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	$694K
Lowest Price	$2K
Highest Price	$2.9M
Total Listings	26
Avg. Days On Market	89
Avg. Price/SQFT	$310

Property Types (active listings)

Windstar Homes for Sale in Naples, FL

• All Listings
• Under $100,000
• $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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$5,150,000

3800 Crayton Road, Naples

4 Beds 6 Baths 5,745 SqFt Residential MLS® # A11931688

New

$5,025,000

541 Sw 17th Street Sw, Naples

5 Beds 6 Baths 5,361 SqFt Residential MLS® # A12101645

New

$3,590,000

660 94th Avenue N, Naples

4 Beds 5 Baths 2,550 SqFt Residential MLS® # A12100884

$3,500,000

515 Shady Hollow Boulevard W, Naples

4 Beds 5 Baths 1,136 SqFt Residential MLS® # A12059231

$3,050,000

1070 13th Street N, Naples

4 Beds 4 Baths 2,665 SqFt Residential MLS® # A11965101

$2,900,000

2806/2840 Golden Gate Boulevard W, Naples

8 Beds 6 Baths 4,936 SqFt Residential MLS® # A12068798

$2,890,000

1050 13th Street N, Naples

4 Beds 4 Baths 2,588 SqFt Residential MLS® # A11965155

$2,250,000

524 13th Street Sw, Naples

5 Beds 5 Baths 0 SqFt Residential MLS® # A11836667

$2,195,000

14318 Charthouse, Naples

4 Beds 5 Baths 3,326 SqFt Residential MLS® # A12088913

New

$2,149,900

5186 Tallowood Way, Naples

4 Beds 4 Baths 4,375 SqFt Residential MLS® # A11969895

$2,000,000

8151 Twelve Oaks Circle, Naples

0 Beds 0 Baths 0 SqFt Business MLS® # B26057973

$2,000,000

8151 Twelve Oaks Circle, Naples

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26057968

$1,995,000

2721 Olde Cypress Drive, Naples

4 Beds 4 Baths 3,663 SqFt Residential MLS® # B26067119

$1,790,000

3545 Pine Ridge Road #400, Naples

0 Beds 0 Baths 0 SqFt Business MLS® # A12054154

New Open House

$1,450,000

360 13th Street Sw, Naples

4 Beds 4 Baths 3,039 SqFt Residential

Open House

Sun, Oct 11th, 2026 @ 2pm - 4pm

MLS® # A12004997

New

$1,159,750

2004 Don Benito Way, Naples

3 Beds 4 Baths 2,981 SqFt Residential MLS® # B26086372

$998,000

705 N 103rd Ave Avenue N, Naples

4 Beds 2 Baths 1,654 SqFt Residential MLS® # B26022711

$975,000

2236 Queens Boulevard, Naples

3 Beds 2 Baths 1,768 SqFt Residential MLS® # A12070937

$949,900

111 Newport Cay, Naples

3 Beds 3 Baths 2,350 SqFt Residential MLS® # A12098879

New

$936,151

15785 Genova Drive, Naples

3 Beds 4 Baths 0 SqFt Residential MLS® # A12100600

$932,933

15756 Modena Street, Naples

3 Beds 4 Baths 0 SqFt Residential MLS® # A12062065

$892,513

15697 Genova Drive, Naples

3 Beds 4 Baths 0 SqFt Residential MLS® # A12062095

$850,000

5 Bluebill #702 + 802, Naples

2 Beds 3 Baths 868 SqFt Residential MLS® # A12068106

New

$823,868

15690 Genova Drive, Naples

3 Beds 3 Baths 0 SqFt Residential MLS® # A12100817

$820,000

↓ $29,000

7538 Citrus Hill Lane, Naples

3 Beds 2 Baths 2,197 SqFt Residential MLS® # A12052178

$809,900

2565 28th Avenue Se, Naples

4 Beds 3 Baths 0 SqFt Residential MLS® # A12033038

$799,000

3263 Se 40th Ave Avenue Se, Naples

4 Beds 3 Baths 2,330 SqFt Residential MLS® # B26016078

$799,000

1412 22nd Avenue Ne, Naples

3 Beds 3 Baths 1,987 SqFt Residential MLS® # B26049082

$796,000

3762 32nd Avenue Se, Naples

4 Beds 4 Baths 2,482 SqFt Residential MLS® # A11997162

$775,000

3043 18, Naples

3 Beds 3 Baths 0 SqFt Residential MLS® # A11991028

$772,290

2034 Terreno Boulevard, Naples

4 Beds 3 Baths 2,397 SqFt Residential MLS® # B26042281

$735,000

↓ $34,000

9010 Cascada Way, Naples

3 Beds 3 Baths 3,010 SqFt Residential MLS® # B26077413

$725,000

681/683 95th Avenue N, Naples

0 Beds 0 Baths 0 SqFt Multi-Family MLS® # A12064666

New

$715,990

2084 Freemont Way, Naples

4 Beds 4 Baths 2,894 SqFt Residential MLS® # B26086388

$699,999

↓ $50,001

4991 Brixton Court, Naples

3 Beds 2 Baths 1,955 SqFt Residential MLS® # A11888653

$677,777

3646 28th Avenue Se, Naples

4 Beds 3 Baths 1,789 SqFt Residential MLS® # A11982993

$650,000

2107 Freemont Drive, Naples

2 Beds 3 Baths 2,114 SqFt Residential MLS® # B26042323

$650,000

2730 Ne 2nd Street, Naples

3 Beds 2 Baths 2,269 SqFt Residential MLS® # A12063846

$650,000

2960 30th Avenue Se, Naples

3 Beds 2 Baths 1,196 SqFt Residential MLS® # A12096215

New

$636,491

15345 Giardino Drive #201, Naples

3 Beds 3 Baths 0 SqFt Residential MLS® # A12100864

$625,000

398 35th Avenue Nw, Naples

3 Beds 2 Baths 2,196 SqFt Residential MLS® # A11979046

$625,000

291 22nd Street Ne, Naples

5 Beds 3 Baths 1,764 SqFt Residential MLS® # B26064446

$619,000

3257 Desoto Boulevard S, Naples

4 Beds 2 Baths 2,004 SqFt Residential MLS® # A12061255

$609,000

13458 Sumter Lane, Naples

3 Beds 2 Baths 1,808 SqFt Residential MLS® # A11768419

$607,990

6089 Barbara Circle, Naples

4 Beds 4 Baths 2,025 SqFt Residential MLS® # A11814778

New

$604,052

15345 Giardino Drive #202, Naples

3 Beds 3 Baths 0 SqFt Residential MLS® # A12100691

$599,000

1412 22nd Avenue Ne, Naples

3 Beds 3 Baths 1,935 SqFt Residential MLS® # A12048779

New

$596,560

2118 Seville Lane, Naples

2 Beds 3 Baths 1,577 SqFt Residential MLS® # B26086090

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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.