300 Upper Highland Crescent
St. Andrew-Windfields
Toronto
M2P 1V5
$4,390,000
Residential Freehold
beds: 5+2
baths: 8.0
- Status:
- Active
- Prop. Type:
- Residential Freehold
- MLS® Num:
- C13716590
- Bedrooms:
- 5+2
- Bathrooms:
- 8
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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:
- 110'33.5 m
- Lot Frontage:
- 75'22.9 m
- 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"8.00 m × 15'8"4.78 m
- 5 Pc Ensuite, Walk-In Closet(s), Hardwood Floor
- Second
- Bedroom 2
- 13'5"4.09 m × 12'9½"3.90 m
- Walk-In Closet(s), Window, 4 Pc Bath
- Second
- Bedroom 3
- 12'9½"3.90 m × 11'7"3.53 m
- Window, 3 Pc Bath, Walk-In Closet(s)
- Second
- Bedroom 4
- 15'3"4.65 m × 11'9¾"3.60 m
- Hardwood Floor, 4 Pc Bath, Closet
- Second
- Bedroom 5
- 16'5"5.00 m × 13'3"4.04 m
- 3 Pc Bath, Double Closet, Hardwood Floor
- Main
- Family Room
- 15'5"4.70 m × 15'1"4.60 m
- B/I Bookcase, Gas Fireplace, Hardwood Floor
- Main
- Kitchen
- 23'3½"7.10 m × 8'6"2.59 m
- B/I Appliances, Hardwood Floor, Breakfast Area
- Main
- Dining Room
- 14'5¼"4.40 m × 13'9"4.19 m
- Hardwood Floor, Bay Window, Combined w/Living
- Main
- Living Room
- 17'1"5.21 m × 13'1½"4.00 m
- Gas Fireplace, Bay Window, Hardwood Floor
- Main
- Office
- 11'9¾"3.60 m × 11'3"3.43 m
- B/I Bookcase, Hardwood Floor, Window
- Basement
- Recreation
- 39'4½"12.00 m × 15'1"4.60 m
- Heated Floor, Porcelain Floor, B/I Appliances
- Basement
- Bedroom
- 15'3"4.65 m × 12'6"3.81 m
- 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
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Listed by ROYAL ELITE JERRY WEN REALTY INC.
Data was last updated August 28, 2026 at 04:15 AM (UTC)
Area Statistics
- Listings on market:
- 74
- Avg list price:
- $4,795,000
- Min list price:
- $1,248,000
- Max list price:
- $30,000,000
- Avg days on market:
- 68
- Min days on market:
- 1
- Max days on market:
- 205
These statistics are generated based on the current listing's property type
and located in
St. Andrew-Windfields. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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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.
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