Hey, it sounds like you’ve got a great plan shaping up! Florida is a fantastic choice with its favorable tax environment, lower cost of living, and diverse markets. The Orlando-Kissimmee area is an excellent starting point due to strong rental demand driven by tourism, job growth, and a central location. With your wife’s connections there, you’ll also have a head start in building a local network.
Beyond Orlando, consider expanding your search to areas like Ocala and Sebring. Both are attracting attention for their affordability, growth potential, and appeal to new residents looking for a quieter lifestyle. These markets are ideal for investors seeking properties with good cash flow and future appreciation potential.
Don't overlook Southwest Florida, including Cape Coral, Port Charlotte, and the surrounding areas. These regions are booming, with demand fueled by their coastal appeal, warm climate, and expanding job opportunities. Cape Coral is especially popular among investors for its waterfront properties and growing infrastructure. House hacking in any of these markets can be a smart way to start with lower upfront costs and transition smoothly into a rental strategy.
Given your options with a VA loan or investment loan, starting by living in the property can help you maximize leverage and build equity. If you're interested in exploring these markets further or need help refining your strategy, feel free to reach out!