Skysail Homes with Pickleball Amenities

Welcome to Skysail, a hidden gem nestled in the heart of Naples, Florida! This vibrant neighborhood is a perfect blend of serene living and active lifestyle, making it an ideal destination for families, retirees, and anyone looking to embrace the Florida sunshine.

Skysail is renowned for its picturesque landscapes, featuring lush greenery and beautifully designed homes that reflect the charm of coastal living. With a strong sense of community, residents enjoy a friendly atmosphere that fosters connections and camaraderie. The neighborhood is conveniently located near some of Naples’ finest shopping, dining, and entertainment options, ensuring that everything you need is just a stone's throw away.

One of the standout features of Skysail is its commitment to an active lifestyle, particularly for pickleball enthusiasts. The community boasts state-of-the-art pickleball courts that provide residents with the perfect opportunity to engage in friendly matches or join organized tournaments. Whether you’re a seasoned pro or just starting out, the welcoming environment encourages players of all skill levels to participate and enjoy this exciting sport.

In addition to pickleball amenities, Skysail offers a variety of recreational facilities, walking trails, and parks, allowing residents to stay active while soaking in the natural beauty that surrounds them. The homes in this neighborhood are designed with modern comforts and elegant finishes, providing a perfect sanctuary after a day of fun and adventure.

Discover the charm of Skysail, where community spirit meets a vibrant lifestyle, and make it your new home in sunny Naples, Florida!

Newest Skysail Homes with Pickleball Amenities

4003 Pegasus WAY, Naples $649,000

This Beautiful nearly new FURNISHED 3 bedroom 3 bath home offers tile throughout, a gorgeous chef's kitchen with 42" cabinetry, quartz counters, stainless steel appliance...

3 Beds
2.5 Baths
226026261 MLS

5034 Draco CIR, Naples — Skysail $345,525

Welcome home to the Winslow at Skysail, a stunning townhome designed for comfort, style and modern living and is READY NOW! This beautifully upgraded residence features 3...

3 Beds
2.5 Baths
226025064 MLS
Skysail Bldg.

4519 Centaurus CIR, Naples $581,106

New HERITAGE Single Family Home by Neal Communities in SKYSAIL is Ready Now! This single-family home is a 4-bedroom plus loft, 2.1 bath, 2 car garage home. UPGRADES THROU...

4 Beds
2.5 Baths
226025055 MLS

3980 Pegasus WAY, Naples $525,000

Refined Lakeside Living in SkySail - Discover beautifully upgraded living in the sought-after SkySail community, where refined design meets the tranquility of lakeside li...

3 Beds
2 Baths
226024186 MLS

3993 Perseus ST, Naples $739,900

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to this RARELY AVAILABLE 3-bed plus den, New Construction, 2.5 bath BRIGHT MEADOW floor...

3 Beds
2.5 Baths
226023130 MLS

3995 Pegasus WAY, Naples $895,900

One or more photo(s) has been virtually staged, AI generated or rendered. PRICED TO SELL! This home would cost over ONE MILLION DOLLARS if purchased direct from the Buil...

5 Beds
5.5 Baths
226017144 MLS

4647 SkySail DR, Naples $958,732

The Sea Mist plan offers a spacious, open-concept main living area that brings together the great room, dining area, and island kitchen for effortless everyday living and...

3 Beds
2.5 Baths
226017243 MLS

4679 SkySail DR, Naples $718,396 ▼

THE PRICE HAS BEEN REDUCED FOR MONTH OF JULY AND IS 50% OFF OF THE LOT PREMIUM, WHICH IS INCLUDED IN THE CURRENT LIST PRICE. New HARVEST 3 Single Family Home by Neal Co...

4 Beds
3 Baths
226017242 MLS

4653 Centaurus CIR, Naples $489,000 ▼

Built in 2023 and better than new, this 3-bedroom, 2-bath single-family home in gated Skysail offers upgraded finishes, impact windows and doors, natural gas, and move-in...

3 Beds
2 Baths
226009672 MLS

5046 Draco CIR, Naples — Skysail $369,970

Morgan Townhome - End Unit - Water View! Unit 3001 Come home to the Morgan - a new townhome design by award winning Neal Communities. This 2 story home includes ...

3 Beds
2.5 Baths
226004819 MLS
Skysail Bldg.

3967 Pegasus WAY, Naples $790,000 ▼

LUXURY. LIFESTYLE. ZERO WAIT. Welcome to one of the most extensively upgraded and beautifully appointed homes in Skysail—a better-than-new lakefront masterpiece where eve...