Kaija Pitt
Direct: 416-371-9447
Office: 416-960-9995
Sotheby’s Canada
1867 Yonge Street, Suite 100
Toronto ON M4S 1Y5 CA

Yonge and Eglinton

This North Toronto community, jokingly referred to as “Young and Eligible,” is known for its large demographic of young professionals and families with school-aged children. The main cross-roads of this neighbourhood, Yonge and Eglinton, have been an important intersection for over 100 years. This is a neighbourhood full of vibrant, career-focused residents, enjoying this trendy area of the city.


Before it became an ideal location for commuters, the Yonge and Eglinton area was primarily an agricultural community. Today, Yonge and Eglinton is a bustling, affluent neighbourhood, full of boutiques, trendy shopping and a wide selection of restaurants. Houses here were built in the 1920s, 1930s and 1940s and there area variety of options to choose from. The original homes consist of Tudor and Craftsman bungalows, and semi-detached Victorian, Georgian and Colonial styles. The varied architecture and tree-lined side streets give this otherwise business-focused neighbourhood, a family-friendly appeal. New condos in the area satisfy the demand for entry-level price points, one of the reasons young professionals and families are attracted to the area.


Yonge and Eglinton offers a lively atmosphere. There are pubs, bars, restaurants, nightclubs and theatres in the area (hence the nickname ‘Young and Eligible’). The mix of stores on Yonge and Eglinton is diverse. The Young and Eglinton Centre offers indoor shopping and the North Toronto Community Centre provides recreational services. The community centre has a gymnasium, squash court, walking track and waterslide. There is also Eglinton Park, which has a sports field, baseball diamond, wading pool, playground and tennis courts. There’s no shortage of things to do and see in this exciting neighbourhood.

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95 Highbourne Road
Yonge-Eglinton Toronto M5P 2J5

$2,295,000
Residential Freehold beds: 4 baths: 2.0

Main Photo: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 1: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 2: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 3: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 4: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 5: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 6: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 7: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 8: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 9: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 10: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 11: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 12: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 13: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 14: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 15: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 16: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 17: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 18: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 19: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 20: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 21: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 22: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 23: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 24: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 25: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 26: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 27: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 28: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 29: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 30: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 31: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 32: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 33: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 34: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 35: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 36: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 37: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 38: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 39: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 40: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 41: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 42: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 43: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 44: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 45: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 46: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Photo 47: 95 Highbourne Road in Toronto: Yonge-Eglinton House for sale (Toronto C03)  : MLS®# C12911866
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C12911866
Bedrooms:
4
Bathrooms:
2
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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
1500-2000
Lot Depth:
129'7"
Lot Frontage:
39'6"
Direction Faces:
East
Bedrooms:
4
Bathrooms:
2.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
8
Heating type:
Radiant
Heating Fuel:
Gas
Foundation:
Concrete
Roof:
Asphalt Shingle
Basement:
Unfinished
Fireplace Features:
Wood
Fireplace/Stove:
Yes
Garage:
None
Garage Spaces:
0.0
Parking Spaces:
2
Total Parking Spaces:
2.0
Family Room:
No
Possession Details:
Flexible
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$12,163.42 / 2026
Assessment:
$- / -
Toronto
Toronto C03
Yonge-Eglinton
Carpet Free
Hot water tank is a rental
All appliances are sold in 'as is' condition. All window coverings and electrical light fixtures.
none
Brick
Floor
Type
Size
Other
Main
Kitchen
12'9" × 10'8"
Window, W/O To Deck, Overlooks Backyard
Main
Dining Room
16'2" × 12'⅞"
Overlooks Living, Overlooks Backyard, Hardwood Floor
Main
Living Room
18'4" × 13'4"
Fireplace, Overlooks Dining, Hardwood Floor
Main
Den
9'9" × 8'4"
Large Window, Overlooks Backyard, Hardwood Floor
Second
Primary Bedroom
15'4" × 13'
Large Closet, Large Window, Hardwood Floor
Second
Bedroom 2
12'9" × 12'⅞"
Closet, Large Window, Hardwood Floor
Second
Bedroom 3
9'6" × 9'5"
Closet, Large Window, Hardwood Floor
Second
Bedroom 4
11'10" × 10'4"
Closet, Large Window, Hardwood Floor
Lower
Utility Room
27'8" × 26'7"
Lower
Laundry
9'11" × 8'6"
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Wall Unit(s)
Central Vacuum:
No
Seller Property Info Statement:
No
Date Listed:
Mar 23, 2026
Original Price:
Previous Price:
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Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
Data was last updated March 24, 2026 at 12:15 AM (UTC)
Area Statistics
Listings on market:
69
Avg list price:
$3,495,000
Min list price:
$849,000
Max list price:
$22,995,000
Avg days on market:
28
Min days on market:
4
Max days on market:
516
These statistics are generated based on the current listing's property type and located in Toronto C03. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.