27 Hillsboro Avenue, Toronto
1 / 28
For Sale
$1,779,000
5+1 bd · 3 ba · 1,500–2,000 sq ft

27 Hillsboro Avenue, Toronto M5R 1S6

MLS®# C14144160

Est. mortgage
$6,749/mo
Property taxes $10,173/yr

About This Home

Property Type
Apartment, Duplex, 2-Storey
Parking
None 0 garage, 2 parking
MLS #
C14144160
Size
1500-2000 sqft
Basement
Apartment,Finished,Separate Entrance,Full
Listed on
2026-11-02
Lot size
25 x 80.0
Tax
$10,173 /yr
Days on Market
10
Approximate Age
100+
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.

Property Details

Full Property Details

Interior

Bedrooms
5
Bedrooms Plus
1
Total Bedrooms
6
Washrooms
3
Square Footage
1500-2000 sqft
Basement
Apartment,Finished,Separate Entrance,Full
Heating Source
Gas
Heating Fuel
Water
Air Conditioning
Window Unit(s)
Family Room
No
Kitchens
2
Kitchens Plus
1
Total Kitchens
3
Fireplace Features
Yes

Exterior

Depth
80.0
Front
25.0
Driveway
Mutual
Lot Size
25 x 80.0 ft
Pool
None
Parking Spaces
2
Total Parking Spaces
2.00
Parking Description
None
Garage Spaces
0

Building Description

Style
2-Storey
Home Type
Apartment
Subtype
Duplex
Year Built
100+
Property Orientation
South
Exterior Finish
Brick
Sewers
Sewer
Water Supply
Municipal
Possession Date
12/1/2026

Community

Community
Annex

Taxes & Fees

Taxes
$10,173 /yr
Tax Year
2025
Occupancy
Tenant

Other

Virtual Tour Link

Room Types

Room Dimensions Area Description
Bedroom 10.47 x 8.27 86.59 sqft Window
Bedroom 2 12.53 x 8.33 104.37 sqft Window
Bedroom 2 12.63 x 8.01 101.17 sqft Window
Bedroom 3 10.47 x 8.17 85.54 sqft Window
Dining Room 14.76 x 9.91 146.27 sqft Window
Dining Room 9.15 x 8.69 79.51 sqft Window
Kitchen 9.45 x 7.48 70.69 sqft Window
Kitchen 9.51 x 7.51 71.42 sqft -
Living Room 14.73 x 9.84 144.94 sqft Window
Living Room 14.76 x 9.91 146.27 sqft Fireplace
Living Room 15.32 x 8.99 137.73 sqft Window
Primary Bedroom 14.73 x 9.84 144.94 sqft Fireplace, W/O To Balcony
Mark Barbosa
Mark Barbosa
Century 21 In-Studio Realty Inc., Brokerage
Listed by TIMOTHY L SWIFT, Salesperson
9 days on site
Listing Broker
ROYAL LEPAGE SIGNATURE REALTY
Courtesy
ROYAL LEPAGE SIGNATURE REALTY
Listed Date
11/2/2026

Courtesy of PropTx MLS® / ROYAL LEPAGE SIGNATURE REALTY

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