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1of10
27 Hillsboro Avenue
$1,999,000
Toronto , Ontario M5R1S6
6 bed
3 bath
About the Property

Davenport and Avenue 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.

The upper two units are vacant, 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 currently rented at $1,650/month. 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 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:27476)

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Property Details
MLS® Number
C12722748
Type
Multi-family
Community Name
Annex
Land Size
25 x 80 FT
Parking Space Total
2
Building
Building Type
Duplex
Storeys
2
Square Footage
1500 - 2000 sqft
Bathrooms Total
3
Bedrooms Above Ground
5
Bedrooms Total
6
Amenities
Fireplace(s) Park, Place of Worship, Public Transit, Schools
Exterior Finish
Brick
Fireplace Present
Yes
Basement Type
N/A, N/A (Finished), N/A
Basement Features
Apartment in basement, Separate entrance
Building Cooling Type
Window air conditioner
Utilities
Water
Municipal water
Utility Sewer
Sanitary sewer
Room Layout
Living room
Lower level
4.67 m x 2.74 m
Kitchen
Lower level
3.95 m x 2.78 m
Bedroom
Lower level
5.33 m x 3.42 m
Utility room
Lower level
6.35 m x 2.99 m
Living room
Main level
4.5 m x 3.02 m
Dining room
Main level
4.5 m x 3.02 m
Kitchen
Main level
2.88 m x 2.28 m
Bedroom
Main level
3.19 m x 2.52 m
Bedroom 2
Main level
3.82 m x 2.54 m
Bedroom 3
Upper Level
3.19 m x 2.49 m
Living room
Upper Level
4.49 m x 3 m
Dining room
Upper Level
2.79 m x 2.65 m
Kitchen
Upper Level
2.9 m x 2.29 m
Primary Bedroom
Upper Level
4.49 m x 3 m
Bedroom 2
Upper Level
3.85 m x 2.44 m
Monthly Payment Calculator
$
%
3.49%
5.5%
6%
7%
Years
15 Years
20 Years
25 Years
30 Years
Your Monthly Payment
$3,625
Book a Showing
Darya Strilyana
Darya Strilyana
Real Estate Expert
Phone
+1 .647 .896 .7668
Email
ds@homeads.ca

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Listing provided by: ROYAL LEPAGE SIGNATURE REALTY

$1,999,000 - 27 HILLSBORO AVENUE, Toronto Ontario M5R 1S6, Canada | Real Estate For Sale | HomeAds.ca

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Updated January 23rd 2026 3:53 pm

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Darya Strilyana
Darya Strilyana
Real Estate Expert
Phone
+1 .647 .896 .7668
Email
ds@homeads.ca
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