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27 HILLSBORO AVENUE, Toronto (Annex), Ontario, M5R1S6

MLS: C12870052 | Duplex

$1,799,000

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Property 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. The 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 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. (id:64974)

Directions: Davenport and Avenue

Quick Facts

  • Property Type: Duplex
  • Bedrooms: 6 (5 above, 1 below)
  • Bathrooms: 3
  • Attached: Yes
  • Fireplaces: 2
  • Parking: 2 spaces (No Garage)
  • Frontage: 25 ft (7.6 m)

Costs

  • Annual Taxes: $10,173.00

Listing Provided by: ROYAL LEPAGE SIGNATURE REALTY
Board: Toronto Regional Real Estate Board
Data provided via CREA DDF®.

Detailed Features

Interior & Systems

  • Cooling: Window air conditioner
  • Basement: Finished, Apartment in basement, Separate entrance, N/A, N/A, N/A
  • Appliances: All, Window Coverings, Water Heater
  • Utilities: Sewer, Electricity, Cable

Exterior & Construction

  • Exterior: Brick
  • Foundation: Concrete
  • Sewer: Sanitary sewer
  • Water: Municipal water

Lot & Land

  • Frontage: 25 ft (7.6 m)

Community & Neighbourhood

  • Community: Community Centre
  • Building: Fireplace(s)
  • Neighbourhood: Annex

Room Details (15 rooms)

Main level
Living room14'9" x 9'11" (146 ft²)
Dining room14'9" x 9'11" (146 ft²)
Kitchen9'5" x 7'6" (71 ft²)
Bedroom10'6" x 8'3" (87 ft²)
Bedroom 212'6" x 8'4" (104 ft²)
Upper Level
Bedroom 310'6" x 8'2" (85 ft²)
Living room14'9" x 9'10" (145 ft²)
Dining room9'2" x 8'8" (80 ft²)
Kitchen9'6" x 7'6" (71 ft²)
Primary Bedroom14'9" x 9'10" (145 ft²)
Bedroom 212'8" x 8'0" (101 ft²)
Lower level
Living room15'4" x 9'0" (138 ft²)
Kitchen13'0" x 9'1" (118 ft²)
Bedroom17'6" x 11'3" (196 ft²)
Utility room20'10" x 9'10" (204 ft²)

Listing Information

MLS® NumberC12870052
BoardToronto
Originating SystemToronto Regional Real Estate Board
BrokerageROYAL LEPAGE SIGNATURE REALTY
Date ListedMarch 11, 2026
Last UpdatedMarch 11, 2026

Listing History

Buy/Sell/Terminated/Expired listing history for 27 HILLSBORO AVENUE, Toronto (Annex), Ontario, M5R1S6

DateDays on MarketPriceEventListing ID
🔄3/11/20260Status ChangedC12870052
3/11/20260$1,799,000For SaleC12870052
3/11/20260$1,799,000ListedC12870052

Location & Neighborhood

📍27 HILLSBORO AVENUE, Toronto, Ontario, M5R1S6
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