SKYSAIL

Naples, FL 34120

New Homes

From $365,000

5 Photos


About

SKYSAIL
Naples, FL New from $365,000

🏓 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.

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
SKYSAIL Naples FL
SKYSAIL
640Acres
1500Homes
11Plans
Naples Collier County
Resale Homes
View SKYSAIL Active Listings
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.
SKYSAIL
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Market Report Video
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Community News-Stay Informed

SKYSAIL Latest News and Information

Sunday 10th of May 2026
SKYSAIL Weather Forecast
SKYSAIL Amenities & Info
Fitness room
Gated
Community pool
Tennis
Dog Park
Clubhouse
Pickleball
Spa
Walking trails
SKYSAIL Fees

SKYSAIL has HOA and/or Condo Fees
Fees: Medium

SKYSAIL Tax Rate
Taxes: Medium

SKYSAIL Site Map
SKYSAIL site map Open Site Map
Sunday 10th of May 2026
Naples
Median Price Trend

Interested in SKYSAIL?

Buying or Selling in SKYSAIL
Feel free to send a message or call anytime.

Call Direct
239-229-9926
SKYSAIL

More Information

SKYSAIL

Photo Gallery

Skysail
1 / 5
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

Blog

Showing 1–3 of 11
SKYSAIL Naples Florida COLLIER COUNTY FLORIDA NOVEMBER 2024 REAL ESTATE MARKET REPORT...
Blog
2025 January 13
COLLIER COUNTY FLORIDA NOVEMBER 2024 REAL ESTATE MARKET REPORT...
Categories: Naples, FL Real Estate Market News
By Ken O'Brian
Read More
SKYSAIL Naples Florida LEE COUNTY FLORIDA NOVEMBER 2024 REAL ESTATE MARKET UPDATE...
Blog
2025 January 13
LEE COUNTY FLORIDA NOVEMBER 2024 REAL ESTATE MARKET UPDATE...
Categories: Naples, FL Real Estate Market News
By Ken O'Brian
Read More
SKYSAIL Naples Florida LEE COUNTY FLORIDA OCTOBER 2024 REAL ESTATE STATISTICS IN 4K...
Blog
2024 November 29
LEE COUNTY FLORIDA OCTOBER 2024 REAL ESTATE STATISTICS IN 4K...
Categories: Naples, FL Real Estate Market News
By Ken O'Brian
Read More
SKYSAIL Naples Florida COLLIER COUNTY FLORIDA OCTOBER 2024 REAL ESTATE STATISTICS IN 4K...
Blog
2024 November 29
COLLIER COUNTY FLORIDA OCTOBER 2024 REAL ESTATE STATISTICS IN 4K...
Categories: Naples, FL Real Estate Market News
By Ken O'Brian
Read More
SKYSAIL Naples Florida WELCOME TO SKYSAIL NAPLES FLORIDA.

THIS NEW COMMUNITY INCLUDES 246 ACRES OF CRYSTAL-CLEAR LAKES.

PLANNED AMENITIES
Blog
2023 August 24
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...
Categories: Skysail - Naples, FL
By Ken O'Brian
Read More
SKYSAIL Naples Florida SKYSAIL NAPLES FLORIDA NEW HOME INVENTORY...
Blog
2023 May 15
SKYSAIL NAPLES FLORIDA NEW HOME INVENTORY...
Categories: Skysail - Naples, FL
By Ken O'Brian
Read More
SKYSAIL Naples Florida SKYSAIL NAPLES FLORIDA NEW INVENTORY HOME AVAILABLE NOW!...
Blog
2023 February 03
SKYSAIL NAPLES FLORIDA NEW INVENTORY HOME AVAILABLE NOW!...
Categories: Skysail - Naples, FL
By Ken O'Brian
Read More
SKYSAIL Naples Florida SKYSAIL NAPLES FLORIDA NEW HOME INVENTORY...
Blog
2023 January 17
SKYSAIL NAPLES FLORIDA NEW HOME INVENTORY...
Categories: Skysail - Naples, FL
By Ken O'Brian
Read More
SKYSAIL Naples Florida BRIGHT MEADOW AT SKYSAIL
4063 PEGASUS WAY, NAPLES, FL
HOMESITE #87
3 BR + DEN | 2.5 BA | 3 CAR GARAGE
2,288 SQ FT |
Archived Blog
2022 October 31
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 ...
Categories: Skysail - Naples, FL
By Ken O'Brian
Read More
SKYSAIL Naples Florida GOOD NEWS FOR BUYERS, RESALE HOME INVENTORY AND NEW HOME INVENTORY CONTINUES TO RISE IN SOUTHWEST FLORIDA.  THE BUILDERS
Archived Blog
2022 August 16
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...
Categories: Skysail - Naples, FL
By Ken O'Brian
Read More
SKYSAIL Naples Florida MLS INVENTORY IN SW FLORIDA IS UP OVER 80% IN THE LAST 11 WEEKS!  SURE LOOKS LIKE MUCH BETTER PRICES ARE COMING.  CONTAC
Archived Blog
2022 May 13
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....
Categories: Skysail - Naples, FL
By Ken O'Brian
Read More
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