Skysail Homes under $800,000

Welcome to Skysail, a charming and vibrant subdivision nestled in the heart of Naples, Florida. This delightful community offers an exceptional blend of comfort, style, and affordability, making it an ideal choice for families, retirees, and anyone seeking the perfect Florida lifestyle.

Located in the picturesque Collier County, Skysail boasts a prime location that combines serene living with easy access to the best of Naples. Residents can enjoy the sun-kissed beaches, world-class golf courses, and a plethora of dining and shopping options just moments away. With its lush landscapes and friendly atmosphere, Skysail is a place where neighbors become friends and memories are made.

One of the standout features of this community is its selection of beautiful homes priced under $800,000. Whether you're looking for a cozy single-family home or a spacious villa, Skysail offers a variety of floor plans and styles to suit your needs. Each residence is designed with modern amenities, open layouts, and inviting outdoor spaces that encourage relaxation and entertainment.

Imagine sipping your morning coffee on a sun-drenched patio or hosting weekend barbecues in your private backyard oasis. The possibilities are endless in Skysail, where affordability meets quality living.

With an active homeowners association and community events throughout the year, Skysail fosters a sense of belonging and camaraderie among its residents. If you’re ready to embrace the Naples lifestyle without breaking the bank, Skysail is the perfect place to call home. Come explore the charm of Skysail today!

Newest Skysail Homes under $800,000

4101 Pegasus Way, Naples $639,900

Experience refined lakeside living in SkySail, one of Naples’ most exciting gated communities. Brand new, and positioned on a premium homesite with an expansive water vie...

3 Beds
3 Baths
Skysail SubDv.

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
Skysail SubDv.

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
Skysail SubDv.

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
Skysail SubDv.

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
Skysail SubDv.

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
Skysail SubDv.

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
Skysail SubDv.

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
Skysail SubDv.

4056 PEGASUS Way, Naples $719,900

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to an exceptional Starlight home in the highly sought-after SKYSAIL community of Naples...

3 Beds
3 Baths
Skysail SubDv.

4636 Skysail Drive, Naples $454,900

Welcome to Skysail, one of Naples' newest resort-style communities by Neal Communities. This beautiful Sandcastle villa features an open floor plan with spacious living a...

3 Beds
2 Baths
Skysail SubDv.

3998 Perseus Street, Naples $650,000

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 3998 Perseus Street, an exceptional lakefront home in SkySail offering luxury finish...

3 Beds
3 Baths
Skysail SubDv.

4467 Centaurus Circle, Naples $495,736

Introducing the brand new Imagination 2 style floor plan by Neal Communities now in SkySail. This stunning home offers impact resistant windows and doors, 3 bedrooms plus...