Tej Thakor Broker of Record / Owner 647-684-1731
For Sale
MLS®# C13437452

27 Hillsboro Avenue, Toronto, ON M5R 1S6

Toronto C02, ON M5R 1S6

$1,799,000 Est. $7,641/mo · 20% down, 25-yr, 4.09%
5 + 1Beds
3Baths
25 × 80 ftLot
2Parking
DuplexType

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.

Property Summary

Property TypeDuplex
Square Footage1500 - 2000 sq ft
Community NameAnnex
Land Size25 x 80 ft
Age of Building100+
Annual Property Taxes$10,173.00
Tax Year2025
Parking TypeNone Garage, Mutual

Building details

Bedrooms5 + 1 (total 6)
Bathrooms / washrooms3 — 4-pc Basement, 4-pc Main, 4-pc Upper
Kitchens2 + 1
Rooms11 + 4
Property typeDuplex
Architectural style2-Storey
Approximate age100+

Room dimensions

# Room Level Dimensions Features
1 Living Room Main 4.5 × 3.02 ft Fireplace
2 Dining Room Main 4.5 × 3.02 ft Window
3 Kitchen Main 2.88 × 2.28 ft Window
4 Bedroom Main 3.19 × 2.52 ft Window
5 Bedroom 2 Main 3.82 × 2.54 ft Window
6 Living Room Upper 4.49 × 3 ft Window
7 Dining Room Upper 2.79 × 2.65 ft Window
8 Kitchen Upper 2.9 × 2.29 ft
9 Primary Bedroom Upper 4.49 × 3 ft Fireplace, W/O To Balcony
10 Bedroom 2 Upper 3.85 × 2.44 ft Window
11 Bedroom 3 Upper 3.19 × 2.49 ft Window
12 Living Room Lower 4.67 × 2.74 ft Window
13 Kitchen Lower 3.95 × 2.78 ft Eat-in Kitchen
14 Bedroom Lower 5.33 × 3.42 ft Window
15 Utility Room Lower 6.35 × 2.99 ft Combined w/Laundry, Window

Lot & land

Lot dimensions25 × 80 ft
Lot frontage25 ft
Lot depth80 ft

Interior Features

Basement FeaturesApartment, Finished, Separate Entrance
Basement TypeFinished
Interior FeaturesIn-Law Capability, Water Heater Owned
InclusionsAll 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 upper unit. Main level units stored in basement area. New boiler 2022, Hot water heater leased $30/month.

Building Features

FeaturesLibrary, Park, Place Of Worship, Public Transit, Rec./Commun.Centre, School
Foundation TypeConcrete
Style2-Storey
RoofAsphalt Rolled
ConstructionBrick

Building Amenities

Fireplace(s)1
Fireplace featuresWood
PoolNone
ViewPark/Greenbelt

Rental Equipment

Rental equipmentHot water heater

Heating & Cooling

CoolingWindow Unit(s)
Heating TypeWater
Heating SourceGas
Fireplace2

Utilities

Utility SewerSewer

Parking

Parking TypeNone Garage, Mutual
Total Parking Spaces2

Exterior Features

Exterior FinishAwnings, Porch

Taxes & fees

Annual taxes$10,173 (2025)

Listing history

On market sinceJun 12, 2026

Location

Toronto C02, ON M5R 1S6
Listed by ROYAL LEPAGE SIGNATURE REALTY, Brokerage · Listing data sourced from TRREB®, refreshed nightly.
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The trademarks REALTOR®, REALTORS®, MLS®, Multiple Listing Service® and the associated logos are owned or controlled by The Canadian Real Estate Association (CREA). Used under licence. Information deemed reliable but not guaranteed. Tej Thakor is a Broker of Record at Royal LePage Terra Realty.
Call Tej Now 647-684-1731
27 Hillsboro Avenue, Toronto, ON M5R 1S6