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$1,779,000
New Listing

27 Hillsboro Avenue
Toronto, ON M5R 1S6

For Sale|Duplex|Active
6
Beds
3
Total Baths
1500-2000
SqFt
—
/SqFt
County:
Toronto
27 Hillsboro Avenue27 Hillsboro Avenue27 Hillsboro Avenue27 Hillsboro Avenue
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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.

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Listing Snapshot
Price 
$1,779,000
Days On Site 
0 Days
Bedrooms 
6
Inside Area (SqFt) 
1500-2000 sqft
Total Baths 
3
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
25.0x80.0 Acres
Year Built 
N/A
MLS® Number 
C14144160
Status 
Active
Property Tax 
$10,173
Maintenance Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 hours agoListing updated with changes from the MLS®
2 hours agoListing first seen on site
General Features
Cross Street 
Davenport and Avenue
Direction Faces 
South
Land Lease 
No
Number Of Stories 
2
Parking Spaces 
2
Property Sub Type 
Duplex
Style 
2-Storey
Utilities 
Cable Available
Interior Features
Appliances 
Water Heater
Basement 
ApartmentFinishedFull
Cooling 
Window Unit(s)
Fireplace 
Yes
Fireplace Features 
Wood Burning
Heating 
Natural GasHot Water
Bedroom 
Dimensions - 3.19 x 2.52Level - Main
Bedroom 2 
Dimensions - 3.82 x 2.54Level - Main
Bedroom 3 
Dimensions - 3.19 x 2.49Level - Upper
Dining Room 
Dimensions - 2.79 x 2.65Level - Upper
Kitchen 
Dimensions - 2.88 x 2.28Level - Main
Living Room 
Dimensions - 4.5 x 3.02Level - Main
Master Bedroom 
Dimensions - 4.49 x 3.0Level - Upper
Utility Room 
Dimensions - 6.35 x 2.99Level - Lower
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Exterior Features
Construction Details 
Brick
Exterior 
Awning(s)
Patio And Porch 
Porch
Pool Features 
None
Roof 
Rolled/Hot Mop
View 
Park/Greenbelt
Waterview 
Park/Greenbelt
Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY

Listing information is provided by Participants of the Toronto Real Estate Board. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Toronto Real Estate Board
Last checked 2026-11-03 07:01 PM UTC

Neighborhood & Commute
Source: Walkscore
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