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27 Hillsboro Avenue Toronto C02 ON

📍 Toronto, Ontario M5R 1S6

$1,799,000

Active
6BEDS
3BATHS
2PARKING
3KITCHENS
25×80LOT (FT)
100+AGE

📋 Listing Highlights

StatusActive
MLS®C13437452
ListedJun 12, 2026
Days on Market—
Property TypeResidential Freehold
StyleDuplex
Cross StreetDavenport and Avenue
Virtual TourView Tour →

📝 Listing 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.

🏠 Property Details

Property TypeResidential Freehold
StyleDuplex
Bedrooms6
Bathrooms3
Kitchens3
Approx. Age100+

📐 Lot & Land

Lot Width25 ft
Lot Depth80 ft
Cross StreetDavenport and Avenue

🔧 Building & Utilities

Heat SourceGas
HeatingWater
CoolingWindow Unit(s)
BasementApartment, Finished, Separate Entrance
GarageNone
Parking2
ConstructionBrick
RoofAsphalt Rolled

💰 Financial

List Price$1,799,000
Annual Taxes$10,173 (2025)

🧮 Mortgage Calculator

$359,800
Est. Monthly Payment
$8,838/mo
Principal: $1,439,200 · P+I only
Does not include taxes, insurance or CMHC
Listing provided by ROYAL LEPAGE SIGNATURE REALTYData via PropTx MLS® / TRREB. Information deemed reliable but not guaranteed.MLS® #C13437452 · Last updated: Jul 14, 2026

Information deemed reliable but not guaranteed. © TRREB / PropTx. MLS® is a trademark of CREA. This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate.