106 Highland Avenue

106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
+36
4+1
 bed
5
 bath
2
 parking
2500 - 3000
 sqft
Semi-Detached
$4,295,000
For Sale
24 days
 on site
$4,295,000
Click to open the pre-gallery to get the direction
Size
-
Lot size
5669 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,432 - $1,718
Taxes
$16,175.17 (2025)
Parking Type
-
Style
2 1/2 Storey
See what's nearby
Description
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.
Broker: ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
MLS®#: C12960708
Open House Times
Sunday, May 3rd
2:00pm - 4:00pm
Add to calendar
Property details
Parking:
2
Parking type:
-
Property type:
Semi-Detached
Heating type:
Forced Air
Style:
2 1/2 Storey
MLS Size:
2500-3000 sqft
Lot front:
38 Ft
Lot depth:
148 Ft
Listed on:
Apr 6, 2026
Show all details
Rooms
LevelNameSizeFeatures
Main
Family Room
11.3 x 10.7 ft
Main
Living Room
16.7 x 13.6 ft
Basement
Bedroom
14.0 x 9.7 ft
Show all
Instant estimate:
orto view instant estimate
$146,740
higher than listed price
i
High
$4,641,124
Mid
$4,441,740
Low
$4,253,347
Have a home? See what it's worth with an instant estimate

Use our AI-assisted tool to get an instant estimate of your home's value, up-to-date neighbourhood sales data, and tips on how to sell for more.

111 Roxborough Drive
1/50
$3,998,000
17 days
111 Roxborough Drive
4+1BD
4BA
1 Parking
2,500-3,000 sqft
MLS#: C12991578
R.J.L. REALTY LTD.
17 days
136 Roxborough Drive
1/35
$3,995,000
30 days
136 Roxborough Drive
3+1BD
4BA
4 Parking
2,500-3,000 sqft
MLS#: C12940522
SOTHEBY'S INTERNATIONAL REALTY CANADA
30 days
96 Summerhill Avenue
1/50
$4,495,000
22 days
96 Summerhill Avenue
5+1BD
5BA
1 Parking
2,500-3,000 sqft
MLS#: C12972212
ROYAL LEPAGE TERREQUITY SW REALTY
22 days
33 Nesbitt Drive
1/50
$3,749,000
24 days
33 Nesbitt Drive
3+1BD
4BA
3 Parking
2,500-3,000 sqft
MLS#: C12960034
CENTURY 21 KING`S QUAY REAL ESTATE INC.
24 days

About 106 Highland Avenue

Located at 106 Highland Avenue, this Toronto semi detached house is available for sale. It has been listed at $4295000 since April 2026. This semi detached house has 4+1 beds, 5 bathrooms and is 2500-3000 sqft. Situated in Toronto's Rosedale neighbourhood, Moore Park, Bennington Heights, St. James Town and Yonge and Bloor are nearby neighbourhoods.

For those that love cooking, Summerhill Food Market is a 5-minute walk.

For those residents of 106 Highland Ave, Toronto without a car, you can get around rather easily. The closest transit stop is a Bus Stop (Highland Ave at Glen Rd) and is only steps away connecting you to Toronto's public transit service. It also has route Sherbourne, and route Rosedale nearby. Access to Don Valley Parkway from 106 Highland Ave is within a few minutes drive, making it easy for those driving to get into and out of the city