300 Upper Highland Crescent, Toronto, ON
Property Highlights
Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of St. Andrew-Windfields. Expertly crafted featuring premium brick and stone construction, this residence presents an exceptional opportunity offered at $4,390,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.
- 7 Bedrooms and 8 Bathrooms with 2 functional kitchens
- Generous living space spanning 3500-5000 sqft on a premium 75 x 110 ft lot
- Features a finished, separate entrance basement, adding superb versatility for recreation, a home gym, or extra storage
- 4.0 total parking spaces available with a convenient attached configuration
- Notable attributes: Ventilation System
- equipped with central air central cooling and highly efficient forced air heating via gas
Description
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.
Upcoming Open Houses
Schedule a Tour
Contact us to schedule a private viewing of this property.
Contact Agent
Property Summary
This detached home located at 300 Upper Highland Crescent, Toronto is currently for sale and has been available on SousaSells for 2 days. This property is listed at $4,390,000 with an estimated mortgage of $14,613* per month. It has 7 beds, 8 bathrooms, and is 3500-5000 square feet. 300 Upper Highland Crescent, Toronto is in the St. Andrew-Windfields neighborhood.
Work with the SOUSA TEAM to unlock your .
* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 7 bedrooms and 8 bathrooms, this home offers ample space and comfort for growing families in St. Andrew-Windfields, Toronto.
- •7 spacious bedroom layout offering versatile living space
- •8 well-appointed bathrooms
- •3500-5000 sqft of generous functional square footage
Growing families needing multi-bedroom flexibility and space in St. Andrew-Windfields, Toronto.
Key Features
Additional Details
Property Details
Parking & Garage
Heating & Cooling
Features
Property Features
- Park
Interior Features
- Ventilation System
Security Features
None listed
Community Features
None listed
Frequently Asked Questions about 300 Upper Highland Crescent, Toronto, ON
Q.What is the asking price for 300 Upper Highland Crescent, Toronto, ON ?
The current listing price for 300 Upper Highland Crescent, Toronto, ON in St. Andrew-Windfields, Toronto is $4,390,000.
Q.How many bedrooms and bathrooms does this property have?
This property features 7 bedrooms and 8 bathrooms across approximately 3500-5000 sqft.
Q.What property type and architectural style is 300 Upper Highland Crescent, Toronto, ON ?
300 Upper Highland Crescent, Toronto, ON is a Detached (2-Storey) featuring a Finished, Separate Entrance basement.
Q.What key property features does 300 Upper Highland Crescent, Toronto, ON offer?
Key property features include: Park.
Q.What interior features are included in this home?
Interior highlights include: Ventilation System.
Q.Is parking available at this property?
Yes, this property offers parking space for 4.0 vehicles (Attached).
Q.What heating and cooling systems are installed?
Heating is provided via Gas and cooling via Central Air.
Virtual Tour & 3D Walkthrough
Location
Google Street View
Open in Google MapsNeighborhood Safety & Crime Analytics
Toronto Average, Toronto
161 assaults (45.0/100k)
43 B&E (40.0/100k)
60 thefts (45.0/100k)
Improving vs previous year
Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.
Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.
Property History
No historical data available for this property.
This could be the first listing for this address.
Pricing & Value Insights
Data-driven valuation for 300 Upper Highland Crescent, Toronto, ON M2P 1V5
Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Mortgage & Affordability Audit
Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.
Configure Loan Settings
About Purchasing a Home in Toronto, ON
For a property listed at $4,390,000 in Toronto, the legal minimum down payment is $878,000 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.
Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $96,225 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $96,225 also applies, bringing the total estimated land transfer taxes to $192,450.
Similar Listings in St. Andrew-Windfields, Toronto
Explore all Just Listed Homes in Toronto →
Toronto Neighborhood Guide
Comprehensive city-wide demographics, local real estate stats, and school rankings for Toronto.
People & Families
Age Distribution
Household Composition
Top Ethnic Origins
Best Schools in Toronto
Elementary Schools
Secondary Schools
Toronto Demographic Home information
Structural Home Types
Tenure (Ownership vs Rental)
Need more details or a custom CMA?
Generate a full market evaluation or explore city guides using the sidebar links.
Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.
Similar Active Listings in Toronto
Compare prices, square footage, and school zones for similar Residential Freehold nearby
64 Thompson Avenue, Toronto
This is the one you've been waiting for! Nestled in the heart of Thompson Orchard, this exceptional ...
28 Roxborough Street, Toronto
Welcome to 28 Roxborough St W, steps to Yonge St, on a rare 27x151 ft deep lot w/coveted 3-car garag...
18A Deer Park Crescent, Toronto
An Exceptional Extra-Wide Joe Brennan Townhome In Coveted Deer Park, Offering Grand Proportions, Abu...
225 Northwood Drive, Toronto
Architectural-Lux/Mansion Style C/Built & Elegantly Appointed On One Of A Kind 50x153 Ft Lot, Master...