Naples, Florida · Community Spotlight

What Is It Like to Live in Windstar, Naples, FL?

Windstar on Naples Bay is a gated waterfront and golf community in Naples, located along Naples Bay near the Bayshore Arts District and Naples Botanical Garden. Encompassing approximately 450 acres and 15 distinct residential neighborhoods, Windstar offers a diverse collection…

Windstar market snapshot

19Homes for sale now
$689KMedian list price
$459Avg list price per sq ft
$425K to $3.25MCurrent list price range
49Sold in the last 12 months
$1.2MMedian sold price, 12 months
$520Avg sold price per sq ft
4.7Months of inventory

Homes, condos and townhomes. Source: Naples MLS listing data, updated October 27, 2026. Information deemed reliable but not guaranteed.

About Windstar

Windstar on Naples Bay is a gated waterfront and golf community in Naples, located along Naples Bay near the Bayshore Arts District and Naples Botanical Garden. Encompassing approximately 450 acres and 15 distinct residential neighborhoods, Windstar offers a diverse collection of condominiums, villas and single-family homes surrounded by golf, lakes, tropical landscaping and waterfront settings. What most clearly distinguishes Windstar from other Naples golf communities is its direct connection to the water. The community combines an 18-hole Tom Fazio-designed championship golf course with a private deep-water marina offering direct access to Naples Bay and the Gulf of Mexico, along with access to a private beach on Keewaydin Island for club members.

Another important distinction is that Windstar is not a bundled-golf community. Purchasing a residence does not automatically require or include membership in Windstar on Naples Bay, allowing buyers to separate their residential decision from their club membership decision. Those who choose membership can select from available membership categories offering varying levels of golf and social privileges, including dining, fitness, tennis, bocce and access to the private beach and boat shuttle. This structure, combined with the community’s boating opportunities and location just a short drive from downtown Naples, gives Windstar a particularly versatile lifestyle that can appeal to golfers, boaters and buyers who simply value waterfront surroundings and proximity to the heart of Naples.

Why People Like the Windstar on Naples Bay Community

  • Golf and Waterfront Living: Windstar combines private golf with direct Naples Bay access, creating a lifestyle that is unusual even among Naples’ private club communities.
  • Private Deep-Water Marina: Southpointe Marina offers 72 slips and can accommodate vessels up to approximately 70 feet, with direct access to Naples Bay and the Gulf of Mexico.
  • Private Beach Experience: Club members have access to a private beach on Keewaydin Island, reached by the club’s boat shuttle.
  • Tom Fazio Golf: The private 18-hole championship course was designed by renowned golf architect Tom Fazio and includes extensive practice facilities.
  • Optional Club Membership: Residential ownership does not require membership in Windstar on Naples Bay, allowing buyers to choose whether the private club lifestyle fits their priorities.
  • Multiple Housing Choices: Condominiums, villas and single-family homes across 15 neighborhoods provide buyers with a broad range of residential and maintenance options.
  • Club Recreation and Dining: Members can enjoy dining, fitness, tennis, bocce, social activities and other club amenities in addition to golf and the waterfront lifestyle.
  • Close to Downtown Naples: Windstar provides convenient access to the Bayshore Arts District, Naples Botanical Garden, Fifth Avenue South, Third Street South and Gulf beaches.

What You Need to Know About Living in Windstar on Naples Bay

  • Windstar Is a Non-Bundled Community: Homeowners are not automatically club members, and purchasing a residence does not guarantee or require golf membership.
  • Club Membership Is Separate From Homeownership: Buyers interested in golf, private beach access and other club amenities should investigate current membership categories, availability, initiation requirements, dues and privileges separately from the residential purchase.
  • Golf Membership Is Limited: Windstar maintains a cap on full golf membership, so buyers who consider golf essential should verify current membership availability before purchasing.
  • There Are 15 Residential Neighborhoods: Property types, association structures, maintenance responsibilities and neighborhood characteristics can differ substantially depending on where a home is located.
  • Some Properties Have Multiple Association Obligations: Condominium and neighborhood associations may have their own assessments and responsibilities in addition to broader master association requirements.
  • Marina Slips Should Be Evaluated Separately: Buyers purchasing specifically for boating should verify current slip ownership or availability, vessel limitations, fees and marina requirements rather than assuming a slip accompanies residential ownership.
  • Homes Vary Considerably: Because Windstar includes multiple property types developed over several decades, buyers should evaluate renovation level, hurricane protection, mechanical systems, roofs and other property-specific improvements.
  • Current Costs and Rules Should Be Verified: Association assessments, club membership costs and availability, marina requirements, leasing policies, pet restrictions and other provisions should be confirmed through current documents.

Current listings

Windstar Homes for Sale

See the newest homes for sale in Windstar, updated throughout the day from the Naples MLS. Want a private showing or an honest read on value? Call Renee Hahn at (239) 287-2576.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Accuracy of this information is not warranted or guaranteed. Information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Windstar Amenities

For members, Windstar on Naples Bay offers a private club lifestyle centered around golf, Naples Bay and the Gulf of Mexico. The 18-hole Tom Fazio-designed championship course winds through the community and includes a bayside driving range, putting green and other practice facilities. Full golf membership is capped to help maintain access to the course, while organized golf programs, tournaments and leagues provide both competitive and social opportunities. The clubhouse overlooks Naples Bay and provides multiple dining environments along with spaces for social events and gatherings, while fitness facilities, six Har-Tru tennis courts and three bocce courts expand the recreational experience beyond golf.

Windstar’s waterfront amenities are what truly set the community apart. Southpointe Marina is a private 72-slip deep-water marina capable of accommodating vessels up to approximately 70 feet and providing direct access to Naples Bay and the Gulf. This makes boating a genuine component of the Windstar lifestyle rather than simply a waterfront backdrop. Club members also have access to a private beach on Keewaydin Island, reached aboard the club’s boat shuttle, providing an entirely different way to enjoy the Gulf Coast without leaving the Windstar lifestyle. Fishing, boating and other water-oriented activities further reinforce the community’s connection to Naples Bay.

Windstar’s location adds another layer to its appeal. The community sits near the Bayshore Arts District and Naples Botanical Garden, an area known for locally owned restaurants, galleries, waterfront destinations and a more eclectic neighborhood atmosphere. Downtown Naples, Fifth Avenue South, Third Street South and Gulf beaches are only a short drive away, while U.S. 41 provides convenient access throughout Naples. For buyers seeking an established gated Naples community combining optional private golf, a deep-water marina, direct Gulf boating access, a private island beach, diverse housing and convenient access to downtown, Windstar on Naples Bay offers a combination that is difficult to duplicate elsewhere in the Naples market.

What Is Near Windstar?

Downtown Naples (5th Avenue South): 1.7 miles

Closest beach: Naples Pier, 2 miles

RSW Airport: 28.3 miles

Notable shopping & dining nearby: Tin City Waterfront Shops, 1.5 miles

Closest park: Sugden Regional Park, 1.3 miles

(Distances are approximate straight-line distances.)

Windstar Floor Plans

Builder floor plans aren’t available for Windstar, most often because the homes were custom built or the community predates published plans. Contact Renee Hahn for details on a specific home.

View Windstar floor plans (PDF)

Where Is Windstar?

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Windstar FAQ

Where is Windstar located?

Windstar on Naples Bay is in Naples along Naples Bay, near the Bayshore Arts District and Naples Botanical Garden. Downtown Naples, Fifth Avenue South, Third Street South and Gulf beaches are a short drive away, with U.S. 41 providing access throughout town.

What types of homes are in Windstar?

Windstar covers about 450 acres with 15 neighborhoods of condominiums, villas and single-family homes. Homes were built over several decades, so condition and updates vary, and some MLS listings are also townhomes.

Is club membership required in Windstar?

No. Windstar is gated but not bundled, so buying a home does not include or require membership in Windstar on Naples Bay. Those who join can choose among membership categories, and full golf membership is capped, so availability should be checked before buying.

What amenities does Windstar offer?

Club members enjoy an 18-hole Tom Fazio championship course with a bayside driving range, a clubhouse overlooking Naples Bay, fitness facilities, six Har-Tru tennis courts and three bocce courts. Southpointe Marina offers 72 private deep-water slips, and members can ride the club's boat shuttle to a private beach on Keewaydin Island.

Can you keep a boat at Windstar?

Yes, Southpointe Marina is a private 72-slip deep-water marina that handles vessels up to about 70 feet, with direct access to Naples Bay and the Gulf of Mexico. A slip does not automatically come with a residence, so boaters should verify slip ownership or availability, vessel limits and fees.

Last updated October 2026 by Renee Hahn, Your Naples Expert. Community details, fees and amenities can change, so confirm specifics for any home you are considering.

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