Orlando & Kissimmee · 28.33° N
Windsor Hills
The classic Disney-corridor rental resort
Living in Windsor Hills
Windsor Hills is one of the corridor’s proven performers — a gated resort barely 2.5 miles from the Walt Disney World entrance, with a lagoon-style pool, water slides, movie theater, and sports courts. Its two-decade rental track record makes it a favorite for first-time vacation-home investors.
Why buyers choose it
- About 2.5 miles from Walt Disney World
- Lagoon pool with water slides & splash zone
- Established rental history buyers can underwrite
- Condos, townhomes & pool villas
Buying a home in Windsor Hills
Buyers comparing Windsor Hills often begin with the home's intended use, the day-to-day fit of the amenities, and the ownership rules that apply to the community. Live inventory changes quickly, so a current MLS search is only the starting point for a useful comparison.
Our Kissimmee specialists can narrow the options by floor plan, condition, rental suitability where applicable, and the details that affect a Florida purchase after closing. Use the live listings below, then ask us for a practical read on the homes that match your plans.
Comparing nearby areas? Explore Orlando and Kissimmee homes for sale or compare homes for sale near Disney World across the resort corridor.
Live inventory
On the market in Windsor Hills
$470,000
3 bd3 ba1,440 sqft
2579 Maneshaw Lane
Windsor Hills Ph 4 · Kissimmee, FL 34747
$250,000
2 bd2 ba1,081 sqft
2781 Almaton Loop #302
Ventura At Windsor Hills Condo Ph 2 · Kissimmee, FL 34747
$695,000
6 bd4 ba2,812 sqft
2564 Archfeld Boulevard
Windsor Hills Ph 7 · Kissimmee, FL 34747
$349,900
3 bd2 ba1,246 sqft
2785 Almaton Loop #303
Ventura At Windsor Hills Condo Ph 2 · Kissimmee, FL 34747
$678,000
6 bd4 ba2,812 sqft
2669 Manesty Lane
Windsor Hills Ph 3 · Kissimmee, FL 34747
$270,000
2 bd2 ba1,081 sqft
2788 Almaton Loop #102
Windsor Hills · Kissimmee, FL 34747
$649,000
5 bd5 ba2,297 sqft
2648 Dinville Street
Windsor Hills Ph 3 · Kissimmee, FL 34747
$719,000
6 bd4 ba2,812 sqft
2624 Bowring Street
Windsor Hills · Kissimmee, FL 34747
$335,000
3 bd2 ba1,246 sqft
2788 Almaton Loop #401
Ventura At Windsor Hills Condo Ph 1 · Kissimmee, FL 34747
$325,000
3 bd2 ba1,450 sqft
2817 Almaton Loop #304
Ventura At Windsor Hills Condo Ph 6 · Kissimmee, FL 34747
$379,000
3 bd2 ba1,410 sqft
7654 Comrow Street #205
Ventura At Windsor Hills Condo Ph 8 · Kissimmee, FL 34747
$419,000
3 bd3 ba1,440 sqft
2592 Maneshaw Lane
Windsor Hills Ph 2 · Kissimmee, FL 34747