106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
106 Highland Avenue
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39 photos

106 Highland Avenue

Rosedale-Moore Park, Toronto, ON
Listed 50 days ago
$3,795,000For Sale
$3,280,685Estimated value
4+1Bedrooms
5Bathrooms
2500-3000 sqftSize
2Parking
38 ft × 148 ftLot Size
Semi-DetachedProperty Type

106 Highland Avenue

Toronto, ON · Rosedale-Moore Park

Listed 50 days ago
Bedrooms4+1
Bathrooms5
Size2500-3000 sqft
Parking2
Lot Size38 ft × 148 ft
Property TypeSemi-Detached
$3,795,000
For Sale
MLS# C13104898
$3,280,685Estimated value

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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…

Features & Details

Property Type
Semi-Detached
Tax
$16,175 / 2025
Building Age
100+ years
Size
2500-3000 sqft
Lot Size
38.18 x 148.49 Feet
Basement Info
Finished
Total Parking Spaces
2
Title
Residential Freehold
Property Style
2 1/2 Storey
Community
Rosedale-Moore Park
Municipality
Toronto
Construction
Brick
Cross Street
Highland/Glen Rd
Front Door Facing
North
Lot Legal Description
Plan 528 Pt Lot 61
Data Source
Toronto Regional Real Estate Board
Brokerage
ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
Listed On
May 08, 2026
Listing Expires On
Aug 06, 2026
Listing Updated On
Jun 24, 2026
Bedrooms
4+1
Bathrooms
5
Kitchens
1
Rooms
8
Bathroom Detail
2 Pcs on Main Level
Bathroom Detail
4 Pcs on 2nd Level
Bathroom Detail
5 Pcs on 2nd Level
Bathroom Detail
3 Pcs on 3rd Level
Bathroom Detail
3 Pcs on Basement Level
Driveway
Private
Garage Type
Attached
Parking
2
Heating
Forced Air
Heat Source
Gas
Cooling
Central Air
Sewer
Sewer
Den / Family Room
Yes
Fireplace
Yes
Swimming Pool
None
Roof Material
Asphalt Shingle
Foundation Type
Stone
Interior Features
None

Listing History

Active50 days on marketCurrently viewingMLS #C13104898
May 8, 20261 month ago
Listed for Sale
Sign in to view
Terminated31 days on marketMLS #C12960708
May 8, 20261 month ago
Terminated
Sign in to view
Apr 6, 20262 months ago
Listed for Sale
Sign in to view

Estimate History

Estimated value, last 24 months
Jul 2024 – Jun 2026
$3.53M
$3.35M
$3.18M
$3.01M
Jul
Dec
May
Oct
Mar
Jun

Automated estimate from Polsinello Predictive AI. Not an appraisal. Actual market value may differ.

Mortgage calculator

Estimated monthly payment
$18,514

Estimated payment. Does not include property tax, insurance, or condo fees.

Location & nearby

Rosedale-Moore Park Real Estate Market

Toronto · last 90 days
$3,295,000
Median sold price
29 days
Avg days on market
36
Homes sold (90 days)
11%
Sold above asking
81%
Sold below asking
$1,123–$1,402/ft²
Price per sq ft
Median price trend
Jul 2025 – Jun 2026
$5.24M
$4.08M
$2.92M
$1.76M
Jul
Oct
Jan
Apr
Jun

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(905) 830-9111