Listed for:Listed 4 days ago
$3,629,000

106 Highland Avenue

Toronto (Rosedale-Moore Park), ON M4W 2A6

Semi-Detached House For Sale
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Sale & Price History for 106 Highland Avenue, Toronto, Rosedale-Moore Park

No listing history available

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About 106 Highland Avenue, Toronto, Rosedale-Moore Park

Summarized Description

  • Completely renovated by architect Peter Higgins in 2015.
  • Chef's kitchen with Wolf & Miele appliances.
  • Private primary suite with two walk-in closets.
  • Expansive rear garden with elegant fountain.
  • High ceilings and functional lower level.
  • Close to Summerhill Market and local schools.
  • Long private driveway enhances privacy.
  • Heated floors and mudroom for convenience.

There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a large dining area. Beyond, the family room overlooks the expansive rear garden, while the elegant living room features a gas fireplace & stone mantel. Upstairs, the private primary suite offers 2 walk-in closets, its own gas fireplace, & a beautifully appointed ensuite with deep soaker tub. A 2nd spacious bedroom includes a 4-piece ensuite & walk-in closet. The 3rd floor features 2 oversized, light-filled bedrooms with custom built-ins, a shared 3-piece bath and an additional laundry room. The L/L is exceptionally functional, with high ceilings & a walkout. A heated-floor mudroom provides plenty of storage, while the expansive rec room offers space to play & work, including a dedicated office area. An additional bedroom or gym, 3-piece bath & laundry room complete the level. Outside, the rear garden is beautifully centred around an elegant fountain, creating a tranquil setting for entertaining. A long private driveway & the home's generous setback create an added sense of privacy, while a covered side storage area keeps bikes, & all the equipment of family life neatly out of the way. Walk to Summerhill Market for Saturday-morning groceries, wander the nearby ravine trails, & enjoy close proximity to Branksome Hall & Whitney Junior P.S.- all while coming home to a quiet, established North Rosedale street.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$16,458
Land Transfer Tax Fee
$160,690

Rental Items

Rental Equipment
Reliance Hot Water Tank: $118.13 + HST /month

Basement Type
Finished, Full, Separate Entrance

Interior Features

Laundry Level
Lower Level
Interior Extras
Bar Fridge, Built-In Oven, Countertop Range, ERV/HRV, In-Law Suite, Storage, Sump Pump, Carpet Free, In-Law Capability
Security Features
Alarm System, Monitored, Smoke Detector, Carbon Monoxide Detectors
Fireplace/Stove
Yes
Fireplace Features
Natural Gas
Elevator
No

Exterior Features

Exterior Extras
Year Round Living, Landscaped
Pool
None
Property Features
Park, Public Transit, Rec./Commun.Centre, School, School Bus Route, Ravine

Building

Building Type
Semi-Detached
Building Style
2 1/2 Storey
Approx Age
100+

Construction

Exterior Finish
Brick
Roof
Asphalt Shingle
Foundation Details
Concrete
Special Designation
Heritage

Lot

Lot Front
38.18 ft
Lot Depth
148.49 ft
Lot Shape
Irregular

Inclusions

Inclusions
Wolf 6 Burner Gas Stove; Fisher & Paykel Fridge; Miele: paneled dishwasher, built-in coffee machine, wall oven/microwave; Whirlpool front load washer & dryer; stackable Miele Washer & Dryer; Perlick wine fridge; All electrical light fixtures; All window coverings; Alarm system with 4 outdoor cameras (monitoring extra); wired ceiling speakers with Sonos System; Backyard irrigation system + wired Bose speakers.

Exclusions

Exclusions
All televisions (main level, primary bedroom, third floor bedroom, lower level rec room, lower level bedroom), freezer in lower level

Parking & Garages

Garage Type
None
Garage Spaces
0
Parking Spaces
2
Total Garage And Parking Spaces
2

Heating & Cooling

Heat Source
Gas
Heat Type
Forced Air
Air Conditioning
Central Air
Water
Municipal
Sewers
Sewer
Natural Gas
Yes
Hydro
Yes
Cable
Yes
Telephone
Yes

Bedrooms
4 + 1
Washrooms
5
Kitchens
1
Family / bonus room
Yes

Room sizes

  • Living Room—
    Main level, Hardwood Floor, Gas Fireplace, Overlooks Frontyard
  • Recreation—
    Lower level, Hardwood Floor, Above Grade Window, Pot Lights
  • Kitchen—
    Main level, Hardwood Floor, Centre Island, Breakfast Bar
  • Bedroom 3—
    Third level, Hardwood Floor, B/I Closet, Skylight
  • Room—
    Second level, Hardwood Floor, Walk-In Closet(s), 4 Pc Ensuite
  • Bedroom 5—
    Lower level, Hardwood Floor, Above Grade Window, Closet
  • Family Room—
    Main level, Hardwood Floor, French Doors, W/O To Garden
  • Primary Bedroom—
    Second level, Gas Fireplace, Walk-In Closet(s), 5 Pc Ensuite
  • Dining Room—
    Main level, Hardwood Floor, Open Concept, Overlooks Family
  • Bedroom 4—
    Third level, Hardwood Floor, Large Closet, Closet Organizers

Washrooms

  • 2-piece, Main
  • 4-piece, Second
  • 5-piece, Second
  • 3-piece, Third
  • 3-piece, Basement

Municipality
Toronto
Neighbourhood
Rosedale-Moore Park
Main cross streets
Highland Ave and Glen Rd
Directions
North of Highland and West of Glen
Waterfront
None

MLS® number
C14107036
Data source
Toronto Regional Real Estate Board
Listed on
2026-10-22
Updated on
2026-10-22
Days on market
4 days
Possession type
30-59 days
Co-op commission
2.5%+HST
Seller
Listed by
SOTHEBY'S INTERNATIONAL REALTY CANADA

Home Market Value

Current home valuation for 106 Highland Avenue, Toronto, Rosedale-Moore Park, Toronto, ON. Listed for $3,629,000

HOMEH Estimate

?

$3,405,892

Estimated Sales Range

?

$2,043,535 - $4,768,249

HOMEH Estimate for 106 Highland Avenue, Toronto, Rosedale-Moore Park

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

$3,405,892Low confidence
Based on 3 comparable properties
+ $223,108 (7%) above our estimate
See the full analysisFree Every recent nearby sale behind this number

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Minimum down payment

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$2,903,200$2,721,750$2,540,300$2,358,850
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$14,175monthly$13,289monthly$12,403monthly$11,517monthly
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Land Transfer Tax

Provincial

$77,200

Municipal (Toronto)

$83,490

Total Land Transfer Tax

$160,690

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0/100Minimal Transit
0/100Not rated
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