300 Upper Highland Crescent
300 Upper Highland Crescent
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49 photos

300 Upper Highland Crescent

St. Andrew-Windfields, Toronto, ON
Listed 8 days ago
$4,680,000For Sale
$3,972,156Estimated value
5+2Bedrooms
8Bathrooms
3500-5000 sqftSize
4 (2 garage)Parking
75 ft × 110 ftLot Size
DetachedProperty Type

300 Upper Highland Crescent

Toronto, ON · St. Andrew-Windfields

Listed 8 days ago
Bedrooms5+2
Bathrooms8
Size3500-5000 sqft
Parking4 (2 garage)
Lot Size75 ft × 110 ft
Property TypeDetached
$4,680,000
For Sale
MLS# C13468722
$3,972,156Estimated value

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About this home

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 sec…

Features & Details

Property Type
Detached
Tax
$25,766 / 2026
Building Age
0-5 years
Size
3500-5000 sqft
Lot Size
75 x 110 Feet
Basement Info
Finished, Separate Entrance
Total Parking Spaces
4 (2 Garage)
Title
Residential Freehold
Property Style
2-Storey
Community
St. Andrew-Windfields
Municipality
Toronto
Construction
Brick, Stone
Cross Street
Yonge/York Mills
Front Door Facing
South
Local Amenities
Park
Lot Legal Description
Parcel 29-1, Sec M866 Lot29, Plan66M866, Sub To Ea
Data Source
Toronto Regional Real Estate Board
Brokerage
ROYAL ELITE JERRY WEN REALTY INC.
Listed On
Jun 19, 2026
Listing Expires On
Nov 30, 2026
Listing Updated On
Jun 19, 2026
Bedrooms
5+2
Bathrooms
8
Kitchens
1
Rooms
10
Bathroom Detail
5 Pcs on 2nd Level
Bathroom Detail
4 Pcs on 2nd Level
Bathroom Detail
3 Pcs on 2nd Level
Bathroom Detail
2 Pcs on Main Level
Bathroom Detail
4 Pcs on Basement Level
Driveway
Private
Garage Type
Attached
Garage
2
Parking
4
Heating
Forced Air
Heat Source
Gas
Cooling
Central Air
Sewer
Sewer
Den / Family Room
Yes
Fireplace
Yes
Swimming Pool
None
Roof Material
Asphalt Shingle
Foundation Type
Concrete
Interior Features
Ventilation System

Listing History

Active8 days on marketCurrently viewingMLS #C13468722
Jun 19, 20269 days ago
Listed for Sale
Sign in to view
Terminated47 days on marketMLS #C13050454
Jun 14, 202614 days ago
Terminated
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Apr 27, 20262 months ago
Listed for Sale
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Estimate History

Estimated value, last 24 months
Jul 2024 – Jun 2026
$4.27M
$4.06M
$3.85M
$3.64M
Jul
Dec
May
Oct
Mar
Jun

Automated estimate from Polsinello Predictive AI. Not an appraisal. Actual market value may differ.

Mortgage calculator

Estimated monthly payment
$22,831

Estimated payment. Does not include property tax, insurance, or condo fees.

Location & nearby

St. Andrew-Windfields Real Estate Market

Toronto · last 90 days
$2,650,000
Median sold price
66 days
Avg days on market
21
Homes sold (90 days)
19%
Sold above asking
81%
Sold below asking
$800–$984/ft²
Price per sq ft
Median price trend
Jul 2025 – Jun 2026
$3.95M
$3.12M
$2.29M
$1.46M
Jul
Oct
Jan
Apr
Jun

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