- 6 beds
- 5 baths
- 3,142 sqft

Windsor at Westside Resort homes for sale: compare with Windsor Island Resort
Compare Windsor at Westside Resort homes for sale and Windsor Island Resort homes for sale. We help you assess each home, setting and ownership terms.
Each community
Compare Windsor at Westside Resort homes for sale with Windsor Island Resort homes for sale. Each listing section stays within its named community. The snapshot covers all property types and asking prices; nearby sold homes can differ in type or fall outside those boundaries.
Windsor at Westside Resort homes for sale
59 listingsTop Villas Intelligence
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Windsor Island Resort homes for sale
102 listingsTwo communities, one all-property snapshot
If you are weighing Windsor at Westside Resort homes for sale vs Windsor Island Resort, start with the separate searches for Windsor at Westside Resort homes for sale and Windsor Island Resort homes for sale. The snapshot below covers all properties offered for sale within each saved community area, rather than matching townhomes or detached homes by type. We use it for context, then turn to individual listings and floor plans to compare homes that fit your needs.
What differs when you compare the homes and communities?
Original plans describe designs, not the present configuration or condition of a home for sale.
| Aspect | Windsor at Westside | Windsor Island |
|---|---|---|
| Original layout choices | Original plans include a four-bedroom Watermarke townhome and detached homes. | Original plans include a five-bedroom Castaway townhome and a ten-bedroom detached design. |
| Shared recreation | Lazy river, waterslide and water playground; a secondary pool is mapped apart from the clubhouse. | Lazy river, dual waterslides and splash pad; miniature golf is also listed. |
| Entry and parking | Entrances vary by address; published vehicle limits vary by home type and detached-home bedroom count. | Advance guest and driver registration; parking categories distinguish townhomes, 40-foot and 50-foot homes. |
| Ownership documents | Check the current parking and garage-conversion amendments against the particular home's alterations. | Check current townhome-roof responsibilities, insurance evidence and the home's personal-use provisions. |
Compare the home in front of you, not just its model name
Original Seashore plans in both communities show seven bedrooms, five full bathrooms, a half bathroom and garage provision. That makes a useful starting point, not a description of every resale home's present layout. We would compare the actual floor plans, downstairs sleeping arrangements, usable garage space, alterations, inspection findings and included furnishings. If a smaller layout suits you better, explore the separate Westside townhome guide and Island townhome guide; the Seashore example is a detached-home design.
Picture the routine from your front door
A Westside address may put you on a different route to the main clubhouse than to its separately mapped secondary pool. At Island, look at the route from the home to the Aloha Clubhouse rather than assuming every street feels equally close. For everyday errands, Berry Town Center has a supermarket and pharmacy, and Orange Lake Town Center has a supermarket. We would check those trips from the particular address you are considering, alongside the shared facilities you expect to use most.

Check how arrivals and parking work at the actual address
At Westside, published guidance assigns entrances by property address and sets vehicle limits according to home type and, for detached homes, bedroom category. Island calls for advance guest and driver registration and uses townhome, 40-foot-home and 50-foot-home parking categories. If a listing advertises a garage games room, ask how much garage parking remains usable and where other vehicles may go. We can help you obtain the current rules for each address instead of treating general guidance as a property-specific parking right.
Homes and amenities: buyer FAQs
Review ownership documents before choosing a home
We can help you request the current assessment schedule, budget, reserves, special-assessment information and property-specific estoppel, then review maintenance, insurance, alteration and personal-use provisions. Westside's document index lists parking and garage-conversion amendments; Island's published documents include a townhome-roof amendment. The applicable documents matter more than a general fee figure. Our Westside HOA guide, Island HOA guide and community comparison guide offer further questions to bring to a property review.
Ownership and access: buyer FAQs
Compare your shortlist with Gaby
Have two specific homes in mind? We can help you put their floor plans, condition records, garage use, routes to shared facilities and applicable association documents side by side. Ask Gaby Sadler about the details that matter for your intended use, rather than choosing by community name or bedroom count alone. For a wider framework, see our Orlando community comparisons.
Compare current community inventory
All property types within each saved area; asking prices are not completed-sale prices.
| Metric | Windsor at Westside Resort | Windsor Island Resort |
|---|---|---|
| For sale now | 59 | 102 |
| Median asking price | $550,000 | $640,000 |
Browse Windsor at Westside Resort by price
59 listings for sale
Recent sales near Windsor at Westside Resort
93 properties sold within half a mile in the last 12 months · median $560,000
8816 Corcovado Drive5 bed · 6 bath · 2,622 sqft
$385,000
Sold Nov 8, 2026
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
Browse Windsor Island Resort by price
102 listings for sale
Recent sales near Windsor Island Resort
75 properties sold within half a mile in the last 12 months · median $600,000
297 Jetty Way5 bed · 5 bath · 2,283 sqft
$409,000
Sold Nov 5, 2026
1191 Aloha Boulevard6 bed · 5 bath · 3,111 sqft
$640,000
Sold Nov 2, 2026
3962 Lana Avenue5 bed · 5 bath · 2,293 sqft
$485,000
Sold Oct 31, 2026
4318 Lana Avenue5 bed · 5 bath · 2,293 sqft
$407,500
Sold Oct 30, 2026

Gaby Sadler
Property Specialist, Serhant
Compare Windsor at Westside Resort homes for sale with Gaby
Choosing between Windsor at Westside Resort and Windsor Island Resort? Share your priorities and intended use. I'll help you compare actual homes, costs and documented access arrangements.
Find the home that fits your plans
Browse homes for sale in both communities, then compare the actual listings against how you plan to use the property. We can help you look beyond bedroom counts to the floor plan, condition, usable parking, route to shared facilities and ownership documents that matter for your shortlist.
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