Should You Sell Your Rental Properties in Retirement (EP 66) episode artwork

EPISODE · Nov 11, 2025 · 14 MIN

Should You Sell Your Rental Properties in Retirement (EP 66)

from Retiring Canada · host Michael Isbister, CFP®

Learn more about the Fundamental Retirement Plan: https://www.fundamentalwealth.ca/get-startedMany successful Canadians build significant wealth through real estate, but retirement often introduces a difficult question: should you continue managing your properties, or is it time to simplify?In this episode of Retiring Canada, we discuss the financial and lifestyle considerations involved with divesting a real estate portfolio during retirement.You will learn the key reasons retirees may choose to hold onto rental or commercial properties, the situations where selling may make more sense, and how these decisions can impact retirement income, taxes, estate planning, and long term financial security. We also walk through five important questions retirees should ask themselves before deciding whether to keep or sell their properties.We also discuss Michael’s personal experience owning rental property, the hidden cost of time, and why retirement planning decisions often involve both financial and emotional considerations.This episode is for Canadian retirees, business owners, and real estate investors who want to better understand how property ownership fits into a sustainable long term retirement plan. WANT EVEN MORE RETIREMENT PLANNING TIPS?Join thousands of other Canadians and subscribe to the ⁠Retiring Canada Newsletter.⁠https://www.retiringcanada.ca/retirement-newsletterAs a thank you, you'll receive a copy of our latest Retirement Guide AND MORE!EPISODE RESOURCES:📊 Work with Michael: https://fundamentalwealth.ca/get-started💻 Subscribe to the Newsletter: https://www.retiringcanada.ca/retirement-newsletter👉 Download Our Latest Retirement Guide: https://www.retiringcanada.ca/retirement-guide✏️ Submit Your Question: https://www.retiringcanada.ca/submit-your-question🌐 Retiring Canada Website: https://www.retiringcanada.ca

Learn more about the Fundamental Retirement Plan: https://www.fundamentalwealth.ca/get-startedMany successful Canadians build significant wealth through real estate, but retirement often introduces a difficult question: should you continue managing your properties, or is it time to simplify?In this episode of Retiring Canada, we discuss the financial and lifestyle considerations involved with divesting a real estate portfolio during retirement.You will learn the key reasons retirees may choose to hold onto rental or commercial properties, the situations where selling may make more sense, and how these decisions can impact retirement income, taxes, estate planning, and long term financial security. We also walk through five important questions retirees should ask themselves before deciding whether to keep or sell their properties.We also discuss Michael’s personal experience owning rental property, the hidden cost of time, and why retirement planning decisions often involve both financial and emotional considerations.This episode is for Canadian retirees, business owners, and real estate investors who want to better understand how property ownership fits into a sustainable long term retirement plan. WANT EVEN MORE RETIREMENT PLANNING TIPS?Join thousands of other Canadians and subscribe to the ⁠Retiring Canada Newsletter.⁠https://www.retiringcanada.ca/retirement-newsletterAs a thank you, you'll receive a copy of our latest Retirement Guide AND MORE!EPISODE RESOURCES:📊 Work with Michael: https://fundamentalwealth.ca/get-started💻 Subscribe to the Newsletter: https://www.retiringcanada.ca/retirement-newsletter👉 Download Our Latest Retirement Guide: https://www.retiringcanada.ca/retirement-guide✏️ Submit Your Question: https://www.retiringcanada.ca/submit-your-question🌐 Retiring Canada Website: https://www.retiringcanada.ca

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Should You Sell Your Rental Properties in Retirement (EP 66)

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The Lavigne Show The Lavigne Show Welcome to The Lavigne Show Podcast!We delve deep into the pursuit of justice in Canada, offering insightful discussions, interviews with guests from across the country and the world, and critical analyses of the legal system—all while saving you time.Catch the Show:For the full, unedited live experience, join TheLavigneShow onTheLavigneShow.comYouTubeRumbleXFacebook LiveTwitchBecome a Member for Exclusive Content at TheLavigneShow.comJoin Us in Pursuing the Truth Adventure In Your Ear Brainjuice Media Adventure In Your Ear is a weekly comedic radio play series. Bi-weekly a new episodic comedy adventure story will be released Wednesday. The stories are a part of our live once a month performances at James Street Pub in Ottawa, On Canada. FaceBook: https://www.facebook.com/aiyepodcastTwitter: @AdvInEarInstagram: adventure_in_your_ear Lending Thoughts Bekim Merdita Welcome to the Lending Thoughts podcast, a Canadian Mortgage Broker’s top source for timely, industry-leading insights to help you become a better mortgage professional.Join Bekim Merdita, a trusted name in mortgages and the EVP of Rocket Mortgage Canada, as he hosts conversations with industry experts and leaders to keep you informed on the latest and greatest in the Canadian mortgage landscape.Let the Lending Thoughts podcast be your guide to growing your tactics, expertise, and ultimately, your business, in this highly competitive mortgage market. SLUSH podcast Matt Lynds Nerd life/ adult life (we think?!) - all mixed up together - give us a listen, once a week.Nova Scotia, Canada

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This episode is 14 minutes long.

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This episode was published on November 11, 2025.

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Learn more about the Fundamental Retirement Plan: https://www.fundamentalwealth.ca/get-startedMany successful Canadians build significant wealth through real estate, but retirement often introduces a difficult question: should you continue managing...

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