$1,799,000
27 Hillsboro Avenue, Toronto, ON M5R 1S6
Annex · Toronto · M5R 1S6
Listing brokerage: ROYAL LEPAGE SIGNATURE REALTY
- Beds
- 5+1
- Baths
- 3
- Sq ft
- 1500–2000
- Parking
- 2
Monthly costs
Property taxes
$848/mo
$10,173 a year (2025)
The home
- Lot size
- 25 × 80 ft
- Style
- 2-Storey
- Basement
- Apartment, Finished, Separate Entrance
- Parking
- 2 spots
- Faces
- South
- Age
- 100+ years
- Heating · cooling
- Water, Window Unit(s)
- Possession
- Immediate
About this home
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.
All details23 more from the listing · Interior, Heating, Parking, Exterior, Utilities, Taxes, Listing
Interior
- Bedrooms
- 5+1
- Bathrooms
- 3
- Kitchens
- 3
- Rooms
- 11
- Size
- 1500-2000 sq ft
- Fireplace
- Wood
Features
- In-Law Capability
- Water Heater Owned
Heating & Cooling
- Heat source
- Gas
Parking
- Covered spaces
- 0
Features
- Mutual
Exterior & Lot
- Exterior
- Brick
- Roof
- Asphalt Rolled
- Foundation
- Concrete
- View
- Park/Greenbelt
Exterior features
- Awnings
- Porch
Utilities
- Sewer
- Sewer
Taxes & Fees
- HST
- Included In
Listing
- MLS® number
- C13437452
- Type
- Duplex
- Transaction
- For Sale
- Neighbourhood
- Annex
- Cross streets
- Davenport and Avenue
Rooms · 18Living Room ×3, Dining Room ×2, Kitchen ×3, Bedroom ×2, Bedroom 2 ×2, Primary Bedroom, Bedroom 3, Utility Room, Washroom ×3
Living Room
Main
4.50 × 3.02 m · 14′9″ × 9′11″
Fireplace
Dining Room
Main
4.50 × 3.02 m · 14′9″ × 9′11″
Window
Kitchen
Main
2.88 × 2.28 m · 9′5″ × 7′6″
Window
Bedroom
Main
3.19 × 2.52 m · 10′6″ × 8′3″
Window
Bedroom 2
Main
3.82 × 2.54 m · 12′6″ × 8′4″
Window
Living Room
Upper
4.49 × 3.00 m · 14′9″ × 9′10″
Window
Dining Room
Upper
2.79 × 2.65 m · 9′2″ × 8′8″
Window
Kitchen
Upper
2.90 × 2.29 m · 9′6″ × 7′6″
Primary Bedroom
Upper
4.49 × 3.00 m · 14′9″ × 9′10″
Fireplace, W/O To Balcony
Bedroom 2
Upper
3.85 × 2.44 m · 12′8″ × 8′0″
Window
Bedroom 3
Upper
3.19 × 2.49 m · 10′6″ × 8′2″
Window
Living Room
Lower
4.67 × 2.74 m · 15′4″ × 9′0″
Window
Kitchen
Lower
3.95 × 2.78 m · 13′0″ × 9′1″
Eat-in Kitchen
Bedroom
Lower
5.33 × 3.42 m · 17′6″ × 11′3″
Window
Utility Room
Lower
6.35 × 2.99 m · 20′10″ × 9′10″
Combined w/Laundry, Window
4-piece washroom
Basement
4-piece washroom
Main
4-piece washroom
Upper
History
Past listings and sales for this home and building.
Location
27 Hillsboro Avenue, Toronto, ON M5R 1S6 · Near Davenport and Avenue
Monthly cost
Estimated monthly cost
$8,813/mo
- Mortgage
- $7,966
- Property tax
- $848
Amortization
Estimate only, for illustration. Includes mortgage default insurance when less than 20% is put down. Speak with a lender for an exact figure.
Cash to close
Cash to close
$426,962
$359,800 down + $67,162 to $68,412 in closing costs
- Ontario land transfer tax
- $32,455
- Toronto land transfer tax
- $32,455
- Legal fees and disbursements
- $1,500 to $2,500
- Title insurance
- $250 to $500
- Property tax adjustment
- $502
Estimate only, not legal or tax advice. Rates as of 2026-10-14 from Ontario, City of Toronto and CMHC published rates. Legal and title figures are typical ranges. Adjustments assume the seller prepaid the closing month. First-time rebates have eligibility rules; confirm with your lawyer.
The listing information is deemed reliable but is not guaranteed accurate by PROPTX. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
$1,799,000
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