"Decanting Real Estate" offers a fresh, sophisticated take on the complexities of Toronto’s ever-evolving real estate landscape. Hosted by Chris Kapches, CEO of Chestnut Park and Doug Gubitz, President of Chestnut Park, each episode uncorks key market trends, challenges, and insights, blending in-depth analysis with the art of fine living. Just like decanting a fine wine, this podcast allows listeners to savour a more thoughtful, nuanced view of the real estate world.
In Episode 14 of Decanting Real Estate, Chris Kapches and Doug Gubitz examine a surprising legal battle over a lawn in Mississauga and the broader questions it raises about property rights, government regulation and freedom of expression.
• The Mississauga Tall Grass Bylaw
A property owner challenged the city after allowing his grass to grow beyond the 20 cm limit. The dispute ultimately reached the courts, raising questions about municipal authority and individual property rights.
• Freedom of Expression & Government Overreach
Chris and Doug debate whether “rewilding” a property can constitute protected freedom of expression, and what the case could mean for municipal bylaws, property standards and government intervention in housing.
🍷 Alongside the discussion, Chris and Doug put two Ontario Chardonnays - Norman Hardie 2022 and Closson Chase 2024 - to a blind tasting, comparing the wines before revealing which was which....
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Episode 14 Segments:
(00:00) - Introduction & Blind Wine Tasting
(03:48) - Government Overreach & Housing Policy
(05:57) - The Mississauga Tall Grass Bylaw
(11:37) - Blind Wine Tasting Results
(16:23) - The Court Case & Charter Rights
(22:53) - Property Rights vs. Government Regulation
(32:33) - Final Thoughts
In Episode 13 of Decanting Real Estate, Chris Kapches and Doug Gubitz break down the critical policy shifts creating friction in the 2026 GTA housing market and three key topics shaping the industry:
HST New Construction Rebate Confusion -A joint government announcement promised a 13% HST rebate on new builds, but the lack of formal legislation has caused widespread uncertainty. Chris Kapches and Doug Gubitz discuss how developers are navigating the ambiguity and why it is temporarily stalling current transactions.
CREA’s Realtor Cooperation PolicyThe Canadian Real Estate Association's mandate requires exclusive listings to be moved to the MLS within three days of public marketing. The discussion examines how this policy limits options for sellers seeking privacy and the resulting pushback from the industry.
🍷 Alongside these deep conversations, Chris and Doug feature two wines: Huff Estates 'Catherine' Chardonnay 2022 and Domaine Philippe Chavy Bourgogne Chardonnay 2022.
Episode 13 Segments:
(00:00) - Intro & Wine Preview
(05:17) - HST Rebate Confusion
(18:17) - Wine Break & Topic Recap
(20:12) - CREA Cooperation Policy
(37:05) - Final Wine Review
(38:05) - Closing Thoughts
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12 Mar 2026
Miles Nadal on Luxury Real Estate, AI and Investment Strategy
In Episode 12 of Decanting Real Estate, Chris and Doug sit down with legendary entrepreneur Miles Nadal, Founder and Chairman of Peerage Capital and Peerage Realty Partners.They unpack the biggest questions shaping today’s market:• Is Artificial Intelligence helping or hurting real estate decisions?• Should buyers wait for the market to drop?• Why timing the market rarely works• The psychology behind luxury home purchases• Canada vs U.S. real estate trends• The coming housing crunch• First-time homebuyer challenges and co-ownership solutionsMiles introduces his powerful concept — “The Theory of Irrelevance” — explaining why short-term price fluctuations don’t define long-term wealth in real estate.From AI tools like ChatGPT influencing buyer decisions to macroeconomic insights on interest rates and housing supply, this episode blends strategic thinking, market intelligence, and entrepreneurial wisdom.If you’re buying, selling, investing — or just trying to understand where the real estate market is headed — this conversation is essential.Topics covered:Luxury Real Estate, Artificial Intelligence, Market Cycles, Mortgage Rates, Canadian Real Estate, U.S. Housing Market, Investment Strategy, Long-Term Wealth Building.
11 Feb 2026
Is Toronto Real Estate at Rock Bottom in 2026?
In Episode 11 of Decanting Real Estate, Chris Kapches and Doug Gubitz break down the GTA market outlook for 2026 and two major issues shaking Toronto’s housing scene: • Toronto Housing Market 2026: Has the Bottom Hit?After one of the most challenging years in Toronto real estate history, buyers and sellers are asking whether the market has finally stabilized. Chris and Doug analyze pricing trends, sales forecasts, and what 2026 may hold for the GTA housing market. • Buyer Beware: New Court Ruling Shakes Toronto Real EstateA recent Ontario court decision challenges the traditional concept of caveat emptor, or “buyer beware,” with major implications for unpermitted renovations and real estate contracts. The hosts break down why this ruling matters and how it could reshape risk for buyers and sellers. • Pre-Construction Condo Market CollapseFrom rising development charges to foreign buyer restrictions and livability concerns, Toronto’s pre-construction condo market is facing unprecedented challenges. Chris and Doug explore why new condo projects are failing and what changes the industry may need to survive. 🍷 Alongside these deep conversations, Chris and Doug feature two wines: Tawse Quarry Road Chardonnay VQA 2023 and La Chablisienne Beauroy Chablis 1er Cru 2022.
5 Nov 2025
$10M Fraud + Toronto Losing Its Community
Chris Kapches and Doug Gubitz examine a shocking real estate fraud case in Ontario and discuss how retail changes impact Toronto's community identity in this episode, also tasting affordable wines in this interview.
18 Sept 2025
Canada’s Housing Crisis
Chris Kapches and Doug Gubitz analyze Canada's impending housing construction crisis and discuss the legal implications of parental financial assistance for first-time homebuyers, offering insights into market challenges and family law.
31 Jul 2025
Stigmatized Properties
Hosts Chris and Doug explore the complex world of stigmatized properties, discussing the impact of true crime and supernatural events on property value, legal obligations, and buyer perceptions in this interview.
17 Jun 2025
Italian Wine, Real Estate Affordability & Closing Chaos
Hosts Chris and Doug explore Italian wine, real estate affordability, and closing challenges, offering insights into Toronto's real estate market in this episode.
28 Apr 2025
Boomers, Foreign Buyer Tax & Key Deposit Trial
In this episode, Chris & Doug dive into some of the hottest topics shaping Ontario’s real estate market:• The lasting impact of Boomers, inspired by the book Boom, Bust & Echo• The Foreign Buyer Tax in Ontario and what it means for the market• A wild Key Deposit trial that recently led to a surprising judgment
All while savoring two beautiful wines — a white and a red — from Ontario's own vineyards. 🍷
18 Mar 2025
The Condo Bubble
Episode 5 of Decanting Real Estate is here! In this episode, Chris & Doug take a deep dive into the rapid "Manhattanization" of Toronto, exploring the surge in high-rise condos, the shrinking unit sizes, and the impact of these trends on the real estate market.
3 Feb 2025
Decanting Exclusive Listings
In this episode, Chris & Doug break down the impact of the regulation about exclusive listings, discuss the opportunities and challenges it presents, and explore how the industry is adapting.
20 Dec 2024
Toronto's Urban Dilemma
In the third episode of Decanting Real Estate, Chris and Doug tackle the critical issue of affordability in Toronto’s housing market. They delve into the underlying causes of the crisis, including the lack of efficient transportation infrastructure and its impact on housing accessibility. With thoughtful analysis and real-world insights, they explore how these challenges shape the city’s real estate landscape and discuss potential solutions to address the growing affordability gap.
5 Nov 2024
Toronto's Housing Challenges
In this insightful second episode of Decanting Real Estate, Chris and Doug dive into the pressing housing issues affecting Toronto today. This episode sheds light on the complex dynamics behind the city's housing crisis. From government policies and interventions to the impact of rapid, high-density construction, Chris and Doug discuss the trend of small-unit developments dominating Toronto’s new building projects. They critically explore how these developments meet – or fail to meet – the needs of Toronto’s diverse population.
9 Oct 2024
Introduction
In this first episode, Chris Kapches, President of Chestnut Park, and Doug Gubitz, Vice President, delve into the current challenges facing the Toronto real estate market. Together, they introduce the podcast's central theme, "Decanting Real Estate," as they explore the complexities of the industry while tasting a fine wine. Join us for an insightful conversation blending expert market analysis with a touch of sophistication.
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
YouTube views
214,694
Score snapshot 15 Sept 2025
Podcast Authority Score: 22 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
11
Social presence
0
YouTube
82
Engagement
0
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Guest appearances
Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
Questions about Decanting Real Estate
Who hosts Decanting Real Estate?
Chris and Chris Kapches and Doug and Doug Gubitz host the show. Published by Chestnut Park Real Estate.
How often do new episodes come out?
The show publishes monthly, based on its RSS feed.
Does Decanting Real Estate take guests?
Yes. Guests have been identified in episode analyses.
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