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27 Hillsboro Avenue

Toronto (Annex), Ontario M5R1S6

MLS # C13437452

$1,799,000

Property Details

Type

Duplex

Beds

6

Baths

3

Status

For Sale

About this property

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.

Mortgage Estimate

Estimated monthly payment

Calculating…

Estimate only. Taxes, insurance, condo fees, and lender terms are not included.

Monthly costs to verify

Property taxes: about $848/month based on listed annual taxes.

Estimate only. Confirm taxes, condo/maintenance fees, insurance, utilities, and lender terms before making decisions.

Rooms

Room Level Dimensions
Living room Main level 4.5 x 3.02
Bedroom 3 Upper Level 3.19 x 2.49
Living room Lower level 4.67 x 2.74
Kitchen Lower level 3.95 x 2.78
Bedroom Lower level 5.33 x 3.42
Utility room Lower level 6.35 x 2.99
Dining room Main level 4.5 x 3.02
Kitchen Main level 2.88 x 2.28
Bedroom Main level 3.19 x 2.52
Bedroom 2 Main level 3.82 x 2.54
Living room Upper Level 4.49 x 3
Dining room Upper Level 2.79 x 2.65
Kitchen Upper Level 2.9 x 2.29
Primary Bedroom Upper Level 4.49 x 3
Bedroom 2 Upper Level 3.85 x 2.44

Facts & Location

Parking

2 spaces

Lot Size

25 x 80 FT

Annual Taxes

$10,173

Listing data

Listing information is provided for personal, non-commercial use and should be independently verified before making real estate decisions.

Last refreshed: Jul 31, 2026 4:01 AM

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