SkySail Naples

New home prices start from the mid $400,000’s. Embark on a journey to discover the possibilities at SkySail, one of Collier County’s newest and most beloved communities. Neal Communities proudly presents this tranquil neighborhood, nestled among 246 acres of glistening lakes. Immerse yourself in the serene beauty of SkySail and its array of charming amenities, designed for both bonding with neighbors and indulging in thrilling adventures.

1. Positive: Stunning Seaside Sands

Discover the breathtaking beaches of Naples, a true gem on Florida’s Paradise Coast. With miles of pristine, soft, white sands and turquoise waters, these beaches not only offer beauty but also a peaceful place to relax, sunbathe, or enjoy water activities. From the picturesque Barefoot Beach Preserve to Lowdermilk Beach Park, Naples’ shoreline provides the quintessential coastal Florida lifestyle.

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2. Negative: High Cost of Housing

One of the downsides of living in Naples, Florida is the high cost of housing. The city’s appeal and upscale amenities come with a price, resulting in steep housing costs. Compared to other cities in Florida, Naples’ real estate prices are considerably higher, with a median sales price of $715,000. In comparison, Orlando’s median sale price is $407,000 and Tampa’s is $497,000.

Limited land for development and high demand have led to a tight housing market and elevated prices in Naples. The overall cost of living in the city is also higher, which can strain budgets and affect overall affordability.

3. Positive: Dynamic Arts and Culture Scene

For those interested in culture, Naples offers a vibrant arts scene with galleries, performance venues, and arts festivals. The Naples Philharmonic and the Baker Museum showcase world-class performances and exhibitions. Residents can also enjoy regular art shows, craft fairs, and cultural festivals, providing a diverse range of artistic expression.

4. Negative: Crowded by Tourists

As a popular tourist destination, Naples often gets crowded, especially during the winter when snowbirds from colder states visit for the warm Florida weather.

5. Positive: Unique Resort Lifestyle

Living in Naples feels like a perpetual vacation, with endless activities and a luxurious ambiance.

6. Negative: Threat of Hurricanes

Naples’ tropical paradise charm is overshadowed by its vulnerability to hurricanes. Like much of Florida, the city faces an annual threat of these destructive storms. This year alone, on average, floods have caused $1,399 in property damage for homeowners.

7. Positive: Endless Outdoor Adventures

Naples is an outdoor lover’s dream, offering a plethora of activities. Its proximity to the Everglades provides opportunities for kayaking, hiking, bird watching, and wildlife spotting. Fishing and boating enthusiasts can enjoy the abundance of the Gulf of Mexico’s waters. From serene bike rides to exhilarating jet ski adventures, Naples caters to all types of outdoor passions.

8. Negative: Low Walkability

Despite its many charms, Naples lacks walkability, with a below-average Walk Score of 35, indicating a strong dependence on cars. This can be a disadvantage for those who prefer amenities within walking distance.

9. Positive: Golf Capital of the World

For golf enthusiasts, Naples is a paradise. Dubbed as the “Golf Capital of the World,” the city boasts over 90 meticulously designed courses that cater to all levels of expertise.

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10. Negative: Scorching Summer Heat

Summers in Naples can be sweltering, with high temperatures and humidity levels. The city’s tropical monsoon climate means that temperatures often reach the 90s (Fahrenheit). Those not accustomed to such weather might find the summer months challenging and should consider this factor before moving.

•  Lake
•  Trails
•  Tennis
•  Views
•  Pool
•  Fitness Center
•  Pickleball Courts
•  Dog Parks
•  Community Center
•  Park
•  Community Lawns
•  Collier County
•  Estates Elementary
•  Corkscrew Middle
•  Palmetto Ridge High

Exceptional Amenities

Discover the luxurious living experience at Skysail Naples, a premier community in the charming city of Naples, Florida. Our community boasts an array of exceptional amenities that cater to the needs and desires of our residents.

Large Lakes

Take in the beauty of our large lakes, which not only add to the natural aesthetics of the community but also offer opportunities for activities like fishing and kayaking. Residents can also enjoy peaceful walks on the well-maintained trails that surround the community, immersing themselves in the picturesque surroundings and pleasant weather.

Resort Pool And Sports

For sports enthusiasts, we offer top-notch tennis facilities where you can engage in a friendly match or participate in tournaments. Our resort pool and lap pool provide the perfect spots to cool off, relax, or get in some exercise.

Fitness Center

Fitness enthusiasts will appreciate our state-of-the-art fitness center, equipped with modern equipment for both cardio and strength training. The elegantly designed clubhouse serves as the social hub of the community, providing a place for residents to unwind, socialize, and attend community events.

Pickleball Courts

We also offer pickleball courts and a dedicated dog park for our residents to enjoy, as well as outdoor fitness facilities for those who prefer to exercise outside. With such a diverse range of amenities, Skysail caters to the varied interests and preferences of our residents.

Judge Judy Sheindlin

Judge Judy Sheindlin has made a name for herself as a tough-talking television judge on her show, “Judge Judy.” When she’s not commanding the courtroom, she can often be found enjoying the serene surroundings of her home in Naples, Florida. As a private individual, she values her luxurious waterfront property in the prestigious Pelican Bay neighborhood for its peacefulness and exclusive environment.

Larry Bird

Larry Bird, the legendary NBA player, is no stranger to success. As a resident of the upscale Park Shore neighborhood in Naples, Florida, he adds a touch of sports history to the already luxurious community. His numerous championships, MVP awards, and successful coaching career have solidified his status as one of the greatest players in the history of the NBA. Though he has retired from playing, Bird’s presence in Naples allows him to enjoy a serene lifestyle, far removed from the hustle and bustle of major cities. His custom luxury home not only highlights the city’s appeal to high-profile individuals but also attracts basketball enthusiasts and fans to the area.

Shahid Khan

Billionaire businessman Shahid Khan, owner of Flex-N-Gate and the Jacksonville Jaguars, is no stranger to opulence. His luxurious penthouse condo on Gulf Shore Boulevard is a clear reflection of his financial success, with a net worth of $13.3 billion as of 2024. As a part-time resident of Naples, Khan enjoys the laid-back yet sophisticated lifestyle, while also contributing to the local community and economy. His significant investments in renovating the Jaguars’ stadium and philanthropic efforts in education and healthcare showcase his commitment to improving the lives of others.

Bob Seger

For over 25 years, Bob Seger, the legendary rock musician, has called Naples home. This southwest Florida paradise provides the perfect escape for Seger, who embraces the luxurious lifestyle and relaxed atmosphere the city offers. As a long-time resident, Seger’s presence exemplifies the beauty of Naples for celebrities who value privacy and relaxation.

Mike Ditka

Former NFL coach and Super Bowl champion Mike Ditka splits his time between Naples, Florida, and his other commitments, enjoying the best of both worlds. His home in Wilshire Lakes, a charming neighborhood in Naples, allows him to immerse himself in the city’s relaxed lifestyle and stay connected to the community. As a notable figure in the area, Ditka’s presence adds to Naples’ reputation as a sought-after destination for luxury living, attracting other notable names who seek a blend of privacy and opulence.

Naples, Florida is not only known for its beautiful beaches and high-end shopping, but also for its opulent and exclusive communities. These neighborhoods offer the epitome of luxury living and attract affluent residents who value privacy, grandeur, and all the finer things in life. In this article, we will explore the top ten most expensive communities in Naples.

Port Royal

Topping the list is Port Royal, a gated community along the Gulf of Mexico. This prestigious enclave is known for its extravagant waterfront estates and proximity to the Naples Yacht Club, making it an ideal location for those who appreciate luxury and privacy.

Pelican Bay

Adjacent to the Gulf of Mexico, Pelican Bay offers residents exclusive beachfront access, private golf courses, and a variety of amenities. The neighborhood features lavish single-family homes and high-rise condominiums, creating a seamless blend of natural beauty and luxurious living.

Aqualane Shores

Located between Port Royal and Olde Naples, Aqualane Shores boasts of waterfront living at its finest. The neighborhood’s deep-water canals and close proximity to downtown Naples make it a popular choice for those seeking both tranquility and convenience.

Mediterra

For a blend of Old World charm and modern elegance, Mediterra is the place to be. This gated community features Mediterranean-inspired architecture, meticulously landscaped grounds, and two Tom Fazio-designed golf courses, creating a retreat for those who appreciate the finest details in design and lifestyle.

Grey Oaks

With three championship golf courses, a lavish clubhouse, and a serene setting, Grey Oaks is a golf-centric community that caters to the elite. The estate homes and villas in this neighborhood showcase elegance and timeless sophistication.

Quail Creek

Immersed in a harmonious blend of sport and nature, Quail Creek Country Club offers 36 holes of championship golf set amidst the serene Audubon Society-certified grounds. Designed by the renowned Arthur Hills, this community provides a unique golfing experience.

Quail West

With a 100,000-square-foot clubhouse, two-story fitness center, and two restored championship golf courses, Quail West is the pinnacle of luxurious living. This exclusive private club offers magnificent single-family and estate homes with stunning views of the fairways and lakes.

Royal Harbor

This upscale waterfront community is located in the City of Naples and provides residents with easy access to the beach, shops, restaurants, and events. With a focus on coastal living, privacy, and convenience, Royal Harbor is considered a hidden gem in Naples.

Park Shore

Spanning over 760 acres, Park Shore was a visionary development project by Raymond Lutgert in the 1960s. This neighborhood offers a world-class location just north of Olde Naples and a luxurious Florida lifestyle.

Connors

Known as one of the premier boating communities in Naples, Connors features 500 single-family homes along canals that provide easy access to the Gulf of Mexico. With a mix of original and newer homes, this neighborhood offers a range of prices and stunning waterfront views.

Coquina Sands

Coquina Sands, located just north of Olde Naples, is the oldest of the three beachside neighborhoods. Its name is derived from the soft limestone of broken shells that was once used to construct roads in the area. In 1957, landscape architect Milton Link bought the original pieces of land in Moorings, which is to the north of Coquina Sands, for $1.5 million. At the time, real estate brokers mocked him and called him a “sucker.” Similarly, in 1964, real estate developer Raymond Lutgert faced criticism for wanting to develop the 760 acres of “barren” land that eventually became Park Shore. However, today, residents of these tranquil and prestigious beach communities are the ones enjoying the sunny weather and smiling.

The Moorings

Situated between the scenic neighborhoods of Coquina Sands and Park Shore, The Moorings is a highly sought-after community known for its mature and tranquil setting and prime access to the Gulf of Mexico and nearby beaches. Developed in the mid-20th century by Milton Link’s development company, The Moorings encompasses over 1,300 acres and boasts approximately 4,000 homes and condominiums.

Lined with beautiful, canopied trees and peaceful streets, The Moorings offers a laid-back yet convenient coastal lifestyle, with easy access to shopping, dining, and entertainment options. Waterfront property owners and recreational boaters can easily reach the Gulf and Moorings Bay through Doctors Pass. Residents of The Moorings may also become members of the Moorings Property Owners Association, which provides privileges such as parking at the Moorings Beach Park, access to member events, and important news and updates.

As one of Naples’ original communities, The Moorings dates back to the 1950s. The beloved Bahama Club, an elegant condominium complex situated directly on the beach overlooking the Gulf, was built in 1956. The community’s early Art-Deco-inspired beach homes have since been joined by modern estates, stunning Spanish-revival villas, and luxurious high-rise buildings. For golf enthusiasts, The Moorings offers the ultimate treasure with its 18-hole, par-63 golf course within the community. These exceptional amenities, along with the opportunity for Gulf access, have contributed to The Moorings’ enduring appeal. If you are interested in purchasing a property in this community, we are here to assist you. Begin your search below or contact us for more information on The Moorings.

A luxurious compound in Naples, Florida has been listed for a staggering $295 million, making it possibly the most expensive home on the market in the United States. According to the Wall Street Journal, the 9-acre gated property located in the Port Royal neighborhood includes three residences and a private yacht basin, and is set to break state home sale records if it sells at the asking price. Although the Naples Daily News, a part of the USA TODAY Network, has reported that there are other high-priced properties for sale in the area that could rival it once the deal is finalized. Known as Gordon Pointe, this impressive estate has been owned by well-known Naples philanthropist John “Jack” F. Donahue and his family since the 1980s.

Ferrari of Naples is the only Ferrari Dealer in Naples Florida. SkySail Naples Florida is 38 min (18.5 mi) via Immokalee Rd from the Ferrari of Naples dealership.