






Ken Matsumoto
Sales Representative
A highly successful and experienced real estate agent, Ken has been serving clients in the Greater Toronto Area for almost two decades.
300 Upper Highland Crescent, St. Andrew-Windfields M2P 1V5
Price
$4,780,000
Bedrooms
5 Beds
Bathrooms
8 Baths
Size
3500-5000 sqft
Year Built
0-5
Property Type
House
Property Taxes
$25322.24
Description
ament 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 Dimensions
Main Level
Kitchen
Dimensions
7.1' × 2.58'
Features
b/i appliances, hardwood floor, breakfast area
Office
Dimensions
3.6' × 3.43'
Features
b/i bookcase, hardwood floor, window
Dining Room
Dimensions
4.4' × 4.2'
Features
hardwood floor, bay window, combined w/living
Family Room
Dimensions
4.7' × 4.6'
Features
b/i bookcase, gas fireplace, hardwood floor
Living Room
Dimensions
5.2' × 4'
Features
gas fireplace, bay window, hardwood floor
Second Level
Bedroom 2
Dimensions
4.1' × 3.9'
Features
walk-in closet(s), window, 4 pc bath
Primary Bedroom
Dimensions
4.78' × 8'
Features
5 pc ensuite, walk-in closet(s), hardwood floor
Bedroom 5
Dimensions
5' × 4.03'
Features
3 pc bath, double closet, hardwood floor
Bedroom 4
Dimensions
4.64' × 3.6'
Features
hardwood floor, 4 pc bath, closet
Bedroom 3
Dimensions
3.53' × 3.9'
Features
window, 3 pc bath, walk-in closet(s)
Basement Level
Recreation
Dimensions
12' × 4.6'
Features
heated floor, porcelain floor, b/i appliances
Bedroom
Dimensions
3.8' × 4.65'
Features
4 pc bath, closet, heated floor
All Rooms
Office
Dimensions
3.6' × 3.43'
Features
b/i bookcase, hardwood floor, window
Recreation
Dimensions
12' × 4.6'
Features
heated floor, porcelain floor, b/i appliances
Living Room
Dimensions
5.2' × 4'
Features
gas fireplace, bay window, hardwood floor
Dining Room
Dimensions
4.4' × 4.2'
Features
hardwood floor, bay window, combined w/living
Kitchen
Dimensions
7.1' × 2.58'
Features
b/i appliances, hardwood floor, breakfast area
Primary Bedroom
Dimensions
4.78' × 8'
Features
5 pc ensuite, walk-in closet(s), hardwood floor
Bedroom 2
Dimensions
4.1' × 3.9'
Features
walk-in closet(s), window, 4 pc bath
Bedroom 5
Dimensions
5' × 4.03'
Features
3 pc bath, double closet, hardwood floor
Bedroom 4
Dimensions
4.64' × 3.6'
Features
hardwood floor, 4 pc bath, closet
Bedroom 3
Dimensions
3.53' × 3.9'
Features
window, 3 pc bath, walk-in closet(s)
Bedroom
Dimensions
3.8' × 4.65'
Features
4 pc bath, closet, heated floor
Family Room
Dimensions
4.7' × 4.6'
Features
b/i bookcase, gas fireplace, hardwood floor
Have questions about this property?
Contact MeSale history for
Sign in to view property history
The Property Location
Calculate Your Monthly Mortgage Payments
Total Monthly Payment
$19,782 / month
Down Payment Percentage
20.00%
Mortgage Amount (Principal)
$3,824,000
Total Interest Payments
$2,357,729
Total Payment (Principal + Interest)
$6,181,729
Get An Estimate On Selling Your House
Estimated Net Proceeds
$68,000
Realtor Fees
$25,000
Total Selling Costs
$32,000
Sale Price
$500,000
Mortgage Balance
$400,000
Related Properties

38 Foursome
$2,499,000Toronto, ON M2P 1W3
Listed By: BAY STREET GROUP INC.

82 Munro
$3,885,000Toronto, ON M2P 1C4
Listed By: ROYAL LEPAGE/J & D DIVISION

192 Lord Seaton
$9,888,000Toronto, ON M2P 1K9
Listed By: RE/MAX REALTRON BARRY COHEN HOMES INC.

11 Montressor
$3,150,000Toronto, ON M2P 1Y9
Listed By: CENTURY 21 REGAL REALTY INC.

Meet Ken Matsumoto
A highly successful and experienced real estate agent, Ken has been serving clients in the Greater Toronto Area for almost two decades. Born and raised in Toronto, Ken has a passion for helping people find their dream homes and investment properties has been the driving force behind his success. He has a deep understanding of the local real estate market, and his extensive knowledge and experience have earned him a reputation amongst his clients as a trusted and reliable partner when dealing with their real estate needs.














































