27 Hillsboro Avenue, Toronto, ON

$1,799,000
MLS#:C13437452
6 beds
3 baths
1500-2000 sqft
2.0 parking
Residential Freehold
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Property Highlights

Welcome to this remarkable 2-Storey duplex located in the coveted neighborhood of Annex. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $1,799,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 6 Bedrooms and 3 Bathrooms with 3 functional kitchens
  • Generous living space spanning 1500-2000 sqft on a premium 25 x 80 ft lot
  • Features a apartment, finished, separate entrance basement, adding superb versatility for recreation, a home gym, or extra storage
  • 2.0 total parking spaces available
  • Notable attributes: In-Law Capability, Water Heater Owned
  • equipped with window unit(s) central cooling and highly efficient water heating via gas

Description

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.

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Key Features

Bedrooms
6
Bathrooms
3
Kitchens
3
Living Area
1500-2000 sqft
Property Type
Residential Freehold

Additional Details

StatusActive
Listed Date6/12/2026
Transaction TypeFor Sale

Property Details

Property Sub-TypeDuplex
Architectural Style2-Storey
ConstructionBrick
BasementApartment, Finished, Separate Entrance
Lot Size25 × 80 Feet
CountyToronto
Annual Tax$10,173
Legal DescriptionPT LT 5 PL 130 TORONTO AS IN CA755819; S/T & T/W CA755819; CITY OF TORONTO

Parking & Garage

Parking Spaces2.0
Garage TypeNone

Heating & Cooling

Heat SourceGas
Heat TypeWater
CoolingWindow Unit(s)

Features

Property Features

Library, Park, Place Of Worship, Public Transit, Rec./Commun.Centre, School

Interior Features

In-Law Capability, Water Heater Owned

Security Features

Community Features

Location

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27 Hillsboro Avenue, Toronto, ON
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Property History

No historical data available for this property.

This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 27 Hillsboro Avenue, Toronto C02, ON M5R 1S6

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Properties in this area are selling at a steady pace.

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Mortgage & Affordability Audit

Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.

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Interest Rate5.25%
Down Payment$359,800 (20.0%)
* Minimum Canadian down payment required for this price is $359,800.
Amortization Period25 Years
Estimated Monthly Payment$8,576Based on a loan of $1,439,200 over 25 years.
Purchase Price$1,799,000
Loan Amount$1,439,200
Provincial Land Transfer Tax:$32,455
Toronto Municipal Land Transfer Tax:$32,455
Total Estimated Closing Taxes:$64,910

About Purchasing a Home in Toronto, ON

For a property listed at $1,799,000 in Toronto, the legal minimum down payment is $359,800 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.

Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $32,455 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $32,455 also applies, bringing the total estimated land transfer taxes to $64,910.

Nearby Listings

Distance:

No current listings found in Toronto.

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City & Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Annex, Toronto.

Verified Local Data
City Population2,794,356
City Median Age39.2 Yrs
City Ownership48% Owners
Avg Area List Price$1,932,882

People & Families

Age Distribution

Household Composition

One-person households
32%
Families with children
36%
Couples without children
24%
Other households
8%

Top Ethnic Origins

Chinese11%
English9%
Canadian8%
East Indian8%

Local Schools Guide

Elementary Schools

Huron Street
Public541 Huron Street, Toronto, Ontario, M5R 2R6
5.8
Jesse Ketchum
Public61 Davenport Road, Toronto, Ontario, M5R 1H4
7.3
Cottingham
PublicCottingham Street, Toronto, Ontario, M4V 1E3
10.0
St Joseph
Public74 Wellesley Street West, Toronto, Ontario, M5S 1C4
4.9
Queen Victoria
PublicQueen's Park Crescent East, Toronto, Ontario, M7A 1A2
4.9

Secondary Schools

St. Joseph’s
Catholic74 Wellesley Street West, Toronto, Ontario, M5S 1C4
7.2
Central
Public725 Bathurst Street, Toronto, Ontario, M5S 2R5
4.2
Harbord
Public286 Harbord Street, Toronto, Ontario, M6G 1G5
7.5

Homes & Housing

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied48%
Rented52%

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Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.