The Last Honest Realtor

Welcome to The Last Honest Realtor, your exclusive, behind-the-scenes pass to the twists and turns of the Toronto real estate market. Hosted by David Fleming of Toronto Realty Group, this podcast offers an unprecedented look behind the curtain, presenting the local real estate scene with a mix of unapologetic honesty and entertaining cynicism. David doesn’t just talk real estate—he lives it. With years of experience under his belt, he's here to share the unvarnished truth about what it really takes to buy or sell in Toronto. From the big wins to the frustrating pitfalls, get ready for a behind-the-scenes journey that promises both information and entertainment. Whether you’re a first-time homebuyer, a seasoned investor, or just a real estate enthusiast, David's insights will equip you with the knowledge you need to navigate the market. Expect practical advice on everything from staging and junk removal to listing and making the sale.

The Last Honest Realtor is a business podcast hosted by Unknown Host, with 76 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Unknown Host hosts The Last Honest Realtor, a business show with 76 episodes published.

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  The Last Honest Realtor

  Ep. 77 - Toronto Housing and Schools: Do School Rankings Really Affect Home Prices?

  Aug 11, 202637 min

  Send us Fan Mail Does buying a home in a top-rated school district actually increase its value? For many Toronto families, the answer is a resounding yes. In this episode of The Last Honest Realtor, David Fleming explores one of the biggest drivers of home prices: public school catchments. Through real client stories, market observations, and the latest statistical data, he explains why invisible school boundaries can add tens or even hundreds of thousands of dollars to a home's value. David discusses how parents make housing decisions years before their children even enter school, why some buyers purchase investment properties simply to secure a school address, and why supply and demand around desirable catchments creates powerful pricing premiums. In This Episode: 00:00 – Intro 05:13 – The four neighbourhood factors every buyer should consider 07:46 – How school boundaries change home values 14:31 – What the data says about school premiums in the GTA 17:00 – Buying an investment property for the school address 24:16 – Why catchment lines can dramatically affect home prices 28:12 – Why school rankings don't tell the whole story 31:05 – What parents should evaluate beyond test scores 33:13 – The biggest takeaway for Toronto homebuyers Whether you're a parent, a future homebuyer, or simply curious about what really drives Toronto real estate values, this episode offers an honest perspective on the intersection of housing and the city's public school system. Support the show Subscribe and Follow: Toronto Realty Group Website Toronto Realty Group YouTube Toronto Realty Blog Instagram Toronto Realty Blog Twitter Toronto Realty Blog Facebook

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  The Last Honest Realtor

  Ep. 76 - The Best Advice For Toronto's First-Time Condo Buyers

  Jul 28, 202631 min

  Send us Fan Mail In this episode of The Last Honest Realtor, David shares the advice he wishes every young buyer could hear: your first home isn't just an investment—it's the place that will shape your friendships, routines, career, relationships, and some of the most memorable years of your life. Most first-time buyers obsess over price per square foot, interest rates, and trying to perfectly time the market. But after 22 years in Toronto real estate and looking back on buying his own first condo at 25, David Fleming believes those aren't the decisions that will matter most. Drawing on personal stories from his own move to downtown Toronto, David explains why choosing the right neighborhood often matters more than finding the absolute lowest price, along with other factors that often get overlooked. If you're in your 20s or helping someone buy their first property, this episode offers a perspective you won't find in market reports. In This Episode: 01:28 – The condo I didn't buy 04:57 – The biggest mistake first-time buyers make 05:18 – Why location shapes your entire life 10:33 – Don't buy "somewhere", buy into a community 12:08 – Do you really need a real estate agent? 13:14 – Which condo amenities are actually worth paying for? 17:49 – Designing your condo around your lifestyle 26:40 – Should you wait for the market bottom? 28:03 – Why your twenties are worth more than perfect timing Support the show Subscribe and Follow: Toronto Realty Group Website Toronto Realty Group YouTube Toronto Realty Blog Instagram Toronto Realty Blog Twitter Toronto Realty Blog Facebook

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  The Last Honest Realtor

  Ep. 75 - When To Sell At A Loss: The Biggest Challenge In GTA Real Estate In 2026

  Jul 14, 202641 min

  Send us Fan Mail In this episode of the Last Honest Realtor, David Fleming draws on his own experience investing during the tech boom and bust of 2001-2002 to ask an important question: “How and when should you exercise a loss?” David also analyzes a recent media article about sellers who exercised a massive loss on a home in Peel Region and explains why the loss never should have been that large to begin with. In this episode we explore why people struggle to "exercise a loss," how emotions cloud financial decisions, and why sometimes the best investment move is accepting a loss and redeploying your capital elsewhere. In This Episode: 01:35 — The investing mistake that changed my life 09:32 — Why I wanted to sell—and didn't 15:16 — The danger of hindsight 16:23 — The Brampton home that lost $950,000 31:30 — Why sellers must stay ahead of a falling market 34:39 — Reinvesting instead of holding on 38:36 — Why real estate owners struggle to sell at a loss 40:08 — When selling at a loss can actually make financial sense Whether you own a condo that's fallen in value, an investment property, or you're simply trying to understand the roller coaster of the Toronto housing market, this episode offers an honest look at one of the toughest decisions investors face. Support the show Subscribe and Follow: Toronto Realty Group Website Toronto Realty Group YouTube Toronto Realty Blog Instagram Toronto Realty Blog Twitter Toronto Realty Blog Facebook

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  The Last Honest Realtor

  Ep. 74 - Has the Toronto Real Estate Market Finally Hit Bottom?

  Jun 30, 202641 min

  Send us Fan Mail Has the Toronto real estate market finally hit bottom? It's one of the most searched questions in Canadian real estate, but it's also one of the most misunderstood. In this episode, David Fleming explains why market bottom can only be identified after it's already happened, why buyers almost always purchase on the way back up (even at higher prices), and how psychology—not statistics—drives most real estate decisions. Using historical market cycles, media headlines, investment examples, and real Toronto housing data, David breaks down why trying to perfectly time the market is a game almost nobody wins. In This Episode: 02:05 — Why nobody can identify the bottom in real time 04:17 — Why buyers always purchase on the way back up 13:18 — Are Toronto condos hitting new lows? 16:00 — Interest rates and the "affordability bottom" narrative 22:14 — Fear of losing more vs fear of missing out 31:12 — Condos, detached homes, and different market bottoms 33:26 — What the data actually says about Toronto condos If you're waiting for the "perfect time" to buy in Toronto, this episode may completely change how you think about the market. Support the show Subscribe and Follow: Toronto Realty Group Website Toronto Realty Group YouTube Toronto Realty Blog Instagram Toronto Realty Blog Twitter Toronto Realty Blog Facebook

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  The Last Honest Realtor

  Ep. 73 - The Craziest Toronto Real Estate Stories of 2026 (So Far) with Anya Ettinger

  Jun 16, 20261h 3m

  Send us Fan Mail This week is another crossover special as David Fleming is joined by friend and colleague Anya Ettinger ( Who's In My House? ) for their inaugural Spring Market Awards. David and Anya dive into real stories from the trenches that defined Toronto's 2026 spring real estate market. From bidding wars and difficult negotiations to heartbreaking losses and unexpected victories, they hand out awards for the best, worst, and most memorable transactions of the season. Along the way, they discuss buyer psychology, multiple-offer dynamics, and the lessons that emerge when real people navigate an increasingly complicated housing market. In This Episode: 02:11 — Best House 06:20 — Toughest Deal 12:43 — Best Deal 18:10 — Biggest Heartbreak 23:01 — Biggest "I Told You So" 31:37 — Best Villain Award 37:40 — My New BFF 43:28 — Best High 48:28 — Worst Low 55:34 — Best Turnaround Support the show Subscribe and Follow: Toronto Realty Group Website Toronto Realty Group YouTube Toronto Realty Blog Instagram Toronto Realty Blog Twitter Toronto Realty Blog Facebook

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