27 Hillsboro Avenue, Toronto C02, ON M5R 1S6
Toronto C02
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.
Estimate only - excludes property tax, condo fees, utilities and home insurance. Rates vary by lender and term; based on semi-annual compounding.
Walkability, transit, and bike-friendliness for 27 Hillsboro Avenue, Toronto C02, ON M5R 1S6
Provided by Walk Score®. Walk Score, Transit Score, and Bike Score are trademarks of Walk Score.
MLS# C13437452
Listed by ROYAL LEPAGE SIGNATURE REALTY
On market since Jun 12, 2026
27 Hillsboro Avenue, Toronto C02, ON M5R 1S6 is listed for $1,799,000 CAD.
27 Hillsboro Avenue, Toronto C02, ON M5R 1S6 has 6 bedrooms and 3 bathrooms.
27 Hillsboro Avenue, Toronto C02, ON M5R 1S6 is a Duplex.
27 Hillsboro Avenue, Toronto C02, ON M5R 1S6 is in Toronto C02, Ontario.
27 Hillsboro Avenue, Toronto C02, ON M5R 1S6 is currently for sale.
Contact Michael Mezheritsky to arrange a private showing of 27 Hillsboro Avenue, Toronto C02, ON M5R 1S6 (MLS# C13437452). You can also send a message through the contact form on this site.
