$2,995,000
46 Shaftesbury Avenue, Toronto, ON M4T 1A2
Rosedale-Moore Park · C09
Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED
Rosedale-Moore Park · C09 · M4W 2A6
$3,629,000
$1,452 / sq ft2 weeks on market
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.
10 rooms. Dimensions as published by the listing brokerage.
| Room | Level | Dimensions | Features |
|---|---|---|---|
| Living Room | Main | 5.08 × 4.14 m16.7 × 13.6 ft | Hardwood Floor · Gas Fireplace · Overlooks Frontyard |
| Dining Room | Main | 4.78 × 3.78 m15.7 × 12.4 ft | Hardwood Floor · Open Concept · Overlooks Family |
| Kitchen | Main | 15.75 × 8.99 m51.7 × 29.5 ft | Hardwood Floor · Centre Island · Breakfast Bar |
| Family Room | Main | 3.45 × 3.25 m11.3 × 10.7 ft | Hardwood Floor · French Doors · W/O To Garden |
| Primary Bedroom | Second | 4.04 × 3.66 m13.3 × 12.0 ft | Gas Fireplace · Walk-In Closet(s) · 5 Pc Ensuite |
| Room | Second | 5.61 × 3.28 m18.4 × 10.8 ft | Hardwood Floor · Walk-In Closet(s) · 4 Pc Ensuite |
| Bedroom 3 | Third | 5.23 × 3.86 m17.2 × 12.7 ft | Hardwood Floor · B/I Closet · Skylight |
| Bedroom 4 | Third | 4.98 × 3.35 m16.3 × 11.0 ft | Hardwood Floor · Large Closet · Closet Organizers |
| Recreation | Lower | 5.11 × 4.78 m16.8 × 15.7 ft | Hardwood Floor · Above Grade Window · Pot Lights |
| Bedroom 5 | Lower | 4.27 × 2.95 m14.0 × 9.7 ft | Hardwood Floor · Above Grade Window · Closet |
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What this home costs beyond the asking price, and how that price compares to what else is on the market.
This home is priced above most comparable listings — about 98% of comparable semi-detached listings in Toronto are asking less.
Based on 96 comparable active semi-detached listings in Toronto. These are asking prices, not sale prices.
Estimate only. Excludes CMHC insurance premiums, which apply below 20% down, and does not constitute a mortgage approval or an offer of credit.
Payable on closing, on top of the purchase price.
An estimate on the asking price of $3,629,000. Rates current as of September 2026; confirm the final figure with your real estate lawyer.
Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA. Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.
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$2,995,000
Rosedale-Moore Park · C09
Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED
$3,150,000
Rosedale-Moore Park · C09
Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA
$3,895,000
Rosedale-Moore Park · C09
Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED