106 HIGHLAND AVENUE, Toronto, Ontario M4W 2A6

106 HIGHLAND AVENUE, Toronto, Ontario M4W 2A6

$3,750,000.00

  • 5 bedrooms
  • 5 bathrooms

There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a ... read more

There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a large dining area. Beyond, the family room overlooks the expansive rear garden, while the elegant living room features a gas fireplace & stone mantel. Upstairs, the private primary suite offers 2 walk-in closets, its own gas fireplace, & a beautifully appointed ensuite with deep soaker tub. A 2nd spacious bedroom includes a 4-piece ensuite & walk-in closet. The 3rd floor features 2 oversized, light-filled bedrooms with custom built-ins, a shared 3-piece bath and an additional laundry room. The L/L is exceptionally functional, with high ceilings & a walkout. A heated-floor mudroom provides plenty of storage, while the expansive rec room offers space to play & work, including a dedicated office area. An additional bedroom or gym, 3-piece bath & laundry room complete the level. Outside, the rear garden is beautifully centred around an elegant fountain, creating a tranquil setting for entertaining. A long private driveway & the home's generous setback create an added sense of privacy, while a covered side storage area keeps bikes, & all the equipment of family life neatly out of the way. Walk to Summerhill Market for Saturday-morning groceries, wander the nearby ravine trails, & enjoy close proximity to Branksome Hall & Whitney Junior P.S.- all while coming home to a quiet, established North Rosedale street. (id:25417)

Open House this Saturday, September 26th, from 2:00 PM to 4:00 PM and Sunday, September 27th, from 2:00 PM to 4:00 PM.

  • Listing ID: C13818260
  • Property Type: Single Family
Property
Ownership: Freehold
Lot Size: 38.2 by 148.5 FT
Landscaped
Parking: No Garage
2 Spaces
Building
Type: Single Family House
Appliances: Alarm System, Central Vacuum, Dishwasher, Dryer, Freezer, Gas Stove(s), Microwave, Oven, Range, Refrigerator, Wall Mounted TV, Washer, Whirlpool, Window Coverings, Wine Fridge and Oven - Built-In
HVAC: Central Air Conditioning, Fireplace and Forced Air
Natural Gas
Exterior: Brick
Basement: N/A (Finished)
Utilities: Sanitary Sewer
Location
City: Toronto (Rosedale-Moore Park)
Province: Ontario
Nearby Amenities: Park, Public Transit and Schools
Community Features: Community Centre and School Bus
Rooms Level Dimensions
Primary Bedroom Second level 4.04 m x 3.66 m
Bedroom 3 Third level 5.23 m x 3.86 m
Bedroom 4 Third level 4.98 m x 3.35 m
Recreational, Games room Lower level 5.11 m x 4.78 m
Bedroom 5 Lower level 4.27 m x 2.95 m
Living room Main level 5.08 m x 4.14 m
Dining room Main level 4.78 m x 3.78 m
Kitchen Main level 15.75 m x 8.99 m
Family room Main level 3.45 m x 3.25 m

Book a showing to see this Highland Avenue Home in Toronto

This property has so much to offer. Book a private showing now, as you do not want to miss out on 106 HIGHLAND AVENUE in Toronto, Ontario!

Is this home the right property for you? Start a conversation to find out.

Get Directions to this Property

Not sure where this property is? Get directions to this Highland Avenue Home in Toronto.

106 HIGHLAND AVENUE, Toronto, Ontario M4W 2A6
REALTOR® MLS®

Provided by SOTHEBY'S INTERNATIONAL REALTY CANADA. MLS®, REALTOR®, and the associated logos are trademarks of the Canadian Real Estate Association.

Powered by REALTOR®

This REALTOR.ca listing content is owned and licensed by REALTOR® members of the Canadian Real Estate Association.

Have questions or need more information about this home? Don't know where to begin? Then, let us connect you with the best real estate agent to guide you.

Please be advised that TRESA Rules and Regulations restrict the information that another Brokerage or REALTOR® can provide. Therefore, any further information must be sought directly from the agent you are under contract with.

One or more fields have an error. Please check and try again.

Please Note: Information you supply in the contact form will be kept fully confidential.
Royal LePage®

Inquiries submitted through this website will be responded to by a local sales representative from Royal LePage®.

This property, located on Highland Avenue in Toronto Ontario, was published on September 23rd, 2026. See if this home suits your needs, or speak with an agent about subscribing to similar homes. At MoveMeTo.com, we make finding homes for sale in Toronto convenient.