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 Bridle Path pool estate with fifteen parking spots listed yesterday to a brand-new garden home on Prince Arthur Avenue in the Annex. Neighbourhoods covered include Bridle Path, Leaside, Lawrence Park South, High Park-Swansea, Rosedale-Moore Park, Bedford Park-Nortown, the Annex, and Banbury-Don Mills. Prices range from $3.7M to $9M.
36 Old Yonge Street, Bridle Path-Sunnybrook-York Mills
$6,168,000 · Luxury 2-Storey · Bridle Path-Sunnybrook-York Mills · 6 bed · 9 bath · 5000+ sqft · 15 parking · Open House Fri Jul 18, 6–8pm · Virtual Tour
Just listed yesterday — six bedrooms, nine bathrooms, fifteen parking spots, a pool, and over 5,000 square feet on Old Yonge Street in the Bridle Path corridor. Fifteen parking spots is the kind of detail that points immediately to a serious lot with a private drive or motor court configuration. Nine bathrooms across six bedrooms indicates strong suite-level privacy throughout. There's an open house this evening from 6 to 8pm, with a virtual tour already live. One of the freshest luxury listings in Toronto right now and worth seeing first if you're touring the Bridle Path area this weekend.
7 Lumley Avenue, Leaside
$7,295,000 · Luxury 2-Storey · Leaside · 5 bed · 7 bath · 3500–5000 sqft · 5 parking · Open House Fri Jul 18, 6–8pm · Virtual Tour
Five bedrooms, seven bathrooms, and up to 5,000 square feet on Lumley Avenue — one of Leaside's most sought-after streets. Leaside draws buyers consistently for its schools, community feel, and tree-lined residential character, and properties at this scale don't appear often. There's an open house this evening from 6 to 8pm alongside the Old Yonge listing, so buyers in the east-end luxury market can pair both visits tonight. The virtual tour is also available. At $7.295M this is near the top of the Leaside luxury range and reflects what the neighbourhood commands for quality freeholds.
113 Coldstream Avenue, Lawrence Park South
$6,995,000 · Luxury 2-Storey · Lawrence Park South · 5 bed · 8 bath · 5000+ sqft · 8 parking · Open House Sun Jul 19, 6–8pm · Virtual Tour
Five bedrooms, eight bathrooms, a pool, eight parking spots, and over 5,000 square feet on Coldstream Avenue in Lawrence Park South — one of Toronto's most consistently coveted family neighbourhoods. Eight bathrooms across five bedrooms is notably generous and points to a layout with strong suite separation. Open house is Sunday from 6 to 8pm, with a virtual tour available now. Lawrence Park South draws buyers specifically for its school catchments, mature streetscapes, and the Chatsworth Ravine nearby. A strong contender for families targeting this corridor.
335 Lytton Boulevard, Lawrence Park South
$6,999,000 · Luxury 3-Storey (New) · Lawrence Park South · 6 bed · 7 bath · 3500–5000 sqft · 6 parking · Virtual Tour
A near-new three-storey on Lytton Boulevard — six bedrooms, seven bathrooms, a pool, an elevator, and six parking spots in one of Lawrence Park South's most desirable streets. Lytton Boulevard is a wide, tree-lined address that consistently draws buyers for its estate-like feel within city limits. At 0–5 years old, the home offers new-build quality and warranty coverage alongside the neighbourhood's established character. The virtual tour is live. Buyers comparing this directly against the Coldstream Avenue listing will find an interesting trade-off: more bedrooms and a three-storey layout here versus more bathrooms and square footage there.
7 Riverside Trail, High Park-Swansea
$9,000,000 · Luxury 2½-Storey · High Park-Swansea · 6 bed · 5 bath · 5000+ sqft · 4 parking · Virtual Tour
Just listed yesterday on Riverside Trail — a 2.5-storey home with six bedrooms, five bathrooms, and over 5,000 square feet in High Park-Swansea. Riverside Trail runs along the Humber River, and properties here offer a level of natural setting that's rare inside city limits: ravine views, mature trees, and a genuine sense of separation from the urban grid. At $9M it's the highest-priced freehold on this week's list. The virtual tour is available now. A distinctive west-end option for buyers who want estate-scale living with proximity to High Park and the waterfront.
270 Indian Road, High Park-Swansea
$6,750,000 · Luxury 2-Storey · High Park-Swansea · 5 bed · 7 bath · 3500–5000 sqft · 10 parking · Virtual Tour
Ten parking spots on Indian Road, one of High Park-Swansea's most established streets running directly alongside the park. Five bedrooms, seven bathrooms, and up to 5,000 square feet — with High Park's 400 acres of trails, off-leash areas, and green space essentially as a backyard. At $6.75M it undercuts the Riverside Trail listing by $2.25M for a slightly smaller footprint but comparable address prestige. The virtual tour is available. A strong option for buyers who want the High Park lifestyle without pushing into the $9M range.
300 Bloor Street E 2701, Rosedale-Moore Park
$3,699,000 · Luxury Apartment · Rosedale-Moore Park · 3 bed · 3 bath · 3000–3249 sqft · 2 parking
The 27th floor on Bloor East at the edge of Rosedale — three bedrooms, three bathrooms, 3,000+ square feet, a balcony, and two parking spots at $3,699,000. For a suite of this size at this address, that's one of the more competitive per-square-foot prices on this week's list. The building is 16–30 years old, which typically means a generous floor plate and real living room proportions that newer builds often trade away for better views. No virtual tour listed, so a showing is the right next step. A strong value case for buyers comparing Rosedale condo options.
3800 Yonge Street PH16, Bedford Park-Nortown (Governors Hill)
$3,699,000 · Luxury 2-Storey Penthouse · Bedford Park-Nortown · 4 bed · 5 bath · 3750–3999 sqft · 2 parking · Virtual Tour
A two-storey penthouse at Governors Hill on Yonge Street in Bedford Park — four bedrooms, five bathrooms, nearly 4,000 square feet, a balcony, and two parking spots. Two-level penthouse suites are rare in this part of the city, and the bedroom count makes this one of the more family-practical condo options on this week's list. At $3,699,000 it matches the Rosedale Bloor East listing in price but delivers an extra bedroom and more square footage. The virtual tour is available. Worth a close look for buyers who need four bedrooms in a luxury condo setting north of midtown.
10 Prince Arthur Avenue Garden Home 1, Annex
$6,249,500 · Luxury Garden Home (New) · Annex · 4 bed · 4 bath · 2500–2749 sqft · 2 parking
A ground-level garden home at a new Prince Arthur Avenue development — four bedrooms, four bathrooms, 2,500+ square feet, and a balcony on one of the Annex's most elegant streets. Garden homes at luxury buildings are a genuinely different product from standard condo suites: private entrance, direct outdoor access, and a layout that feels closer to a townhouse than a high-rise unit. Prince Arthur Avenue is steps from Bloor-Yorkville and the ROM. No virtual tour listed yet, so an in-person visit is the way to properly appreciate the format. A distinctive offering for buyers who want Annex prestige with a unique product type.
7 Purling Place, Banbury-Don Mills
$5,880,000 · Luxury Bungalow · Banbury-Don Mills · 4 bed · 5 bath · 2000–2500 sqft · 6 parking · Virtual Tour
A luxury bungalow on a private cul-de-sac in Banbury-Don Mills — four bedrooms, five bathrooms, six parking spots, and single-level living in a neighbourhood known for its large lots and proximity to Edwards Gardens. Bungalows at the luxury price point are genuinely rare in Toronto, and Purling Place's cul-de-sac position gives it an extra layer of privacy. The price reflects the land and configuration more than the above-grade square footage. The virtual tour is available. A standout option for buyers who specifically want single-storey living at a luxury scale without compromise on lot or setting.
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.
