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New5 hours ago

300 Upper Highland Crescent

St. Andrew-Windfields, Toronto

$4,390,000

Detached|2-Storey
5 | 8 | 4
About this home

Overlooking Tournament Park, offering privacy, space, and an abundance of natural light throughout. 4,645 sq ft above grade plus ~2,000 sq ft of professionally finished basement, this residence showcases refined craftsmanship and a thoughtfully designed layout ideal for both family living and elegant entertaining. The main level features 10' ceilings, a grand open-concept layout with formal living and dining rooms, a private home office, and a stunning gourmet chef's kitchen seamlessly connected to a sun-filled family room. A well-appointed mudroom and powder room complete the space. Upstairs offers 9' ceilings and 5 spacious bedrooms, each with access to beautifully designed bathrooms, delivering both comfort and privacy. The bright 9' basement is an entertainer's retreat, featuring a second kitchen/bar, expansive recreation space, 2 bedroom and a sauna, perfect for relaxation and hosting. Step outside to a professionally upgraded backyard, where hundreds of thousands have been invested to create a private outdoor oasis. Minutes to Rosedale Golf Club, Don Valley Golf Course, and the prestigious Granite Club, Convenient access to major routes, shopping, and amenities. Top-Ranked Schools: Owen Public School, St. Andrew's Middle School, York Mills Collegiate Institute. Nearby Private Schools: Crescent School - One of Toronto's top all-boys private schools (Grades 3-12), Toronto French School (TFS) - Leading bilingual IB school (Pre-K to Grade 12), The York School- Renowned IB private school with strong academic reputation, Bayview Glen School - Prestigious co-ed private school (JK-Grade 12), A rare opportunity to own a luxury custom home on an oversized lot in one of Toronto's most prestigious communities. Perfect for discerning buyers seeking space, quality, and top-tier education.

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agent
Jonathan Lee
(647) 983-0770
TypeDetached
Style2-Storey
Approx. Age0-5
Size3500-5000 sq. ft.
Property Tax$25,766
Lot Size75 ft x 110 ft
mls© NumberC13716590
Listed ByROYAL ELITE JERRY WEN REALTY INC.

Listing History

  • No recent sale history for this listing.
  • No recent lease history for this listing.

Schools

Could you afford this home?

What the bank counts

This home's actual carrying costs, payment stress-tested at 6%

Mortgage, tested at 6%
$22,470
Property tax
$2,147
Heat allowance
$150
Housing costs
$24,767 / mo

Lenders cap these at 39% of gross income — that sets the number.

Down payment20% · $878,000
25-yr amortization

Income needed

$762,000

gross annual household income

Payment at 4%
$18,474 / mo
Cash down
$878,000

Assumes no other monthly debts · 25-yr amortization

Full affordability check

Investment Analysis

Estimated rent, cap rate and monthly cash flow for this property

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