90 m
Distance
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 39.5 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 bow 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, cafs, 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:58753)
Cross Streets: Avenue Road & Chaplin Crescent. ** Directions: East of Avenue & North of Chaplin.
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price |
|---|---|---|---|---|
| 562 INDIAN ROAD | 4 | 3 | May 10, 2026 | $1,849,900 |
| 83 JOHN GARLAND BOULEVARD | 5 | 3 | May 17, 2026 | $995,000 |
| 52 Roxborough Drive, Toronto ON M4W 1X1 | 4 | 5 | May 08, 2026 | $5,750,000 |
| 24 RANEE AVENUE | 6 | 5 | May 31, 2026 | $2,149,900 |
| 49 Holland Park Avenue, York ON M6C 1M2 | 0 | 0 | May 29, 2026 | $949,000 |
| 49 Holland Park Avenue, York ON M6C 1M2 | 0 | 0 | May 29, 2026 | $949,000 |
Discover key demographics, population statistics, and environmental insights for the Toronto (yonge-Eglinton), ON area.
83/100
Very Walkable
Walk Score ®
80/100
Excellent Transit
Transit Score ®
88/100
Very Bikeable
Bike Score ®
Most errands can be accomplished on foot. Transit is convenient for most trips. Biking is convenient for most trips.
19 nearby routes: 18 bus, 1 rail, 0 other
The average walkability score in the surrounding area is Walk Score: 77/100, Transit Score: 79/100, Bike Score: 67/100.
90 m
Distance
175 m
Distance
175 m
Distance
203 m
Distance
205 m
Distance
217 m
Distance
297 m
Distance
323 m
Distance
354 m
Distance
205 m
Distance
217 m
Distance
222 m
Distance
225 m
Distance
225 m
Distance
299 m
Distance
117 m
Distance
129 m
Distance
141 m
Distance
156 m
Distance
241 m
Distance
284 m
Distance
327 m
Distance
347 m
Distance
3 bds • 3 ba • 0 sqft
46 WINTHROP CRES, Vaughan, ON L3L0E5
4 bds • 5 ba • 0 sqft
3473 POST RD RD, Oakville, ON L6H0Y9
4 bds • 4 ba • 0 sqft
2305 MOODIE CRT, Oakville, ON L6H5G9
8 bds • 6 ba • 0 sqft
14399 KENNEDY RD, Caledon, ON L7C2H4
3 bds • 0 ba • 0 sqft
32-38 WELLAND AVENUE, St. Catharines (Downtown), ON L2R2M3
4 bds • 4 ba • 0 sqft
48 KENMIR AVE, Niagara-on-the-Lake, ON L0S1J1
6 bds • 8 ba • sqft
889 AVENUE ROAD
5 bds • 4 ba • sqft
264 ORIOLE PARKWAY
5 bds • 4 ba • sqft
264 ORIOLE PARKWAY
3 bds • 5 ba • sqft
760B AVENUE ROAD
5 bds • 3 ba • sqft
110 HILLSDALE AVENUE W
3 bds • 3 ba • sqft
113 EASTBOURNE AVENUE
3 bds • 2 ba • sqft
29 HIGHBOURNE AVENUE
4 bds • 4 ba • sqft
77 CHAPLIN CRESCENT
4 bds • 4 ba • sqft
29 ANDERSON AVENUE
3 bds • 4 ba • sqft
79 ELMSTHORPE AVENUE
3 bds • 4 ba • sqft
79 ELMSTHORPE AVENUE
3 bds • 4 ba • sqft
79 ELMSTHORPE AVENUE
5 bds • 3 ba • sqft
182 DUPLEX AVENUE
5 bds • 4 ba • 2188 sqft
89 Elmsthorpe Avenue, Toronto ON M5P 2L8
5 bds • 4 ba • 2188 sqft
89 ELMSTHORPE Avenue
8 bds • 6 ba • sqft
89 ORIOLE PARKWAY
6 bds • 3 ba • sqft
25 MAXWELL AVENUE
3 bds • 3 ba • sqft
51A BURNABY BOULEVARD
3 bds • 3 ba • sqft
51B BURNABY BOULEVARD
Source: Realty.com
95 HIGHBOURNE ROAD, Toronto (Yonge Eglinton), ON M5P2J5 in Toronto (Yonge-Eglinton), ON M5P2J5 is a single family residence listed at $2,295,000. Highlights include 4 bedrooms, 2 bathrooms. Realty.ca has 45 photos, sales history, school insights, and mortgage tools for this listing.
Realty.com has 45 photos of 95 HIGHBOURNE ROAD.
The full address for this home is 95 HIGHBOURNE ROAD, Toronto (Yonge Eglinton), ON M5P2J5.
95 HIGHBOURNE ROAD has been listed on Realty.com since Mon March 23, 2026
Most errands can be accomplished on foot. Transit is convenient for most trips. Biking is convenient for most trips.
The average walkability score in the surrounding area is Walk Score: 77/100, Transit Score: 79/100, Bike Score: 67/100.
Listing provided courtesy of:
SOTHEBY'S INTERNATIONAL REALTY CANADA
Listing agent:
ARMIN YOUSEFI
This content last refreshed on 2026-06-06 10:34:07. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.