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27 Hillsboro Avenue, Toronto, ON M5R1S6

$1,799,0006Beds 3Baths 1,500Sqft Annex

Property Overview

  • Row / Townhouse Home Type
  • Duplex Building Type
  • 2000 Sqft Lot Size
  • AnnexCommunity
  • 6 Beds
  • 3 Full Baths
  • Air Conditioning (Wall Unit(s)) Cooling
  • 0 Half Baths
  • 2 Parking Space(s)
  • 1926 Year Built
  • Property Taxes
  • 78 days Days on Market
  • C13437452 MLS® #
  • $1,199 Price / Sqft
  • Two Storey Style
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Description

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.

Interior Details

See Home Description
Hot Water
Air Conditioning (Wall Unit(s))
0
None
Part

Exterior Details

Brick
2
See Home Description
Asphalt Shingles
Concrete

More Information

Property

Park, Schools Nearby
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Parking

Yes
2
No Garage

Data is supplied by the Toronto Regional Real Estate Board (TRREB) MLS® System. TRREB is the owner of the copyright in its MLS® System. Data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.
Data was last updated Friday, August 28, 2026, 3:38:06 PM UTC.