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106 Highland Avenue

Toronto (Rosedale-Moore Park), Ontario M4W2A6

MLS # C13818260

$3,750,000

Property Details

Type

Semi-Detached

Beds

5

Baths

5

Status

For Sale

About this property

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.

Mortgage Estimate

Estimated monthly payment

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Estimate only. Taxes, insurance, condo fees, and lender terms are not included.

Monthly costs to verify

Property taxes: about $1,372/month based on listed annual taxes.

Estimate only. Confirm taxes, condo/maintenance fees, insurance, utilities, and lender terms before making decisions.

Rooms

Room Level Dimensions
Living room Main level 5.08 x 4.14
Dining room Main level 4.78 x 3.78
Kitchen Main level 15.75 x 8.99
Family room Main level 3.45 x 3.25
Primary Bedroom Second level 4.04 x 3.66
Bedroom 3 Third level 5.23 x 3.86
Bedroom 4 Third level 4.98 x 3.35
Recreational, Games room Lower level 5.11 x 4.78
Bedroom 5 Lower level 4.27 x 2.95

Facts & Location

Parking

2 spaces

Lot Size

38.2 x 148.5 FT ; See Attached Survey-Irreg,27.55N,122.5W

Annual Taxes

$16,458

Listing data

Listing information is provided for personal, non-commercial use and should be independently verified before making real estate decisions.

Last refreshed: Sep 25, 2026 4:32 AM

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