Winslow Homes LLC | Serving Kissimmee, Osceola County, FL
Investment Properties in Kissimmee
Investment properties in Kissimmee, FL include long-term rentals, short-term vacation rentals, and fix-and-flips. Winslow Homes LLC tracks cap rates and rental comps across Osceola County.
Search Live Kissimmee Homes Get Pre-Approved Call 386-690-5858
What Makes Winslow Homes the Right Choice in Kissimmee
Ryan and Megan Winslow run Winslow Homes LLC out of New Smyrna Beach, Florida. We list, sell, and finance homes across Osceola County and statewide. Our in-house mortgage arm, Novus Home Mortgage, funds loans in all 50 states. That means one team, one transaction, one closing date.
- 5.0 star rating across Google, Zillow, and Realtor.com
- Licensed in FL, MA, CT, RI for real estate
- Federally licensed mortgage NMLS through Novus
- Direct response under one hour, 9am-8pm ET
- Free CMA, free pre-approval, no upfront cost to buyers or sellers
Frequently Asked Questions about Investment Property Kissimmee FL
- Investment Properties in Kissimmee
- Investment properties in Kissimmee, FL include long-term rentals, short-term vacation rentals, and fix-and-flips. Winslow Homes LLC tracks cap rates and rental comps across Osceola County.
- What is a good cap rate in Kissimmee, FL?
- Cap rates in Kissimmee run 4-7% depending on neighborhood and property type. Short-term rentals can hit 8-12% in tourist-zoned areas.
- Are short-term rentals legal in Kissimmee?
- Short-term rental rules in Kissimmee vary by zoning and HOA. Winslow Homes tracks STR-permitted neighborhoods and verifies before you offer.
- Can I 1031 exchange into a Kissimmee property?
- Yes. Winslow Homes coordinates 1031 exchanges with qualified intermediaries to defer capital gains.
- What financing works for investment properties in Kissimmee?
- DSCR loans qualify on rental income, no W2 needed. 20-25% down typical. Novus Home Mortgage funds DSCR loans up to $3M.
Ready to Buy or Sell in Kissimmee?
Call Ryan or Megan at 386-690-5858, email Broker@WinslowHomesLLC.com, or apply for a mortgage at winslowloan.com.