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$4,495,000
6 Days On Site

106 Highland Avenue
Toronto, ON M4W 2A6

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
County:
Toronto
106 Highland Avenue106 Highland Avenue106 Highland Avenue106 Highland Avenue
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Monthly Payment (Est.)

$20,508
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Welcome to 106 Highland Ave, a gorgeous Red Brick Home w/ incredible curb appeal, impressively set back on an irreg. wide ~39' & ~150' lot ideally situated in prime North Rosedale on one of the most coveted tree-lined streets in the area. Completely renovated in 2015 by Architect Peter Higgins w/ superior quality construction thru/out & timeless design savvy finishes, this extraordinary home is "move in ready" w/ the quality of the home immediately evident as you enter the inviting entrance w/ heated floors & design savvy fluted wood wall which sets the tone for the rest of the home. The open concept main floor greets you with streaming light from front to back & the front sitting rm/great rm features an open flame gas fireplace - the perfect place to start & end your day. The heart of the main floor is the chef inspired custom kitchen w/ bespoke millwork & an oversized island which seamlessly flows into the lg dining area, ideal for everyday living & hosting parties of 12+. The cozy family rm French Doors open to the back deck o/looking the generous backyard. Bask in the generous Primary retreat on the 2nd fl w/ gas f/pl & incredible built-ins as well as 2 walk-in closets. The primary ensuite is truly an escape w/luxurious designer wallpaper, indulgent soaker tub, & twinkling chandelier floating. A 2nd generously sized bedrm also enjoys the convenience of a private ensuite & walk-in closet. 2 additional bedrms, a well-appointed bathrm, & extra laundry rm make up the spacious 3rd floor. Downstairs the lwr lvl has incredible ceiling height thru/out & heated floors in the coveted mudrm easily accessible via the walk out to the side of the house. The massive rec rm is the perfect place for kids to play, watch TV or simply hang out. The long driveway comfortably parks up to 3 cars. Enjoy your private grg offering ample storage for bikes, strollers & more. Steps to Rosedale & Chorley Parks & ravines, Branksome Hall, Whitney P.S., Summerhill Market, & the TTC.

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Listing Snapshot
Price 
$4,495,000
Days On Site 
6 Days
Bedrooms 
5
Inside Area (SqFt) 
N/A
Total Baths 
5
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
N/A
MLS® Number 
C12737476
Status 
Active
Property Tax 
$16,175.17
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
5 days agoListing updated with changes from the MLS®
6 days agoListing first seen on site
General Features
Attached Garage 
Yes
Cross Street 
Highland/Glen Rd
Direction Faces 
North
Foundation 
Stone
Garage 
Yes
Number Of Stories 
2
Parking 
PrivateAttached
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Style 
2 1/2 Storey
Interior Features
Basement 
Finished
Cooling 
Central Air
Fireplace 
Yes
Heating 
Natural GasForced Air
Bedroom 
Dimensions - 4.27 x 2.95Level - Basement
Bedroom 2 
Dimensions - 4.11 x 3.53Level - SecondArea - 14Area Source - OtherArea Units - Square MetersFeatures - Walk-In Closet(s)Description - Bedroom 2
Bedroom 3 
Dimensions - 5.77 x 5.11Level - ThirdArea - 29Area Source - OtherArea Units - Square MetersFeatures - Built-in FeaturesDescription - Bedroom 3
Bedroom 4 
Dimensions - 5.87 x 5.00Level - ThirdArea - 29Area Source - OtherArea Units - Square MetersDescription - Bedroom 4
Dining Room 
Dimensions - 3.53 x 3.40Level - MainArea - 12Area Source - OtherArea Units - Square MetersFeatures - Open Floorplan, Built-in FeaturesDescription - Dining Room
Family Room 
Dimensions - 4.65 x 3.86Level - MainArea - 17Area Source - OtherArea Units - Square MetersFeatures - Built-in FeaturesDescription - Family Room
Kitchen 
Dimensions - 3.71 x 2.79Level - MainArea - 10Area Source - OtherArea Units - Square MetersFeatures - Stone Counters, Breakfast BarDescription - Kitchen
Living Room 
Dimensions - 5.13 x 4.17Level - MainArea - 21Area Source - OtherArea Units - Square MetersDescription - Living Room
Master Bedroom 
Dimensions - 4.39 x 3.07Level - SecondArea - 13Area Source - OtherArea Units - Square MetersFeatures - His and Hers ClosetsDescription - Primary Bedroom
Recreation 
Dimensions - 12.39 x 5.66Level - BasementArea - 70Area Source - OtherArea Units - Square MetersDescription - Other
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Exterior Features
Construction Details 
Brick
Lot Features 
Irregular Lot
Pool Features 
None
Roof 
Asphalt
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE

Listing information is provided by Participants of the Toronto Real Estate Board. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Toronto Real Estate Board
Last checked 2026-02-04 01:21 AM UTC

Neighborhood & Commute
Source: Walkscore
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