27 Hillsboro Ave

Annex, Toronto, Ontario M5R 1S6

For Sale · MLS® C14144160 · TRREB MLS®
5+1
Beds
3
Baths
1500-2000
Sqft
None
Parking
Duplex
Type

Description

27 Hillsboro Avenue Opportunity Meets Lifestyle in the Heart of Avenue & DavenportWelcome 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. Main level freshly updated with new flooring, paint, and modern lighting. Lower level recently updated, new windows and water proofing.currently leased. Each upper level enjoys its own private porch and includes a sun porch, offering wonderful bonus family space, a home office, or a cozy reading retreatThe basement in-law suite currently leased.Laundry and utilities are shared, keeping operations straightforwardFrom 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 potentialAn initial zoning review 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.

01 / Property recordListing details

Key Facts

MLS® #
C14144160
Board
TRREB MLS®
Days on market
Tax
$10,173
Size
1500-2000 sqft
Lot
25 × 80 Feet
Parking
None, 2 Parking

Listing History

Listing activity for 27 Hillsboro Ave, Toronto, Ontario

Date StartDate EndList PricePriceEventListing ID
N/AN/A$1,779,000N/AFor SaleC14144160

Property Details

Property

Property Type
Duplex
Style
2-Storey
Community
Annex
Municipality
Toronto

Inside

Bedrooms
5+1
Bathrooms
3
Bathroom Detail
1, 4pc, Bsmt
Bathroom Detail
1, 4pc, Main
Bathroom Detail
1, 4pc, Upper
Basement Type
Apartment
Kitchens
2

Utilities

Water
Municipal
Cooling
Window Unit
Heating Type
Water

Building

Size
1500-2000 sqft
Construction
Brick

Parking

Driveway
Mutual
Garage Type
None
Add. Parking
2
Total Parking
2

Land

Sewer
Sewers
Lot Size
25 × 80 Feet
Lot Size Code
Feet

Additional

Year built
100+
Foundation
Concrete
Roof
Asphalt Rolled
Fireplace
Y
Pool
None
Den
N
Family room
N
Extras
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 A/C units in place in main and upper unit. New boiler 2022, Hot water heater leased $30/month.

Rooms (15)

Living (3.02 × 4.5)

Fireplace

Level: Main

Dining (3.02 × 4.5)

Window

Level: Main

Kitchen (2.28 × 2.88)

Window

Level: Main

Br (2.52 × 3.19)

Window

Level: Main

2nd Br (2.54 × 3.82)

Window

Level: Main

Living (3.0 × 4.49)

Window

Level: Upper

Dining (2.65 × 2.79)

Window

Level: Upper

Kitchen (2.29 × 2.9)

Level: Upper

Primary (3.0 × 4.49)

Fireplace · W/O To Balcony

Level: Upper

2nd Br (2.44 × 3.85)

Window

Level: Upper

3rd Br (2.49 × 3.19)

Window

Level: Upper

Living (2.74 × 4.67)

Window

Level: Lower

Kitchen (2.78 × 3.95)

Eat-In Kitchen

Level: Lower

Br (3.42 × 5.33)

Window

Level: Lower

Utility (2.99 × 6.35)

Combined W/Laundry · Window

Level: Lower

Location

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

18 records read 10 on record nearby 8 checked, none on recordRead 2026-11-04

Water and conservation

  • Not in Toronto and Region Conservation Authority’s mapped regulated area
  • No mapped wetland within 120 m
  • No water-supply well recorded within 250 m21 test or monitoring holes also recorded.
  • Groundwater recorded about 15.1 m below ground nearbyThe middle water level in the well records within 500 m (256 records). It changes with the season and from spot to spot.

Toronto and Region Conservation Authority · Province of Ontario open data

Planning and building activity

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areas
  • 49 building permits issued within 250 m in the last 2 years
  • 2 open development applications within 250 mAn application is a proposal: it may change, be refused or never be built.
  • Nearest airport: 4.5 km
  • Mapped parcel: about 1,680 sq ftMeasured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.

Province of Ontario open data · Municipal building permits · Municipal development applications · toronto.parcels

Around the home

  • Nearest rail line: 490 m
  • A trail on the Ontario trail network within 1 km

Province of Ontario open data

Environmental records

  • No licensed pit or quarry within 2 km
  • No recorded oil, gas or salt well within 250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is The Governing Council of the University of Toronto — St George Campus, 1.6 km away. Only facilities above the inventory’s reporting thresholds are listed.
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.

Province of Ontario open data · Government of Canada open data

Power and internet

  • Electricity is distributed here by Toronto Hydro-Electric System Limited
  • Wired internet 50/10 Mbps or faster is listed at a household 40 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (40 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Beanfield Metroconnect, Bell, Dotto One, FibreStream, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Rogers, Routcom, SkyChoice Communications. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.

Ontario Energy Board · Innovation, Science and Economic Development Canada

None of this is an inspection of the property. Confirm anything that matters to you with the municipality, the conservation authority or the record’s publisher. Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Toronto. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.

02 / Plan your numbersTools

Mortgage Tools

Mortgage calculator

20%

Monthly Payment

$8,155

  • Down payment$355,800
  • Mortgage amount$1,423,200
  • Total interest$1,023,300
  • Total cost$2,802,300

Cash flow analysis

$8,155

Total monthly payment

$9,003

Break-even down payment

100%

Cash flow-$9,003
03 / Community profileNeighbourhood demographics

Expand Neighbourhood demographics to load Statistics Canada census charts.

$1,779,000

$1,779,000

CAD

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