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106 Highland Avenue

Toronto C09, ON M4W 2A6

Off-Market
5 Beds
5 Baths
2,500 Sq Ft
Semi-Detached
This listing is no longer active on the MLS® and is not currently for sale. Interested in something similar? Ask Filipe →

About This Property

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.

Property Details

StatusOff-Market
Property TypeSemi-Detached
Listing TypeSale
Interior Size2,500 sq ft
Bedrooms5
Bathrooms5
Postal CodeM4W 2A6
Last UpdatedOct 7, 2026 · 7:15 p.m.

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Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

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TRREB MLS® Attribution

MLS® C12960708

Listed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$4,295,000

last list price — no longer for sale

MLS®C12960708
TypeSemi-Detached
CityToronto C09
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Team Filipe · RE/MAX · (647) 210-6070

Listed By

ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE