Skysail Homes with Pickleball Amenities

Welcome to Skysail, a picturesque subdivision nestled in the heart of Naples, Florida, within the vibrant Collier County. This charming community perfectly blends luxury living with an active lifestyle, making it a sought-after destination for those looking to enjoy the best of Southwest Florida.

Skysail is designed with the modern homeowner in mind, featuring stunning homes that boast contemporary architecture and high-end finishes. Each residence is thoughtfully crafted, offering spacious layouts that provide the perfect backdrop for family gatherings or quiet evenings at home. The lush landscaping and serene surroundings create an inviting atmosphere that truly feels like a retreat.

One of the standout features of Skysail is its exceptional pickleball amenities. This popular sport has taken the community by storm, bringing neighbors together for friendly competition and social interaction. Residents can enjoy state-of-the-art pickleball courts right within the subdivision, where they can hone their skills, participate in organized games, or simply enjoy a leisurely match with friends. This focus on health and wellness is complemented by numerous walking trails and recreational areas, making it easy to embrace an active lifestyle.

Living in Skysail means you’re just moments away from Naples’ renowned beaches, shopping, and dining options. Whether you’re looking to bask in the sun on the sandy shores or indulge in gourmet cuisine, this community offers the perfect balance of relaxation and adventure.

Discover the charm of Skysail today, where your dream home awaits amidst a vibrant community filled with opportunities for connection and recreation. Experience the best of Naples living with pickleball amenities at your doorstep!

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

4491 Centaurus CIR, Naples $506,023

New Dream Single Family Home by Neal Communities in SKYSAIL is READY NOW!. This single family home is a 3 bedroom, Den, 2 bath and offers a 2 car garage home. UPGRADES TH...

3 Beds
2 Baths
226025053 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

4235 Pegasus WAY, Naples $739,349 ▲

The Lighthouse home design by Neal Communities offers an open layout for the common living areas. The beautifully-equipped kitchen comes with an island, corner walk in pa...

4 Beds
3 Baths
226012128 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 ...