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$2,283,600
3 Days On Site

29 Highbourne Avenue
Toronto, ON M5P 2J1

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
1100-1500
SqFt

/SqFt
County:
Toronto
29 Highbourne Avenue29 Highbourne Avenue29 Highbourne Avenue29 Highbourne Avenue
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Monthly Payment (Est.)

$10,419
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

An unrivalled real estate opportunity in prestigious Forest Hill South, 29 Highbourne Rd balances the British Influence Colonial Revival architectural character with extraordinary future development potential. Positioned prominently near the corner of Highbourne Rd and Oxton Ave, this elegant residence offers a rare foothold in one of Toronto's most exclusive enclaves, commanding unique street exposure that presents lucrative long-term expansion options or premium land value within a blue-chip postal code. Beyond its unique prosperity, the property provides immediate access to Canada's elite educational institutions, situated just steps from the Upper Canada College campus, minutes to BSS and high rank Brown Junior Public School district. The surroundings foster a luxurious urban lifestyle, where the natural serenity of Beltline Trail, Oriole Park, and tranquil ravine systems seamlessly pair with unmatched connectivity, placing the upscale boutiques, fine dining, both Davisville and Yonge & St. Clair subway stations just minutes away. Private driveway and detached garage for easy parking. Symmetrical facades and striking black door and window fenestrations create a balanced, graceful architectural presence. Black iron fence wraps around the front garden enhance the curb appeal. Versatile 3-bed 3-bath layout features a rare main-floor bedroom with a heated-floor ensuite, complemented by two bright upper-level retreats including a principal suite with a walk-in closet and built-in organizers. Seamlessly blending period artistry with modern comfort, the renovated interior shines with rich hardwood, classic wainscoting, crown moldings, and a stately bay window, alongside contemporary refinements featuring a gas fireplace, ambient pot lights, stone countertops, marble backsplash, and sleek basement bathroom. Flowing effortlessly to a private back deck, this home is as perfect for sophisticated family residence today as it is for visionary redevelopment tomorrow.

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Listing Snapshot
Price 
$2,283,600
Days On Site 
3 Days
Bedrooms 
4
Inside Area (SqFt) 
1100-1500 sqft
Total Baths 
3
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
37.17x96.0 Acres
Year Built 
N/A
MLS® Number 
C13658016
Status 
Active
Property Tax 
$8,076
Maintenance Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
16 hours agoListing updated with changes from the MLS®
3 days agoListing first seen on site
General Features
Attached Garage 
Yes
Cross Street 
UCC Campus & Kilbarry Rd
Direction Faces 
South
Garage 
Yes
Number Of Stories 
1
Parking 
Attached
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Style 
1 1/2 Storey
Interior Features
Basement 
Finished
Cooling 
Window Unit(s)
Fireplace 
Yes
Fireplace Features 
Gas
Heating 
Natural GasRadiant
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Exterior Features
Construction Details 
Brick
Pool Features 
None
Roof 
Asphalt
Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA

Listing information is provided by Participants of the Toronto Real Estate Board. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Toronto Real Estate Board
Last checked 2026-08-13 05:01 PM UTC

Neighborhood & Commute
Source: Walkscore
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