Windsor Palms Homes for Sale

About Windsor Palms Neighborhood

Windsor Palms Resort was built by Pulte Homes in the early 2000s on land situated between Formosa Gardens Boulevard, Canary Island Drive, and Wyndham Palms Way in Kissimmee's 34747 ZIP code. Originally marketed under the Wyndham Palms name, the community rebranded as Windsor Palms and has since developed a strong, independent reputation as one of the most established resort communities in Osceola County. The development spans several hundred units across three distinct property types, creating a diverse ownership base of primary residents, second-home buyers, and vacation rental investors.

The property mix at Windsor Palms includes two- and three-bedroom condominiums, three-bedroom townhomes, and four-, five-, and six-bedroom single-family pool homes, offering approximately 1,022 to 2,432 square feet of living space depending on the unit type. Single-family homes at Windsor Palms are distinguished by their private swimming pools and spas — a central feature for the vacation rental market. Condominiums and townhomes offer a lower price point of entry, making Windsor Palms one of the more accessible gated resort communities in the Disney World corridor for buyers considering multiple price ranges.

The centerpiece of Windsor Palms is a 7,500-square-foot clubhouse that anchors the community's resort lifestyle. The facility includes an Olympic-sized saltwater pool with a sun deck and hot tub, a children's splash pad, and a poolside Oasis Tiki Bar serving cocktails and light bites. Inside the clubhouse, residents and guests enjoy a 58-seat movie theater with a 3D projector, a business center, video arcade, ping pong and billiards tables, a fitness center, and a sundry shop stocked with snacks, Starbucks coffee, and souvenirs. Lighted tennis, sand volleyball, and basketball courts complete the outdoor athletic offerings, along with a children's playground and picnic and BBQ areas. A walking trail winds through the community, and shuttle service to Disney World, Universal, and SeaWorld is available for a small fee.

Windsor Palms draws its ownership base primarily from buyers seeking a proven vacation rental investment. With over 100,000 guests visiting the broader Windsor Palms community annually, the rental market for homes here is established and active. All property types are zoned for short-term rental use, and the community's proximity to Walt Disney World — less than three miles by road — is a persistent driver of guest demand throughout the year.

Windsor Palms Location & Connections

Windsor Palms is situated along Wyndham Palms Way and Canary Island Drive, approximately one mile south of US-192 (W. Irlo Bronson Memorial Highway) in the Westside corridor of Kissimmee. The community's entrance is accessible from Formosa Gardens Boulevard, which connects to the US-192 commercial corridor in minutes. Regional highway connectivity is excellent: SR-429 (Daniel Webster Western Beltway) is just a short distance away and provides a fast, toll-based path to Orlando International Airport, downtown Orlando, and points north.

At approximately 2.5 miles from the front gate of Walt Disney World, Windsor Palms occupies one of the most desirable position zones in the entire Kissimmee resort market. The nearest Disney park by road is Animal Kingdom, a 15-minute drive, while Magic Kingdom is roughly 17 minutes in typical traffic. Universal Orlando and SeaWorld are each accessible within 20–25 minutes, and the Sunset Walk entertainment district at Margaritaville — with restaurants, shops, and a dine-in movie theater — is only about three miles to the east along US-192.

Windsor Palms Amenities & Lifestyle

Windsor Palms has earned a reputation among resort community buyers as one of the best value-for-dollar options in the Kissimmee Westside corridor. The 7,500-square-foot clubhouse delivers amenities that rival communities charging far higher HOA fees, while the community's mature landscaping, well-maintained streets, and friendly staff create an environment that feels polished and professionally managed. Whether an owner chooses to use the home personally, rent it to vacationers, or do both, the infrastructure at Windsor Palms is purpose-built to support that flexibility.

Beyond the gates, Kissimmee's Westside corridor places virtually every Central Florida experience within a short drive. The Mystic Dunes Golf Club immediately adjacent to the east offers championship golf without leaving the neighborhood, while the sprawling US-192 commercial strip provides dining, shopping, entertainment, and services of every kind. The community's location near SR-429 makes regional commuting and airport access significantly more efficient than communities positioned deeper in the resort zone.

How Windsor Palms Compares

Windsor Palms occupies a sweet spot in the Kissimmee resort market: close enough to Disney World to generate strong rental demand, but priced more accessibly than some of the newer luxury resort communities. The Pulte Homes construction quality and the community's two-decade track record of occupancy give buyers confidence that the investment is well-proven. The 7,500-square-foot clubhouse and saltwater pool deliver amenities typically associated with larger, more expensive communities, while HOA fees remain competitive relative to what is provided.

Windsor Palms HOA & CDD Information

Windsor Palms is managed by a homeowners association (HOA) that maintains the community's common areas, clubhouse, pool complex, security gate, and landscaping. Like many resort communities of its size, Windsor Palms operates with separate sub-associations for its three property types — single-family homes, townhomes, and condominiums — with each property owner paying the applicable association fee for their unit in addition to the master association assessment. The dual-fee structure ensures that property-type-specific maintenance (such as building exteriors for townhomes and condos) is addressed without the costs being pooled across all property types.

Windsor Palms has no Community Development District (CDD). This is a meaningful cost advantage for owners in the Disney World corridor, where many newer resort developments carry CDD fees that add to annual ownership costs. To understand how CDDs work and why their absence matters, visit our What's a CDD guide.

Frequently Asked Questions