Skysail
Fast Facts
Location
East Naples
Community Type
Gated, Resort
Building Types
Attached Villas, Houses
Properties Built
2022 – 2025
Pets Allowed
Yes
Community Rating
Amenities
| Level: | High |
| Onsite: | Community Pool Food & Beverage Golf Gym Pickleball Spa Tennis |
Listings
Currently Available
13
Past Year Sold
19
Average Days on Market
114
Financials
Current Pricing
$437k – $775k
Total Annual Fees
$2k – $3k
Total One-Time Fees
$100 – $939
Past 6 Months – Sold Price Range
$400k – $700k
Past 6 Months – Sold Price / Sq. Ft. Range
$242 – $288
Past 18 Months – Sold
All Currently Available Properties
in Skysail
Updated: 10/26/2025 at 09:35 AM
$624,000
3 Bed
2 Bath
1,860 sq. ft.
Built: 2024
Days on Site: 29
Skysail
Naples
$774,900
3 Bed
2 Bath
2,309 sq. ft.
Built: 2023
Days on Site: 52
Skysail
Naples
$591,000
3 Bed
2 Bath
1,859 sq. ft.
Built: 2023
Days on Site: 59
Skysail
Naples
$589,000
3 Bed
2 Bath
1,859 sq. ft.
Built: 2022
Days on Site: 75
Skysail
Naples
$614,900
3 Bed
2 Bath
2,014 sq. ft.
Built: 2023
Days on Site: 77
Skysail
Naples
$575,000
3 Bed
2 Bath
1,812 sq. ft.
Built: 2022
Days on Site: 78
Skysail
Naples
$437,484
2 Bed
2 Bath
1,632 sq. ft.
Built: 2024
Days on Site: 97
Skysail
Naples
$482,779
3 Bed
2 Bath
1,812 sq. ft.
Built: 2025
Days on Site: 114
Skysail
Naples
$605,290
4 Bed
2 Bath
1 ½ Bath
2,428 sq. ft.
Built: 2024
Days on Site: 244
Skysail
Naples
$640,000
3 Bed
2 Bath
1 ½ Bath
2,464 sq. ft.
Built: 2023
Days on Site: 256
Skysail
Naples
$544,453
3 Bed
2 Bath
1 ½ Bath
2,233 sq. ft.
Built: 2025
Days on Site: 286
Skysail
Naples
$588,870
3 Bed
2 Bath
2,288 sq. ft.
Built: 2025
Days on Site: 286
Skysail
Naples
$629,900
4 Bed
3 Bath
1 ½ Bath
3,486 sq. ft.
Built: 2023
Days on Site: 287
Skysail
Naples
The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc., under License No. SL3295589. Properties listed with brokerage firms other than Premiere Plus Realty Company are marked with the “BR House” logo. Detailed information about such properties includes the name of the listing broker. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc.
Some properties that appear for sale on this limited electronic display may no longer be available. For the most current information, contact Jeffrey Waldman, Premiere Plus Realty Company here.
Destinations, Distances & ETAs
| Name | Miles | ETA |
|---|---|---|
| Delnor-Wiggins Pass State Park | 19.6 mi | 39 min |
| Vanderbilt Beach Park | 21.6 mi | 41 min |
| Clam Pass Park | 23.1 mi | 45 min |
| Pelican Bay Beach (Private) | 23.2 mi | 49 min |
| Barefoot Beach Preserve | 24.3 mi | 46 min |
| Bonita Beach | 24.4 mi | 46 min |
| Lowdermilk Park | 27 mi | 46 min |
| Via Miramar Beach | 27.4 mi | 47 min |
| Naples Municipal Beach and Pier | 28.7 mi | 53 min |
| Lovers Key State Park | 29.2 mi | 57 min |
| Name | Miles | ETA |
|---|---|---|
| Galleria Shoppes at Vanderbilt | 18.5 mi | 34 min |
| Mercato | 20.7 mi | 39 min |
| Waterside Shops | 23 mi | 42 min |
| Coastland Mall | 25.2 mi | 42 min |
| Miromar Outlets | 26.5 mi | 45 min |
| 5th Avenue South | 27.4 mi | 47 min |
| Venetian Village | 27.4 mi | 47 min |
| Third Street South | 28.6 mi | 53 min |
| Coconut Point | 29.7 mi | 47 min |
| Gulf Coast Town Center | 30.6 mi | 46 min |
| Name | Miles | ETA |
|---|---|---|
| Artis-Naples | 22.9 mi | 42 min |
| Gulfshore Playhouse | 26.5 mi | 44 min |
| Sugden Community Theatre | 27.5 mi | 49 min |
| Music & Arts Community Center | 35.7 mi | 54 min |
| Barbara B. Mann Performing Arts Hall | 40 mi | 67 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Comprehensive Health (North Naples Hospital) | 17.3 mi | 34 min |
| Physicians Regional (Pine Ridge Rd.) | 18.6 mi | 34 min |
| Physicians Regional (Collier Blvd.) | 23.1 mi | 43 min |
| Naples Comprehensive Health (NCH Baker Downtown) | 27.1 mi | 47 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Airport (APF) | 24.9 mi | 42 min |
| Marco Island Executive Airport (MKY) | 32.4 mi | 59 min |
| SW Florida Int'l (RSW) | 37.1 mi | 52 min |
| Name | Miles | ETA |
|---|---|---|
| Big Corkscrew Island Regional Park | 5.9 mi | 11 min |
| Corkscrew Swamp Sanctuary | 11.5 mi | 22 min |
| North Collier Regional Park | 16.6 mi | 34 min |
| Paradise Coast Sports Complex | 19.7 mi | 36 min |
| Fred W. Coyle Freedom Park | 24.5 mi | 39 min |
| Gordon River Greenway | 25.4 mi | 41 min |
| Naples Zoo | 25.7 mi | 45 min |
| Baker Park | 26.6 mi | 45 min |
| Sugden Regional Park | 27.1 mi | 50 min |
| Naples Botanical Garden | 27.7 mi | 50 min |
Please flip your mobile to landscape view or use a device with a larger screen to see these destinations mapped.
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