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Windstar on Naples Bay

windstar on naples bay

Windstar on Naples Bay is a 320-acre gated community with 15 distinctive neighborhoods in a location on Naples Bay close to Olde Naples.  The community has 554 residences including condos, coach homes, villas, single-family homes and waterfront estates.  The community offers golf, social and sports memberships to accommodate a variety of lifestyle options.    Read more about Windstar on Naples Bay.

Windstar Naples Bay Condos And Homes For Sale

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$4,950,000
 

1450 Gulfstar Dr S, NAPLES

5 Beds, 6 Baths, 6,104 SqFt
Extraordinary views & privacy within this private gated community on Naples Bay, magnificent residence, deep water direct Gulf access including 40’ dock plus 50’ protected boat slip, Tom Fazio golf course, & value you simply cannot match in Port Royal, Aqualane Shores or neighboring Royal Harbor. A must see, this spectacular waterfront home was designed with careful attention to detail that is evident throughout. A second private gated
William Raveis-Florida LLCNaples Area Board of Realtors Logo

MLS® #217036837

$1,380,000
 

3284 Lookout Ln, NAPLES

3 Beds, 4 Baths, 3,275 SqFt
H.14372-Key West inspired courtyard single family home nestled in a quiet Windstar neighborhood. This three-bedroom, 3.5 bath home wraps around a spacious newly screened courtyard with outdoor kitchen, pebble finish pool/spa, pondside setting plus golf course views. Perfect for lounging or entertaining. Custom paver path winds through your botanical oasis of lush landscape to a shaded pergola/patio adjacent to the lanai. Enjoy west-facing views
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #219018420

New
$1,350,000
 

2439 Breakwater Way 9202, NAPLES

3 Beds, 4 Baths, 3,856 SqFt
Absolutely Stunning Waterfront second floor coach home with private elevator. Gorgeously decorated with sophisticated coastal contemporary furnishings and shows like a model home. Wow, this beautiful home is being offered furnished! Wonderful waterfront beauty includes a boat dock that can accommodate a 30ft. boat. Very Popular Cayman open design floor plan with 3,856 sq. feet, 3 bedrooms plus den, 3 full baths, powder bath, Large Great Room
Premiere Plus Realty Co.Naples Area Board of Realtors Logo

MLS® #219006357

$1,159,000
 

3304 Lookout Ln, NAPLES

3 Beds, 3 Baths, 3,550 SqFt
Incredible architectural design from this beautiful custom built home located in Spyglass Pointe at Windstar on Naples Bay! Extensive interior and courtyard renovations include custom wood ceiling beams in living and family rooms and circular wood ceiling in dining room all designed/crafted and installed by a Swedish Master Carpenter. The spacious kitchen is equipped with custom cabinetry ,large pantry, granite counters and center island!
Downing Frye Realty Inc.Naples Area Board of Realtors Logo

MLS® #219012374

Reduced
$799,000
 

1754 York Island Dr, NAPLES

4 Beds, 3 Baths, 2,462 SqFt
Interior photos will be posted Tuesday. Architectural masterpiece describes the large pool/spa and surrounding outdoor living area! The incredible oversized courtyard features several waterfalls / fountains, a beautiful new wooden trellis, imported Italian tile and professionally designed tropical landscaping by award winning architect Christian Busk! Situated on an oversized lot, this 4 bedroom 3 full bath home offers incredible lake and golf
Downing Frye Realty Inc.Naples Area Board of Realtors Logo

MLS® #219020824

New
$765,000
 

3844 Clipper Cove Dr, NAPLES

5 Beds, 5 Baths, 3,295 SqFt
H.14269 -------PRICED SLASHED!!______CASUAL ELEGANCE AT IT'S BEST: GORGEOUS UPDATED 5 BEDROOM 3.5.5 BATH RESIDENCE LOADED WITH EXTRAS OVERLOOKING THE 10th FAIRWAY OF THE FAZIO DESIGNED GOLF COURSE__JUST MINUTES TO THE CLUB HOUSE, THE BOAT OR TO 5TH AVENUE. WITH FIVE BEDROOMS, THREE FULL AND TWO HALF BATHS, HOSTING FAMILY AND FRIENDS IS NEVER AN ISSUE. RECENTLY UPDATED INTERIOR WITH NEW WOOD/TILE FLOORS, NEW TODAY COLOR SCHEMES. ONE LOOK AND
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #219011755

$750,000
 

4966 Bollard Ct, NAPLES

3 Beds, 3 Baths, 2,451 SqFt
Elegant Living best describes this one-of-a kind pool and spa courtyard home with waterfront and golf course views. From the moment you enter you are swept away with the beauty, privacy, and calm serenity of soft waterfalls streaming gently into the pool of this stunningly immaculate home. Enjoy star-filled nights and beautiful sunsets from your highly desirable SW exposure lanai overlooking the lake and 6th hole of the golf course. Perfectly
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #219017205

New
$730,000
 

2132 Paget Cir 1.47, NAPLES

3 Beds, 3 Baths, 2,611 SqFt
V.2794 - Step in to this beautifully renovated villa. This 2 story villa offers 3+den, 2.5 baths, beautiful pool/spa area, fireplace, vaulted ceilings, crown molding, gorgeous wood flooring and plantation shutters throughout. Kitchen offers gorgeous granite counter tops, white cabinets, SS appliances and large island kitchen. Large dining and living combined area allows for great family gatherings or entertaining friends. Master bedroom, den
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #219002533

$689,900
 

2439 Breakwater Way 9102, NAPLES

2 Beds, 3 Baths, 2,633 SqFt
Waterfront, wide plank French oak floors throughout, plantation shutters, upgraded countertops, crown molding. Move in ready and better than new. So many upgrades after the sale to a higher spec than the builder can provide! High ceilings, first floor, 2 bedroom+Den, 2-1/2 bathroom, with attached 2 car garage. Open layout that lives like a single family home. Amazing for entertaining or just relaxing on your lanai overlooking the docks and
Coldwell Banker Residential RENaples Area Board of Realtors Logo

MLS® #218059865

$687,500
 

2497 Breakwater Way 4102, NAPLES

3 Beds, 3 Baths, 2,633 SqFt
C.14440 - Stunning 3 bedroom 2 and one half bath first floor villa home with magnificent views of the impeccably maintained championship golf course and tranquil lake! Features a sophisticated open-floor plan with a spacious great room, kitchen and casual dining area providing the perfect entertaining space with an oversized kitchen island for prepping and serving meals. Huge Spa-like master bath features his & her vanities, a linen closet,
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #218072068

$675,900
 

3852 Clipper Cove Dr, NAPLES

3 Beds, 3 Baths, 2,800 SqFt
This impeccably maintained home offers lots of flexible space. Master bedroom and den on first floor and two bedrooms and a loft on the second floor. Volume ceilings, working fireplace and eat in kitchen, private pool and 2 car garage are among the unique features. Windstar on Naples Bay is a gated community with a Tom Fazio golf course, clubhouse with Bay views and tennis and fitness programs as well as a shuttle boat to the private beach on
Coldwell Banker Residential RENaples Area Board of Realtors Logo

MLS® #218051231

$659,000
 

4403 Yacht Harbor Dr, NAPLES

3 Beds, 2 Baths, 1,989 SqFt
Fabulous 3 bed/2bath residence in glorious Windstar on Naples Bay overlooking the 4th fairway of the challenging Fazio designed golf course. Entertaining is especially enjoyable around the exceptionally large heated updated pool with a view of the fourth fairway. The items on the list of improvements on the property are so numerous they are hard to mention. The list goes on and on!! Some of the major upgrades include: master and guest baths with
Sun RealtyNaples Area Board of Realtors Logo

MLS® #219000508

More About Windstar on Naples Bay

Windstar Amenities

  • Tom Fazio designed 18-hole championship golf course
  • Six har-tru tennis courts
  • Waterfront clubhouse
  • Fitness and wellness center
  • Casual and fine dining
  • 72-slip marina
  • Private beach club on Keewaydin Island accessed via boat shuttle

Windstar Location

Windstar is located on Naples Bay off Bayshore Road, south of US-41.  This location is southwest of downtown and offers an outstanding location for access the open waters of the Gulf of Mexico.

Blog Posts About Windstar

Four Coach Home Models Selling at Regatta Landing

A selection of model homes is now selling at Regatta Landing in Windstar on Naples Bay. This premiere community offers large coach homes with attached garages, within one of the area’s premiere boating and golf course communities.The four coach home models for sale are part of a total of just 64 coach homes available within Regatta Landing. Designated for active adults, the amenity-rich community offers the luxury of maintenance-free living, surrounded by the enjoyment of an exceptional l... Read More

Windstar Upgrading Clubhouse

This month the clubhouse at Windstar on Naples Bay in Naples will begin a $1.4 million interior remodel, and the club is expected to close for the summer.  The members of Windstar in Naples have approved this redesign in addition to an already approved $1.4 million golf course project which will include a greens rebuild for 22 putting greens.  Gulfshore Business Magazine named Windstar as the Best Private Country Club in Southwest Florida in 2013 and 2014.The Clubhouse upgrades will inclu... Read More


Seller Resources

Data last updated: March 19th, 2019 at 5:46am EDT and updating occurs daily

Naples Area Board of Realtors Logo The data relating to real estate for sale on this Website come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than Premiere Plus Realty Co. are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program.