Aldo Udovicic, BrokerRe/Max Crossroads Realty Inc., Brokerage533 Danforth Rd, Scarborough(416) 438-2536getaldonow@gmail.com
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Listings27 Hillsboro Avenue

27 Hillsboro Avenue, Annex / Yorkville / Summerhill, ON M5R 1S6

$1,899,000

activeNEW
MLS® #C12722748Multi-Family
6Beds
3Baths
1,500Sq Ft
Summer view street
1 / 37
+27 more

About This Property

27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Ave & Dav. 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. The home features a shared (skinny) driveway with parking for two vehicles a true bonus for this location. All units are vacant. Upper two units are 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 is vacant as well. Laundry and utilities are shared, keeping operations straight forward.From a future-planning perspective, the options here are compelling: Keep the current duplex configuration, Restore to a stunning single-family home, or Upgrade or reposition the property to maximize its potential An initial zoning review by Property Pathways indicates potential 6-plex compliance (buyers t 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 Type

Multi-Family

Status

Active

MLS® Number

C12722748

Bedrooms

6

Bathrooms

3

Interior Sq Ft

1,500

Listed

January 31, 2026

Features & Amenities

View
Fireplace
Air Conditioning
Basement

Location

View on Google Maps

27 Hillsboro Avenue, Annex / Yorkville / Summerhill, ON M5R 1S6

27 Hillsboro Avenue, Annex / Yorkville / Summerhill, ON M5R 1S6

Listing Information

MLS®# C12722748
ROYAL LEPAGE SIGNATURE REALTY
Listed January 31, 2026

$1,899,000

Multi-Family · For Sale

6

Beds

3

Baths

1,500

Sq Ft

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Re/Max Crossroads Realty Inc., Brokerage — 533 Danforth Rd, Scarborough ON M1K 1C9