The community of Skysail is situated in Naples. Ideally located for access to all of the Naples area attractions and advantages available.

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18 listings match your search criteria.
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Active
4627 Skysail Dr   Naples
$958,732
  • 3Bedrooms
  • 2 + 1 HalfBathrooms
  • 2427Sq Ft
  • 2026Year Built
$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 entertaining. The private primary suite features two walk-in closets just off the bedroom, which is highlighted by an elegant coffered ceiling. The primary bath is designed for comfort…

Active
4679 Skysail Dr   Naples
$748,396
  • 4Bedrooms
  • 3Bathrooms
  • 2456Sq Ft
  • 2026Year Built
$748,396

New HARVEST 3 Single Family Home by Neal Communities in SKYSAIL. This single family home is a 3 bedroom, 3 bath, den, 3 car garage home and is being built. UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS and 8-ft doors. Make…

Active
4247 Pegasus Way   Naples
$671,021
  • 3Bedrooms
  • 2 + 1 HalfBathrooms
  • 2079Sq Ft
  • 2026Year Built
$671,021

New home - Brilliance - by Neal Communities in SkySail. Home is in progress! This beautiful BRILLANCE floor plan has 2079 SF, 3 bedrooms, den, 2.1 baths, 3- car garage, upgraded kitchen package with upgraded cabinets, quartz counters, and stainless appliances, upgraded tile floors, impact windows and doors and 8-ft doors. You'll be amazed at…

Active
4536 Centaurus Cir   Naples
$477,253
  • 3Bedrooms
  • 2Bathrooms
  • 1778Sq Ft
  • 2026Year Built
$477,253

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 a den, 2 full bathrooms and a 2 car garage. There are a range of premium features including a smart home package, 8 foot doors, upgraded…

Active
3995 Pegasus Way   Naples
$895,900
  • 5Bedrooms
  • 4 + 2 HalfBathrooms
  • 3393Sq Ft
  • 2023Year Built
$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 Builder. It is located on a SUPER PREMIUM lot size with stunning and expansive 180 degree lake views. With a fresh paint job throughout…

Active
4243 Pegasus Way   Naples
$772,797
  • 4Bedrooms
  • 3Bathrooms
  • 3486Sq Ft
  • 2026Year Built
$772,797

ARTISTRY Single Family Home by Neal Communities in SKYSAIL. This single family home is a 4 bedroom, Bonus room, 3 bath with a 2 car garage home UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful lanai. Many benefits…

Active
4235 Pegasus Way   Naples
$739,349
  • 4Bedrooms
  • 3Bathrooms
  • 2601Sq Ft
  • 2026Year Built
$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 pantry and a cafe area. A spacious great room is open from the kitchen. In the primary bedroom suite you will find dual walk in closets and primary bath…

Active
4087 Pegasus Way   Naples
$516,097
  • 3Bedrooms
  • 2Bathrooms
  • 1812Sq Ft
  • 2026Year Built
$516,097

New FRESH SPRING Single Family Home by Neal Communities in SkySail. This single-family home is a 3 bedroom, DEN, 2 bath, 2 car garage home and is under contruction! UPGRADES THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded 42" white cabinets, backsplash, under cabinetry lighting, GE Stainless appliances, dovetail draws & soft close draws and doors,…

Active
4652 Centaurus Cir   Naples
$745,000
  • 4Bedrooms
  • 2 + 1 HalfBathrooms
  • 2428Sq Ft
  • 2023Year Built
$745,000

Welcome to 4652 Centaurus Circle in Skysail, a 2023-built Heritage model offering the combination buyers want: newer construction, private pool, outdoor summer kitchen, impact-resistant windows and doors, wide lake views, and a first-floor primary suite. This two-story home features 4 bedrooms, a spacious loft, 2.5 bathrooms, and 2,428 square feet of living space, giving buyers…

Active
4584 Centaurus Cir   Naples
$624,000
  • 3Bedrooms
  • 2Bathrooms
  • 1860Sq Ft
  • 2024Year Built
$624,000

Welcome to SKYSAIL the fasted growing community in Naples. Featuring the desirable "Dream" model with 3 bedrooms, a den/flex room, 2 bathes, spacious great room with coffered ceiling, pocket sliding glass doors, you will love the gourmet kitchen with quartz counters and island, walk in pantry, 42" cabinets, stainless appliances. Upgraded tile flooring through out.…

Active
4653 Centaurus Cir   Naples
$499,000
  • 3Bedrooms
  • 2Bathrooms
  • 1548Sq Ft
  • 2023Year Built
$499,000

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-ready convenience without the builder wait. Inside, the open great-room floor plan features high-end wood-look luxury vinyl flooring throughout the main living areas and an upgraded kitchen with quartz countertops,…

Active
4058 Aquila Pl   Naples
$725,000
  • 3Bedrooms
  • 3Bathrooms
  • 2431Sq Ft
  • 2024Year Built
$725,000

Even the best photos do not do it justice! A beautifully designed 2-year-old, 3 bedroom/plus den, 2 1/2 bath home is being offered FURNISHED, making it a dream come true with a sweeping lake view. No detail overlooked inside this warm and richly toned Sea Mist model home, within the new Skysail community.…

Active
4580 Skysail Dr   Naples
$439,900
  • 3Bedrooms
  • 2Bathrooms
  • 1848Sq Ft
  • 2025Year Built
$439,900

Be prepared to fall in love with this stunning Sandcastle Villa in the sought-after resort style community SKYSAIL! Designed for the way you live, this beautifully upgraded attached villa offers 3 bedrooms plus a den, 2 bathrooms, and a spacious 2-car garage- ideal for full-time living or the ultimate Florida retreat.

Active
5046 Draco Cir   Naples
$369,970
  • 3Bedrooms
  • 2 + 1 HalfBathrooms
  • 1790Sq Ft
  • 2025Year Built
$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 bedrooms, 2.1 baths and an attached 1 car garage. Features include a large living room with a well appointed kitchen and dining…

Active
3998 Perseus St   Naples
$659,000
  • 3Bedrooms
  • 3Bathrooms
  • 2456Sq Ft
  • 2024Year Built
$659,000

Welcome to the unparalleled Skysail community, where luxury meets tranquility. This breathtaking "Harvest" model home offers a sophisticated layout featuring 3 bedrooms plus a den, 3 bathrooms, and a spacious 3-car garage. Thoughtful upgrades abound, from the impact-resistant windows and doors to the elegant wood flooring that flows throughout the entire home. The heart of…

Active
3967 Pegasus Way   Naples
$799,000
  • 3Bedrooms
  • 2Bathrooms
  • 1922Sq Ft
  • 2023Year Built
$799,000

Welcome to 3967 Pegasus Way, a refined expression of Naples luxury where sophisticated design, thoughtful upgrades, and effortless living come together. Built in 2023, this turnkey-furnished 3-bedroom, 2-bath residence offers sweeping lake views, peace of mind with impact-resistant windows and doors, and a level of customization rarely found in newer construction. From the moment you arrive,…

Active
4671 Skysail Dr   Naples
$596,802
  • 2Bedrooms
  • 2Bathrooms
  • 1904Sq Ft
  • 2025Year Built
$596,802

Sophisticated yet inviting, the spacious Eventide 4 floor plan at SkySail on Homesite 383 is designed for both effortless entertaining and everyday relaxation. The welcoming foyer flows into an elegant dining area, leading to an expansive great room that serves as the heart of the home. This open living space connects seamlessly to a…

Active
5141 Draco Cir   Naples
$346,780
  • 3Bedrooms
  • 2 + 1 HalfBathrooms
  • 1790Sq Ft
  • 2025Year Built
$346,780

Welcome home to the Avery at Skysail, a stunning townhome designed for comfort, style and modern living. This beautifully upgraded residence features 3 spacious bedrooms, 2.1 baths and a 1 car garage - perfect for today’s lifestyle. Inside enjoy quartz countertops, soft closing cabinetry, a designer selected backsplash and under cabinet LED lighting…

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