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.
Live inventory
On the market in Windsor Hills
$699,000
6 bd4 ba2,812 sqft
7772 Basnett Circle
Windsor Hills Ph 3 · Kissimmee, FL 34747
$699,900
5 bd5 ba2,494 sqft
7742 Comrow St
Windsor Hills · Kissimmee, FL 34747
$350,000
3 bd2 ba1,450 sqft
2778 Almaton Loop #204
Ventura At Windsor Hills Condo Ph 3 · Kissimmee, FL 34747
$259,999
2 bd2 ba1,081 sqft
2778 Almaton Loop #202
Ventura At Windsor Hills Condo Ph 3 · Kissimmee, FL 34747
$629,900
5 bd5 ba2,494 sqft
7795 Basnett Circle
Windsor Hills Ph 3 · Kissimmee, FL 34747
$275,000
2 bd2 ba1,081 sqft
2817 Almaton Loop #402
Ventura At Windsor Hills Condo Ph 6 · Kissimmee, FL 34747
$338,500
3 bd2 ba1,410 sqft
2784 Almaton Loop #205
Ventura At Windsor Hills Condo Ph 1 · Kissimmee, FL 34747
$698,000
6 bd4 ba2,812 sqft
2536 Holtrock Street
Windsor Hills Ph 7 · Kissimmee, FL 34747
$679,000
5 bd5 ba2,297 sqft
7777 Teascone Boulevard
Windsor Hills Ph 06 · Kissimmee, FL 34747
$348,500
3 bd2 ba1,246 sqft
2785 Almaton Loop #103
Ventura At Windsor Hills Condo Ph 2 · Kissimmee, FL 34747
$569,900
4 bd4 ba1,824 sqft
2568 Archfeld Boulevard
Windsor Hills Ph 7 · Kissimmee, FL 34747
$419,000
3 bd3 ba1,440 sqft
2530 Maneshaw Lane
Windsor Hills Ph 4 · Kissimmee, FL 34747