Willowdale East is one of North York’s most established family neighbourhoods, sitting between Sheppard and Yonge with direct subway access and top-ranked schools nearby. Six bathrooms across five bedrooms signals a layout designed for maximum privacy — useful for large families or buyers who want separate primary and secondary suites. Extended 9pm open house close both evenings this weekend.
View all Toronto open houses on roofup.ca
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.


