Windstar On Naples Bay

Windstar On Naples Bay is a country club community of single family homes, condos, and townhomes in Naples, Florida, with a range of options priced between $415,000 and $7,480,000. There are currently a total of 20 homes for sale in Windstar On Naples Bay. The smallest Windstar On Naples Bay home presently available is a two bedroom two bathroom residence that is 1,485 square feet (1,414SF Under Air living space), and the largest of the Windstar On Naples Bay homes currently on the market has five beds and four baths and is a 12,030 square foot (6,104SF Under Air) residence.

The Windstar On Naples Bay community offers a plethora of amenities for its residents to enjoy, including a clubhouse, swimming pool, spa / hot tub, cabana, a state-of-the-art fitness center, sauna, billiards room, hobby room, laundry facilities, media room, business center, vehicle wash area, and a library. Sports facilities include a championship golf course, a putting green, tennis courts, pickleball courts, and Bocce ball. Onsite dining venues consist of a restaurant, picnic area, and a barbecue area.

Boating enthusiasts will love the fact that the community has boat facilities including a boat ramp, a boat dock, a boat slip, and a community marina. There is also a community park, a playground, walking or jogging trails, a waterfront pier, private beach access, as well as guest suites for visitors.

Pets are allowed in Windstar On Naples Bay. There is a limitation on pet size.

There are two commercial airports that serve Windstar On Naples Bay - Southwest Florida International Airport (RSW), which is twenty nine miles away, and Page Field (FMY), which is 33 miles away.

Windstar On Naples Bay real estate activity on the Naples MLS during the past year (as of June 2026) reflects 55 homes changing hands, with an average asking price of $1,432,106 and an average selling price of $1,344,673. This represents a healthy list-to-sell price ratio of 94% and $402 per square foot. During this period, Windstar On Naples Bay homes for sale have taken an average of 137 days to sell.

In addition, there are numerous other communities in Naples to choose from, or you may browse all available Naples Real Estate, including some new construction opportunities. Homes for sale in Windstar On Naples Bay are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Windstar On Naples Bay hits the market. You can also always contact your BEX Realty agent, who would happily assist you further with all your Gulf Coast real estate needs.

Windstar On Naples Bay Homes For Sale

Under Contract

$1.995 Million

$2,500,000

MLS#225084723

1701 Gulfstar Dr S 103
Naples, FL 34112

3

4

2

4,251 Sq Ft

Water Front

178 Days

Under Contract

$1,895,000

$2,195,000

MLS#226000993

1717 Gulfstar Dr S 204
Naples, FL 34112

3

4

2

3,951 SqFt

Water Front

164 Days

Under Contract

$1,825,000

MLS#226017435

1769 York Island Dr
Naples, FL 34112

4

2

2

2,588 SqFt

Pool

Water Front

0.17 Acres

42 Days

Under Contract

$1,379,000

MLS#226018034

1733 Gulfstar Dr S 302
Naples, FL 34112

3

3

2

3,535 SqFt

Water Front

49 Days

Under Contract

$1,250,000

MLS#226015171

2488 Breakwater Way 102
Naples, FL 34112

2

2

2

3,000 Sq Ft

72 Days

$1,249,000

MLS#226022290

2488 Breakwater Way 13101
Naples, FL 34112

2

2

2

3,065 Sq Ft

6 Days

Under Contract

$1,195,000

$1,295,000

MLS#226007427

2472 Breakwater Way 11101
Naples, FL 34112

2

2

2

3,028 Sq Ft

125 Days

Reduced

$1,095,000

$1,195,000

MLS#226002601

2464 Florida Ave
Naples, FL 34112

4

3

2

2,938 SqFt

Pool

0.14 Acres

157 Days

New Construction

Reduced

$1,095,000

$1,295,000

MLS#226002603

2480 Florida Ave
Naples, FL 34112

4

3

2

2,750 SqFt

Pool

0.14 Acres

157 Days

New Construction

$950,000

MLS#226014823

3580 Windjammer Cir 1603
Naples, FL 34112

3

2

1

2,243 Sq Ft

Water Front

72 Days

Under Contract

$749,000

MLS#226018476

5015 Marina Cove Dr 101
Naples, FL 34112

3

2

2

2,507 Sq Ft

Water Front

46 Days

Reduced

$725,000

$759,000

MLS#226009275

5095 Yacht Harbor Dr 203
Naples, FL 34112

2

2

2

2,507 Sq Ft

Water Front

107 Days

20 Active Listings in Windstar On Naples Bay