$1,799,000
Est. payment $7,966/moCalculate yours
27 Hillsboro Avenue, Toronto, ON M5R 1S6
Annex, Toronto, ON M5R 1S6
- 5 + 1 Beds
- 3 Baths
- 1,500 Sq Ft
Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY MLS® C13437452
About this home
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.
Property details
Overview
- Property Type
- Duplex
- Style
- 2-Storey
- For
- For Sale
- Status
- New
- Approximate Age
- 100+
- Size
- 1,500 sqft
Interior
- Bedrooms
- 5 + 1
- Bathrooms
- 3
- Kitchens
- 3
- Basement
- Apartment, Finished, Separate Entrance
Building & Systems
- Heating
- Water (Gas)
- Cooling
- Window Unit(s)
- Exterior
- Brick
- Foundation
- Concrete
- Roof
- Asphalt Rolled
- Water
- Municipal
- Sewer
- Sewer
Lot & Parking
- Lot Size
- 25 x 80 Feet
- Parking
- None garage · 2 total
Financial
- Property Taxes
- $10,173 (2025)
Location
- Neighbourhood
- Annex
- Cross Street
- Davenport and Avenue
- Direction Faces
- South
Listing
- MLS® Number
- C13437452
- Days on Market
- 128
- Listed On
- 2026-06-12
- Listed By
- ROYAL LEPAGE SIGNATURE REALTY
Rooms
Features
Interior
- In-Law Capability
- Water Heater Owned
Property
- Library
- Park
- Place Of Worship
- Public Transit
- Rec./Commun.Centre
- School
Pool
- None
- Included
- 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 upper unit. Main level units stored in basement area. New boiler 2022, Hot water heater leased $30/month.
- Rental items
- Hot water heater
Mortgage calculator
Estimated mortgage payment
$7,966 per month
- Principal and interest
- $7,966
- Property tax
- $848
- Condo fees
- $0
- Estimated monthly cost
- $8,813
Your mortgage
- Mortgage amount
- $1,439,200
- Mortgage insurance
- Not needed
- Interest over 25 years
- $950,475
Cash to close
- Down payment
- $359,800
- Land transfer tax (Ontario + Toronto)
- $64,910
- First-time buyer refund
- $0
- Sales tax on insurance (8%)
- $0
- Total, before legal fees
- $424,710
With less than 20% down, a 30-year amortization is available to first-time buyers and buyers of newly built homes.
Talk to me about financingEstimates only, not a mortgage offer or financial advice. Uses the Canadian fixed-rate convention (interest compounded twice a year), 2026 mortgage insurance premiums and Ontario land transfer tax. Your lender will confirm your actual rate and payment.
Location
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