$1,999,000
16.35 BTC
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27 Hillsboro Avenue, Toronto
$1,999,000
PRICE
5 + 1
BEDROOMS
3
BATHROOMS
C12722748
MLSID

27 Hillsboro Avenue, Toronto

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. The upper two units are vacant, 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 currently rented at $1,650/month. 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 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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Sold History

SOLD
31 October 2001
$415,000

Summary

Address
27 Hillsboro Avenue
Community
MLSID
C12722748
Property Type
Duplex
Property Category
Bedrooms
5 + 1
Bathrooms
3
Kitchens
2 + 1
Taxes (Annual)
$10,173.00
Tax Year
2025
Published
January 22, 2026
Days on Market
1 Days
Possession Type
Immediate
Possession Details
Immediate
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Inclusions

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 unit a/c units in place in upper unit. Main level units stored in basement area. New boiler 2022 Hot water heater leased $30/month.

Exclusions

Tenant property.

Details

Property Features
Library, Park, Place Of Worship, Public Transit, Rec./Commun.Centre, School
Bathroom 1
4-Piece Basement Level
Bathroom 2
4-Piece Main Level
Bathroom 3
4-Piece Upper Level
Basement
Apartment, Finished, Separate Entrance
Exterior Features
Awnings, Porch
Interior Features
In-Law Capability, Water Heater Owned
Parking Total
2
Parking Features
Mutual
Architectural Style
2-Storey
Roof
Asphalt Rolled
Construction Materials
Brick
Lot Width
25 Feet
Lot Depth
80 Feet
Water
Municipal
Heat Source
Propane
Heat Type
Water
New Construction
No
Occupant Type
Owner+Tenant
Private Entrance
No
Sauna
No
Seasonal Property
No
Hot Tub / Spa
No
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