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Home · Buy · Toronto C09 · 106 Highland Avenue, Toronto, ON M4W 2A6
106 Highland Avenue, Toronto, ON M4W 2A6
106 Highland Avenue, Toronto, ON M4W 2A6
106 Highland Avenue, Toronto, ON M4W 2A6
106 Highland Avenue, Toronto, ON M4W 2A6
106 Highland Avenue, Toronto, ON M4W 2A6+ 24 photos
For Sale · Semi-Detached

106 Highland Avenue, Toronto, ON M4W 2A6

Toronto C09 · Rosedale-Moore Park
2 1/2 StoreyFinished basementAttached garageNorth exposure
4 + 1
Beds
5
Baths
2
Parking
2500-3000
Sq ft
100+ yrs
Built
The honest picture
List price
$3,795,000
Renavu Estimate
—
Benchmark · 2-Storey Semi / Att
$2,390,100
Listed 59% above the Rosedale-Moore Park benchmark for 2-storey semi / att homes (TRREB HPI, June 2026). Estimate for guidance only — not an appraisal.

About this home

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

Listed on
May 8, 2026
Days on market
77 days
Property tax
$16,175.17 (2025)
Lot
38.18 × 148.49 Feet
Style
2 1/2 Storey
Rooms
9
Heating
Forced Air
Cooling
Central Air
MLS®
C13104898

Full details

Parking
GarageAttached
Total parking2
Parking featuresPrivate

Room dimensions

RoomLevelDimensionsFeatures
Living RoomMain5.13 x 4.17Hardwood Floor, Fireplace, South View
Dining RoomMain3.53 x 3.40Hardwood Floor, Open Concept, B/I Shelves
KitchenMain3.71 x 2.79Stone Counters, Breakfast Bar, Stainless Steel Appl
Family RoomMain4.65 x 3.86Hardwood Floor, B/I Shelves, W/O To Yard
Primary BedroomSecond4.39 x 3.07Gas Fireplace, His and Hers Closets, 5 Pc Ensuite
Bedroom 2Second4.11 x 3.53Walk-In Closet(s), Juliette Balcony, 4 Pc Ensuite
Bedroom 3Third5.77 x 5.11Hardwood Floor, B/I Closet, South View
Bedroom 4Third5.87 x 5.00Hardwood Floor, Double Closet, Closet Organizers
RecreationBasement12.39 x 5.66Hardwood Floor, Above Grade Window
BedroomBasement4.27 × 2.95Hardwood Floor, Closet, Above Grade Window

Property & sold history

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Run the numbers

True cost to close
What you actually need in cash — land transfer tax, closing costs, and your down payment.
Purchase price
$
Down payment · 20.0%
$
Down:or type any amount above
Homes over $1.5M require a minimum 20% down payment.
Legal fees
$
Title insurance
$
Home inspection
$
Ontario land transfer tax$81,350
Toronto municipal LTT$89,300
Legal · title · inspection$2,800
Closing costs$173,450
Down payment$759,000
Total cash to close$932,450
Estimates only, not legal or tax advice. Ontario LTT rates 2025; City of Toronto MLTT applies inside Toronto (incl. Scarborough, North York, Etobicoke, York, East York). Durham and Markham buyers pay no municipal LTT.
$3,795,000
MLS® C13104898 · Listed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
Call The Renavu Team
Shan Perinpanathan
Shan Perinpanathan
Real Estate Broker, ABR, SRS
416.655.4040
Pam Thiyagarajah
Pam Thiyagarajah
Sales Representative
416.436.0546
Ragu Rajaguru
Ragu Rajaguru
Real Estate Broker
416.712.2006
One team. No spam. We reach out once — when you ask.

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE. Presented by Royal LePage Ignite Realty, Brokerage. Data provided by TRREB — deemed reliable but not guaranteed; for consumers' personal, non-commercial use. Listing information last updated July 22, 2026.

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