SkySail, East Naples · Naples, Florida
Sold, property tax rate, homes built and primary residence are from county records.
Type, amenities & maintenance
Amenities
What your fees pay for in SkySail — the amenities available here, and the maintenance and services behind them.
Maintenance
Fees in SkySail typically cover street lighting, lawn and grounds maintenance, street maintenance, irrigation water, exterior pest control, recreational facilities, trash removal, and sewer.
Building types, pets & leasing
Building types
Pets
Pets are allowed in SkySail. The terms, such as how many pets and what size, can differ from home to home.
Homes here allow pets without approval. Where limits are stated they run to 45 lb.
Leasing
The minimum lease is 180 or 182 days, depending on the home, and up to 2 leases are allowed each year.
Restrictions
Homes here are deed restricted. Deed restrictions are recorded against the property and pass with it, so they apply to every owner. They typically cover exterior changes and how a home is used, and the community's recorded documents set out the detail.
Homes for sale in SkySail
Looking for something specific in SkySail? Refine these homes by type, beds, price, fees, and more.
Refine your search · 22 homesDestinations & driving times from SkySail
Downtown at Fifth Avenue South is 27.1 miles from SkySail, about 43 minutes by car. The nearest beach access is Vanderbilt Beach at Bluebill Ave., 19.6 miles, about 34 minutes by car. It is 31 minutes to Galleria Shoppes at Vanderbilt for dining and shopping, 37 minutes to Artis—Naples for the performing arts, and 12 minutes to Big Corkscrew Island Regional Park for parks and recreation. The drive to Southwest Florida International Airport (RSW) is about 53 minutes.
Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.
Driving times are estimated from the community’s mapped center or primary access point, using OpenStreetMap road data.
| Name | Miles | ETA |
|---|---|---|
| Galleria Shoppes at Vanderbilt | 18.2 mi | 31 min |
| Mercato | 19.9 mi | 34 min |
| Waterside Shops | 22.2 mi | 37 min |
| Venetian Village | 24.4 mi | 41 min |
| Coastland Center | 25.2 mi | 40 min |
| Miromar Outlets | 26.5 mi | 40 min |
| Fifth Avenue South | 27.1 mi | 43 min |
| Coconut Point | 27.2 mi | 43 min |
| Third Street South | 28.3 mi | 46 min |
| Gulf Coast Town Center | 30.9 mi | 43 min |
| Name | Miles | ETA |
|---|---|---|
| Nearest beach access: Vanderbilt Beach at Bluebill Ave. | 19.6 mi | 34 min |
| Delnor-Wiggins Pass State Park | 19.6 mi | 34 min |
| Clam Pass Park | 23.3 mi | 39 min |
| Barefoot Beach Preserve | 24.3 mi | 39 min |
| Bonita Beach | 24.4 mi | 39 min |
| Via Miramar Beach | 25.8 mi | 43 min |
| Lowdermilk Park | 26.4 mi | 43 min |
| Naples Municipal Beach and Pier | 28.4 mi | 46 min |
| Lovers Key State Park | 29.2 mi | 49 min |
| Tigertail Beach Park | 35.6 mi | 62 min |
| Name | Miles | ETA |
|---|---|---|
| Artis—Naples | 22.1 mi | 37 min |
| Gulfshore Playhouse | 26.5 mi | 42 min |
| Sugden Community Theatre | 27.3 mi | 44 min |
| Music & Arts Community Center | 35.7 mi | 50 min |
| Barbara B. Mann Performing Arts Hall | 40.1 mi | 57 min |
| Name | Miles | ETA |
|---|---|---|
| Big Corkscrew Island Regional Park | 5.9 mi | 12 min |
| Corkscrew Swamp Sanctuary | 10.6 mi | 20 min |
| North Collier Regional Park | 16.8 mi | 31 min |
| Paradise Coast Sports Complex | 19.4 mi | 35 min |
| Fred W. Coyle Freedom Park | 24.5 mi | 38 min |
| Naples Zoo | 25.3 mi | 41 min |
| Gordon River Greenway Park | 25.4 mi | 40 min |
| Baker Park | 26.6 mi | 42 min |
| Cambier Park | 27.4 mi | 44 min |
| Sugden Regional Park | 27.4 mi | 44 min |
| Naples Botanical Garden | 28.2 mi | 46 min |
| Name | Miles | ETA |
|---|---|---|
| NCH North Naples Hospital | 17.3 mi | 30 min |
| Physicians Regional Pine Ridge Rd. | 18.2 mi | 31 min |
| Physicians Regional Collier Blvd. | 22.8 mi | 39 min |
| NCH Baker Downtown | 26.8 mi | 44 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Airport (APF) | 24.9 mi | 39 min |
| Marco Island Executive Airport (MKY) | 32.1 mi | 56 min |
| Southwest Florida International Airport (RSW) | 37.1 mi | 53 min |
Sales history · 18 months
Over the past 18 months the county recorded 90 single-family sales at a median of $512,000 in SkySail.
Types follow county records, which classify by how a home is owned rather than how it is built. Attached villas and townhouses appear within them according to how each home is deeded.
Source: Collier County Property Appraiser · 18 months to September 2026 · October 2026 from closed sales reported to M.L.S. of Naples, Inc.; county records for those months are still being finalized.
Flood zones & evacuation
100% of homes in SkySail sit on a lot mostly inside a FEMA Special Flood Hazard Area, chiefly zone AH, where a federally backed mortgage requires flood insurance — measured across 264 mapped homes, and it varies from home to home. For hurricane evacuation SkySail is in Collier Zone F (98% of homes).
Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.
Zone F Collier
The last zone called, and only in the strongest storms.
FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.
Flood zone varies by home — each home’s page shows its own.Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.
Jeffrey Waldman
REALTOR® and Owner, Naples Abodes
Call (239) 450-3763 Text (239) 450-3763
Florida License SL3295589
“…very professional, friendly and knowledgeable.”
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