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106 Highland Avenue

Rosedale-Moore Park Toronto M4W 2A6

$3,629,000

Residential Freehold beds: 4+1 baths: 5.0

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• Details
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Status:

Active

Prop. Type:

Residential Freehold

MLS® Num:

C14107036

Bedrooms:

4+1

Bathrooms:

5

• Photos (49)

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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.

General Info:

Property Type:

Residential Freehold

Property Sub Type:

Semi-Detached

Home Style:

2 1/2 Storey

Approx. Age:

100+

Total Approx Floor Area:

2500-3000

Lot Depth:

148'5⅞"45.3 m

Lot Frontage:

38'2"11.6 m

Lot Shape:

Irregular

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

Rooms Above Grade:

8

Rooms Below Grade:

2

Additional Info:

Heating type:

Forced Air

Heating Fuel:

Gas

Fireplaces:

2

Foundation:

Concrete

Roof:

Asphalt Shingle

Basement:

Finished, Full, Separate Entrance

Fireplace Features:

Natural Gas

Fireplace/Stove:

Yes

Garage:

None

Garage Spaces:

0.0

Parking Features:

Private

Parking Spaces:

2

Total Parking Spaces:

2.0

Family Room:

Yes

Possession Details:

30-60 days

Lot Irregularities:

See Attached Survey-Irreg,27.55N,122.5W

Pool:

None

Financial Info:

HST Applicable To Sale Price:

Included In

Taxes:

$16,458 / 2026

Assessment:

$- / -

County:

Toronto

Listing Area:

Toronto C09

Listing Sub-Area:

Rosedale-Moore Park

Property Features / Area Influences:

Park, Public Transit, Rec./Commun.Centre, School, School Bus Route, Ravine

Interior Features:

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

Exterior Features:

Year Round Living, Landscaped

Security Features:

Alarm System, Monitored, Smoke Detector, Carbon Monoxide Detectors

Rental Items:

Reliance Hot Water Tank: $118.13 + HST /month

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

Exterior Finish:

Brick

Waterfront:

None

Room Information:

Floor

Type

Size

Other

Main

Living Room

16'8"5.08 m × 13'7"4.14 m

Hardwood Floor, Gas Fireplace, Overlooks Frontyard

Main

Dining Room

15'8"4.78 m × 12'5"3.78 m

Hardwood Floor, Open Concept, Overlooks Family

Main

Kitchen

51'8"15.70 m × 29'6"8.99 m

Hardwood Floor, Centre Island, Breakfast Bar

Main

Family Room

11'4"3.45 m × 10'8"3.25 m

Hardwood Floor, French Doors, W/O To Garden

Second

Primary Bedroom

13'3"4.04 m × 12'3.66 m

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

Second

-

18'5"5.61 m × 10'9"3.28 m

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

Third

Bedroom 3

17'2"5.23 m × 12'8"3.86 m

Hardwood Floor, B/I Closet, Skylight

Third

Bedroom 4

16'4"4.98 m × 11'3.35 m

Hardwood Floor, Large Closet, Closet Organizers

Lower

Recreation

16'9"5.11 m × 15'8"4.78 m

Hardwood Floor, Above Grade Window, Pot Lights

Lower

Bedroom 5

14'4.27 m × 9'8"2.95 m

Hardwood Floor, Above Grade Window, Closet

Other Details:

Utilities Cable:

Yes

Utilities Telephone:

Yes

Utilities Gas:

Yes

Utilities Hydro:

Yes

Utilities Water:

Yes

Sewers:

Yes

Special Designation:

Heritage

Sewers:

Sewer

Air Conditioning:

Central Air

Central Vacuum:

No

Seller Property Info Statement:

No

Laundry Level:

Lower Level

Listing Info:

Date Listed:

Oct 22, 2026

Original Price:

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Previous Price:

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Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA

Data was last updated October 28, 2026 at 04:15 AM (UTC)

• DARYL KING
• RE/MAX HALLMARK REALTY LIMITED
• 1 (905) 9075464
• homes@darylking.com

This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.

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