Condominium buildings beside the water at Windstar on Naples Bay, Naples, Florida

Windstar on Naples Bay Homes & Real Estate

Windstar on Naples Bay, Naples FL

Explore Windstar on Naples Bay homes for sale and real estate below. Windstar is a gated community of 554 residences across 15 neighborhoods on 320 acres along two miles of Naples Bay and Haldeman Creek, less than ten minutes from Fifth Avenue South. It is the only gated golf community in Naples with its own deep-water marina and direct bay access. Thirty-eight properties sold between January and August 2026 at a median of $1,200,000.

Compare Windstar on Naples Bay with other communities in our Naples neighborhood guides.

Quick Facts

  • $1,200,000, 38 sales Median sold 2026
  • $1,575,000 median, 19 days Houses
  • $1,126,000 median, 62 days Attached homes
  • $350,000 to $6.75M Range
  • 72 slips, boats to 70 feet Marina
  • Optional; golf capped at 350 Membership

Current Homes For Sale in Windstar on Naples Bay

A Marina, a Fazio Course and a Private Island Beach

Windstar combines three things that rarely appear together in Naples, and the combination is the reason to look here at all.

Direct bay access from a private marina
The Southpointe marina holds 72 deep-water slips and takes boats up to 70 feet, with a route out through Naples Bay to Gordon Pass. Windstar is the only gated golf community in Naples offering that combination.
A Tom Fazio course from 1981
The 18-hole course runs through the community and is the original Fazio layout. The clubhouse was renovated in 2022, with a new fitness center due to complete in 2026.
A six-acre private beach on Keewaydin Island
The Keewaydin Queen shuttle runs from the clubhouse dock through the Rookery Bay Reserve, about thirty minutes each way, to a screened pavilion on the island. The beach belongs to Windstar and is reachable only by boat.
Ten minutes from Fifth Avenue South
The community sits off Bayshore Drive, close to the Naples Botanical Garden and the East Naples pickleball center, and within a short drive, bike ride or golf cart trip of downtown.
What that means for price
The 38 sales of 2026 ran from $350,000 to $6,750,000, at a median of $1,200,000. The amenities are shared across that whole range, which is unusual: a condominium owner and an estate owner use the same marina, course and island beach.

Membership Is Optional, but Golf Has a Waitlist

Windstar is not a bundled golf community. Nobody has to join, and the club also admits members who do not live here, which has consequences for anyone who does want to play.

Optional, and open to non-residents
Membership is not tied to ownership, so a buyer who does not play golf avoids the cost entirely. The club also accepts members from outside the community, which is unusual among Naples clubs.
Golf is capped at 350
The cap means demand outruns supply. Listings in 2026 describe the golf waitlist as running about seven years, and some homes advertise a full golf membership that transfers at closing, which would bypass it.
Ask what transfers, in writing
Where a membership conveys it can be worth a great deal, and where it does not, a golfing buyer should budget for the wait. Confirm the category, the cost and the waitlist position with the club before making an offer.
Published fees are dated
Directory figures put golf initiation near $45,000 and social membership at about $3,000 with annual dues near $2,375, but those come from golf directories rather than the club and are some years old. Treat them as a starting point only.
Marina slips are separate again
A slip at Southpointe is its own arrangement, and some estate homes and a few condominium residences carry a deeded slip. Establish whether a listing includes one, and what size vessel it takes.

Weighing Windstar

Pros

  • 72-slip marina with direct Naples Bay access
  • Tom Fazio course from 1981
  • Private six-acre beach on Keewaydin Island
  • Under ten minutes to Fifth Avenue South

Cons

  • Golf capped at 350 with a long waitlist
  • No walkable beach; the island is reached by shuttle
  • Published membership fees are several years old
  • Attached homes take a median of two months to sell
String-lit palms and evening dining on Fifth Avenue South, west of Windstar on Naples Bay, Naples, Florida

Windstar Shopping and Dining

Shopping

  • Fifth Avenue South under ten minutes away
  • Shops along Bayshore Drive and US 41
  • Celebration Park and the Botanical Garden nearby
  • Nothing walkable outside the gate

Dining

  • Clubhouse dining with Naples Bay views
  • Bayshore Drive restaurants close by
  • Fifth Avenue South a short drive
  • Seasonal reservations essential from January to April

Windstar Boating and Lifestyle

Beach

  • Private six-acre beach on Keewaydin Island
  • Keewaydin Queen shuttle through Rookery Bay
  • No Gulf-front beach within walking distance
  • Bay and creek views across the community

Lifestyle

  • 72 deep-water slips for boats to 70 feet
  • Direct route to Gordon Pass and the Gulf
  • Six Har-Tru tennis courts and bocce
  • Clubhouse renovated in 2022, fitness center due 2026

What to Know Before Buying at Windstar

Windstar on Naples Bay is a gated community of 554 residences on 320 acres, wrapped around a Tom Fazio course and a 72-slip marina on Naples Bay. It is the only gated golf community in Naples with direct deep-water access to the bay, and it owns a private beach on Keewaydin Island reachable only by its own shuttle.

It also sits closer to downtown than most golf communities: Fifth Avenue South is under ten minutes away by car.

What Does Windstar Cost?

Thirty-eight properties at Windstar sold between 8 January and 25 August 2026 at a median of $1,200,000, from $350,000 to $6,750,000. Sellers held their ground better than in most communities we cover: the median sale closed at 96% of asking, and five sales exceeded it.

The gap between houses and attached homes is narrower here than elsewhere, but the difference in pace is stark.

Closed sales at Windstar on Naples Bay by type, 8 January to 25 August 2026. Source: Naples MLS, development Windstar, areas NA08 and NA09. Attached homes are condominiums, coach homes and villas with unit-numbered addresses.
Type Sales Median sold Per sq ft Sold to list Days
Single-family 10 $1,575,000 $624 96% 19
Condominiums, coach homes and villas 28 $1,126,000 $468 95% 62
All 38 $1,200,000 $493 96% 52

For context, Royal Harbor across the bay sells at roughly double this per square foot without a club, and the Isles of Collier Preserve at a similar level with newer houses.

Neighborhood by neighborhood

The neighborhoods of Windstar on Naples Bay, those with 2026 sales first by median. The community holds 554 residences across 15 neighborhoods on 320 acres, and a dash means no closed sale between 8 January and 25 August 2026. Sales from the Naples MLS; neighborhood details from community and brokerage sources.
Neighborhood Type What it is 2026 sales Median sold Per sq ft
Southpointe Yacht Club Estate homes Double-gated waterfront estates beside the marina, several with their own slips 1 $6,750,000 $1,106
Admirals Watch Condominiums Buildings on the water; some residences carry a deeded boat slip 1 $2,375,000 $907
Harrington Sound Coach homes Waterfront coach homes 1 $2,075,000 $694
Spyglass Pointe Condominiums Low-rise residences overlooking the golf course 1 $1,775,000 $671
Ketch Cay Villas Attached villas; both 2026 sales closed within days of listing 2 $1,637,500 $748
Clipper Cove Condominiums Low-rise residences near the clubhouse 1 $1,625,000 $493
Yacht Harbour Cove Condominiums Marina-view residences with access to the Southpointe Yacht Club pool and clubhouse across the walking bridge 4 $1,455,000 $517
Northstar Villas Villas Attached villas; the 2026 sale closed at asking on its first day 1 $1,375,000 $643
Regatta Landing Coach homes The busiest neighborhood of 2026, with eight sales 8 $1,350,000 $474
Leeward Cay Villas Attached villas, quick to sell at a 14-day median 2 $1,203,500 $510
Somerset at Windstar Coach homes Coach homes near the golf course 4 $1,200,000 $529
Windward Cay Villas Attached villas 4 $695,000 $393
Marina Cove Condominiums Low-rise residences near the marina 4 $663,000 $377
Spinnaker Pointe Condominiums Low-rise residences; among the least expensive in the community 3 $660,000 $288
Compass Point South Condominiums Four elevator buildings with two renovated pools; the lowest median of 2026 1 $430,000 $304
Compass Point North Condominiums No sales in the period — — —
Island at Southpoint Estate homes No sales in the period — — —
Morningstar Coach homes No sales in the period — — —

Regatta Landing was the busiest neighborhood with eight sales at a $1,350,000 median, while the year’s top sale, at $6,750,000, came from the double-gated Southpointe Yacht Club estates beside the marina.

Houses sold in a median of 19 days against 62 for attached homes. Ketch Cay, Leeward Cay and Northstar all closed within days of listing, which suggests the villa market here is tighter than the condominium market.

The waitlist question

Golf membership is capped at 350 and the waitlist has been described in 2026 listings as running about seven years. For a buyer who plays, that single fact reshapes the search: a home advertising a transferable membership is a different purchase from an identical home without one.

For a buyer who does not play, the reverse applies. Membership is optional here, so the boating, the island beach and the location can be had without paying for a course you will not use.

Where is Windstar on Naples Bay?

Windstar lies off Bayshore Drive on the east side of Naples Bay, south of downtown, with two miles of bay and Haldeman Creek frontage and the marina at its southern end.

The Naples Botanical Garden and the East Naples pickleball center are close by, Fifth Avenue South is under ten minutes away, and the Keewaydin Island beach is reached by the community shuttle rather than by road.

Royal Harbor sits across the bay to the north-west, and the Isles of Collier Preserve lies east along the creek.

Windstar on Naples Bay neighborhood boundary. Base map and boundary data from Google.

Additional Windstar on Naples Bay Information

Windstar suits a boater who wants a slip and a golf course in the same gate, ten minutes from downtown Naples, and a buyer who values a private island beach over a Gulf-front address. Its condominiums make that combination reachable well below the coastal communities.

It is the wrong choice if you want to walk to the beach or avoid a club waitlist. For canal homes with no club at all, compare Royal Harbor across the bay; for a larger bayfront community, the Isles of Collier Preserve; for golf without the marina, Kensington or the Vineyards.

Two nearby waterfront options differ in what they ask of an owner: the Isles of Collier Preserve has no golf club, and Fiddler’s Creek a much larger one.

Browse the wider market through Naples homes for sale, Naples homes with Gulf access and Naples golf course homes, or see every community in the Naples neighborhood guides. Its condominiums and coach homes sit within the market for Naples condos for sale, Naples condos with boat docks and Naples golf course condos. Owners weighing a sale should start with a Naples home value estimate, and school zoning is covered in our guide to Collier County schools.

Aerial view of a sailboat on turquoise Gulf water, the open water reached by boat from Windstar on Naples Bay, Naples, Florida

Windstar, Golf and Marina

A gated golf community with its own marina on Naples Bay, close to downtown. We can tell you about boat slips as well as homes.

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Windstar on Naples Bay Schools

Collier County Public Schools serves Windstar on Naples Bay. The schools below are the assignment returned for a representative address in the neighborhood.

Assignment runs by parcel, not by neighborhood. Two houses on the same street can be zoned differently, and the district redraws boundaries from time to time. Check the specific address before relying on it.

Windstar is zoned for Avalon Elementary, Gulfview Middle and Naples High, confirmed on the county locator for 1450 Gulfstar Drive South and 2472 Breakwater Way. Check the specific address, since assignment runs by parcel.

Private school distances are straight-line approximations from the neighborhood, offered for orientation rather than as a recommendation.

The district states that its maps provide general information and that accuracy is not guaranteed, nor should a result be taken as a guarantee of placement. Look up any address on the CCPS attendance zone locator, or call the Department of Student Assignment on (239) 377-0540.

Zoned schools for a representative address, verified September 2026. Source: Collier County Public Schools.
ElementaryAvalon Elementary
MiddleGulfview Middle
HighNaples High
DistrictCollier County Public Schools
Nearby private schools
NearestSt. Ann Catholic School (~3.5 mi)
Also nearbySeacrest Country Day School (~4.0 mi)

Windstar on Naples Bay FAQs

Where is Windstar on Naples Bay?

Windstar is in Naples, Florida, in the 34112 ZIP code, off Bayshore Drive on the east side of Naples Bay, south of downtown. The gated community covers 320 acres along two miles of Naples Bay and Haldeman Creek frontage, less than ten minutes from Fifth Avenue South.

Is club membership required at Windstar?

No. Windstar is not a bundled golf community, so membership is optional and not tied to ownership. The club also admits members who do not live in the community. Golf membership is capped at 350, and listings in 2026 describe the waitlist as running about seven years.

What do homes cost at Windstar?

Thirty-eight properties sold between January and August 2026 at a median of $1,200,000, from $350,000 to $6,750,000. The 10 single-family sales had a median of $1,575,000, and the 28 condominium, coach home and villa sales $1,126,000. The middle half fell between $717,500 and $1,621,250.

Does Windstar have a marina?

Yes. The Southpointe marina holds 72 deep-water slips and accommodates boats up to 70 feet, with direct access to Naples Bay and out through Gordon Pass to the Gulf. Some estate homes have their own docks, and a few condominium residences carry a deeded slip, so check what conveys with a specific listing.

How do residents reach the Keewaydin Island beach?

By the community shuttle, the Keewaydin Queen, which runs from the clubhouse dock through the Rookery Bay Reserve. The trip takes about thirty minutes each way and reaches a six-acre private beach with a screened pavilion. The beach belongs to Windstar and is available to owners and members only.

What neighborhoods are in Windstar?

Fifteen, from the double-gated Southpointe Yacht Club estates on the water to the low-rise condominiums of Compass Point and Spinnaker Pointe. Others include Admirals Watch, Clipper Cove, Harrington Sound, Ketch Cay, Leeward Cay, Marina Cove, Morningstar, Northstar, Regatta Landing, Somerset, Spyglass Pointe, Windward Cay and Yacht Harbour Cove.

Naples Neighborhoods

Considering Windstar?

Golf is capped at 350 with a waitlist reported at about seven years, and some homes transfer a membership at closing. We can tell you exactly what a listing includes.

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