Skysail Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Skysail and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

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Newest Listings in Skysail

4154 Pegasus Way, Naples $585,000

Welcome to this pristine,TURNKEY Tuscan-style home located in SKYSAIL, one of Naples' most desirable resort-style communities. Featuring 4 bedrooms, 3 full bathrooms, and...

4 Beds
3 Baths
226038661 MLS

4065 Aquila Place, Naples $700,000

Better than new and available now! This fully furnished 3-bedroom, 3-bath plus den Harvest 3 home offers expansive lake views and a private cul-de-sac location in SkySa...

3 Beds
3 Baths
226033679 MLS

4101 Pegasus Way, Naples $624,900 ▼

EXPANSIVE LAKEFRONT VIEWS & PREMIUM LOT!!! Experience refined lakeside living in SkySail, one of Naples’ most exciting gated communities. Brand new, and positioned on a p...

3 Beds
3 Baths
226034738 MLS

4310 Cepheus Way, Naples $1,180,661

The Captiva by Neal Communities is designed for entertaining! A spacious great room is open to the dining area and kitchen. The kitchen also offers a walk-in pantry to ...

3 Beds
3 Baths
226035114 MLS

4691 SkySail Drive, Naples $729,000 ▼

READY NOW! New Home by Neal Communities in SkySail. This beautiful BRIGHT MEADOW floor plan has 2309 SF, 3 bedrooms, den, 2.1 baths and a 3- car garage. The kitchen of...

3 Beds
2 Baths
226035107 MLS

4236 Pegasus Way, Naples $554,621

READY NOW! New Home by Neal Communities in the popular SkySail community! This beautiful White Star floor plan has 2064 SF, 3 bedrooms, den, 2.1 baths, a 2- car garage...

3 Beds
3 Baths
226035099 MLS

4564 Centaurus Circle, Naples $554,900

Welcome to this beautiful "Dream" model lakefront home in the highly desirable Skysail community. Featuring over $130,000 in thoughtfully selected upgrades, this beautifu...

3 Beds
2 Baths
226034986 MLS

4671 SkySail Drive, Naples $566,802

Discover the spacious Eventide 4 plan at SkySail, thoughtfully designed for both relaxation and entertaining. Located on Homesite 383, this feature home showcases an eleg...

2 Beds
2 Baths
226034975 MLS

4239 Pegasus Way, Naples $669,404

Ready Now! This brand-new Triumph single-family home by Neal Communities is available now in the highly desirable SkySail community. Situated homesite 277, this beautiful...

4 Beds
3 Baths
226034972 MLS

5042 Draco Circle Unit 2906, Naples image

5042 Draco Circle Unit 2906, Naples $355,517

Welcome home to the SAWYER at Skysail, a stunning townhome designed for comfort, style and modern living. This beautifully upgraded residence features 3 spacious bedrooms...

3 Beds
3 Baths
226034964 MLS

4475 Centaurus Circle, Naples $496,500

New Dream 2 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 ...

3 Beds
2 Baths
226034968 MLS

5129 Draco Circle Unit 0105, Naples image

5129 Draco Circle Unit 0105, Naples $346,780

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

3 Beds
3 Baths
226034958 MLS