95 HIGHBOURNE ROAD - Photo 1 of 47, Toronto (Yonge-Eglinton), Ontario
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$2,295,000

95 HIGHBOURNE ROAD — Toronto (Yonge-Eglinton), Ontario

M5P2J5

4Beds
2Baths
2Parking

About This Property

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. (id:63357)

Property Location

Property Details

Property Type
Detached
Bedrooms
4
Bathrooms
2
Half Baths
1
Stories
2.0
Status
Active

Location & Neighborhood

What's nearby 95 HIGHBOURNE ROAD

Nearby Schools

Parks & Recreation

Local Amenities

Coffee & Cafes

Dining

Fitness

Pharmacy

Banking

POI data updated 3/23/2026

Toronto (Yonge-Eglinton) Market Snapshot

31

Active Listings

$1085K

Median Price

0

Avg Days on Market

Last updated: Mar 23, 2026

Listed by

SOTHEBY'S INTERNATIONAL REALTY CANADA

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$2,295,000
Oakwyn Realty Ltd.

Oakwyn Realty Ltd.

Search Listings Online Inc.

3195 Oak St, Vancouver, BC V6H 2L2

REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA's By-Laws, Rules, and the REALTOR® Code. The MLS® trademark and the MLS® logo are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. The information contained on this site is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members and assumes no responsibility for its accuracy.

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