Nestled in the highly sought-after St. Andrews neighbourhood, surrounded by multi-million dollar estates, this custom-built home (2019)Situated on a premium 75' corner lot 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.
Address
300 Upper Highland Crescent
List Price
$5,180,000
MLS® Status
New
Expiration Date
2026-10-31
Property Type
Residential Freehold
Type of Dwelling
Detached
Style of Home
2-Storey
Transaction Type
Sale
Area
Toronto C12
Sub-Area
St. Andrew-Windfields
Region
Toronto
Bedrooms
5 + 2
Bedrooms (Total)
7
Rooms Above Grade
10
Rooms Below Grade
2
Rooms (Total)
15
Bathrooms
8
Floor Area
3500-5000 Sq. Ft.
Lot Depth
110
Lot Features
Irregular Lot
Lot Irregularities
Corner Lot
Lot Size Units
Feet
Lot Width
75
Occupant Type
Owner
Cross Street
Yonge/York Mills
Approx. Age
0 - 5 Years
MLS® Number
C12917192
Listing Brokerage
ROYAL ELITE JERRY WEN REALTY INC.
Basement Area
Finished, Separate Entrance
Postal Code
M2P 1V5
Parking
Private
Parking Places (Total)
4
Parking Spaces
2
Tax Amount
$25,322.24
Tax Year
2025
Site Influences
Park
Interior Features
Ventilation System
Property Features
Park
Central Vacuum
No
Family Room
Yes
Elevator
No
Ensuite Laundry
No
Special Designation
Unknown
Standard Status
Active
Board Or Association
Toronto Regional Real Estate Board
Heating
Yes
Heat Source
Gas
Heat Type
Forced Air
Cooling
Yes
Cooling Features
Central Air
Construction Materials
Brick, Stone
UFFI
No
Direction Faces
South
Fireplace
Yes
Foundation Details
Concrete
Garage
Yes
Garage Type
Attached
Attached Garage
Yes
Covered Spaces
2
Kitchens Total
2
Kitchens Above Grade
1
Kitchens Below Grade
1
Pool Features
None
Roof
Asphalt Shingle
Tax Legal Description
Parcel 29-1, Sec M866 Lot29, Plan66M866, Sub To Ea
Waterfront
No
Sewer
Sewer
Rooms
| Floor | Type | Dimensions | Features |
|---|---|---|---|
| Second | Primary Bedroom | 4.78 x 8 Meters | 5 Pc Ensuite, Hardwood Floor, Walk-In Closet(s) |
| Second | Bedroom 2 | 4.1 x 3.9 Meters | 4 Pc Bath, Walk-In Closet(s), Window |
| Second | Bedroom 3 | 3.53 x 3.9 Meters | 3 Pc Bath, Walk-In Closet(s), Window |
| Second | Bedroom 4 | 4.64 x 3.6 Meters | 4 Pc Bath, Closet, Hardwood Floor |
| Second | Bedroom 5 | 5 x 4.03 Meters | 3 Pc Bath, Double Closet, Hardwood Floor |
| Main | Family Room | 4.7 x 4.6 Meters | B/I Bookcase, Gas Fireplace, Hardwood Floor |
| Main | Kitchen | 7.1 x 2.58 Meters | B/I Appliances, Breakfast Area, Hardwood Floor |
| Main | Dining Room | 4.4 x 4.2 Meters | Bay Window, Combined w/Living, Hardwood Floor |
| Main | Living Room | 5.2 x 4 Meters | Bay Window, Gas Fireplace, Hardwood Floor |
| Main | Office | 3.6 x 3.43 Meters | B/I Bookcase, Hardwood Floor, Window |
| Basement | Recreation | 12 x 4.6 Meters | B/I Appliances, Heated Floor, Porcelain Floor |
| Basement | Bedroom | 3.8 x 4.65 Meters | 4 Pc Bath, Closet, Heated Floor |