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27 Hillsboro Avenue
Annex
Toronto
M5R 1S6
$1,779,000
Residential Freehold
beds: 5+1
baths: 3.0
- Status:
- Active
- Prop. Type:
- Residential Freehold
- MLS® Num:
- C14144160
- Bedrooms:
- 5+1
- Bathrooms:
- 3
- Photos (28)
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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.
- Property Type:
- Residential Freehold
- Property Sub Type:
- Duplex
- Home Style:
- 2-Storey
- Approx. Age:
- 100+
- Total Approx Floor Area:
- 1500-2000
- Lot Depth:
- 80'24.4 m
- Lot Frontage:
- 25'7.62 m
- Direction Faces:
- South
- Bedrooms:
- 5+1
- Bathrooms:
- 3.0
- Water supply:
- Municipal
- Kitchens:
- 3
- Kitchens in Basement:
- 1
- Bedrooms Above Grade:
- 5
- Bedrooms Below Grade:
- 1
- Kitchens Above Grade:
- 2
- Rooms Above Grade:
- 11
- Rooms Below Grade:
- 4
- Heating type:
- Water
- Heating Fuel:
- Gas
- Fireplaces:
- 2
- Foundation:
- Concrete
- Roof:
- Asphalt Rolled
- Basement:
- Apartment, Finished, Separate Entrance, Full
- Fireplace Features:
- Wood
- Fireplace/Stove:
- Yes
- Garage:
- None
- Garage Spaces:
- 0.0
- Parking Features:
- Mutual
- Parking Spaces:
- 0
- Total Parking Spaces:
- 2.0
- Family Room:
- No
- Possession Details:
- Immediate
- Pool:
- None
- HST Applicable To Sale Price:
- Included In
- Taxes:
- $10,173 / 2025
- Assessment:
- $- / -
- Toronto
- Toronto C02
- Annex
- Library, Park, Place Of Worship, Public Transit, Rec./Commun.Centre, School
- In-Law Capability, Water Heater Owned
- Awnings, Porch
- Hot water heater
- All appliances where located in as is conditions. All ELF's and window covering where they exist. W/D in basement (new 2024/25) Window A/C units in place in main and upper unit. New boiler 2022, Hot water heater leased $30/month.
- None
- Brick
- Park/Greenbelt
- Floor
- Type
- Size
- Other
- Main
- Living Room
- 14'9"4.50 m × 9'11"3.02 m
- Fireplace
- Main
- Dining Room
- 14'9"4.50 m × 9'11"3.02 m
- Window
- Main
- Kitchen
- 9'5"2.87 m × 7'5¾"2.28 m
- Window
- Main
- Bedroom
- 10'6"3.20 m × 8'3¼"2.52 m
- Window
- Main
- Bedroom 2
- 12'6"3.81 m × 8'4"2.54 m
- Window
- Upper
- Living Room
- 14'8¾"4.49 m × 9'10"3.00 m
- Window
- Upper
- Dining Room
- 9'2"2.79 m × 8'8"2.64 m
- Window
- Upper
- Kitchen
- 9'6"2.90 m × 7'6"2.29 m
- Upper
- Primary Bedroom
- 14'8¾"4.49 m × 9'10"3.00 m
- Fireplace, W/O To Balcony
- Upper
- Bedroom 2
- 12'8"3.86 m × 8'2.44 m
- Window
- Upper
- Bedroom 3
- 10'6"3.20 m × 8'2"2.49 m
- Window
- Lower
- Living Room
- 15'4"4.67 m × 9'2.74 m
- Window
- Lower
- Kitchen
- 12'11½"3.95 m × 9'1½"2.78 m
- Eat-in Kitchen
- Lower
- Bedroom
- 17'6"5.33 m × 11'3"3.43 m
- Window
- Lower
- Utility Room
- 20'10"6.35 m × 9'10"3.00 m
- Combined w/Laundry, Window
- Utilities Cable:
- Available
- Utilities Telephone:
- Available
- Utilities Gas:
- Yes
- Utilities Hydro:
- Yes
- Utilities Water:
- Yes
- Sewers:
- Yes
- Special Designation:
- Unknown
- Sewers:
- Sewer
- Air Conditioning:
- Window Unit(s)
- Central Vacuum:
- No
- Seller Property Info Statement:
- No
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new windows for basement
Larger map options:
Listed by ROYAL LEPAGE SIGNATURE REALTY
Data was last updated November 4, 2026 at 04:15 AM (UTC)
- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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