29 Highbourne Avenue photo 1
29 Highbourne Avenue photo 2
29 Highbourne Avenue photo 3
29 Highbourne Avenue photo 4
29 Highbourne Avenue photo 5
29 Highbourne Avenue photo 6
29 Highbourne Avenue photo 7
29 Highbourne Avenue photo 8
29 Highbourne Avenue photo 9
29 Highbourne Avenue photo 10
29 Highbourne Avenue photo 11
29 Highbourne Avenue photo 12
29 Highbourne Avenue photo 13
29 Highbourne Avenue photo 14
29 Highbourne Avenue photo 15
29 Highbourne Avenue photo 16
29 Highbourne Avenue photo 17
29 Highbourne Avenue photo 18
29 Highbourne Avenue photo 19
29 Highbourne Avenue photo 20
29 Highbourne Avenue photo 21
29 Highbourne Avenue photo 22
29 Highbourne Avenue photo 23
29 Highbourne Avenue photo 24
29 Highbourne Avenue photo 25
29 Highbourne Avenue photo 26
29 Highbourne Avenue photo 27
29 Highbourne Avenue photo 28
29 Highbourne Avenue photo 29
29 Highbourne Avenue photo 30
29 Highbourne Avenue photo 31
29 Highbourne Avenue photo 32
29 Highbourne Avenue photo 33

29 Highbourne Avenue

Yonge-St. Clair / Toronto C02, ON M5P 2J1

ActiveFor Sale
4 Beds
3 Baths
1,100 Sq Ft
Single Family Home
Virtual Tour Available

About This Property

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.

Property Details

StatusActive
Property TypeSingle Family Home
Listing TypeFor Sale
Interior Size1,100 sq ft
Bedrooms4
Bathrooms3
Postal CodeM5P 2J1
Last UpdatedSep 13, 2026 · 10:33 p.m.

Sign in for full listing history and the exact list date.

Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® C13658016

Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$2,283,600

asking price

MLS®C13658016
TypeSingle Family Home
CityToronto C02
← Back to Search

Team Filipe · RE/MAX · (647) 210-6070

Mortgage Estimate

Est. Monthly Payment

$11,151

/month · $1,826,880 mortgage

Down Payment20% — $456,720
Interest Rate5.5%

Amortization

Total Interest

$1,518,456

Total Cost

$3,345,336

Estimate only. Based on Canadian semi-annual compounding, 25-yr amortization at 5.5%.

Full Mortgage Calculator →

Listed By

SOTHEBY'S INTERNATIONAL REALTY CANADA