300 Upper Highland Crescent
North York (St. Andrew-Windfields), ON M2P 1V5
- 5+2Bedrooms
- 8Bathrooms
- 2Garage
- 3500–5000Sq Ft
- $25,766Tax
- 75×110 ftLot Size
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About 300 Upper Highland Crescent, North York, St. Andrew-Windfields
Summarized Description
- Luxury custom home in prestigious Toronto community.
- Over 4,600 sq ft plus 2,000 sq ft basement.
- Gourmet kitchen with open-concept design.
- Five spacious bedrooms with private bathrooms.
- Professionally finished basement with second kitchen.
- Upgraded backyard oasis for outdoor entertaining.
- Close to top-ranked schools and golf clubs.
- Refined craftsmanship throughout the residence.
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $25,766
- Land Transfer Tax Fee
- $206,350
Rental Items
- Rental Equipment
- hot water tank
- Basement Type
- Finished, Separate Entrance
Interior Features
- Laundry Level
- Upper Level
- Interior Extras
- Ventilation System
- Fireplace/Stove
- Yes
- Elevator
- No
Exterior Features
- Pool
- None
- Property Features
- Park
Building
- Building Type
- Detached
- Building Style
- 2-Storey
- Approx Age
- 0-5
Construction
- Exterior Finish
- Brick, Stone
- Roof
- Asphalt Shingle
- Foundation Details
- Concrete
- Special Designation
- Unknown
Lot
- Lot Front
- 75.00 ft
- Lot Depth
- 110.00 ft
- Lot Size
- 75.00 x 110.00 Feet (Corner Lot)
- Lot Size Code
- 75.00 x 110.00 Feet (Corner Lot)
Inclusions
- Inclusions
- fridge, stove, washer, dryers, dishwasher, existing electrical light features, existing window coverings.
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 2
- Parking Spaces
- 2
- Total Garage And Parking Spaces
- 4
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 5 + 2
- Washrooms
- 8
- Kitchens
- 2
- Family / bonus room
- Yes
Room sizes
- Office3.60 x 3.43Main level, B/I Bookcase, Hardwood Floor, Window
- Bedroom 44.64 x 3.60Second level, Hardwood Floor, 4 Pc Bath, Closet
- Family Room4.70 x 4.60Main level, B/I Bookcase, Gas Fireplace, Hardwood Floor
- Bedroom 33.53 x 3.90Second level, Window, 3 Pc Bath, Walk-In Closet(s)
- Bedroom3.80 x 4.65Basement level, 4 Pc Bath, Closet, Heated Floor
- Bedroom 24.10 x 3.90Second level, Walk-In Closet(s), Window, 4 Pc Bath
- Primary Bedroom4.78 x 8.00Second level, 5 Pc Ensuite, Walk-In Closet(s), Hardwood Floor
- Recreation12.00 x 4.60Basement level, Heated Floor, Porcelain Floor, B/I Appliances
- Bedroom 55.00 x 4.03Second level, 3 Pc Bath, Double Closet, Hardwood Floor
- Living Room5.20 x 4.00Main level, Gas Fireplace, Bay Window, Hardwood Floor
- Dining Room4.40 x 4.20Main level, Hardwood Floor, Bay Window, Combined w/Living
- Kitchen7.10 x 2.58Main level, B/I Appliances, Hardwood Floor, Breakfast Area
Washrooms
- 5-piece, Second
- 4-piece, Second
- 3-piece, Second
- 2-piece, Main
- 4-piece, Basement
- Area
- Toronto C12
- Municipality
- North York
- Neighbourhood
- St. Andrew-Windfields
- Main cross streets
- Yonge/York Mills
- Zoning
- Residential
- Directions
- Yonge
- MLS® number
- C13716590
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-09-01
- Listed on
- 2026-08-26
- Days on market
- 6 days
- Possession date
- 2026-09-16
- Possession type
- Immediate
- Co-op commission
- 2.5%
- Seller
- Listed by
- ROYAL ELITE JERRY WEN REALTY INC.
Home Market Value
Current home valuation for 300 Upper Highland Crescent, North York, St. Andrew-Windfields, North York, ON. Listed for $4,390,000
HOMEH Estimate
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Estimated Sales Range
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HOMEH Estimate for 300 Upper Highland Crescent, North York, St. Andrew-Windfields
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
20% required for homes $1.5M or more
$878,000
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $3,512,000 | $3,292,500 | $3,073,000 | $2,853,500 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $17,147monthly | $16,076monthly | $15,004monthly | $13,932monthly |
Land Transfer Tax
$96,225
$110,125
$206,350
Around this home
Data provided by OpenStreetMap & Fraser Institute School Rankings
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