Forgot password Extend Verify Contact

300 Upper Highland Crescent
St. Andrew-Windfields Toronto M2P 1V5

$4,390,000
Residential Freehold beds: 5+2 baths: 8.0

Main Photo: Toronto,
Photo 1: Toronto,
Photo 2: Toronto,
Photo 3: Toronto,
Photo 4: Toronto,
Photo 5: Toronto,
Photo 6: Toronto,
Photo 7: Toronto,
Photo 8: Toronto,
Photo 9: Toronto,
Photo 10: Toronto,
Photo 11: Toronto,
Photo 12: Toronto,
Photo 13: Toronto,
Photo 14: Toronto,
Photo 15: Toronto,
Photo 16: Toronto,
Photo 17: Toronto,
Photo 18: Toronto,
Photo 19: Toronto,
Photo 20: Toronto,
Photo 21: Toronto,
Photo 22: Toronto,
Photo 23: Toronto,
Photo 24: Toronto,
Photo 25: Toronto,
Photo 26: Toronto,
Photo 27: Toronto,
Photo 28: Toronto,
Photo 29: Toronto,
Photo 30: Toronto,
Photo 31: Toronto,
Photo 32: Toronto,
Photo 33: Toronto,
Photo 34: Toronto,
Photo 35: Toronto,
Photo 36: Toronto,
Photo 37: Toronto,
Photo 38: Toronto,
Photo 39: Toronto,
Photo 40: Toronto,
Photo 41: Toronto,
Photo 42: Toronto,
Photo 43: Toronto,
Photo 44: Toronto,
Photo 45: Toronto,
Photo 46: Toronto,
Photo 47: Toronto,
Photo 48: Toronto,
Photo 49: Toronto,
Photo 50: Toronto,
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C13716590
Bedrooms:
5+2
Bathrooms:
8
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 Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
0-5
Total Approx Floor Area:
3500-5000
Lot Depth:
110'
Lot Frontage:
75'
Lot Details:
75.00 x 110.00 Feet (Corner Lot)
Direction Faces:
South
Bedrooms:
5+2
Bathrooms:
8.0
Water supply:
Municipal
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
5
Bedrooms Below Grade:
2
Kitchens Above Grade:
1
# Main Level Bedrooms:
0
# Main Level Bathrooms:
0
Rooms Above Grade:
10
Rooms Below Grade:
2
Rooms:
15
Zoning:
Residential
Heating type:
Forced Air
Heating Fuel:
Gas
Cooling:
Yes
Foundation:
Concrete
Roof:
Asphalt Shingle
Basement:
Finished, Separate Entrance
Fireplace/Stove:
Yes
Attached Garage:
Yes
Garage:
Attached
Garage Spaces:
2.0
Parking Features:
Private
Parking Spaces:
2
Total Parking Spaces:
4.0
Family Room:
Yes
Lot Irregularities:
Corner Lot
Pool:
None
Link:
No
HST Applicable To Sale Price:
Not Subject to HST
Taxes:
$25,766.31 / 2026
Assessment:
$- / -
Toronto
Toronto C12
St. Andrew-Windfields
Park
Irregular Lot
Ventilation System
hot water tank
fridge, stove, washer, dryers, dishwasher, existing electrical light features, existing window coverings.
Brick, Stone
No
Floor
Type
Size
Other
Second
Primary Bedroom
26'3" × 15'8"
5 Pc Ensuite, Walk-In Closet(s), Hardwood Floor
Second
Bedroom 2
13'5" × 12'9½"
Walk-In Closet(s), Window, 4 Pc Bath
Second
Bedroom 3
12'9½" × 11'7"
Window, 3 Pc Bath, Walk-In Closet(s)
Second
Bedroom 4
15'3" × 11'9¾"
Hardwood Floor, 4 Pc Bath, Closet
Second
Bedroom 5
16'5" × 13'3"
3 Pc Bath, Double Closet, Hardwood Floor
Main
Family Room
15'5" × 15'1"
B/I Bookcase, Gas Fireplace, Hardwood Floor
Main
Kitchen
23'3½" × 8'6"
B/I Appliances, Hardwood Floor, Breakfast Area
Main
Dining Room
14'5¼" × 13'9"
Hardwood Floor, Bay Window, Combined w/Living
Main
Living Room
17'1" × 13'1½"
Gas Fireplace, Bay Window, Hardwood Floor
Main
Office
11'9¾" × 11'3"
B/I Bookcase, Hardwood Floor, Window
Basement
Recreation
39'4½" × 15'1"
Heated Floor, Porcelain Floor, B/I Appliances
Basement
Bedroom
15'3" × 12'6"
4 Pc Bath, Closet, Heated Floor
UFFI:
No
Green Property Information Statement:
No
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Upper Level
Date Listed:
Aug 27, 2026
  • Photo 1: Toronto,
    Photo 1 of 50
  • Photo 2: Toronto,
    Photo 2 of 50
  • Photo 3: Toronto,
    Photo 3 of 50
  • Photo 4: Toronto,
    Photo 4 of 50
  • Photo 5: Toronto,
    Photo 5 of 50
  • Photo 6: Toronto,
    Photo 6 of 50
  • Photo 7: Toronto,
    Photo 7 of 50
  • Photo 8: Toronto,
    Photo 8 of 50
  • Photo 9: Toronto,
    Photo 9 of 50
  • Photo 10: Toronto,
    Photo 10 of 50
  • Photo 11: Toronto,
    Photo 11 of 50
  • Photo 12: Toronto,
    Photo 12 of 50
  • Photo 13: Toronto,
    Photo 13 of 50
  • Photo 14: Toronto,
    Photo 14 of 50
  • Photo 15: Toronto,
    Photo 15 of 50
  • Photo 16: Toronto,
    Photo 16 of 50
  • Photo 17: Toronto,
    Photo 17 of 50
  • Photo 18: Toronto,
    Photo 18 of 50
  • Photo 19: Toronto,
    Photo 19 of 50
  • Photo 20: Toronto,
    Photo 20 of 50
  • Photo 21: Toronto,
    Photo 21 of 50
  • Photo 22: Toronto,
    Photo 22 of 50
  • Photo 23: Toronto,
    Photo 23 of 50
  • Photo 24: Toronto,
    Photo 24 of 50
  • Photo 25: Toronto,
    Photo 25 of 50
  • Photo 26: Toronto,
    Photo 26 of 50
  • Photo 27: Toronto,
    Photo 27 of 50
  • Photo 28: Toronto,
    Photo 28 of 50
  • Photo 29: Toronto,
    Photo 29 of 50
  • Photo 30: Toronto,
    Photo 30 of 50
  • Photo 31: Toronto,
    Photo 31 of 50
  • Photo 32: Toronto,
    Photo 32 of 50
  • Photo 33: Toronto,
    Photo 33 of 50
  • Photo 34: Toronto,
    Photo 34 of 50
  • Photo 35: Toronto,
    Photo 35 of 50
  • Photo 36: Toronto,
    Photo 36 of 50
  • Photo 37: Toronto,
    Photo 37 of 50
  • Photo 38: Toronto,
    Photo 38 of 50
  • Photo 39: Toronto,
    Photo 39 of 50
  • Photo 40: Toronto,
    Photo 40 of 50
  • Photo 41: Toronto,
    Photo 41 of 50
  • Photo 42: Toronto,
    Photo 42 of 50
  • Photo 43: Toronto,
    Photo 43 of 50
  • Photo 44: Toronto,
    Photo 44 of 50
  • Photo 45: Toronto,
    Photo 45 of 50
  • Photo 46: Toronto,
    Photo 46 of 50
  • Photo 47: Toronto,
    Photo 47 of 50
  • Photo 48: Toronto,
    Photo 48 of 50
  • Photo 49: Toronto,
    Photo 49 of 50
  • Photo 50: Toronto,
    Photo 50 of 50
Larger map options:
Listed by ROYAL ELITE JERRY WEN REALTY INC.
Data was last updated August 31, 2026 at 04:15 AM (UTC)
AwesomeDawson.ca
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.