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Murat Sahiner, Broker | Home6 Team at RE/MAX Realtron Realty Inc., Brokerage | 88 Konrad Crescent, Markham, ON L3R 8T7

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106 Highland Avenue Toronto C09
For SaleRosedale-Moore Park

106 Highland Avenue Toronto C09, Semi-Detached for Sale

MLS® C14107036

Rosedale-Moore Park, Toronto, ON

16 days on market
$3,629,000
Show on Map
Show on Map
5Beds
5Baths
2,750Sqft
2Parking
Semi-Detached

Overview· 106 Highland Avenue Toronto

MLS® #C14107036

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.

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

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

Broker

SOTHEBY'S INTERNATIONAL REALTY CANADA

Neighbourhood

Rosedale-Moore Park

Walk 34Avg $3.64MArea guide

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Walk Score®61Somewhat WalkableSomewhat Walkable
Transit Score®78Excellent TransitExcellent Transit
Bike Score®54BikeableBikeable
Schools6811 schools within 1.5 km · nearest 724 m11 schools within 1.5 km · nearest 724 m
Parks7312 parks within 1 km · nearest 318 m12 parks within 1 km · nearest 318 m
Convenience213 groceries, cafes and pharmacies within 1 km · nearest 603 m3 groceries, cafes and pharmacies within 1 km · nearest 603 m
Safety13Safer than 13% of Toronto neighbourhoods (2025)Rosedale-Moore Park: 2,209 incidents per 100,000 residents in 2025, across all crime types, ranked against 158 Toronto neighbourhoods. Toronto counts resident population only, so business and entertainment districts rank worse than residents experience. Source: Toronto Police Services.

Highlights & Amenities· 106 Highland Avenue Toronto

Source: MLS® listing data
106 Highland Avenue Toronto

Semi-Detached

106 Highland Avenue Toronto

Rosedale-Moore Park

Built

100+

Type

Semi-Detached

Basement

Finished, Full, Separate Entrance

Parking

None (2)

Property Tax

~$16,458/yr

Heating

Forced Air

Buying Essentials

Square Feet

2750 sqft

Facing Direction

North

Parking

None (2)

Finances

List Price

$3,629,000

Price per SQFT

$1,320/sqft

Property Tax

~$16,458/yr

Property Specs

Property Type

Semi-Detached

MLS Size

2750 sqft

Age of Building

100+

Basement

Finished, Full, Separate Entrance

Living & Amenities

Heating Type

Forced Air

Features

Bar Fridge · Built-In Oven · Countertop Range · ERV/HRV · In-Law Suite · Storage · Sump Pump · Carpet Free · In-Law Capability

Policies & Utilities

Neighbourhood

Rosedale-Moore Park

Listed On

Oct 22, 2026

Park

Public Transit

Rec./Commun.Centre

School

School Bus Route

Ravine

Price & Listing History

Days on Market

Current: 16 days

0306090120+

Rooms

Living Room(Main)

Hardwood Floor, Gas Fireplace, Overlooks Frontyard

16.7 x 13.6

226 sqft

Dining Room(Main)

Hardwood Floor, Open Concept, Overlooks Family

15.7 x 12.4

194 sqft

Kitchen(Main)

Hardwood Floor, Centre Island, Breakfast Bar

51.7 x 29.5

1,524 sqft

Family Room(Main)

Hardwood Floor, French Doors, W/O To Garden

11.3 x 10.7

121 sqft

Primary Bedroom(Second)

Gas Fireplace, Walk-In Closet(s), 5 Pc Ensuite

13.3 x 12.0

159 sqft

(Second)

Hardwood Floor, Walk-In Closet(s), 4 Pc Ensuite

18.4 x 10.8

198 sqft

Bedroom 3(Third)

Hardwood Floor, B/I Closet, Skylight

17.2 x 12.7

217 sqft

Bedroom 4(Third)

Hardwood Floor, Large Closet, Closet Organizers

16.3 x 11.0

180 sqft

Recreation(Lower)

Hardwood Floor, Above Grade Window, Pot Lights

16.8 x 15.7

263 sqft

Bedroom 5(Lower)

Hardwood Floor, Above Grade Window, Closet

14.0 x 9.7

136 sqft

RoomsDimensionsFeaturesSqft
Living Room(Main)16.7 x 13.6Hardwood Floor, Gas Fireplace, Overlooks Frontyard226
Dining Room(Main)15.7 x 12.4Hardwood Floor, Open Concept, Overlooks Family194
Kitchen(Main)51.7 x 29.5Hardwood Floor, Centre Island, Breakfast Bar1,524
Family Room(Main)11.3 x 10.7Hardwood Floor, French Doors, W/O To Garden121
Primary Bedroom(Second)13.3 x 12.0Gas Fireplace, Walk-In Closet(s), 5 Pc Ensuite159
(Second)18.4 x 10.8Hardwood Floor, Walk-In Closet(s), 4 Pc Ensuite198
Bedroom 3(Third)17.2 x 12.7Hardwood Floor, B/I Closet, Skylight217
Bedroom 4(Third)16.3 x 11.0Hardwood Floor, Large Closet, Closet Organizers180
Recreation(Lower)16.8 x 15.7Hardwood Floor, Above Grade Window, Pot Lights263
Bedroom 5(Lower)14.0 x 9.7Hardwood Floor, Above Grade Window, Closet136

Rooms

10

Listed Room Area

3,218 sqft

Source

Estimated from MLS room dimensions

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Mortgage Summary

Mortgage Payment$14,596/mo
Property Tax$1,372/mo
Total Monthly$15,968

Monthly Cash Flow (investors)

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Net Cash FlowN/A

Closing Costs

Estimated closing costs$0
Cash required incl. down payment$0