For Sale
For Rent
Residential
Condo/Strata
Agriculture
Business
Hospitality
Industrial
Institutional
Office
Other
Parking
Recreational
Retail
Vacant Land
Waterfront
Swimming Pool
Toronto
Pet Friendly
Share
View Map
Davenport and Avenue 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. (id:27476)
Schedule Your Tour
Scroll for more
Cross Streets: Spadina and College. ** Directions: West ...
Spadina Ave/ College St Rarely offered bright and ...
Cross Streets: College & Spadina. ** Directions: West of ...
College/Spadina Gorgeous New painting One Bedroom Plus ...
Cross Streets: Dundas & Church. ** Directions: N Dundas ...
Cross Streets: Yonge & Dundas. ** Directions: E. of Church ...
Dundas & Church Renovated 1 Bedroom loft in the ...
Cross Streets: Yonge St and Dundas St E. ...
Cross Streets: Dundas/Church. ** Directions: Off of Dundas, ...
Church and Dundas A rare offering this hard ...
Dundas/Jarvis Welcome to this stunning west-facing ...
Cross Streets: Jarvis and Dundas st. ** Directions: Jarvis ...
Yonge & Dundas Bright And Spacious One Bedroom + Media ...
Cross Streets: Dundas/Jarvis. ** Directions: Dundas and ...
Dundas St E & Jarvis St Modern bachelor apartment ...
Dundas/Jarvis Why Rent When You Can Own ...
Cross Streets: Dundas & Jarvis. ** Directions: North. Dundas ...
Cross Streets: Jarvis & Dundas. ** Directions: North East ...
Cross Streets: Jarvis St & Dundas St. ** Directions: ...
Dundas/Jarvis Spacious 1+ 1 Unit Of Dundas ...
Dundas/Jarvis Located In Heart Of Toronto Centre, ...
Dundas/Seaton Positioned on a premier street in ...
Bay St and Yonge St Welcome to this ...
Yonge / Elm St Famous Minto Plaza Condo Building. ...
Bathurst / College Prime Palmerston - Little Italy opportunity! ...
Cross Streets: St. George St & College St. ** Directions: ...
College & St George/Beverley Prime downtown location ...
Cross Streets: Harbord St and Bathurst St. ** Directions: ...
Cross Streets: Bay St/Gerrard. ** Directions: Gerrard ...
Gerrard St W/ Bay St Rare Opportunity to ...
Gerrard St W & Bay St Welcome To 44 ...
Cross Streets: Located at the Callaghan in. ** Directions: ...
Yonge / Gerrard Welcome to "Aura at College Park" ...
Cross Streets: Bay Street & College Street. ** Directions: ...
Cross Streets: Yonge St / Gerrard St. E. ** Directions: ...
Jarvis S/Gerrard Spacious and bright 2+1 ...
Cross Streets: Bay/College. ** Directions: East of Bay. ...
Cross Streets: Bay/College. ** Directions: Gerrard St ...
Cross Streets: Bay/College. ** Directions: South of College, ...
BAY/COLLEGE Nestled in the vibrant and highly ...
Yonge/Gerrard Experience Elevated Urban Living In This ...
Harbord St W of Bathurst Location! Location! Location! ...
Cross Streets: Yonge & Gerrard/College. ** Directions: West ...
Cross Streets: Bathurst and College. ** Directions: North ...
Jarvis St / Gerrard St E Experience modern city ...
Jarvis St / Gerrard St E Experience modern city ...
Jarvis St / Gerrard St E Welcome to this ...
Jarvis St/Gerrard St E Welcome to Prime ...
Cross Streets: Jarvis at and Gerrard St E. ...
Cross Streets: Jarvis st and Gerrard St E. ...
Updated July 29th 2026 1:20 am
Your request has been successfully sent.
Your list is only available on this device and will expire at the end of this session.
Complete the form to quickly send a request to view all properties in your list.
Your list is only available on this device and will expire at the end of this session.
Press the heart mark on any listing to save it here.
For Sale
For Rent
Newest
Price Low to High
Price High to Low
Oldest first
Residential
Condo/Strata
Agriculture
Business
Hospitality
Industrial
Institutional
Office
Other
Parking
Recreational
Retail
Vacant Land
Waterfront
Swimming Pool
Pet Friendly
Toronto
We’ll be in touch soon to schedule the viewing.
Saved to Wishlist