$1,899,000
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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 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. All units are vacant. Upper two units are 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 vacant as well. 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, or 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. (id:58753)

Listing By: TIMOTHY L SWIFT - ROYAL LEPAGE SIGNATURE REALTY cncrea2 Realty.com
  • MLS® C12722748
  • Date Listed01/23/2026
  • Days on Realty 135 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

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 $1,899,000. Highlights include 6 bedrooms, 3 bathrooms. Realty.ca has 37 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 37 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 January 23, 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

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