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House for sale: 106 HIGHLAND AVENUE, Toronto
106 Highland Avenue
$3,750,000
Toronto , Ontario M4W2A6
5 bed
5 bath
About the Property

Cross Streets: Highland Ave and Glen Rd. ** Directions: North of Highland and West of Glen. 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:27476)

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Property Details
MLS® Number
C13818260
Type
Single Family
Community Name
Rosedale-Moore Park
Ownership Type
Freehold
Land Size
38.2 x 148.5 FT ; See Attached Survey-Irreg,27.55N,122.5W
Parking Space Total
2
Building
Building Type
House
Storeys
3
Square Footage
2500 - 3000 sqft
Bathrooms Total
5
Bedrooms Above Ground
4
Bedrooms Total
5
Amenities
Fireplace(s) Park, Public Transit, Schools
Exterior Finish
Brick
Fireplace Present
Yes
Basement Type
N/A (Finished), Full, N/A
Basement Features
Separate entrance
Building Heating Type
Forced air
Heating Fuel
Natural gas
Building Cooling Type
Central air conditioning
Utilities
Water
Municipal water
Utility Sewer
Sanitary sewer
Room Layout
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
Monthly Payment Calculator
$
%
3.49%
5.5%
6%
7%
Years
15 Years
20 Years
25 Years
30 Years
Your Monthly Payment
$3,625
Book a Showing
Darya Strilyana
Darya Strilyana
Real Estate Expert
Phone
+1 .647 .896 .7668
Email
ds@homeads.ca

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Listing provided by: SOTHEBY'S INTERNATIONAL REALTY CANADA

$3,750,000 - 106 HIGHLAND AVENUE, Toronto Ontario M4W 2A6, Canada | Real Estate For Sale | HomeAds.ca

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Updated October 5th 2026 3:55 am

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Darya Strilyana
Darya Strilyana
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Phone
+1 .647 .896 .7668
Email
ds@homeads.ca
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