Skysail Homes under $500,000

Skysail Homes under $500,000

Welcome to Skysail, an enchanting new development nestled in the heart of Naples, Florida, where breathtaking coastal living meets affordable luxury. This vibrant community is designed for those seeking a perfect blend of comfort, style, and value, all within a serene and picturesque setting.

Skysail presents a unique opportunity for homebuyers to explore an array of beautifully crafted homes priced under $500,000. Each residence is thoughtfully designed with modern finishes, open-concept layouts, and ample natural light, ensuring a welcoming atmosphere for families and individuals alike. Whether you are a first-time buyer, a growing family, or looking to downsize, Skysail offers a variety of floor plans to suit your lifestyle.

Located in Collier County, Naples is renowned for its stunning beaches, world-class dining, and vibrant arts scene. Residents of Skysail will enjoy the convenience of nearby shopping, recreational parks, and top-rated schools, all while being just a short drive from the sparkling Gulf of Mexico. The community’s lush landscaping and inviting amenities create a peaceful oasis where neighbors become friends and memories are made.

At Skysail, you’re not just purchasing a home; you’re investing in a lifestyle. Experience the charm of Naples while enjoying the affordability that Skysail has to offer. Don’t miss out on the chance to be part of this thriving community—your dream home awaits! Come and discover the beauty and excitement of Skysail today.

Newest Skysail Homes under $500,000

5042 Draco Circle Unit 2906, Naples
$355,517
3 Beds ⋅ 3 Baths ⋅ 226034964 MLS
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, 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 that elevates the kitchen’s look and feel. GE stainless steel appliances, including a washer dryer, make every day living effortless. Step outside and experience the best of the SkySail community offering resort-style amenities including a clubhouse, tennis and pickleball courts, walking trails with fitness stations, two pools, a fitness room, outdoor gaming area, fishing pier and a cozy fire pit. Pet lovers will appreciate two dedicated dog parks and the convenience of a natural gas community adds even more value. This is more than a home. It’s a lifestyle. Come discovery SkySail today. The images are not an exact representation of this feature home and the feature home will not be sold furnished. This unit is built on Homesite 2906.

5042 Draco Circle Unit 2906, Naples
4475 Centaurus Circle, Naples
$496,500
3 Beds ⋅ 2 Baths ⋅ 226034968 MLS
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 THROUGHOUT! Gourmet kitchen package, quartz counters, upgraded cabinets, coffered ceiling, pocket sliding glass doors stainless steel appliances, upgraded tile floors throughout, IMPACT WINDOWS/DOORS, 8-ft doors, with a beautiful screened in lanai. Make your appointment to come see it today! Many benefits to living in this wonderful community is enjoying NATURAL GAS, LOW HOA FEES AND FULL OF AMENITIES! This home is built on lot 426. *Photos are of Dream Model * The images are not an exact representation of this feature home and the feature home will not be sold furnished.

4475 Centaurus Circle, Naples
5129 Draco Circle Unit 0105, Naples
$346,780
3 Beds ⋅ 3 Baths ⋅ 226034958 MLS
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 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 that elevates the kitchen’s look and feel. GE stainless steel appliances, including a washer dryer, make every day living effortless. Step outside and experience the best of the SkySail community offering resort-style amenities including a clubhouse, tennis and pickleball courts, walking trails with fitness stations, two pools, a fitness room, outdoor gaming area, fishing pier and a cozy fire pit. Pet lovers will appreciate two dedicated dog parks and the convenience of a natural gas community adds even more value. This is more than a home. It’s a lifestyle. Come discovery SkySail today. The images are not an exact representation of this feature home and the feature home will not be sold furnished. This unit is built on homesite 0105.

5129 Draco Circle Unit 0105, Naples
4636 Skysail Drive, Naples
$454,900
3 Beds ⋅ 2 Baths ⋅ 226033834 MLS
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 areas, three bedrooms, two bathrooms, and a versatile den ideal for a home office, hobby room, or additional guest space. The modern kitchen offers quartz countertops, stainless steel appliances, and a large center island perfect for entertaining. The split-bedroom layout provides privacy for both owners and guests, while the screened lanai offers peaceful outdoor living overlooking the landscaped surroundings. Residents of Skysail enjoy outstanding amenities, including a resort-style pool, lap pool, fitness center, tennis and pickleball courts, lakehouse/clubhouse, walking and biking trails, a new amenities director will soon join the community. Conveniently located near shopping, dining beaches, and everything Naples has to offer. Enjoy the Florida lifestyle in this growing amenity-rich community with natural gas and low HOA Fees!

4636 Skysail Drive, Naples
4467 Centaurus Circle, Naples
$495,736
3 Beds ⋅ 2 Baths ⋅ 226031212 MLS
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 tile flooring, stainless steel appliances and quartz countertops. SkySail is a beautiful community offering a clubhouse, tennis and pickleball courts, walking stations and work out stations, 2 pools, a fitness room, outdoor gaming area, fishing pier and fire pit. There are two dog parks. SkySail is a natural gas community. This home is being built on Homesite 428. The images are not an exact representation of this home and the feature home will not be sold furnished nor is a pool included with this home.

4467 Centaurus Circle, Naples
5034 Draco Circle, Naples
$345,525
3 Beds ⋅ 3 Baths ⋅ 226025064 MLS
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 LED lighting that elevates the kitchen’s look and feel. GE stainless steel appliances, including a washer dryer, make every day living effortless. Step outside and experience the best of the SkySail community offering resort-style amenities including a clubhouse, tennis and pickleball courts, walking trails with fitness stations, two pools, a fitness room, outdoor gaming area, fishing pier and a cozy fire pit. Pet lovers will appreciate two dedicated dog parks and the convenience of a natural gas community adds even more value. This is more than a home. It’s a lifestyle. Come discovery SkySail today. The images are not an exact representation of this feature home and the feature home will not be sold furnished. This unit is built on homesite 2904

5034 Draco Circle, Naples
4653 Centaurus Circle, Naples
$439,900
3 Beds ⋅ 2 Baths ⋅ 226009672 MLS
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, tile backsplash, under-cabinet lighting, stainless steel appliances, natural gas stove, pantry, and peninsula—perfect for entertaining. Additional owner upgrades include wood-look plantation shutters, remote-controlled rear blinds, whole-home air purifier integrated into the HVAC system, a water softener and filtration system, and upgraded lighting. The screened lanai overlooks a fenced backyard with western exposure—ideal for sunset evenings—and offers room for a future pool. Impact-resistant windows and doors provide peace of mind. Concrete block construction. 2-car garage. Smart home features. Skysail residents enjoy resort-style amenities including clubhouse, fitness center, community pool and lap pool, pickleball, tennis, basketball, fishing pier, kayak/canoe launch, bike/jog paths, and a dog park—all within a gated lake-centered community in one of Naples’ fastest-growing corridors.

4653 Centaurus Circle, Naples
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