29 Highbourne Avenue, Toronto

29 Highbourne Avenue
29 Highbourne Avenue
29 Highbourne Avenue
+1
3+1
 bed
3
 bath
2
 parking
1100 - 1500
 sqft
Detached
$2,283,600
For Sale
3 hours
 on site
$2,283,600
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Size
-
Lot size
3568 sqft
Street frontage
-
Possession
Immediate
Price per sqft
$1,522 - $2,076
Taxes
$8,076 (2026)
Parking Type
-
Style
1 1/2 Storey
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Description
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.
Broker: SOTHEBY'S INTERNATIONAL REALTY CANADA
MLS®#: C13658016
Property details
Parking:
2
Parking type:
-
Property type:
Detached
Heating type:
Radiant
Style:
1 1/2 Storey
MLS Size:
1100-1500 sqft
Lot front:
37 Ft
Lot depth:
96 Ft
Listed on:
Aug 10, 2026
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Instant estimate:
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$206,142
lower than listed price
i
High
$2,164,444
Mid
$2,077,458
Low
$1,957,499
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About 29 Highbourne Avenue

29 Highbourne Avenue is a Toronto detached house for sale. It was listed at $2283600 in August 2026 and has 3+1 beds and 3 bathrooms. Situated in Toronto's Deer Park neighbourhood, Chaplin Estates, Forest Hill, Yonge and Eglinton and Allenby are nearby neighbourhoods.

Want to dine out? There are plenty of good restaurant choices not too far from 29 Highbourne Rd, Toronto.Grab your morning coffee at Tim Hortons located at 866 Avenue Rd. For those that love cooking, Fruits Basket is only a 6 minute walk.

If you are reliant on transit, don't fear, 29 Highbourne Rd, Toronto has a public transit Bus Stop (Oriole Pkwy at Chaplin Cres South Side) only steps away. It also has route Avenue Road close by. Residents of 29 Highbourne Rd also have decent access to Allen Rd, which is within a few minutes drive using Lawrence Ave W ramps.