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New1 / 50
$4,390,000
300 Upper Highland Crescent • Toronto, ONNew
Courtesy of ROYAL ELITE JERRY WEN REALTY INC.
5+2
Bedrooms
8
Bathrooms
3500-5000
Square feet
4
Parking

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.

Property details

Property type
Detached
Style
2-Storey
Approx. age (yrs)
0-5
Total rooms
10
Lot size
75 × 110 ft
Property taxes
$25,766.31 (2026)
Days on market
1
Status
Active
MLS®

Property history

Recently sold nearby

Listing data last updated: Aug 27, 2026, 7:09 a.m. EDT via TRREB IDX.

First listed: Aug 26, 2026, 10:52 p.m. EDT.