29 Highbourne Avenue, Toronto, ON M5P 2J1
Toronto C02
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.
Estimate only - excludes property tax, condo fees, utilities and home insurance. Rates vary by lender and term; based on semi-annual compounding.
Walkability, transit, and bike-friendliness for 29 Highbourne Avenue, Toronto, ON M5P 2J1
Provided by Walk Score®. Walk Score, Transit Score, and Bike Score are trademarks of Walk Score.
MLS# C13658016
Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
On market since Aug 10, 2026






What comparable homes actually sold for in the last 12 months.






29 Highbourne Avenue, Toronto, ON M5P 2J1 is listed for $2,283,600 CAD.
29 Highbourne Avenue, Toronto, ON M5P 2J1 has 4 bedrooms and 3 bathrooms.
29 Highbourne Avenue, Toronto, ON M5P 2J1 is a Detached.
29 Highbourne Avenue, Toronto, ON M5P 2J1 is in Toronto C02, Ontario.
29 Highbourne Avenue, Toronto, ON M5P 2J1 is currently for sale.
Contact Michael Mezheritsky at +1 (416) 716-4439 to arrange a private showing of 29 Highbourne Avenue, Toronto, ON M5P 2J1 (MLS# C13658016). You can also send a message through the contact form on this site.