Windstar Homes for Sale in Naples, Florida – Luxury Golf and Waterfront Living on Naples Bay

^{Waterfront Homes, Championship Golf, Boating, and Private-Club Living in Naples, Florida}

Windstar, Naples, Florida

Windstar on Naples Bay is a distinctive gated residential community offering an exceptional combination of waterfront living, golf, boating, recreation, and convenient access to downtown Naples. Buyers exploring Windstar homes for sale can choose from a diverse collection of condominiums, coach homes, villas, and single-family residences within established neighborhoods surrounded by tropical landscaping, waterways, golf course views, and Naples Bay scenery.

The community is centered around the Windstar lifestyle, with an 18-hole Tom Fazio-designed championship golf course and a private-club environment offering golf, tennis, fitness, dining, social activities, and access to Naples Bay. Boating enthusiasts are drawn to Windstar's marina setting and connection to the waters of Southwest Florida, while qualifying club members can enjoy additional coastal experiences, including access associated with Keewaydin Island.

Real Estate Statistics

Average Price	$555K
Lowest Price	$1.9K
Highest Price	$5.2M
Total Listings	152
Avg. Days On Market	182
Avg. Price/SQFT	$358

Property Types (active listings)

Windstar Homes for Sale in Naples, FL

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• $100,000 - $200,000
• $200,000 - $300,000
• $300,000 - $400,000
• $400,000 - $500,000
• $500,000 - $600,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

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$200,000,000

1980 S Ocean Boulevard, Palm Beach

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # R11060793

$100,000,000

204 E Jaffa N,

0 Beds 0 Baths 0 SqFt Commercial MLS® # B26068894

$88,400,000

7 Ocean Lane, Palm Beach

5 Beds 8 Baths 9,410 SqFt Residential MLS® # R11139593

$70,000,000

1355 S Flagler Drive #south Tower Duplex Ph, West Palm Beach

7 Beds 10 Baths 13,904 SqFt Residential MLS® # R11155081

$69,500,000

10203 Collins Avenue #2801, Bal Harbour

6 Beds 8 Baths 8,993 SqFt Residential MLS® # A11931658

$63,500,000

1260 N Lake Way, Palm Beach

6 Beds 8 Baths 7,034 SqFt Residential MLS® # R11133286

$59,000,000

111 Via Del Lago, Palm Beach

9 Beds 12 Baths 12,000 SqFt Residential MLS® # B26077347

$53,900,000

215 Bears Club Drive, Jupiter

6 Beds 12 Baths 15,075 SqFt Residential MLS® # R11168397

$48,000,000

1426 N Ocean Boulevard, Palm Beach

7 Beds 8 Baths 6,747 SqFt Residential MLS® # B26047163

$45,000,000

508 S Beach Road, Jupiter Island

5 Beds 8 Baths 8,551 SqFt Residential MLS® # B26031447

$42,000,000

3501 N Ocean Boulevard, Gulf Stream

5 Beds 8 Baths 5,970 SqFt Residential MLS® # B26019900

$39,500,000

1355 S Flagler Drive #ph 2601, West Palm Beach

4 Beds 6 Baths 8,066 SqFt Residential MLS® # R11128922

New

$38,900,000

13920 Stirling Road, Southwest Ranches

8 Beds 13 Baths 23,442 SqFt Residential MLS® # B26085352

$37,999,998

555 Ocean Boulevard, Golden Beach

8 Beds 11 Baths 9,618 SqFt Residential MLS® # F10539470

$34,000,000

211 Bears Club Drive, Jupiter

5 Beds 8 Baths 10,796 SqFt Residential MLS® # B26080875

$32,000,000

301 Plantation Road, Palm Beach

7 Beds 11 Baths 7,063 SqFt Residential MLS® # B26080140

$30,000,000

209 Commodore Drive, Jupiter

9 Beds 14 Baths 24,320 SqFt Residential MLS® # R11104398

$28,450,000

1355 S Flagler Drive #2203, West Palm Beach

4 Beds 6 Baths 5,743 SqFt Residential MLS® # R11163511

$27,900,000

146 Bears Club Drive, Jupiter

6 Beds 10 Baths 10,401 SqFt Residential MLS® # B26080403

$26,000,000

68 Isla Bahia Drive, Fort Lauderdale

6 Beds 10 Baths 8,327 SqFt Residential MLS® # B26074998

$24,995,000

82719 Old Highway, Islamorada

7 Beds 11 Baths 10,182 SqFt Residential MLS® # A12091663

$24,950,000

2330 Seven Oaks Lane, Palm Beach Gardens

7 Beds 13 Baths 17,440 SqFt Residential MLS® # B26076318

$24,950,000

6001 Le Lac Road, Boca Raton

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26070391

$24,950,000

6001 Le Lac Road, Boca Raton

7 Beds 9 Baths 10,914 SqFt Residential MLS® # B26041740

$24,950,000

1100 S Flagler Drive #804, West Palm Beach

4 Beds 6 Baths 4,906 SqFt Residential MLS® # B26033963

$24,900,000

14880 Palmwood Road, Palm Beach Gardens

7 Beds 11 Baths 10,398 SqFt Residential MLS® # B26040641

$24,500,000

Playa Caletas, Canton De Garabito, Puntarenas,

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26043539

$23,500,000

5 Grove Isle Drive #phs01, Coconut Grove

4 Beds 6 Baths 7,027 SqFt Residential MLS® # A11989341

$23,500,000

1355 S Flagler Drive #800, West Palm Beach

4 Beds 6 Baths 5,355 SqFt Residential MLS® # B26005870

$23,495,000

5 Via Flagler, Palm Beach

4 Beds 6 Baths 6,437 SqFt Residential MLS® # B26074191

New Open House

$23,000,000

13 Via Vizcaya, Palm Beach

3 Beds 6 Baths 5,913 SqFt Residential

Open House

Thu, Oct 8th, 2026 @ 2pm - 4pm

MLS® # B26085543

$23,000,000

3405 Olde Hampton Drive, Wellington

13 Beds 7 Baths 5,318 SqFt Residential MLS® # R11163167

$23,000,000

369 Eagle Drive, Jupiter

7 Beds 9 Baths 9,692 SqFt Residential MLS® # R11153115

New

$22,900,000

97 Nurmi Drive, Fort Lauderdale

6 Beds 9 Baths 8,600 SqFt Residential MLS® # B26085009

$22,875,000

1355 S Flagler Drive #2301, West Palm Beach

3 Beds 5 Baths 4,613 SqFt Residential MLS® # B26056288

$21,850,000

13614 Rhone Circle, Palm Beach Gardens

6 Beds 10 Baths 10,359 SqFt Residential MLS® # R11135823

$21,500,000

232 Bears Club Drive, Jupiter

5 Beds 8 Baths 8,677 SqFt Residential MLS® # B26022087

$20,000,000

17667 Se Federal Highway, Tequesta

8 Beds 13 Baths 16,134 SqFt Residential MLS® # B26073493

$19,999,999

1015 S Southlake Drive, Hollywood

7 Beds 9 Baths 7,355 SqFt Residential MLS® # A12045486

New

$19,950,000

3723a S Ocean Boulevard, Highland Beach

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26085026

New

$19,950,000

3723 S Ocean Boulevard, Highland Beach

6 Beds 10 Baths 8,154 SqFt Residential MLS® # B26085036

New

$19,950,000

409 N Atlantic Drive, Lantana

6 Beds 7 Baths 4,976 SqFt Residential MLS® # B26085270

$19,950,000

2927 Rhone Drive, Palm Beach Gardens

6 Beds 10 Baths 8,417 SqFt Residential MLS® # B26019572

New

$18,950,000

12317 Banyan Road, North Palm Beach

6 Beds 8 Baths 6,313 SqFt Residential MLS® # B26084452

$18,950,000

13771 Le Bateau Isle, Palm Beach Gardens

5 Beds 8 Baths 8,505 SqFt Residential MLS® # B26076191

$18,900,000

13101 Monet Lane, Palm Beach Gardens

7 Beds 9 Baths 12,163 SqFt Residential MLS® # B26075022

$18,850,000

1355 S Flagler Drive #1900, West Palm Beach

3 Beds 5 Baths 4,862 SqFt Residential MLS® # R11062658

$18,595,000

2787 Calais Drive, Palm Beach Gardens

5 Beds 8 Baths 9,272 SqFt Residential MLS® # R11135826

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Windstar Homes for Sale in Naples, Florida – Ultimate 2026 Guide: 7 Powerful Reasons to Explore This Waterfront Community

Windstar Homes for Sale in Naples, Florida offer an exceptional combination of Naples Bay waterfront living, golf, boating, private-club amenities, villas, condos, and single-family homes near downtown Naples.

Searching for Windstar Homes for Sale in Naples, Florida can introduce buyers to one of the most distinctive residential settings in Southwest Florida. Windstar on Naples Bay combines gated residential neighborhoods with golf, boating, water views, and convenient access to downtown Naples and the Bayshore Arts District.

What makes Windstar especially interesting is variety. Buyers aren't limited to one style of residence. The community includes single-family homes, villas, condominiums, and coach-style residences spread among 15 neighborhoods. Windstar's official real estate information describes a 450-acre community with these varied residential choices. 

Even more important, Windstar isn't a bundled golf community. Buying a residence doesn't automatically require club membership, and club membership should be evaluated separately from the real estate purchase. 

For buyers who want the Naples lifestyle without choosing between golf and boating, that combination deserves a closer look.

Discover Windstar on Naples Bay

Windstar on Naples Bay offers something increasingly difficult to duplicate in Naples: a community where residential living, private golf, boating, and Naples Bay come together in one setting.

A Distinctive Naples Bay Location

Windstar is positioned along Naples Bay, south of downtown Naples. Its location gives residents convenient access to the attractions of Naples while creating a residential environment centered around water, landscaped grounds, and the golf course.

The community's official website describes Windstar as Naples' only gated golf community with direct Naples Bay and Gulf access through a private deep-water marina. 

That's an important distinction.

Many Naples communities are built around golf. Others focus heavily on boating or waterfront living. Windstar brings these lifestyle elements together, which may appeal to households where different family members have different interests.

One person may want an early tee time. Another may want to spend the day boating. Someone else may simply want dinner overlooking the bay.

At Windstar, those lifestyles can exist side by side.

Windstar's 15 Residential Neighborhoods

Buyers researching Windstar Homes for Sale in Naples, Florida should understand that Windstar isn't one uniform collection of houses.

The community has 15 residential neighborhoods and includes single-family homes, villas, condos, and other attached residential options. 

That diversity matters because buyers can compare properties based on much more than square footage.

Depending on the neighborhood and individual residence, considerations can include:

• Naples Bay, marina, lake, preserve, or golf-course views

• Attached versus detached living

• Garage configuration

• First-floor versus upper-floor living

• Private outdoor space

• Renovation level

• Association services

• Proximity to community amenities

• Boat-slip availability or marina considerations

• Exposure and orientation

In other words, buyers shouldn't judge Windstar from a single listing.

Condos and Coach Homes

Condominium and coach-home residences can be appealing to buyers who want a more manageable Southwest Florida property.

These residences may suit seasonal owners, second-home buyers, retirees, or anyone who doesn't want the maintenance responsibilities that can come with a larger detached property.

Individual associations can differ, however. Buyers should review what an association maintains, what insurance it carries, what owners are responsible for, and whether there are planned projects or assessments.

That's where careful due diligence earns its keep.

Villas and Single-Family Homes

Buyers seeking additional privacy, outdoor space, or larger floor plans can also explore villas and detached homes.

Some Windstar properties emphasize golf-course surroundings, while others have a stronger relationship with Naples Bay or the marina environment.

The best choice depends on how the property will actually be used.

A full-time Naples resident may place a premium on storage, garage space, office space, and everyday functionality. A seasonal buyer may care more about ease of ownership and the ability to lock the door and leave.

Neither approach is automatically better. They're simply different.

Windstar Golf, Boating and Club Lifestyle

Real estate is only part of Windstar's appeal. For many buyers, the surrounding lifestyle is what puts the community on the short list.

Tom Fazio Championship Golf

The centerpiece of the private club is an 18-hole championship golf course designed by Tom Fazio. Windstar also provides practice facilities for qualifying members, including a bayside driving range and putting facilities. 

The course setting helps shape the character of the entire community. Landscaped fairways, lakes, tropical vegetation, and open spaces provide scenery even for residents who aren't avid golfers.

For golfers, of course, having private golf within the community can be a major advantage.

Golf Membership Is Separate

This is one of the most important details for a prospective Windstar buyer.

Windstar is not a bundled community. Residents aren't required to become members simply because they own property inside the gates. Windstar is an equity, member-owned club and can also accept members who don't live in the community. 

That separation gives buyers flexibility, but it also means buyers shouldn't assume purchasing a home automatically delivers a particular membership category.

Windstar currently identifies several membership structures, including Full Golf, WOW, Social Summer Golf, and Social memberships, each with different privileges. Membership availability, costs, waiting periods, transfer provisions, and rules can change. 

Therefore, buyers who consider club access essential should verify current membership details directly with the club before making a real estate decision.

Naples Bay and Marina Lifestyle

Golf may get plenty of attention, but boating is one of Windstar's defining characteristics.

The community's Naples Bay setting provides an unusually strong connection to the water. Windstar identifies itself as a gated golf community offering direct access to Naples Bay and the Gulf through its private deep-water marina. 

For boaters, that can substantially change the home-search equation.

Instead of choosing a golf community and keeping a boat elsewhere, a buyer may be able to pursue both interests within the broader Windstar environment.

However, a home purchase shouldn't be assumed to include a boat slip. Buyers interested in marina use should independently investigate slip ownership or availability, dimensions, fees, restrictions, and current marina rules.

Keewaydin Island Beach Experience

Windstar's private-club lifestyle extends beyond the community itself.

Eligible club members can enjoy private beach access and Windstar's Keewaydin boat shuttle. The club lists unlimited private-beach access and the Keewaydin shuttle among privileges associated with several membership categories. 

Keewaydin Island is part of Southwest Florida's barrier-island environment, so the experience feels quite different from driving to a conventional public beach.

For buyers attracted to coastal living, having golf, boating, and a beach experience connected to one club can be a compelling lifestyle combination.

Tennis, Fitness and Dining

Windstar isn't exclusively about golf and boating.

The club lists six Har-Tru tennis courts, three bocce courts, fitness facilities, social activities, and multiple dining experiences. 

The clubhouse overlooks Naples Bay and has undergone significant renovation, further strengthening its role as a social center for members. 

This matters because buyers aren't simply purchasing bedrooms and bathrooms. They're choosing how they want everyday life in Naples to feel.

For some owners, that means morning exercise, afternoon golf, and dinner at the club. For others, it may mean boating followed by an evening with friends.

That's the beauty of having choices.

Buying Windstar Real Estate

A successful Windstar purchase starts with understanding the differences among individual properties.

Compare Property Types Carefully

The phrase Windstar Homes for Sale in Naples, Florida covers a surprisingly broad range of real estate.

A condominium and a detached waterfront residence may technically share the same community name, yet their ownership costs, maintenance responsibilities, association structures, and lifestyles can be very different.

Start with several practical questions:

Answering these questions early can make the search far more efficient.

Evaluate Views and Location

Within Windstar, location deserves careful consideration.

A buyer may prefer a golf-course view because of the green space. Another may want marina activity. Someone else may prioritize privacy or proximity to the community entrance.

Waterfront and water-view properties can also create different insurance, maintenance, and exposure considerations.

Even the direction a lanai faces can affect how the home feels during different parts of the day.

These details can be easy to overlook when browsing listing photographs, yet they're often the things owners notice every single day.

HOA and Association Review

Windstar buyers should review the documents associated with the specific property and association.

Important areas can include:

• Association fees and included services

• Financial reserves

• Insurance responsibilities

• Recent or planned assessments

• Exterior maintenance obligations

• Renovation procedures

• Pet policies

• Leasing restrictions

• Vehicle and parking rules

• Hurricane-related policies

• Approval requirements

Condominium buyers should pay particularly close attention to association finances, insurance, structural responsibilities, and major capital projects.

A beautiful kitchen can be remodeled. An association's financial condition is a different matter entirely.

Flood and Insurance Considerations

Naples buyers should also investigate insurance early rather than waiting until the final days before closing.

Windstar's Naples Bay location makes flood-zone research especially important for some properties. Flood designation can differ by parcel and building, so broad assumptions about the community aren't enough.

Buyers should obtain current insurance estimates for the specific residence and review applicable flood information.

The FEMA Flood Map Service Center provides official flood-hazard mapping resources.

For condominiums, buyers should also understand the relationship between the association's master policy and the coverage an individual owner needs.

Current Windstar Market

The Windstar market includes properties at markedly different price points because its housing stock ranges from attached residences to substantial detached homes.

As of September 16, 2026, public listing data showed active Windstar offerings ranging from lower-priced condominium choices to multimillion-dollar residences, illustrating the community's unusually broad housing spectrum. Inventory and prices can change quickly, so buyers should treat any online snapshot as temporary rather than a permanent pricing guide. 

Condition also matters.

Two residences with similar square footage may command different prices because of renovation quality, view, garage configuration, floor level, association, outdoor living space, or marina relationship.

For that reason, price-per-square-foot comparisons should be used carefully. They're useful as one measurement, but they don't tell the entire story.

Living Near Downtown Naples

Windstar's location gives residents access to much more than what's found inside the gates.

Bayshore Arts District

The nearby Bayshore area has developed into a creative destination with restaurants, art, entertainment, and community attractions.

Windstar itself highlights its relationship with the vibrant Bayshore Arts District. 

For residents, this adds another layer to the lifestyle.

You can enjoy a private residential community without feeling cut off from the surrounding Naples area. Dining, arts, recreation, and entertainment can all become part of the weekly routine.

Downtown Naples

Downtown Naples expands those choices even further.

Residents can reach the shopping, dining, galleries, entertainment, and coastal attractions associated with central Naples without living directly in the middle of its busiest areas.

That balance can be attractive.

Homeowners can enjoy the privacy of a gated community, then head into town when they want restaurants, shopping, events, or an evening out.

Windstar's location can therefore appeal to several buyer profiles, including:

• Full-time Naples residents

• Seasonal homeowners

• Golf enthusiasts

• Boaters

• Buyers seeking a second home

• Retirees

• Buyers wanting proximity to downtown

• Households seeking multiple recreational options

The key is deciding which parts of the Windstar lifestyle actually matter to you.

A buyer who doesn't golf may still value Naples Bay, tennis, fitness, social opportunities, or proximity to downtown. Likewise, an avid golfer may care less about boating but love the course and clubhouse environment.

Windstar provides options rather than forcing every owner into the same lifestyle.

Frequently Asked Questions About Windstar Homes for Sale in Naples, Florida

Is Windstar on Naples Bay a bundled golf community?

No. Windstar's official club information states that it isn't a bundled community. Residents aren't required to be club members, and non-residents can also pursue membership. Buyers should verify current membership availability and terms directly with Windstar. 

What types of homes are available in Windstar?

Windstar offers a mixture of single-family homes, villas, condos, and other attached residences distributed among 15 neighborhoods. This gives buyers choices ranging from lower-maintenance properties to larger detached residences. 

Does Windstar have a marina?

Yes. Windstar's official information describes a private deep-water marina providing access to Naples Bay and the Gulf. Buyers who need a boat slip should verify current slip ownership, availability, dimensions, costs, and eligibility separately rather than assuming a residence includes marina rights. 

Does Windstar have a private beach?

Private-beach privileges are available through qualifying Windstar club memberships. Windstar also offers a Keewaydin boat shuttle as part of eligible membership privileges. Buyers should verify the current membership category required for these amenities. 

Is Windstar gated?

Yes. Windstar describes the residential community as a gated golf community on Naples Bay. Its combination of a gated residential setting, private golf, marina access, and club facilities helps distinguish it within the Naples market. 

Is club membership included when buying a Windstar home?

Buyers shouldn't assume so. Windstar is non-bundled, meaning residential ownership and club membership are separate considerations. Membership availability, initiation requirements, dues, privileges, and possible waiting periods should be confirmed directly with the club before purchasing. 

What should I compare when looking at Windstar properties?

Compare more than asking price and square footage. Consider the neighborhood, residence type, association, view, renovation level, garage, outdoor living area, insurance requirements, flood information, membership objectives, marina needs, and ongoing ownership expenses.

Is Windstar convenient to downtown Naples?

Windstar is situated south of downtown Naples and near the Bayshore area, giving residents access to downtown dining, shopping, entertainment, and cultural destinations while maintaining a gated residential environment. 

Conclusion: Exploring Windstar Homes for Sale in Naples, Florida

Windstar Homes for Sale in Naples, Florida deserve consideration from buyers who want more than a conventional Southwest Florida residential community.

Windstar brings together several features that are difficult to find in one Naples location: an 18-hole Tom Fazio-designed golf course, Naples Bay access, a private marina, private-beach privileges for eligible members, tennis, fitness, dining, and a collection of 15 residential neighborhoods. 

Just as important, the community provides meaningful housing variety.

Buyers can explore condos, coach-style residences, villas, and single-family homes rather than being restricted to one housing format. That makes Windstar relevant to everyone from seasonal residents seeking easier maintenance to buyers searching for larger homes and distinctive waterfront or golf-oriented settings.

The non-bundled structure also deserves attention. Homeownership and club membership aren't automatically tied together, so buyers should investigate each separately and confirm current membership details directly with Windstar.

When comparing properties, look beyond the photographs. Study the specific neighborhood, association finances, insurance responsibilities, flood considerations, view, renovations, garage configuration, outdoor space, and total carrying costs.

For boating enthusiasts, investigate marina arrangements early. For golfers, verify current membership availability before assuming access. For condominium buyers, carefully review association documents and financial information.

Doing that homework makes it much easier to determine which Windstar property matches your goals.

For buyers seeking a Naples home where golf, boating, coastal recreation, and proximity to downtown can come together, Windstar on Naples Bay offers a distinctive place to begin the search.

Explore current Windstar Homes for Sale in Naples, Florida through Abode Real Estate and compare available residences based on your preferred property type, location, view, amenities, and Southwest Florida lifestyle goals.