A gated, fully built-out resort community roughly 2.5 miles from the Disney gates — built by Pulte in the early 2000s, zoned for short-term rental with a 3-night minimum, and one of the corridor's lowest-cost ways in. No CDD, a 24-hour staffed gate, and an amenity stack that's actually open. Here's everything we could verify: real costs, real rules, and honest numbers.
Windsor Palms is one of the original gated short-term rental resorts on the US-192 corridor — built by Pulte in the early 2000s (as "Wyndham Palms"), fully built out, and anchored by a 7,500 sq ft clubhouse with a saltwater pool, tiki bar, cinema, and sport courts. It trades the shine of the newer CDD-funded resorts for two things buyers consistently underrate: proximity and carrying cost.
Roughly 2.5 miles from the Walt Disney World gates, off US-192 near I-4 Exit 64 — among the closest gated STR communities to Disney. Guests can be at a park before most resorts' guests clear the corridor traffic.
Unlike newer corridor resorts (Windsor at Westside, Storey Lake, Solara, ChampionsGate), Windsor Palms has no CDD bond adding roughly $1,500–$3,000+ per year to the tax bill. That's a permanent carrying-cost edge — verify on any specific parcel's tax bill.
The Oasis Tiki Bar & Grill holds an active state food-service license through April 2027, the 58-seat cinema runs daily family screenings, and the Olympic-size saltwater pool, pickleball, and lighted courts round out amenities guests can genuinely use — free of charge.
A 24-hour staffed, guarded gate; daily trash collection from the bench beside each front door (no curbside cans for guests to manage); and no on-site rental program competing for your bookings — you or your manager control the whole guest experience.
Two-bedroom STR-zoned condos start around $200K and the community's median sale is about $306.5K — versus a ZIP 34747 median around $477K. Few places let you own this close to Disney for this little.
The honest trade-off: no construction noise, no builder competition, established landscaping — but interiors date to 2000–2003, so budget renovation money to compete with the newer resorts' product.
As of August 2026, Windsor Palms dues run roughly $350–$490 per month depending on property type — with no CDD assessment on top — but published fee figures conflict and are undated, so verify the current schedule with the association at (407) 390-0062 before writing an offer. Every owner pays two fees: the master association plus a product-specific sub-association.
Sources: community FAQ and realtor fee listings (undated — verify with the association), Osceola County CDD directory, Florida corporate filings, and live listing/sales data (July–August 2026). Compare these costs across all 15 corridor resorts in our Resort Cost Index.
Amenity list and hours from the official resort site (windsorpalms-resort.com, August 2026); shuttle, playground, and bike rentals from community sources. Most facilities run 8 AM–10 PM; guests use amenities at no charge (nominal fees for clubhouse Wi-Fi, business center, and bike rental; towel and equipment deposits at the Sundry Shop). Pool heating is reported by third-party sites but not stated on the official page — verify with the association.
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Windsor Palms spans 2–3 bedroom condos, 3-bedroom townhomes (many with private splash pools), and 4–6 bedroom single-family pool homes. Pulte never gave the models marketing names here — buyers identify them by bed/bath count and square footage.
The entry point to the community — the least expensive STR-zoned product this close to Disney, listing around $220K–$235K in mid-2026.
A third bedroom at condo pricing — sleeps a full family within the licensed occupancy, at dues that include water, building insurance, and roof.
The largest condo layout — an extra ~134 sq ft of living space over the standard 3-bed plan.
Three full baths, and many townhomes include a private plunge/splash pool — a listing-photo advantage no condo here can match.
The entry single-family plan — a private-pool home footprint at the community's lower home price band.
The bigger four-bedroom adds a third bath — a meaningful upgrade for two-family guest groups.
Five bedrooms puts a Windsor Palms home into the larger-group segment that drives the corridor's strongest gross revenue.
The largest plan in the community — six bedrooms, private pool, and the top of the resale range (a 6BR listed at $595K in mid-2026).
Floor plans courtesy of Team Donovan (tdflorida.com); original plans by the community's developer. Bath counts shown where sources agree — verify exact bed/bath configuration on any specific listing.
Straight talk: nobody publishes Windsor Palms–specific performance data, and Kissimmee “market averages” blend 6-bedroom mansions with 2-bedroom condos — roughly 80% of the market's supply is 3+ bedrooms. These are labeled proxy ranges from ZIP-level and market-level data: expect a 2–3BR condo here to run below the blended figures and a 5–6BR pool home to run above them.
Sources: AirDNA and AirROI Kissimmee market data and a ZIP 34747 aggregation (2026), plus PM/realtor-reported comparables at adjacent resorts. Proxy estimates only — no Windsor Palms–specific dataset exists; results vary by product, condition, and management.
Market averages only tell half the story. Our free community guide includes real numbers from self-managing owners and property managers who run units inside Windsor Palms.
Windsor Palms sits in unincorporated Osceola County, inside the county's short-term rental overlay — renting short-term is fully legal with the right registrations. Our sister company handles all of this for owners.
Every community has trade-offs. These are the ones buyers should price in — and sellers should be ready to talk about.
Published fee figures conflict ($354–$367/mo per one source; $195–$489/mo per another) and neither is dated. Every owner pays a master association fee plus a sub-association fee (single-family, townhome, or condo). Get the current schedule and estoppels from both associations — (407) 390-0062 — before you write an offer, not after.
Public court records show the master association and HOA jointly foreclosing on a delinquent owner, with over $26K disbursed to the associations in 2026. Good news for the community's finances; a warning to budget dues as seriously as a mortgage payment.
The three-story, early-2000s condo buildings fall under Florida's post-2021 milestone-inspection and structural-reserve (SIRS) regime, and Orlando-area HOA fees have been rising sharply on insurance and reserve mandates. The condo sub-association's reserve status is not published — request the budget, reserve study, and any inspection reports during due diligence.
Average marketing time runs around 227 days, with roughly 40 active listings at once and sold prices averaging about 96% of list. For buyers, that's leverage. For sellers, pricing and presentation decide everything — which is exactly where real rental numbers and a featured listing earn their keep.
Guest reviews praise the resort amenities but flag dated furnishings and maintenance in individual rentals. A 2003 interior can't compete with Windsor Island's 2022 product at the same nightly rate — plan a refresh budget into your purchase math, or price your rate expectations accordingly.
Three-night minimum stay (no one-nighters), no guest pets under the bylaws, occupancy capped at each home's licensed maximum, and no on-site rental program — you must arrange your own management and guest support. None of these are deal-breakers, but all four belong in your underwriting.
Compiled from public records, court filings, official county and state sources, and guest reviews. Always verify current association budgets and disclosures during your inspection period — we can help you request them.
One 24-hour staffed gate off US-192 serves the whole community. The clubhouse complex at 2300 Wyndham Palms Way anchors the resort — pool, spa, tiki bar, cinema, Sundry Shop, and the sport courts all sit together — with condo buildings, townhomes, and single-family streets arranged around it.
Community map courtesy of Team Donovan (tdflorida.com).
Buying, not selling?
This guide covers what Windsor Palms is — the amenities, the floor plans, what it is like inside the gates. If what you need is whether the purchase works, John keeps a buyer’s breakdown on his agent site: HOA and CDD with their sources, the leasing rule, what to verify before you offer, and the calculator preloaded with this community’s figures.
See the Windsor Palms buyer’s breakdown →johnandrewhomes.com · Johnathon Candelario, Preferred SHORE
Whether you're buying your first vacation rental or deciding if it's time to sell, talk to a team that operates short-term rentals across this corridor every week.
For additional information regarding purchasing a property at Windsor Palms Resort, contact John at 407-750-2434 or contact us here.
If you own at Windsor Palms Resort and are considering selling or have questions about the sales process, contact us here to find out how your property would benefit as a featured listing.
Must-have information for owners and prospective owners — HOA details, real rental projections and historicals from owners and managers in the community, and what to check before you buy.
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