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NewMultiplex

27 Hillsboro Avenue

Annex · Toronto, M5R 1S6

$1,779,000

Beds
5+1
Baths
3
Size
1,500-2,000 ft²
Type
Multiplex
Listed
Listed today
MLS®
C14144160

About this home

27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Avenue & DavenportWelcome 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. Main level freshly updated with new flooring, paint, and modern lighting. Lower level recently updated, new windows and water proofing.currently leased. Each upper level enjoys its own private porch and includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreatThe basement in-law suite currently leased.Laundry and utilities are shared, keeping operations straightforwardFrom 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 potentialAn initial zoning review 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.
Take the virtual tour

Property details

MLS® number
C14144160
Property type
Duplex
Style
2-Storey
Bedrooms
5+1
Bathrooms
3
Kitchens
3
Interior size
1,500-2,000 ft²
Approximate age
100+ years
Lot
25 × 80 ft
Basement
Apartment, Finished, Separate Entrance, Full
Heating
Water, Gas
Cooling
Window Unit(s)
Parking
2 total
Fireplace
Wood
Exterior
Brick
Property taxes
$10,173 (2025)
Possession
Immediate
Cross street
Davenport and Avenue
Community
Annex
City
Toronto

Rooms

  • Living Room

    14' 9" × 9' 11"

    Main

    Fireplace

  • Dining Room

    14' 9" × 9' 11"

    Main

    Window

  • Kitchen

    9' 5" × 7' 6"

    Main

    Window

  • Bedroom

    10' 6" × 8' 3"

    Main

    Window

  • Bedroom 2

    12' 6" × 8' 4"

    Main

    Window

  • Living Room

    14' 9" × 9' 10"

    Upper

    Window

  • Dining Room

    9' 2" × 8' 8"

    Upper

    Window

  • Kitchen

    9' 6" × 7' 6"

    Upper

  • Primary Bedroom

    14' 9" × 9' 10"

    Upper

    Fireplace, W/O To Balcony

  • Bedroom 2

    12' 8" × 8'

    Upper

    Window

  • Bedroom 3

    10' 6" × 8' 2"

    Upper

    Window

  • Living Room

    15' 4" × 9'

    Lower

    Window

  • Kitchen

    13' × 9' 1"

    Lower

    Eat-in Kitchen

  • Bedroom

    17' 6" × 11' 3"

    Lower

    Window

  • Utility Room

    20' 10" × 9' 10"

    Lower

    Combined w/Laundry, Window

Room measurements are provided by the listing brokerage, converted from metres. They are deemed reliable but not guaranteed; verify before relying on them.

Location

Annex · Toronto, near Davenport and Avenue

27 Hillsboro Avenue, Toronto

Approximate location, placed by postal code. Map data © OpenStreetMap contributors, tiles by OpenFreeMap.

Mortgage estimate

$7,877per month

$355,800 down · 4.5% · 25 years

Down payment

%
Open the full calculator

An estimate, not a quote. Less than 20% down adds mortgage default insurance to the loan.

Toronto

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