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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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$1,380,000
 

3284 Lookout Ln, NAPLES

3 Beds, 4 Baths, 3,275 SqFt
H.14372 Key West inspired home nestled in a quiet Windstar neighborhood. This 3 or 4 bedroom + den, 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 from the a/c
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #219018420

$829,000
 

1754 York Island Dr, NAPLES

4 Beds, 3 Baths, 2,462 SqFt
Extraordinary opportunity. Beautiful courtyard pool home with fabulous privacy in one of Naples’ most sought-after boating and golf communities, Ketch Cay at Windstar on Naples Bay, located only minutes to 5th Avenue. With desirable southern rear exposure, this four-bedroom, three-full-bath home boasts tremendous upgrades throughout including imported marble flooring, Plantation shutters, crown molding, ceiling speakers in all rooms, a spacious
Premier Sotheby's International RealtyNaples Area Board of Realtors Logo

MLS® #219061015

$750,000
 

4966 Bollard Ct, NAPLES

3 Beds, 3 Baths, 2,451 SqFt
H.14349 One-of-a-kind Courtyard Home in WINDSTAR featuring a private pool and spa AND waterfront lake views, golf course, and sunset views. Once you enter the courtyard through lush landscaping, you are swept away with the beauty, privacy, and calm serenity of soft waterfalls streaming gently into the pool and relaxing gentle breezes surrounding you. Enjoy star-filled nights and beautiful sunsets from your highly desirable SW exposure lanai
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #219017205

$690,000
 

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

$665,000
 

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® #219066331

$637,295
 

2488 Breakwater Way 13-101, NAPLES

2 Beds, 2 Baths, 2,348 SqFt
This is a hidden gem and unique value opportunity. Just a couple miles from 5th Ave and beaches. Located within a double gated enclave of 64 luxury residences. New construction. Those who know Regatta Landing at Windstar agree it's Naples' best kept secret. This property offers everything that makes Naples desirable. Proximity to downtown, golf, boating, beach access, resort pool, and waterfront dining over Naples Bay. Golfers can join
Compass Florida NaplesNaples Area Board of Realtors Logo

MLS® #219058485

$629,000
 

4403 Yacht Harbor Dr, NAPLES

3 Beds, 2 Baths, 2,125 SqFt
Fabulous 3 bed/2 bath residence in glorious Windstar on Naples Bay overlooking the 4th fairway of the challenging Fazio designed golf course. You'll love entertaining your guests around your private, exceptionally large heated updated pool that makes this home all about Florida living. Other total renovations include master and guest baths; new storm resistance pool cage; new resurfaced pool deck; new pool heater and pump; plantation shutters
Sun RealtyNaples Area Board of Realtors Logo

MLS® #219071635

$539,000
 

4553 Yacht Harbor Dr, NAPLES

2 Beds, 2 Baths, 2,140 SqFt
Rarely available villa in Leeward Cay at Windstar. 2 Bedrooms + Den. Beautiful view of lake and golf course. Very open floor plan with vaulted ceiling. Large living and dining area, opening to the screened lanai through large hurricane-impact and pocket sliding doors . Kitchen with breakfast nook with panoramic window with splendid view. The den opens to the living area with French doors. The large master bedroom with sitting area opens to a
MVP Realty Associates LLCNaples Area Board of Realtors Logo

MLS® #219074130

$439,000
 

3543 Windjammer Cir 1904, NAPLES

3 Beds, 3 Baths, 2,288 SqFt
Spacious 3 bedroom plus den coach home with nearly 2,300 sf of living area! Additional features include an eat-in kitchen with center island and pantry, vaulted ceilings, plantation shutters, private screened lanai and attached 1-car garage. Spinnaker Pointe offers community tennis courts, pool/spa and private clubhouse. Windstar amenities are second to none - featuring an 18-hole Tom Fazio championship golf course, gorgeous clubhouse with
Coldwell Banker Residential RENaples Area Board of Realtors Logo

MLS® #219066029

$429,000
 

2208 Paget Cir 1.34, NAPLES

2 Beds, 2 Baths, 1,833 SqFt
If you desire to live in Naples' only gated golf community on the bay, with both a marina and a private beach, then schedule your tour of this 1,833-square-foot villa in Windstar. This 2-bedroom, plus den, 2-bathroom home features fresh paint, a new A/C (Oct 2018), plantation shutters, Brazilian cherry floors, and an updated kitchen. Living in Windstar will also provide you with access to golfing, boating, tennis, fitness, and so much more.
McQuaid & Company LLCNaples Area Board of Realtors Logo

MLS® #219062839

$419,000
 

5050 Yacht Harbor Cir 201, NAPLES

2 Beds, 2 Baths, 1,822 SqFt
Fabulous open floor plan with 2 bedrooms + den and 2 full baths. This nicely decorated coach home is just steps to the pool & clubhouse and offers an oversized screened lanai with long lake & fountain views! Additional features include a spacious kitchen with center island, open dining/living room, large master bedroom with walk-in closet, two car garage and much more! Marina Cove is conveniently located directly across from the Windstar
Downing Frye Realty Inc.Naples Area Board of Realtors Logo

MLS® #219066409

$379,900
 

3715 Haldeman Creek Dr 604, NAPLES

3 Beds, 2 Baths, 1,880 SqFt
This beautifully remodeled 3/2 corner unit condo on the second floor is located in the desirable Windstar on Naples Bay community. Unit features brand new luxury vinyl flooring throughout, newer bathrooms, freshly painted interior, new light fixtures, living room wet bar, and brand new stainless steel appliances. Remodeled eat-in kitchen with white shaker style cabinets, white quartz counter tops, mosaic tile back splash, eat-in area, breakfast
ADDVANTAGENaples Area Board of Realtors Logo

MLS® #219063413

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: November 18th, 2019 at 8:15am EST 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.