- 8 beds
- 6 baths
- 4,041 sqft

A buyer’s guide to ownership costs
Windsor at Westside Resort homes for sale: HOA fees
Compare Windsor at Westside Resort homes for sale with a clearer view of association dues, district assessments and shared amenities.
Windsor at Westside Resort homes for sale
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Read the HOA payment and tax bill separately
When you compare Windsor at Westside Resort homes for sale, we recommend looking at HOA fees, CDD assessments and expenses tied to the individual home as separate costs. The homeowners association and the district fund different responsibilities. A CDD assessment may appear on the Osceola County tax bill alongside property taxes, so check the bill before adding a district figure to your total a second time. For expenses beyond this community, see our guide to the cost of owning an Orlando villa.
Which costs belong to the HOA, the district and the home?
We separate these categories so you can compare homes without mistaking shared services for private-home coverage.
| Aspect | HOA dues | CDD assessments | Property-specific expenses |
|---|---|---|---|
| Who is responsible? | The homeowners association. | The community development district. | Responsibility depends on the home and applicable documents. |
| What is established? | Association management, common-area maintenance and a bulk internet contract are documented. | Assessments fund district operations and maintenance and debt service. | Private-lot, pool, roof and exterior responsibilities need property-specific review. |
| What should you check? | Confirm current dues, payment frequency and the applicable maintenance schedule. | Check the parcel’s assessment category and complete tax bill. | Review the governing documents and the home’s condition and service needs. |
FY2027 CDD assessments by property category
For FY2027, the district’s published annual gross figures add to approximately $1,922 for a 25-foot townhome category, $2,307 for a 40-foot single-family category and $2,910 for a 50-foot single-family category. Each example combines the rounded operations-and-maintenance and debt-service amounts for that category; the two bond-series tables should not be added together for one home. These are category examples, not parcel bills. The assessed product or lot category, rather than bedroom count, is the useful starting point when checking a particular property.
What shared upkeep is documented?
The documented shared services are a starting point, not a maintenance schedule for an individual home.
Association administration
Association dues include association property management and common-area maintenance, not management of an individual home.
Bulk internet contract
The association confirms a bulk internet contract. Check the current terms for the home you are considering.
District-maintained areas
District upkeep covers its landscaping, lakes, wetlands, irrigation, fountain, signage and certain walls or fencing.
Private-property responsibilities
Shared upkeep does not tell you who maintains a particular lot, private pool, roof or home exterior.
Shared amenities you can enjoy as an owner
Windsor at Westside has a clubhouse of approximately 10,000 square feet and a zero-entry shared pool, waterslide, lazy river, hot tub and children’s water playground. The activity center, game room and fitness center offer other ways to spend time in the community, whether you live here or use your home as a second home. There is also a lounge. We would treat meals, drinks, events and cabana rentals as separate choices rather than assume they come with association dues.

Check access and parking alongside the amenities
Current community guidance describes amenity use by homeowners and guests, a daily party pool waiver for clubhouse amenities, owner and vendor access cards, and separate visitor-entry procedures. We suggest reviewing those arrangements for the home you choose rather than assuming access works the same way in every circumstance. Published vehicle limits also vary by property category, from three vehicles for townhomes and smaller detached homes to five for the largest listed detached category. Consider how the applicable limit fits your everyday parking needs.
Windsor at Westside Resort market snapshot
All property types and asking prices within the saved Windsor at Westside Resort boundary.
- For sale now
- 57
- Median asking price
- $550,000
What to check for the home you choose
For a property-level comparison, we would request current dues and payment frequency, the association budget and reserve information, any approved additional assessments, and property-specific status information. Review the maintenance schedule, applicable declaration and amendments, current access rules, and the parcel’s tax bill and CDD classification together. Our Windsor at Westside Resort community guide adds neighborhood context. If your plans include renting, start with our guide to renting out a home near Disney, then check the rules for your chosen property.
FAQs: dues, maintenance and CDD charges
FAQs: amenities and property-use rules
Review HOA fees with Gaby Sadler
We can help you compare Windsor at Westside Resort HOA fees with the district assessment and documents applicable to a home you are considering. Bring a listing or a tax bill to the conversation with Gaby Sadler, our property specialist, and we can identify which figures and responsibilities still need property-specific confirmation before you decide.
Recent sales near Windsor at Westside Resort
120 properties sold within half a mile in the last 12 months · median $552,500
8967 Amelia Downs Trail9 bed · 7 bath · 4,363 sqft
$674,900
Sold Nov 3, 2026
8879 Qin Loop8 bed · 6 bath · 4,041 sqft
$680,000
Sold Oct 30, 2026
1638 Lima Avenue9 bed · 6 bath · 4,391 sqft
$640,000
Sold Oct 26, 2026
1692 Tropical Palms Circle5 bed · 5 bath · 2,294 sqft
$470,000
Sold Oct 26, 2026

Gaby Sadler
Property Specialist, Serhant
Explore Windsor at Westside Resort homes for sale with Gaby
Comparing Windsor at Westside Resort homes for sale? Share your ownership questions and priorities. I can help you review the relevant costs, documents and property-specific responsibilities.
Find the right Windsor at Westside Resort home
Explore Windsor at Westside Resort homes for sale, then compare each property’s association documents, district classification and maintenance responsibilities. We can help you ask the right questions as you narrow your choices.
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