Investment Property Primer
Long-term rentals, short-term rentals, and 1031s in Central Florida
A five-part course for buyers acquiring investment property in Central Florida. Covers the hard stuff most investors learn the expensive way: which counties allow short-term rentals, how to model a true cash-on-cash return, the tax advantages of Florida, and how to use 1031 exchanges to build a portfolio without writing a check to the IRS.
Syllabus
5 lessons · ~50 minutes
- 01
Underwriting a Central Florida deal
Cap rate, cash-on-cash, DSCR, and the Orlando-specific line items (insurance, HOA, management) that rookie investors miss.
11 min read
- 02
Short-term rental rules by county and subdivision
Orange, Osceola, Lake, and Seminole counties — where STRs are allowed, where they're banned, and the HOA overlays that override county rules.
11 min read
- 03
The long-term rental market
Orlando's tenant pool, realistic rent expectations by submarket, vacancy assumptions, and property management fees in 2026.
8 min read
- 04
Florida tax advantages for investors
No state income tax, homestead exemption, Save Our Homes cap, portability — and when a primary vs. investment designation actually matters.
9 min read
- 05
1031 exchanges and portfolio growth
The 45-day ID rule, 180-day close rule, qualified intermediaries, and a realistic 10-year roadmap from one property to five.
10 min read
Questions as you go?
Text Ryan directly.
Most lessons are built from actual client questions. If something in the course doesn't quite match your situation — ask.