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$1,899,000Asking Price

27 Hillsboro Avenue, Toronto C02, ON M5R 1S6

Yorkville, Toronto

Duplex
5 + 1
Bedrooms
3
Baths
2
Parking
Days on Market

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.

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Tour this home:

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.

Key Info

  • 2-Storey Duplex
  • 2 Parking
  • No Garage
  • Davenport and Avenue
  • 1500-2000 Approximate Sq Feet
  • 100+ Years Approximate Age
  • No Ensuite Laundry
  • Water Gas Heating

Property

  • Excludes: Heat, Hydro, Water, Cable TV, Central A/C, Common Elements, Building Insurance, Parking
  • Taxes were $10,173 in 2025
  • Possession: Immediate

Details

  • Brick Exterior
  • Fireplace
  • 3 + 1 Kitchens
  •  
  • MLS #C12722748
  • ROYAL LEPAGE SIGNATURE REALTY

Extras

Room Floor Dimensions Details
1 Kitchen Main 9.45' x 7.48' Window
2 Kitchen Upper 9.51' x 7.51'
Washroom1 4-Piece Bathroom
Washroom1 4-Piece Bathroom on Main Floor
Washroom1 4-Piece Bathroom on Upper

Who lives here?

Yorkville, Toronto is a central Toronto neighbourhood notable for its singles, renters, university grads, executives and business and education, law & public sector professionals. Residents tend to be older with a significant number of adults aged 25 to 34, 25 to 34 and 25 to 34 and seniors aged 65 to 79 and 65 to 79.

Families

Kids Per Family

0.5

kids per family
in the neighbourhood.

Toronto  (1.2)
Gta  ({{ '1.29999995231628' | number: 1 }})

Singles

53% of residents are
single and loving it.

53% singles

Toronto (50%)
Gta ({{ '44.8800010681152' | number: 0 }}%)

Renters

50% of residents
are renters.

50% renters

Toronto (47%)
Gta ({{ '33.0200004577637' | number: 0 }}%)

Education

77% of residents are
university grads.

77% university grads

Toronto (48%)
Gta ({{ '43.6699981689453' | number: 0 }}%)

Income

Average Household Income

$365K

is the average household
income in the neighbourhood.

Toronto  ($132K)
Gta  ({{ '135056.828125' | minifiedCurrency }})

Professions

Professions

Management 14%
Business 14%
Government 11%
Sales 10%
Sciences 5%

Immigrants

35% of residents were
born outside of Canada.

35% immigrants

Toronto (48%)
Gta ({{ '45.4300003051758' | number: 0 }}%)

Birthplace - All

Iran was once home to 3.1% of immigrants.
China 2.5%
UK 2.2%
USA 2.2%
South Korea 1.4%

3.1% from Iran
All-time

Birthplace - Recent

Iran was once home to 1.1% of immigrants.
Turkey 0.7%
China 0.6%
USA 0.6%
South Korea 0.6%

1.1% from Iran
Recent

Foreign Languages

Foreign Languages

French 2%
Persian 2%
Mandarin 2%
Spanish 2%
Cantonese 2%

Religions

Religions

Christian 50%
Jewish 14%
Muslim 4%
Hindu 1%
Buddhist 1%

Social Housing

Social Housing Buildings

1

Social housing buildings
in the neighbourhood.

Gta Avg (5.19)

Shelters

Shelters

1

Homeless shelters in
the neighbourhood.

Gta Avg (0.54)