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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.
City: Toronto C02

| Purchase Price | $1,799,000 |
| Down Payment | $359,800 |
| Mortgage Insurance | $0 |
| Total Mortgage | $1,439,200 |
| Mortgage Payment | $8,869 |
| Property Taxes | $848 |
| Maintenance Fees | $0 |
| Monthly Payment | $9,716 |
Located at 27 Hillsboro Avenue , this Toronto C02 house is available for sale. This property was listed for $1,799,000 on Wed Mar 18 2026. It has 6 bedrooms and 3 bathrooms. The property's amenities include Library, Park, Place Of Worship, Public Transit, Rec./Commun.Centre, School. The property includes the following rooms: . This property comes with 2 parking spots.
MLS#: undefined · $1,799,000 · 6 bedroom house in Toronto C02