$1,799,000
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27 Hillsboro Avenue, Toronto (annex), ON M5R1S6

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6 Beds
3 Baths
- Sq Ft

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. (id:58753)

Listing By: TIMOTHY L SWIFT - ROYAL LEPAGE SIGNATURE REALTY
Source: CREA #C13437452 Listing provided courtesy of Canadian Real Estate Association
  • MLS® C13437452
  • Date Listed06/12/2026
  • Days on Realty 111 Days
  • Bedrooms 6
  • Bathrooms 3 baths
  • Lot Size -
  • Sewer Other
  • Property Type Duplex
  • Water Public

Interior Features

  • Appliances All, Window Coverings, Water Heater
  • Cooling Window air conditioner
  • Heating Natural gas

Exterior / Lot Features

  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features -

Directions

Davenport and Avenue

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for M5R1S6

Discover key demographics, population statistics, and environmental insights for the Toronto (annex), ON area.

Walkability in ON / M5R1S6

Source: Walk Score

98/100

Walker's Paradise

Walk Score ®

87/100

Excellent Transit

Transit Score ®

85/100

Very Bikeable

Bike Score ®

Overview

Daily errands do not require a car. Transit is convenient for most trips. Biking is convenient for most trips.

Transit Summary

15 nearby routes: 12 bus, 3 rail, 0 other

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 79/100, Transit Score: 79/100, Bike Score: 74/100.

Points of Interest near 27 HILLSBORO AVENUE, Toronto (Annex), ON M5R1S6

Frequently Asked Questions for 27 HILLSBORO AVENUE

Source: Realty.com

27 HILLSBORO AVENUE, Toronto (Annex), ON M5R1S6 in Toronto (Annex), ON M5R1S6 is a duplex listed at $1,799,000. Highlights include 6 bedrooms, 3 bathrooms. Realty.ca has 27 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 27 photos of 27 HILLSBORO AVENUE.

The full address for this home is 27 HILLSBORO AVENUE, Toronto (Annex), ON M5R1S6.

27 HILLSBORO AVENUE has been listed on Realty.com since Fri June 12, 2026

Daily errands do not require a car. Transit is convenient for most trips. Biking is convenient for most trips.

The average walkability score in the surrounding area is Walk Score: 79/100, Transit Score: 79/100, Bike Score: 74/100.

Listing provided courtesy of: ROYAL LEPAGE SIGNATURE REALTY
Listing agent: TIMOTHY L SWIFT

This content last refreshed on 2026-10-01 02:33:03. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.