$4,295,000
FOR SALE

Semi-Detached 2 1/2 Storey

Bedrooms: 5Bathrooms: 5Lot: 38.18 x 148.49 ft
2025 Taxes: $16,175.17

106 Highland Ave
Toronto, ON M4W 2A6 | Rosedale-Moore Park

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.
Extras
None
Share
Listed By ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
Data Provided By Toronto Regional Real Estate Board
MLS® Listing Number C12960708
Last Updated Apr 29, 2026
Property Summary
Property Type Semi-Detached

More like this:
Legal Description Plan 528 Pt Lot 61
Possession Date TBD
Taxes (2025) $16,175.17
Directions/Cross Streets Highland/Glen Rd
Neighbourhood Rosedale-Moore Park
Area Toronto
Price History

Interested in obtaining the full price history for this property?
Contact us!Contact us! Our real estate professionals would be happy to provide a complete listing history with historical sold prices and dates.

Detailed Information
Fronting On North
Special Designations Heritage
Bedrooms 5
Bathrooms 5
Rooms 9
Lot 38.18 x 148.49 ft
Exterior Brick
Air Conditioning Central Air
Family Room Y
Fireplace/Stove Y
Basement Finished
Garage Type Attached
Garage/Park Spaces Y
Parking Spaces 2
Heat Source Gas
Heat Type Forced Air
Sewers Sewer

The information contained on this site is based in whole or in part on information that is provided under copyright by the Toronto Regional Real Estate Board (TRREB) or by members of The Canadian Real Estate Association (CREA), who are responsible for its accuracy. TRREB and CREA reproduce and distribute this information as a service for their members and assume no responsibility for its accuracy. All information displayed is believed to be accurate but is not guaranteed and should be independently verified. No warranties or representations of any kind are made with respect to the accuracy of such information.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.

FREE ESTIMATES ARE COMING

Reserve Your Spot To Be Notified
or

Coming soon to select cities
in North America

(We'll never share your details)