SKYSAIL

Naples, FL 34120

New Homes

From $319,000

About

SKYSAIL
Naples, FL New from $319,000

🏓 Pickleball • 8 Courts🎾 Tennis • 2 Courts🐕 Dog Park

SkySail is a serene residential community located in Naples, Florida. Spanning 642 acres, including 246 acres of crystal-clear lakes, SkySail offers a tranquil environment complemented by modern amenities and diverse home designs.

Community Amenities

Residents of SkySail enjoy a variety of amenities designed to promote an active and engaging lifestyle:

  • Lake House: A central hub for social activities, offering panoramic lake views.
  • Fitness Center: Equipped with free weights, machines, and space for group workouts.
  • Resort-Style Pool: Ideal for relaxation and leisure.
  • Tennis and Pickleball Courts: For sports enthusiasts.
  • Fishing Pier and Kayak Launch: Providing access to the expansive lakes.
  • Walking Trails: Scenic paths with Avid Fitness workout stations.
  • Dog Park: A dedicated area for pets to play.

Home Designs

SkySail features a range of home designs to suit various preferences:

  • Size Range: Homes range from approximately 1,407 to 3,486 square feet.
  • Bedrooms and Bathrooms: Options include 2 to 4 bedrooms and 2 to 3 bathrooms.
  • Collections: The community offers three distinctive collections—Cruise, Cove, and Celebration—each with unique architectural styles, including Northern Italian, Tuscan, and Craftsman.
  • Customization: Buyers can choose from 13 different floor plans and various exterior elevations to personalize their homes.
Additional SKYSAIL Information:

Location and Lifestyle

Situated in East Naples, SkySail provides residents with:

  • Proximity to Recreation: Easy access to the Paradise Coast Sports Complex and Gulf beaches.
  • Shopping and Dining: Close to the shopping venues and dining options of Fifth Avenue South.
  • Natural Surroundings: The community's design emphasizes harmony with the natural landscape, offering a peaceful retreat from urban life.

Additional Information

SkySail is a gated community that caters to a diverse range of residents, from young families to retirees. The homes are built with innovative smart features and provide maintenance-assisted benefits to enhance the living experience.

Southwest Coast Realty represents buyers purchasing both new construction and resale homes, as well as resale sellers, at SKYSAIL.
Southwest Coast Realty does not represent SKYSAIL, its real estate broker, or its developer.
SKYSAIL Naples FL
SKYSAIL
640Acres
1500Homes
11Plans
Naples Collier County
Community Street Names
Skysail Blvd, Perseus Street, Pegasus Way, Aquilla Place, Centaurs Circle, Cepheus Way, Draco Circle
Naples Attractions
Historic Palm Cottage, 5th Ave South, 3rd Street, Naples Train Museum, Barefoot Beach Preserve, Tin City, Naples Winter Wine Festival, Naples Botanical Garden, Corkscrew Swamp Sanctuary, Naples Pier and Beaches, Lowdermilk Beach, Revs Institute, Big Cypress, Greenway, The Bird Rookery Swamp, Rookery Bay Environmental Learning Center, and Air Boat Rides.

Be sure to read the Southwest Florida monthly real estate market report to gain insights on the local market.

Go to Real Estate Market Report
Community Video

SKYSAIL Video

Community News • Stay Informed

SKYSAIL Latest News and Information

☀
Local Weather
Thursday 22nd of October 2026

SKYSAIL Weather Forecast

✓
Community Features

SKYSAIL Amenities & Info

Fitness room
Gated
Community pool
Tennis
Dog Park
Clubhouse
Pickleball
Spa
Walking trails
$
Fees & Taxes

SKYSAIL Fees

HOA / Condo Fees Medium
Tax Rate Medium
↗
Local Market
Thursday 22nd of October 2026

Naples Median Price Trend

Southwest Coast Realty

Interested in SKYSAIL?

Buying or Selling in SKYSAIL

Send us a message or call directly to learn more about this community and available real estate opportunities.

☎
Call Direct
239-229-9926
SKYSAIL

More Information

Your information will only be used to respond to your real estate inquiry.
11 Floor Plans

SKYSAIL Floor Plans

Showing 1–3 of 11
Valiant floor plan at SKYSAIL, Naples, Florida
Valiant
Cruise Homes
  • ✓ 3 bed
  • ✓ 2 bath
  • ✓ 1,407 sqft
  • ✓ 2 car garage
  • ✓ 1 floor
Liberty floor plan at SKYSAIL, Naples, Florida
Liberty
Cruise Homes
  • ✓ 3 bed
  • ✓ 2 bath
  • ✓ 1,531 sqft
  • ✓ 2 car garage
  • ✓ 1 floor
Fresh Spring
 floor plan at SKYSAIL, Naples, Florida
Fresh Spring
Celebration Homes
  • ✓ 3 bed
  • ✓ 2 bath
  • ✓ 1,812 sqft
  • ✓ 2 car garage
  • ✓ 1 floor
Eventide 4 floor plan at SKYSAIL, Naples, Florida
Eventide 4
Cove Homes
  • ✓ 2 bed
  • ✓ 2 bath
  • ✓ 1,904 sqft
  • ✓ 2 car garage
  • ✓ 1 floor
Meadow Brook
 floor plan at SKYSAIL, Naples, Florida
Meadow Brook
Celebration Homes
  • ✓ 3 bed
  • ✓ 2 bath
  • ✓ 2,014 sqft
  • ✓ 3 car garage
  • ✓ 2 floor
Starlight
 floor plan at SKYSAIL, Naples, Florida
Starlight
Celebration Homes
  • ✓ 3 bed
  • ✓ 2 bath
  • ✓ 2,233 sqft
  • ✓ 2 car garage
  • ✓ 1 floor
Bright Meadow
 floor plan at SKYSAIL, Naples, Florida
Bright Meadow
Cove Homes
  • ✓ 3 bed
  • ✓ 2 bath
  • ✓ 2,288 sqft
  • ✓ 3 car garage
  • ✓ 1 floor
Sea Mist  floor plan at SKYSAIL, Naples, Florida
Sea Mist
Cove Homes
  • ✓ 3 bed
  • ✓ 2 bath
  • ✓ 1 half bath
  • ✓ 2,427 sqft
  • ✓ 3 car garage
  • ✓ 1 floor
Heritage floor plan at SKYSAIL, Naples, Florida
Heritage
Cruise Homes
  • ✓ 4 bed
  • ✓ 2 bath
  • ✓ 2,428 sqft
  • ✓ 2 car garage
  • ✓ 2 floor
Harvest floor plan at SKYSAIL, Naples, Florida
Harvest
Cove Homes
  • ✓ 4 bed
  • ✓ 3 bath
  • ✓ 1 half bath
  • ✓ 2,450 sqft
  • ✓ 2 car garage
  • ✓ 2 floor
Artistry
 floor plan at SKYSAIL, Naples, Florida
Artistry
Celebration Homes
  • ✓ 4 bed
  • ✓ 3 bath
  • ✓ 3,486 sqft
  • ✓ 2 car garage
  • ✓ 2 floor
SKYSAIL

Latest News & Updates

13 Articles
Showing 1–3 of 13
SKYSAIL Naples Florida real estate news
Blog
October 21, 2026
Collier County Florida September 2026 Real Estate Market Update in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
October 21, 2026
Lee County Florida Real Estate Market Update September 2026 in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
October 5, 2026
Walking 5th Ave South in Naples Florida in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
October 5, 2026
Lee County Florida Real Estate Market Report August 2026
Naples, FL Real Estate Market News By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
October 5, 2026
Collier County Florida Real Estate Market Update August 2026
Naples, FL Real Estate Market News By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
January 13, 2025
Collier County Florida November 2024 Real Estate Market Report
Naples, FL Real Estate Market News By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
January 13, 2025
Lee County Florida November 2024 Real Estate Market Update
Naples, FL Real Estate Market News By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
November 29, 2024
Lee County Florida October 2024 Real Estate Statistics in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
November 29, 2024
Collier County Florida October 2024 Real Estate Statistics in 4K
Naples, FL Real Estate Market News By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
August 24, 2023
Welcome to Skysail Naples Florida. This new community includes 246 acres of crystal-clear lakes. Planned Amenities include: Walking Trails, Tennis Courts, Fitness Center, Pickle ball Court...
Skysail - Naples, FL By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
May 15, 2023
Skysail Naples Florida New Home Inventory
Skysail - Naples, FL By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
February 3, 2023
Skysail Naples Florida new inventory Home available Now!
Skysail - Naples, FL By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Blog
January 17, 2023
Skysail Naples Florida New Home Inventory
Skysail - Naples, FL By Ken O'Brian
Read More
SKYSAIL Archives

Archived Community Posts

3 Articles
Showing 1–3 of 3
SKYSAIL Naples Florida real estate news
Archived Blog
October 31, 2022
BRIGHT MEADOW AT SKYSAIL 4063 Pegasus Way, Naples, FL Homesite #87 3 BR + Den | 2.5 BA | 3 Car Garage 2,288 Sq Ft | 1 Story See Floorplan Priced at $711,458 Available Winter 2023
Skysail - Naples, FL By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Archived Blog
August 16, 2022
Good news for Buyers, resale home inventory and new home inventory continues to rise in Southwest Florida. The builders are reducing prices and giving Buyer incentives. Sellers on MLS are cutting pr...
Skysail - Naples, FL By Ken O'Brian
Read More
SKYSAIL Naples Florida real estate news
Archived Blog
May 13, 2022
MLS Inventory in SW Florida is up over 80% in the last 11 weeks! Sure looks like much better prices are coming. Contact me now to get more info.
Skysail - Naples, FL By Ken O'Brian
Read More