27 HILLSBORO AVENUE - Photo 1 of 37, Toronto (Annex), Ontario
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$1,799,000

27 HILLSBORO AVENUE — Toronto (Annex), Ontario

M5R1S6

6Beds
3Baths
2Parking

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. The two units are vacant, 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. (id:63357)

Property Location

Property Details

Property Type
Multi-Unit
Bedrooms
6
Bathrooms
3
Stories
2.0
Status
Active

Location & Neighborhood

What's nearby 27 HILLSBORO AVENUE

Nearby Schools

Parks & Recreation

Transit Access

Local Amenities

Pharmacy

Banking

Coffee & Cafes

Dining

POI data updated 3/11/2026

Toronto (Annex) Market Snapshot

201

Active Listings

$1150K

Median Price

0

Avg Days on Market

Last updated: Mar 15, 2026

Listed by

ROYAL LEPAGE SIGNATURE REALTY

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$1,799,000