

3 Cash-Flowing Real Estate Deals in 2025 (& Where We Found Them)
26 snips May 26, 2025
Garrett Brown, a short-term rental expert and host of the BiggerStays YouTube channel, joins Ashley Kehr, co-host of Real Estate Rookie, to explore real estate investment opportunities in 2025. They analyze three cash-flowing properties, comparing long, medium, and short-term rental strategies. Discover why short-term rentals might not always be the most profitable option and learn about innovative tactics like renting-by-the-room and subdividing lots for extra cash flow. Regulations on short-term rentals could actually benefit investors too!
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Short-Term Rental Profit Levers
- Short-term rental profitability depends heavily on purchase price and added amenities.
- Operational improvements can significantly increase revenue beyond baseline projections.
Analyze Multiple Rental Strategies
- Analyze rental properties using short, mid, and long-term strategies from day one.
- Ensure exit strategies by confirming viability across different rental approaches, especially for beginners.
Long-Term Rental Cost Challenges
- Mortgage payments and other costs often exceed rental income in long-term rental scenarios.
- Long-term rents may not cover monthly expenses, making some deals unprofitable without adjustments.