Skysail Real Estate

Welcome to Skysail, an extraordinary new development nestled in the heart of Naples, Florida. This stunning community is designed for those who seek a lifestyle of luxury, comfort, and convenience, all while enjoying the breathtaking beauty of Collier County’s pristine landscapes.

Skysail features an array of meticulously crafted homes that blend modern elegance with the charm of coastal living. Each residence is thoughtfully designed with open floor plans, high-end finishes, and expansive windows that invite natural light and showcase the picturesque surroundings. Whether you’re looking for a spacious family home or a cozy retreat, Skysail has something to suit every taste and lifestyle.

Located just minutes from the sun-kissed beaches of Naples, residents can indulge in the ultimate Florida lifestyle. Enjoy leisurely strolls along the shoreline, vibrant sunsets, and an abundance of outdoor activities, from golfing to boating. Skysail is also conveniently situated near upscale shopping, gourmet dining, and cultural attractions, ensuring that everything you need is just a stone’s throw away.

The community is designed with a focus on connectivity and engagement, featuring beautifully landscaped parks, walking trails, and community gathering spaces that foster a sense of belonging among neighbors. Skysail is not just a place to live; it’s a place to thrive.

Discover the allure of Skysail in Naples, where your dream home awaits amidst the stunning backdrop of Florida’s paradise. Embrace a lifestyle filled with sunshine, serenity, and sophistication—welcome to your new beginning at Skysail!

Newest Listings in Skysail

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...