Skysail Homes with Gated Community features

Welcome to Skysail, an enchanting gated community nestled in the heart of Naples, Florida, within the picturesque Collier County. This exclusive subdivision offers a harmonious blend of luxury living and serene surroundings, making it the perfect place for those seeking a vibrant yet tranquil lifestyle.

Skysail is characterized by its beautifully designed homes that reflect modern elegance and timeless charm. Each residence is thoughtfully crafted with high-end finishes, spacious layouts, and stunning outdoor spaces, ideal for both relaxation and entertaining. The lush landscaping and meticulously maintained common areas enhance the community’s appeal, creating an inviting atmosphere that residents are proud to call home.

As a gated community, Skysail provides an added layer of security and privacy, allowing residents to enjoy peace of mind while embracing the vibrant Naples lifestyle. The community is conveniently located near some of the finest shopping, dining, and recreational options that Naples has to offer. From pristine beaches to world-class golf courses, adventure awaits just moments from your doorstep.

The charm of Skysail extends beyond its homes and amenities; it fosters a sense of community and connection among neighbors. Whether you’re taking a leisurely stroll through the beautifully landscaped paths or engaging in community events, you’ll find that Skysail is more than just a place to live; it’s a place to thrive.

Discover the unparalleled lifestyle that awaits you in Skysail, where luxury meets comfort in a secure and welcoming environment. Your dream home in Naples is just a visit away!

Newest Skysail Homes with Gated Community features

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
3 Baths
Skysail SubDv.

5034 Draco Circle, Naples $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
3 Baths
Skysail SubDv.

4519 Centaurus Circle, 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
3 Baths
Skysail SubDv.

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
Skysail SubDv.

3993 Perseus Street, 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
3 Baths
Skysail SubDv.

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
6 Baths
Skysail SubDv.

4647 SkySail Drive, 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
3 Baths
Skysail SubDv.

4679 SkySail Drive, 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
Skysail SubDv.

4653 Centaurus Circle, 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
Skysail SubDv.

5046 Draco Circle, Naples $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
3 Baths
Skysail SubDv.

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...