3 Cash-Flowing Real Estate Deals in 2025 (& Where …


There are still real estate deals even in 2025. To prove it, we’re taking three real (on-market!) deals and analyzing them three ways: as a long, medium, and short-term rental to see which will have the highest cash flow. All of these properties are around or under the median home price in the US and have at least one strategy that makes them profitable, even in 2025 with today’s high interest rates.

To help run the deal analysis, Ashley Kehr from the Real Estate Rookie podcast and Garrett Brown from BiggerStays join us to crunch the numbers. You’re probably thinking, “Short-term rentals always make more than long-term rentals!” but that isn’t exactly the case. With the added expense of short-term rental management, some deals may work MUCH better as a long or medium-term rental.

We’ve even got some bonus strategies to share to boost your rental property profits, like renting-by-the-room to get even more revenue and subdividing your lot so you can sell it and pay off your rental faster (more cash flow!). These deals still work in 2025, and today, we’re sharing exactly where we found them. 

Ashley:
No matter what anyone else tells you, there are profitable real estate investments available on the market right now. You just need to know how to find them and how to implement the right business plan to maximize your returns. Depending on the property and the market, that might mean a short-term rental strategy or a long-term one. Today we’ll show you how to project expenses, revenue, and other key metrics for either strategy. Select the best one to achieve your goals and put yourself on the path to financial freedom. Hey everyone, it’s Ashley Kehr guest hosting the BiggerPockets Real Estate podcast for Dave Meyer. Today I have Garrett Brown here with me, BiggerPockets short-term rental expert and host of the brand new bigger stays YouTube channel. Garrett, how are you?

Garrett:
I’m doing great. I am super excited to be back talking deals with you,…