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. Property data is sourced from the Toronto Regional Real Estate Board and generated by AI. We do not guarantee the accuracy or completeness of this information. Always verify all details directly with a licensed Real Estate Agent before making any decisions.
Ten properties across the city this week — from a Shangri-La suite on the 50th floor to a $12M estate in Banbury-Don Mills with eight bedrooms and eleven bathrooms, and a brand-new lakefront home in Long Branch. Neighbourhoods covered include Lawrence Park, Bedford Park, the Annex, Casa Loma, Princess-Rosethorn, and the Bay Street Corridor. Prices range from $3.2M to $12M.
130 Riverview Drive, Lawrence Park North
$8,980,000 · Luxury 2-Storey · Lawrence Park North · 4 bed · 6 bath · 5000+ sqft · 4 parking · Virtual Tour
Riverview Drive is one of Lawrence Park North's most sought-after streets, running along the Chatsworth Ravine — and this 5,000+ square foot pool home with six bathrooms makes a strong case for the address. At 6–15 years old it sits in a well-maintained estate window, past the new-build premium but well within the age range where major systems are still in good shape. Four bedrooms with six bathrooms indicates serious principal suite scale. The virtual tour is available. A natural first stop for buyers targeting the Lawrence Park corridor.
66 Thorncrest Road, Princess-Rosethorn
$6,195,000 · Luxury 1½-Storey · Princess-Rosethorn · 5 bed · 7 bath · 3500–5000 sqft · 8 parking · Virtual Tour
Princess-Rosethorn is one of west Toronto's best-kept luxury secrets — large lots, mature trees, and a quiet enclave feel that's increasingly rare inside city limits. Eight parking spots on Thorncrest Road signals a property with serious lot width or a substantial private drive. Five bedrooms, seven bathrooms, a pool, and up to 5,000 square feet of living space round out a compelling package for the price. The virtual tour is available. Buyers comparing west-end luxury options against the Bridle Path corridor will find this worth a serious look.
155 St Clair Avenue W 1204, Casa Loma (The Avenue)
$3,595,000 · Luxury Apartment · Casa Loma · 3 bed · 3 bath · 2250–2499 sqft · 2 parking · Virtual Tour
The Avenue at St. Clair West is a well-regarded luxury address in the Casa Loma pocket — and this 12th-floor suite offers three bedrooms, three bathrooms, over 2,250 square feet, a balcony, and elevator access. At $3,595,000 it's among the more accessible price points on this week's list without compromising on space or building quality. The neighbourhood sits at the top of the Annex, steps from Wychwood, with Forest Hill nearby. The virtual tour is ready. A solid entry point into luxury condo living in one of Toronto's most characterful midtown locations.
206 Bloor Street W 1402, Annex (Museum House)
$4,195,000 · Luxury Apartment · Annex · 3 bed · 3 bath · 2500–2749 sqft · 2 parking · Virtual Tour
Museum House on Bloor West is one of the Annex's most established luxury condo addresses, sitting directly across from the ROM. The 14th floor delivers over 2,500 square feet, three bedrooms, three bathrooms, a balcony, elevator, and two parking spots — a complete package in a building known for its quality and discretion. Yorkville is steps away, and the subway connection is as good as it gets in this part of the city. The virtual tour is available. Buyers who want a Bloor-Yorkville address without the tower-condo feel will find this worth prioritising.
652 Bedford Park Avenue, Bedford Park-Nortown
$5,388,888 · Luxury 2-Storey (New) · Bedford Park-Nortown · 6 bed · 7 bath · 3500–5000 sqft · 4 parking · Virtual Tour
Brand-new construction on Bedford Park Avenue — six bedrooms, seven bathrooms, a pool, and an elevator in a family-scale freehold that's rarely this well-equipped at this price point. Bedford Park draws families specifically for its school catchments and quieter residential character along the Avenue Road corridor. New builds here don't surface often, and the combination of size, pool, and elevator makes this one stand out. The virtual tour is live. A strong option for families who want new construction in north midtown without going into the Bridle Path price tier.
99 Lake Promenade, Long Branch
$7,980,000 · Luxury 2-Storey (New) · Long Branch · 5 bed · 7 bath · 3500–5000 sqft · 6 parking · Virtual Tour
Brand-new lakefront construction in Long Branch — five bedrooms, seven bathrooms, a pool, and six parking spots directly on Lake Promenade. True lakefront new builds in Toronto are genuinely scarce, and this one comes in at a price that sits well below comparable waterfront properties in more central neighbourhoods. Long Branch has a distinct character — quieter, more spacious, with the lake as a backyard — and it's increasingly attracting buyers priced out of the Beaches or looking for something different. The virtual tour is available. Worth serious attention from waterfront buyers.
327 Cortleigh Boulevard, Bedford Park-Nortown
$8,998,000 · Luxury 3-Storey · Bedford Park-Nortown · 5 bed · 7 bath · 5000+ sqft · 6 parking · Virtual Tour
A three-storey estate on Cortleigh Boulevard — one of Bedford Park's most desirable streets — with over 5,000 square feet, a pool, six parking spots, and seven bathrooms across five bedrooms. At 6–15 years old it sits in a strong maintenance window, and the three-storey format typically means a dedicated floor per function: living, sleeping, and recreation or guest. Near the top of this week's price range at just under $9M. The virtual tour is live. Buyers comparing this against the Lawrence Park Riverview Drive listing will want to weigh lot position and street character directly.
163 Cortleigh Boulevard, Lawrence Park South
$6,695,000 · Luxury 2-Storey · Lawrence Park South · 5 bed · 6 bath · 3500–5000 sqft · 6 parking
Also on Cortleigh but in Lawrence Park South — five bedrooms, six bathrooms, up to 5,000 square feet, and six parking spots in a home that's 0–5 years old. Essentially a near-new freehold in one of Toronto's most coveted school neighbourhoods, at a price that undercuts the Bedford Park listing on the same street by over $2M. No virtual tour listed, so an in-person visit is the logical first step. For buyers specifically targeting the Lawrence Park South catchment, this is the one to book first.
180 University Avenue 5003, Bay Street Corridor (Shangri-La)
$3,189,000 · Luxury Apartment · Bay Street Corridor · 3 bed · 3 bath · 1800–1999 sqft · 2 parking
The 50th floor of the Shangri-La Private Residences on University Avenue — one of Toronto's most recognisable luxury hotel-branded buildings in the financial district. Three bedrooms, three bathrooms, a balcony, and two parking spots in a building that comes with Shangri-La hotel services and amenities. At $3,189,000 it's the lowest price point on this week's list, and offers a very different lifestyle proposition than the freehold estates — pure lock-and-leave urban living at serious height. No virtual tour listed, so an in-person showing at this floor will speak for itself.
27 Penwood Crescent, Banbury-Don Mills
$11,995,000 · Luxury 2-Storey · Banbury-Don Mills · 8 bed · 11 bath · 5000+ sqft · 6 parking
The top price on this week's list at just under $12M — eight bedrooms, eleven bathrooms, a pool, an elevator, and over 5,000 square feet in Banbury-Don Mills, one of Toronto's most established north-east estate neighbourhoods. Banbury sits adjacent to the Bridle Path and Edwards Gardens, with large lots and a mature, settled feel. A property of this scale and bathroom count suggests either a multi-generational setup or a home built around hosting and entertaining at a serious level. No virtual tour listed — at this price, expect a private showing process. The most substantial offering on this week's list.
Browse all Toronto luxury listings on roofup.ca.
Listings sourced from roofup.ca. Property details are current as of the publish date and may change. Data is sourced from the Toronto Regional Real Estate Board and generated by AI — we do not guarantee accuracy or completeness. Verify all information directly with a licensed Real Estate Agent before making any decisions.
