
If you’re thinking about selling your Windsor Cay vacation home, you already know this isn’t just another neighborhood. Buyers here aren’t shopping for a basic house—they’re looking for Airbnb-ready properties with style, income history, and vacation appeal.
I’m Mike Chen—licensed Realtor®, Airbnb Superhost, and an investor who owns multiple short-term rentals myself. I’ve lived this lifestyle, not just sold it. And that’s exactly what makes my approach different.
So if you’re ready to sell your Windsor Cay home fast and reach the right buyer, here’s how I do it better than the average agent.
I Know What Buyers Actually Want in Windsor Cay
Buyers looking in Windsor Cay aren’t just looking for a house—they’re looking for a profitable vacation rental that’s ready to go on Day 1. I know that because I’ve been that buyer myself, and I work with investors every week who are looking for properties just like yours.
They want:
- Smart tech already installed (locks, thermostats, cameras)
- Themed rooms and stylish furnishing packages
- A booking history they can leverage right away
- Walkability to the clubhouse, lazy river, and splash pad
- Proof that the home performs well on Airbnb or VRBO
Most agents don’t talk about these things. But for me, it’s second nature—because I’ve hosted hundreds of guests and sold homes that check all these boxes. When I list your Windsor Cay home, I make sure the right buyers see not just what it is, but what it can earn.
I Don’t Just List—I Actually Market
In a community like Windsor Cay, selling a home isn’t just about putting it on the market—it’s about making sure the right buyers actually see it.
That’s why I take a broader, more strategic approach to marketing. Your home is promoted on all the major real estate platforms like Zillow, Realtor.com, and the MLS—but I also go beyond the basics to reach serious short-term rental investors.
Here’s where I extend your listing’s reach:
- Targeted social media ads built specifically for Airbnb buyer profiles
- Exposure in Airbnb investor groups and networks actively seeking homes like yours
- My own FunStay Homes community, where vacation home owners and guests are already engaged
- High-quality listing materials: professional photos, drone footage, and walk-through videos
- Optional inclusion of Airbnb performance data—so buyers can see the earning potential upfront
As a trusted local Windsor Cay Realtor, I don’t just bring you exposure—I bring you the right kind of attention from people ready to make offers.
I Help You Maximize Listing Value with Airbnb-Ready Touches
When buyers shop in Windsor Cay, they’re not just imagining a place to stay—they’re picturing a business that runs smoothly from day one. That’s why the small things matter.
As someone who owns and manages vacation rentals myself, I know exactly which upgrades and setups help your home stand out and attract better offers.
Before we list, I’ll walk you through:
- What to highlight (smart tech, themed rooms, strong bookings)
- What’s worth investing in (like a game room or a pool screen)
- And what’s not necessary to spend on
The goal isn’t to over-stage or overthink—it’s to show buyers that your home is truly rental-ready. Whether you’re local or managing from afar, I help you make simple, high-impact tweaks that translate into buyer confidence and stronger offers.
Because at the end of the day, it’s not just about listing—it’s about launching your home the smart way.

I Work With Remote Sellers—Like You’re Right Here
A lot of Windsor Cay owners don’t live in Florida full-time, and that’s okay. I’ve worked with sellers across the country (and even overseas) who wanted to list but didn’t know how to handle everything from a distance.
When you work with me, I act as your eyes, ears, and boots on the ground. Whether your home needs a quick cleanup, new photos, or a handyman to fix a loose cabinet, I coordinate it all and keep you in the loop.
You’ll get:
- Hands-on help with photos, staging, and lockbox setup
- Trusted local vendor referrals (cleaners, handymen, pool professionals)
- Clear updates, walkthrough videos, and showing feedback
- Flexible scheduling to work around your time zone
Most of my sellers never have to fly in, and yet their homes still sell quickly and confidently.
I Know Windsor Cay Better Than Google Maps
Okay, maybe not better than Google Maps… but close.
Windsor Cay isn’t just a pin on a map to me. I’ve been walking these streets since the first models opened. I know the floor plans inside and out, what buyers are asking about right now, and which lots book better than others based on pool direction, location, or layout.
Because I’ve sold in Windsor Cay and its sister communities like Windsor Island and Windsor at Westside, I’ve got a clear sense of:
- Which homes get the most booking traction
- What themed setups perform best for families and large groups
- What turns off buyers (and how to fix it before showings ever start)
- How proximity to Epic Universe, Disney, and the clubhouse impacts value
When it comes to selling your Windsor Cay home, I’m not learning the neighborhood—I’m already part of it.
So… Why Work With Me?
I’m not just a licensed Realtor—I’m a Windsor Cay homeowner, Airbnb Superhost, and the founder of FunStay Homes. I’ve walked the walk, and I know firsthand what it takes to build, manage, and sell a successful vacation rental in this market.
I’ve helped dozens of owners, just like you, navigate the selling process with less stress and more strategy. Whether you’re local or listing from out of state, I make sure every part of the sale is handled like it’s my own.

I’m a vacation home owner just like yourself—and that’s exactly why I’ll treat your home like it’s mine.
Let’s talk when you’re ready. I’d be honored to be your trusted Windsor Cay Realtor and real estate expert.
