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Toronto Homes Selling Below Asking: 7 Properties Worth Watching Right Now

Kimmie Nguyen by Kimmie Nguyen
March 26, 2026
in Listings, Toronto Real Estate
Reading Time: 9 mins read
A couple stands arm in arm, gazing at a two-story gray house with a white roof.
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If you’ve been waiting for a sign to re-enter the market, this might be it. A growing number of Toronto homes selling below asking are creating rare opportunities for buyers to get more value in sought-after neighbourhoods. From turnkey family homes to income-generating properties, these listings prove that deals still exist across the city.

237 Craven Rd – Toronto, ON

Listed by: union realty brokerage inc.
Listed by: union realty brokerage inc.
Listed by: union realty brokerage inc.

Property Details

  • Specs: 2 beds, 1 bath
  • Features: Skylit kitchen with custom cabinetry, flexible loft layout, fully fenced backyard oasis

A bright skylit kitchen, flexible loft layout, and private backyard make this starter home a stylish condo alternative. Now relisted in spring for $30K below its fall asking price, it’s a rare Toronto opportunity.

View the listing.

54 Maher Ave – Toronto, ON

Listed by: ROYAL TEAM REALTY INC.
Listed by: ROYAL TEAM REALTY INC.
Listed by: ROYAL TEAM REALTY INC.

Property Details

  • Specs: 5 beds, 3 baths
  • Features: Strong income potential, skylights + high ceilings, laneway access with two-car parking

A sun-filled, versatile semi-detached home with income potential thanks to a separate two-bedroom basement unit. After being relisted for $300K less than in the fall, it presents strong value in Toronto.

View the listing.

57 Duvernet Ave – Toronto, ON

Listed by: JOHNSTON & DANIEL DIVISION, ROYAL LEPAGE R.E.S. PROPERTIES INSTYLE
Listed by: JOHNSTON & DANIEL DIVISION, ROYAL LEPAGE R.E.S. PROPERTIES INSTYLE
Listed by: JOHNSTON & DANIEL DIVISION, ROYAL LEPAGE R.E.S. PROPERTIES INSTYLE

Property Details

  • Specs: 3 beds, 2 baths
  • Features: Walkable location, large kitchen overlooking private backyard, finished basement with rec room & walk-out

Located in a sought-after east-end neighbourhood, this 3-bedroom home features a warm interior, private backyard, and a fully finished basement with walk-out access. With the Danforth, transit, and the Beach nearby, it offers everyday convenience. Once listed over $1M, it’s now available for $276K less than it was last fall.

View the listing.

1642 Dufferin St – Toronto, ON

Listed by: RIGHT AT HOME REALTY
Listed by: RIGHT AT HOME REALTY
Listed by: RIGHT AT HOME REALTY

Property Details

  • Specs: 4 beds, 2 baths
  • Features: Extensive upgrades, landscaped backyard with stone patio retreat, steps to St. Clair West in Corso Italia

This charming yet upgraded home offers a comfortable layout, modern improvements, and a standout backyard retreat in the heart of the city. With shops, cafés, and transit just steps away, it’s perfectly positioned for urban living. It’s now on the market for $250K below its previous fall price.

View the listing.

159A Gladstone Ave – Toronto, ON

Listed by: BOSLEY REAL ESTATE LTD.
Listed by: BOSLEY REAL ESTATE LTD.
Listed by: BOSLEY REAL ESTATE LTD.

Property Details

  • Specs: 5 beds, 3 baths
  • Features: 3 fully self-contained units, rooftop-style decks, laneway parking with multi-use flexibility

A versatile, income-generating property in Beaconsfield Village, this home includes three separate units with modern finishes and private access throughout. From city-view decks to a fully renovated basement suite, it’s designed for both comfort and rental potential—now $140K off its fall listing, back on the market this spring.

View the listing.

33 Glengowan Rd – Toronto, ON

Listed by: HARVEY KALLES REAL ESTATE LTD.
Listed by: HARVEY KALLES REAL ESTATE LTD.
Listed by: HARVEY KALLES REAL ESTATE LTD.

Property Details

  • Specs: 5 beds, 5 baths
  • Features: Ravine lot with private trail access, vaulted primary suite with 11-ft ceilings, walkout basement with self-contained suite

This classic yet updated home blends elegant design with modern comfort, featuring a renovated chef’s kitchen, generous living spaces, and a private ravine backdrop. Offering exceptional space and flexibility, it becomes an even more compelling opportunity relisted this spring for nearly $200K below its fall asking.

View the listing.

35 Castle Frank Rd – Toronto, ON

Listed by: CHESTNUT PARK REAL ESTATE LIMITED
Listed by: CHESTNUT PARK REAL ESTATE LIMITED
Listed by: CHESTNUT PARK REAL ESTATE LIMITED

Property Details

  • Specs: 5 beds, 5 baths
  • Features: Fully renovated with luxury finishes, open-concept design, steps to ravine trails, and Castle Frank subway

A turnkey home in prestigious Rosedale, this property features a refined interior, expansive living spaces, and a chef-inspired kitchen designed for entertaining. With five bedrooms and beautifully updated bathrooms, it’s a rare find, priced $400K lower than last fall after a spring relisting.

View the listing.

Where Value Meets Opportunity

As these listings show, Toronto homes selling below asking are creating real opportunities for buyers to enter desirable neighbourhoods with added negotiating power. Whether you’re searching for a family home or an investment property, now may be the time to act before competition picks back up.

Ready to explore more Toronto homes selling below asking? Browse the latest listings on Zoocasa and uncover hidden opportunities across the city. Start your search today.

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Kimmie Nguyen

Kimmie Nguyen

Kimmie Nguyen is the Data Analyst Assistant at Zoocasa where she plays a pivotal role in intertwining the intricacies of data analysis with the dynamic world of real estate. With a genuine passion for applying scientific insights into the realm of business, Kimmie brings a fresh perspective to the intersection of technology and real estate. Kimmie enjoys uncovering valuable insights in the ever-changing real estate market through the dynamic usage of data trends.

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