The Last Honest Realtor

Toronto Realty Group
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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. Tune in to The Last Honest Realtor and experience Toronto real estate like never before. Be informed, be entertained, and most importantly, be ready to see the industry through the eyes of someone who can handle any challenge the market throws his way.

  1. Aug 11

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

    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 – Intro05:13 – The four neighbourhood factors every buyer should consider07:46 – How school boundaries change home values14:31 – What the data says about school premiums in the GTA17:00 – Buying an investment property for the school address24:16 – Why catchment lines can dramatically affect home prices28:12 – Why school rankings don't tell the whole story31:05 – What parents should evaluate beyond test scores33:13 – The biggest takeaway for Toronto homebuyersWhether 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

  2. Jul 28

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

    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 buy04:57 – The biggest mistake first-time buyers make05:18 – Why location shapes your entire life10:33 – Don't buy "somewhere", buy into a community12:08 – 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 lifestyle26:40 – Should you wait for the market bottom?28:03 – Why your twenties are worth more than perfect timingSupport 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

  3. Jul 14

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

    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 life09:32 — Why I wanted to sell—and didn't15:16 — The danger of hindsight16:23 — The Brampton home that lost $950,00031:30 — Why sellers must stay ahead of a falling market34:39 — Reinvesting instead of holding on38:36 — Why real estate owners struggle to sell at a loss40:08 — When selling at a loss can actually make financial senseWhether 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

  4. Jun 30

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

    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 time04:17 — Why buyers always purchase on the way back up13:18 — Are Toronto condos hitting new lows?16:00 — Interest rates and the "affordability bottom" narrative22:14 — Fear of losing more vs fear of missing out31:12 — Condos, detached homes, and different market bottoms33:26 — What the data actually says about Toronto condosIf 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

  5. Jun 16

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

    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 House06:20 — Toughest Deal12:43 — Best Deal18:10 — Biggest Heartbreak23:01 — Biggest "I Told You So"31:37 — Best Villain Award37:40 — My New BFF43:28 — Best High48:28 — Worst Low55:34 — Best TurnaroundSupport 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

  6. Jun 2

    Ep. 72 - Spring 2026 Recap: 10 Lessons Learned In The Toronto Real Estate Market

    Send us Fan Mail In this episode of The Last Honest Realtor, David Fleming looks back at Toronto's 2026 spring real estate market and shares his biggest observations from the first five months of the year. While headlines continue to focus on falling sales, weak condo performance, and economic uncertainty, David explains why the reality on the ground is far more nuanced. From multiple offers on $4 million homes to the growing shortage of move-up inventory, this episode explores where buyers are active, what properties are commanding premiums, and why turnkey homes continue to outperform everything else. Using recent transactions and client stories from across Toronto, David breaks down what's selling, what's struggling, and what these trends could mean for the rest of the year. In This Episode: 03:15 — Why High-End Move-Up Product Is Still King06:09 — The Move-Up Inventory Shortage09:11 — Why Lower-End Move-Up Buyers Are Still Active17:03 — The Rise of Exclusive Listings18:58 — Condo Sellers Cutting Corners24:02 — The Problem With Two-Bedroom Houses26:17 — Offer Night Psychology in the 90529:37 — Why Turnkey Homes are Winning33:30 — Sales, Prices & Inventory: The Spring Market Recap #TorontoRealEstate #TorontoHousingMarket #SpringMarket #TorontoHomes #TheLastHonestRealtor 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

  7. May 19

    Ep. 71 - The Future of Toronto Real Estate: Industry Ethics, Consumer Experience, and AI with Special Guest Christan Bosley

    Send us Fan Mail This week on The Last Honest Realtor, David sits down with Christan Bosley, Broker of Record of Bosley Real Estate, to unpack one of the most disruptive periods the real estate industry has faced in decades. With evolving industry business models and the rise of AI, this conversation breaks down what’s actually changing (and what isn’t) in Canadian real estate. Christan shares an expert perspective on industry ethics, consumer protection, and why experience and full-service representation still matter in a changing market environment. In This Episode: 02:02 — Why independent brokerages still matter03:57 — Traditional brokerage model vs. changing consumer perception12:05 — Why cheaper service isn’t always better17:41 — Mentorship and training agents at a brokerage22:10 — Consumer protection & regulatory oversight29:18 — The impact of technology on real estate workflows36:40 — Social media’s influence on agents53:10 — AI enters the real estate conversation55:32 — Future of the Realtor roleThis episode is for buyers, sellers, and anyone curious about where real estate is heading next. 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

  8. May 5

    Ep. 70 - Why The Ontario HST Rebate For New Buyers Won’t Fix Housing Affordability

    Send us Fan Mail In this episode of The Last Honest Realtor, David Fleming breaks down the newly announced HST rebate on new homes, a policy dominating headlines across Ontario’s real estate market. While the rebate promises savings of up to 13% for buyers, David explores the bigger question: does removing HST actually improve affordability, increase sales, or help the struggling development industry? Through economic history, housing policy analysis, and a candid discussion on taxation and government spending, this episode challenges whether the rebate will meaningfully impact housing prices at all. In This Episode: 01:04 — What the new HST rebate actually is09:32 — The economics of tax cuts and government revenue13:12 — Why affordability may not improve16:40 — Demand reduction vs supply creation17:31 — How policy unintentionally made housing less affordable18:56 — The real cost of taxes and “free” government programs20:30 — Why the rebate may have little market impactSupport 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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About

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. Tune in to The Last Honest Realtor and experience Toronto real estate like never before. Be informed, be entertained, and most importantly, be ready to see the industry through the eyes of someone who can handle any challenge the market throws his way.

Information

  • Creator
    Toronto Realty Group
  • Years Active
    2024 - 2026
  • Episodes
    76
  • Rating
    Clean
  • Copyright
    © 2026 Toronto Realty Group
  • Show Website
    The Last Honest Realtor

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