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$1,799,000
For SaleListed 43 days agoVirtual Tour

27 Hillsboro Avenue, Toronto, ONM5R 1S6

Annex
6
3
1,500–2,000 ft²
Duplex2 Parking25 × 80 ft Lot
Listed by ROYAL LEPAGE SIGNATURE REALTY

Monthly Cost

Property Information

Property TypeDuplex
Bedrooms6
Bathrooms3
Size1,500–2,000 ft²
Lot Size25 × 80 ft
BasementApartment, Finished, Separate Entrance
Parking2 parking spaces · Mutual
Property taxes$10,173/yr (2025)
Days on Market43 Days
Listed DateJun 12, 2026
MLS® NumberC13437452

Listing History

Event
Date
Price
Listed
Jun 12, 2026
$1,799,000

Shows activity for this MLS® listing. Prior listings and sold records appear when available.

Description

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.

Location

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School Zones

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About Annex

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Who lives here

A snapshot of this home’s immediate area — the census dissemination area it sits in.

23%
Homeowners
35%
Households with kids
$79,000
Median income
54
Median age
1.6
Avg. household size
66%
University degree
34%
Newcomers (immigrants)
Age profile948 residents
Under 208%
20–3418%
35–6434%
65+40%

StatCan 2021 Census · this home’s dissemination area (DA 35203991). Values are randomly rounded by Statistics Canada for privacy.

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DistrictIQ Inc., BrokerageMLS® data provided by PropTxUpdated Jun 12, 2026
Show data source & legal disclosures

Listing data is provided by the Toronto Regional Real Estate Board (TRREB) and PropTx under the Internet Data Exchange (IDX) program. The information is deemed reliable but is not guaranteed accurate by TRREB, PropTx, CREA or DistrictIQ Inc., Brokerage, may not reflect the most current status, and is subject to errors, omissions, prior sale, change, or withdrawal without notice. Listings should be independently verified.

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Sold & closed data

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The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.