In this episode of The Wisdom, Lifestyle, Money Show, host Scott Dillingham compares single family vs multifamily real estate investing, offering guidance for beginners and experienced investors in Windsor and Southwestern Ontario.
Scott explains single family benefits: Easier entry (5% down if occupying), quick sales to all buyers (investors/owners), tenant-paid debt reduction, and strong appreciation amid housing shortages—ideal for testing investing without high commitment.
He notes challenges like lower cash flow and initial vacancies (hardest on first property), recommending variable rates for low penalties/exit flexibility, and property managers to minimize headaches.
For multifamily: Higher cash flow from multiple units (covers vacancies), economies of scale on repairs/renos (bulk discounts), rent-tied appreciation, and CMHC options (5-20% down, 35-40 year amortizations for eco/low-income projects).
Drawbacks include tenant conflicts/headaches; suggests managers screening for compatibility—natural evolution after single family for portfolio growth via sales/refinancing.
In 2025, Ontario's market sees single-family prices down 6.7% YoY to ~$866K amid economic slowdown/uncertainty, while multifamily faces supply pressure but benefits from rate cuts (BoC to ~2%) spurring sales (up 12.9%) and rebounds—favoring multifamily for cash flow in tight conditions, per CMHC, TD, RBC, and Central 1 forecasts.
This episode empowers investors with stage-based strategies for building wealth in Canada's 2025 housing crisis.
Guest Bio
Scott Dillingham is the host of The Wisdom, Lifestyle, Money Show and founder of LendCity Mortgages in Windsor, Ontario, specializing in home and investment financing. From single family to multifamily investing, Scott shares proven strategies from his portfolio. Passionate about guiding investors, he emphasizes expert advice. Connect with Scott at lendcity.ca, call 519-960-0370, or listen for real estate insights.
Scott Dillingham is the host of The Wisdom, Lifestyle, Money Show and founder of LendCity Mortgages in Windsor, Ontario, specializing in home and investment financing. From single family to multifamily investing, Scott shares proven strategies from his portfolio. Passionate about guiding investors, he emphasizes expert advice. Connect with Scott at lendcity.ca, call 519-960-0370, or listen for real estate insights.
Key Takeaways
- Single Family Start: Ideal for beginners—5% down if occupying, easy sales to broad buyers, tenant-paid mortgages reduce debt; ride appreciation waves in shortages.
- Challenges/FYI: First property toughest (full vacancy coverage); use variable rates for low penalties/easy exits if unsure about investing.
- Property Managers: Essential even for singles—screen tenants, check databases, minimize issues; extends vacancies but reduces headaches.
- Multifamily Advantages: Stronger cash flow covers vacancies; bulk renos cheaper (discounts on flooring/roofs); rent boosts appreciation/values.
- Drawbacks: More tenant conflicts (noise/parties)—managers match personalities for harmony.
- Evolution: After singles, sell/upgrade to multifamily for growth; use equity/refis for down payments (15-20% on commercial 6+ units, 35-40 year terms).
- CMHC Options: 5-20% down on multifamily (eco/low-income), but aligns with strategy—consult experts before acting.
- 2025 Outlook: Ontario singles down 6.7% to ~$866K; multifamily supply pressure but sales up 12.9% via cuts—favor cash-flow focus.
Resources and Links
- LendCity Mortgages: https://lendcity.ca/ – Investment financing and consultations.
- Scott Dillingham Contact: Call 519-960-0370 – For real estate strategy advice.
- CMHC Outlook: https://www.cmhc-schl.gc.ca/professionals/housing-markets-data-and-research/market-reports/housing-market/housing-market-outlook – 2025 forecasts.
- TD Economics: https://economics.td.com/ca-provincial-housing-outlook – Provincial trends.
- Central 1 Forecast: https://www.central1.com/pdf_files/ontario-housing-forecast-2025-2027/ – Ontario predictions.
Call to Action
If Scott Dillingham's single vs multifamily insights in 2025's shifting market guide your investing start, visit lendcity.ca or call 519-960-0370 for a consultation. Share this episode with aspiring investors—tag us on social media! What's your first property type? Leave a review on Apple Podcasts or Spotify to help others find 2025 trends, manager tips, or evolution strategies. Tune in next week for more on wealth building.
If Scott Dillingham's single vs multifamily insights in 2025's shifting market guide your investing start, visit lendcity.ca or call 519-960-0370 for a consultation. Share this episode with aspiring investors—tag us on social media! What's your first property type? Leave a review on Apple Podcasts or Spotify to help others find 2025 trends, manager tips, or evolution strategies. Tune in next week for more on wealth building.
- (00:04) - Introduction to Property Investing
- (06:36) - Transitioning to Multifamily Investing
- (09:10) - Benefits of Multifamily Properties
- (15:08) - Evolving Your Investment Strategy
- (16:17) - Financing Options for Multifamily Properties
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