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106 Highland Avenue
Rosedale-Moore Park Toronto M4W 2A6

$4,495,000
Residential Freehold beds: 4+1 baths: 5.0

Main Photo: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 1: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 2: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 3: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 4: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 5: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 6: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 7: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 8: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 9: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 10: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 11: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 12: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 13: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 14: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 15: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 16: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 17: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 18: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 19: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 20: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 21: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 22: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 23: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 24: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 25: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 26: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 27: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 28: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 29: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 30: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 31: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 32: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 33: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 34: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 35: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 36: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 37: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 38: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Photo 39: 106 Highland Avenue in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C12737476
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C12737476
Bedrooms:
4+1
Bathrooms:
5
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 Type:
Residential Freehold
Property Sub Type:
Semi-Detached
Property Attached:
Yes
Home Style:
2 1/2 Storey
Approx. Age:
100+
Total Approx Floor Area:
2500-3000
Lot Depth:
148'5⅞"
Lot Frontage:
38'2"
Lot Details:
38.18 x 148.49 Feet (See Attached Survey-Irreg,27.55N,122.5W)
Direction Faces:
North
Bedrooms:
4+1
Bathrooms:
5.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
# Main Level Bedrooms:
0
# Main Level Bathrooms:
0
Rooms Above Grade:
8
Rooms Below Grade:
2
Rooms:
9
Heating type:
Forced Air
Heating Fuel:
Gas
Cooling:
Yes
Foundation:
Stone
Roof:
Asphalt Shingle
Basement:
Finished
Fireplace/Stove:
Yes
Attached Garage:
Yes
Garage:
Attached
Garage Spaces:
0.0
Parking Features:
Private
Parking Spaces:
2
Total Parking Spaces:
2.0
Family Room:
Yes
Possession Details:
TBD
Lot Irregularities:
See Attached Survey-Irreg,27.55N,122.5W
Pool:
None
HST Applicable To Sale Price:
Included In
Taxes:
$16,175.17 / 2025
Assessment:
$- / -
Toronto
Toronto C09
Rosedale-Moore Park
Irregular Lot
None
Hot Water Tank w/ Reliance $118.13 + HST/month
See Schedule B
See Schedule B
Brick
Floor
Type
Size
Other
Main
Living Room
16'8" × 13'7"
Hardwood Floor, Fireplace, South View
Main
Dining Room
15'8" × 12'5"
Hardwood Floor, Open Concept, B/I Shelves
Main
Kitchen
15'9" × 9'
Stone Counters, Breakfast Bar, Stainless Steel Appl
Main
Family Room
11'4" × 10'8"
Hardwood Floor, B/I Shelves, W/O To Yard
Second
Primary Bedroom
13'3" × 12'
Gas Fireplace, His and Hers Closets, 5 Pc Ensuite
Second
Bedroom 2
18'5" × 10'9"
Walk-In Closet(s), Juliette Balcony, 4 Pc Ensuite
Third
Bedroom 3
17'2" × 12'8"
Hardwood Floor, B/I Closet, South View
Third
Bedroom 4
16'4" × 11'
Hardwood Floor, Double Closet, Closet Organizers
Basement
Recreation
16'9" × 15'8"
Hardwood Floor, Above Grade Window
Basement
Bedroom
14' × 9'8"
Hardwood Floor, Closet, Above Grade Window
UFFI:
Removed
Special Designation:
Heritage
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Lower Level
Date Listed:
Jan 28, 2026
Original Price:
Previous Price:
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Listed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
Data was last updated January 29, 2026 at 07:15 PM (UTC)
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