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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15 listings match your search criteria.
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Active
4647 Skysail Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 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…

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3995 Pegasus Way   Naples
  • 5Bedrooms
  • 4Bathrooms
  • 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…

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3967 Pegasus Way   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1922Sq Ft
  • 2023Year Built
$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 every detail has already been perfected. Why spend months building and thousands more on upgrades when this stunning, fully furnished residence is ready to exceed every expectation from the moment you walk through…

Active
3993 Perseus St   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2309Sq Ft
  • 2025Year Built
$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 floorplan! This spacious open concept model stuns with expansive views from the screened-in lanai. This property features upgrades galore including designer kitchen finishes with quartz countertops, stainless appliances,…

Active
4235 Pegasus Way   Naples
  • 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
4679 Skysail Dr   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2456Sq Ft
  • 2026Year Built
$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 Communities in SKYSAIL. This single family home is a 3 bedroom, 3 bath, den, 3 car garage home and is…

Active
3998 Perseus St   Naples
  • 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
4003 Pegasus Way   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1966Sq Ft
  • 2023Year Built
$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 appliances including double oven & GAS cooktop. Beautiful views of the lake from the great room and lanai.You will love the breath taking sunrises and sunsets from your own private oasis!…

Active
4519 Centaurus Cir   Naples
  • 4Bedrooms
  • 2Bathrooms
  • 2428Sq Ft
  • 2026Year Built
$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 THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded 42"cabinets, stainless steel appliances, IMPACT WINDOWS/DOORS, 8-ft doors and a beautiful lanai. SkySail is beautiful community offering a clubhouse, tennis…

Active
3980 Pegasus Way   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1812Sq Ft
  • 2022Year Built
$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 living. Surrounded by 246 acres of sparkling lakes and lush natural landscaping, this exceptional residence offers the perfect blend of comfort, style, and everyday functionality while providing access to an unmatched resort-inspired…

Active
4491 Centaurus Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1860Sq Ft
  • 2026Year Built
$506,023

New Dream 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 THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, pocket sliding glass doors stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS,…

Active
4653 Centaurus Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1548Sq Ft
  • 2023Year Built
$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-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
4580 Skysail Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1848Sq Ft
  • 2025Year Built
$424,900

WELCOME TO SKYSAIL, ONE OF NAPLES' NEWEST RESORT-STYLE COMMUNITIES BY NEAL COMMUNITIES. THIS NEW SANDCASTLE MODEL/VILLA OFFERS AN OPEN-CONCEPT FLOOR PLAN WITH SPACIOUS LIVING AREAS, A MODERN KITCHEN FEATURING QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, AND A LARGE ISLAND PERFECT FOR ENTERTAINING. THE SPLIT-BEDROOM DESIGN PROVIDES PRIVACY FOR OWNERS AND GUESTS, WHILE THE VERSATILE DEN CAN…

Active
5046 Draco Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 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
5034 Draco Cir   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1507Sq Ft
  • 2026Year Built
$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 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…

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