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Annex · M5R 1S6
$1,799,000
MLS® #C13437452
6
Bedrooms (5+1)
3
Bathrooms
1500-2000
Sq Ft
About This Property
27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Avenue & Davenport. Welcome to a rare and versatile offering in one of Toronto's most coveted neighbourhoods. 27 Hillsboro Avenue is a duplex-zoned property with exceptional flexibility for investors, end-users, or visionaries looking to unlock long-term value in this century brick home. The home features a shared driveway with parking for two vehicles a true bonus for this location. All units are vacant, The upper two units have been freshly updated with new flooring, paint, and modern lighting, and are move-in ready or easily rentable. Each upper level enjoys its own private porch, and both feature wood-burning fireplaces, adding warmth and character that tenants and homeowners love.The upper unit also includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreat.The basement in-law suite can be used to provide immediate income from day one. Laundry and utilities are shared, keeping operations straightforward. From a future-planning perspective, the options here are compelling: Keep the current duplex configuration with basement suite,Restore to a stunning single-family home (all stairways are intact),Upgrade or reposition the property to maximize its potential An initial zoning review by Property Pathways indicates potential 6-plex compliance (buyers to confirm independently), making this an exciting prospect for those exploring gentle density and long-term development upside.All of this is wrapped in an unbeatable location: steps to Ramsden Park, minutes to Rosedale subway station, and a short walk to Yorkville, with its world-class dining, shopping, and culture.Live in it. Rent it. Reimagine it. This is a property that grows with your goals-and opportunities like this on Hillsboro Avenue don't come around often. Book your showing and explore the possibilities.
General Information
Building & Mechanicals
Basement
Parking & Garage
Lot & Land
Interior Features
Features
Exterior Features
Pool
Taxes
Rooms
| Room | Level | Dimensions |
|---|---|---|
| Living Room | Main | 14' 9" × 9' 11" |
| Dining Room | Main | 14' 9" × 9' 11" |
| Kitchen | Main | 9' 5" × 7' 6" |
| Bedroom | Main | 10' 6" × 8' 3" |
| Bedroom 2 | Main | 12' 6" × 8' 4" |
| Living Room | Upper | 14' 9" × 9' 10" |
| Dining Room | Upper | 9' 2" × 8' 8" |
| Kitchen | Upper | 9' 6" × 7' 6" |
| Primary Bedroom | Upper | 14' 9" × 9' 10" |
| Bedroom 2 | Upper | 12' 8" × 8' |
| Bedroom 3 | Upper | 10' 6" × 8' 2" |
| Living Room | Lower | 15' 4" × 9' |
| Kitchen | Lower | 13' × 9' 1" |
| Bedroom | Lower | 17' 6" × 11' 3" |
| Utility Room | Lower | 20' 10" × 9' 10" |
Mortgage Calculator
Estimated monthly payment
$8,838
Down payment: $359,800 · Loan: $1,439,200
Estimate only. Actual rates and payments vary by lender.
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Listing courtesy of:
ROYAL LEPAGE SIGNATURE REALTY
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The information provided is for personal, non-commercial use and may not be used for any purpose other than identifying prospective properties consumers may be interested in purchasing. Last updated: Jun 12, 2026.
Measurements, dimensions, and other property details are provided by the listing brokerage and have not been independently verified. Information is deemed reliable but is not guaranteed and should be confirmed by the buyer and their representative.