$2,295,000Asking Price
95 Highbourne Road, Toronto C03, ON M5P 2J5
Chaplin Estates, Toronto
Offered for the first time in 47 years, 95 Highbourne Road presents a truly rare opportunity in the heart of Chaplin Estates. Situated on one of the neighbourhood's most desirable, quiet, tree-lined streets, this classic detached home sits among beautifully maintained residences on larger lots in a setting defined by low traffic and midtown Toronto charm. Set on a 40 x 130 ft lot, the home showcases its original character through spacious principal rooms and timeless architectural details. The living room, centred around a wood-burning fireplace, is enhanced by a large bay window that fills the space with natural light and flows seamlessly into the dining room, ideal for both everyday living and entertaining. At the rear, the kitchen and adjoining sitting room open directly to a quiet and private garden, creating a natural extension of the living space and a tranquil backdrop for outdoor living. A main floor powder room adds convenience. Upstairs, four well-sized bedrooms and a full family bathroom provide comfortable accommodation for growing families. Perfectly positioned just moments from Yonge & Eglinton, this location offers exceptional access to the subway and the new Eglinton LRT, along with an array of neighbourhood shops, cafés, and restaurants (Little Sister and Oretta!). Steps to Oriole Park and the Kay Gardner Beltline Trail, along with access to some of Toronto's most respected schools (UCC, BSS, Oriole Park JPS, Hodgson MS and North Toronto CI), further enhance the appeal. Whether reimagined, renovated or rebuilt, this is a remarkable opportunity to create a lasting home in one of midtown Toronto's most established and coveted communities.
Offered for the first time in 47 years, 95 Highbourne Road presents a truly rare opportunity in the heart of Chaplin Estates. Situated on one of the neighbourhood's most desirable, quiet, tree-lined streets, this classic detached home sits among beautifully maintained residences on larger lots in a setting defined by low traffic and midtown Toronto charm. Set on a 40 x 130 ft lot, the home showcases its original character through spacious principal rooms and timeless architectural details. The living room, centred around a wood-burning fireplace, is enhanced by a large bay window that fills the space with natural light and flows seamlessly into the dining room, ideal for both everyday living and entertaining. At the rear, the kitchen and adjoining sitting room open directly to a quiet and private garden, creating a natural extension of the living space and a tranquil backdrop for outdoor living. A main floor powder room adds convenience. Upstairs, four well-sized bedrooms and a full family bathroom provide comfortable accommodation for growing families. Perfectly positioned just moments from Yonge & Eglinton, this location offers exceptional access to the subway and the new Eglinton LRT, along with an array of neighbourhood shops, cafés, and restaurants (Little Sister and Oretta!). Steps to Oriole Park and the Kay Gardner Beltline Trail, along with access to some of Toronto's most respected schools (UCC, BSS, Oriole Park JPS, Hodgson MS and North Toronto CI), further enhance the appeal. Whether reimagined, renovated or rebuilt, this is a remarkable opportunity to create a lasting home in one of midtown Toronto's most established and coveted communities.
See MoreKey Info
- 2-Storey Detached
- 2-Car Driveway
- No Garage
- Avenue Road & Chaplin Crescent
- 1500-2000 Approximate Sq Feet
- Unfinished Basement
- 1 Kitchen
- Radiant Gas Heating
Property
- Lot Size 39.5 x 129.58 Feet
- Brick Exterior
- Taxes were $12,163 in 2026
- Possession: Flexible
Details
- Fireplace
- No Family Room
- Sewers
- Municipal Water
- MLS #C12911866
- SOTHEBY'S INTERNATIONAL REALTY CANADA
Extras
Rooms
| Room | Floor | Dimensions | Details | |
|---|---|---|---|---|
| 1 | Kitchen | Main | 12.76' x 10.66' | Window, Walkout To Deck, Overlooks Backyard |
| 2 | Den | Main | 9.74' x 8.33' | Large Window, Overlooks Backyard, Hardwood Floor |
| 3 | Laundry | Lower | 9.91' x 8.50' | |
 | 1 2-Piece Bathroom on Main Floor | |||
| 1 4-Piece Bathroom | |||
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Who lives here?
Chaplin Estates, Toronto is a central Toronto neighbourhood notable for its renters, university grads, executives and business, science and education, law & public sector professionals. Residents tend to be younger with a significant number of kids aged 10 to 14 and adults aged 25 to 54.
Families
Kids Per Family
1.0
kids per family
in the neighbourhood.
Gta ({{ '1.29999995231628' | number: 1 }})
Singles
44%
of residents are
single and loving it.
44% singles
Toronto (50%)Gta ({{ '44.8800010681152' | number: 0 }}%)
Renters
51%
of residents
are renters.
51% renters
Toronto (47%)Gta ({{ '33.0200004577637' | number: 0 }}%)
Education
75%
of residents are
university grads.
75% university grads
Toronto (48%)Gta ({{ '43.6699981689453' | number: 0 }}%)
Income
Average Household Income
$237K
is the average household
income in the neighbourhood.
Gta ({{ '135056.828125' | minifiedCurrency }})
Professions
Professions
| Business | 16% |
| Government | 16% |
| Sales | 11% |
| Management | 10% |
| Sciences | 7% |
Immigrants
24%
of residents were
born outside of Canada.
24% immigrants
Toronto (48%)Gta ({{ '45.4300003051758' | number: 0 }}%)
Birthplace - All
2.3% from China
All-time
Birthplace - Recent
1.0% from China
Recent
Foreign Languages
Foreign Languages
| French | 2% |
| Spanish | 2% |
| Cantonese | 2% |
| Korean | 1% |
| Mandarin | 1% |
Religions
Religions
| Christian | 55% |
| Jewish | 9% |
| Muslim | 2% |
| Buddhist | 1% |
Social Housing
Social Housing Buildings
0
Social housing buildings
in the neighbourhood.
Shelters
Shelters
0
Homeless shelters in
the neighbourhood.
