300 Upper Highland Crescent

ActiveBridle Path / York Mills / Hoggs Hollow · St. Andrew-Windfields48 days on marketMLS® C13468722

$4,680,000

$1,337 / sq ft

Bedrooms7

Bathrooms8

Interior3,500 sq ft

TypeSingle Family Home

ListingFor Sale

Days on Market48

About this property

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.

Features & finishes

View

Fireplace

Air Conditioning

Basement

Property details

MLS® Number	C13468722
Status	Active
Listing Type	For Sale
Property Type	Single Family Home
Interior Size	3,500 sq ft
Beds / Baths	7 bed · 8 bath
Neighbourhood	St. Andrew-Windfields
City	Bridle Path / York Mills / Hoggs Hollow
Postal Code	M2P 1V5
Province	ON
Listed Date	June 19, 2026
Days on Market	48
Price per Sq Ft	$1,337
Brokerage	ROYAL ELITE JERRY WEN REALTY INC.