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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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$2,999,000
 

1610 Star Point Ln 2-204, NAPLES

3 Beds, 4 Baths, 4,406 SqFt
C.17198 - Rare opportunity. Amazing Naples Bay views, overlooking Port Royal from this stunning Admiral’s Watch penthouse in Windstar. Professionally decorated by Robb & Stucky and sold fully furnished. The interior appointments include gold leaf paint, Venetian plaster, fine custom cabinetry, designer lighting…just to mention a few. This estate residence in the sky consists of 3 bedrooms plus den, 3.5 baths, with over 4,400 sq. ft., 4
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #220011724

$1,290,000
 

3284 Lookout Ln, NAPLES

3 Beds, 4 Baths, 3,275 SqFt
H.16284 - Discover this hidden gem in gated Windstar on Naples Bay. Unmatched privacy on a 1/3 acre pie-shaped property with panoramic views of a pond, golf course and lush landscaping with winding paths. The main house, a guest casita and outdoor kitchen/bar cabana wrap around a 1,300 SF screened patio, pool & spa. This unique courtyard design provides seclusion for sun & shade and is ideal for family gatherings and entertaining. The
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #220053510

$1,195,000
 

2439 Breakwater Way 9201, NAPLES

3 Beds, 4 Baths, 3,856 SqFt
C. 17557 - This newer coach home in Windstar’s Regatta Landing is perhaps the best opportunity for on the water living in Naples-- Expansive floor plan, Volume ceilings, Upgrades galore—at an unachievable cost per square foot for a gulf access property. The Coastal Contemporary Cayman plan offers all the amenities and features you can imagine including hardwood flooring, custom lighting and fans, Vitex Shades throughout, Impact windows and doors
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #220033645

$949,995
 

2505 Breakwater Way 3202, NAPLES

3 Beds, 4 Baths, 3,856 SqFt
Welcome home to Regatta Landing at Windstar! This Cal Atlantic built 3-bedroom+ a den, 3.5-bath home has an attached 2-car garage and large screened lanai and is only minutes from downtown Naples. Boasting 3,856sq. ft. of spacious elegance, you have found a great home for entertaining, hosting family members and enjoying all SW Florida has to offer. Your private elevator takes you from the ground level garage up to your home. The open concept
Compass Florida LLCNaples Area Board of Realtors Logo

MLS® #220035322

$674,996
 

2542 Windward Ct 16-101, NAPLES

2 Beds, 2 Baths, 2,348 SqFt
This is the single most luxurious Coach you will find in all of Naples with an incredible lifestyle attached! It’s located in Regatta Landing of Windstar on Naples Bay, a 600 acre planned community built around Championship 18 Hole Tom Fazio Golf Course. Boat slip included! It is the only New Construction Gated Development in Naples offering boat slips and Gulf Access within 15 minutes! Other available amenities/membership include Boat Shuttle
Lennar Realty IncNaples Area Board of Realtors Logo

MLS® #220051700

$674,996
 

2542 Windward Ct 16-102, NAPLES

2 Beds, 2 Baths, 2,348 SqFt
This is the single most luxurious Coach you will find in all of Naples with an incredible lifestyle attached! It’s located in Regatta Landing of Windstar on Naples Bay, a 600 acre planned community built around Championship 18 Hole Tom Fazio Golf Course. Boat slip included! It is the only New Construction Gated Development in Naples offering boat slips and Gulf Access within 15 minutes! Other available amenities/membership include Boat Shuttle
Lennar Realty IncNaples Area Board of Realtors Logo

MLS® #220051730

$664,996
 

2480 Breakwater Way 12-102, NAPLES

2 Beds, 2 Baths, 2,348 SqFt
This is the single most luxurious Coach you will find in all of Naples with an incredible lifestyle attached! It’s located in Regatta Landing of Windstar on Naples Bay, a 600 acre planned community built around Championship 18 Hole Tom Fazio Golf Course. Boat slip included! It is the only New Construction Gated Development in Naples offering boat slips and Gulf Access within 15 minutes! Other available amenities/membership include Boat Shuttle
Lennar Realty IncNaples Area Board of Realtors Logo

MLS® #220051647

$664,996
 

2480 Breakwater Way 12-101, NAPLES

2 Beds, 2 Baths, 2,348 SqFt
This is the single most luxurious Coach you will find in all of Naples with an incredible lifestyle attached! It’s located in Regatta Landing of Windstar on Naples Bay, a 600 acre planned community built around Championship 18 Hole Tom Fazio Golf Course. Boat slip included! It is the only New Construction Gated Development in Naples offering boat slips and Gulf Access within 15 minutes! Other available amenities/membership include Boat Shuttle
Lennar Realty IncNaples Area Board of Realtors Logo

MLS® #220051632

$664,987
 

2488 Breakwater Way 13-102, NAPLES

2 Beds, 2 Baths, 2,348 SqFt
This is the single most luxurious Coach you will find in all of Naples with an incredible lifestyle attached! It’s located in Regatta Landing of Windstar on Naples Bay, a 600 acre planned community built around Championship 18 Hole Tom Fazio Golf Course. Boat slip included! It is the only New Construction Gated Development in Naples offering boat slips and Gulf Access within 15 minutes! Other available amenities/membership include Boat Shuttle
Lennar Realty IncNaples Area Board of Realtors Logo

MLS® #220025219

$495,000
 

4460 Yacht Harbor Dr, NAPLES

2 Beds, 2 Baths, 1,985 SqFt
Luxury top-floor condominium residence, recently updated with chic coastal flair. High ceilings, incredible 180-degree views of Windstar's 8th Fairway, manicured grounds, private community pool! Attached oversized 2-car covered carport, steps from elevator. Updates include newer impact-resistant windows, Trane AC, water heater and roof all 1-year-old, wood floors, plantation shutters, newly created open-concept spaces, new light fixtures, new
Premier Sotheby's International RealtyNaples Area Board of Realtors Logo

MLS® #220045025

$410,000
 

3576 Windjammer Cir 1501, NAPLES

2 Beds, 2 Baths, 1,832 SqFt
You and your guests will love the beautiful sunrises as you enjoy breakfast on your screened lanai overlooking Windstar's par 3 14th hole of the Fazio designed golf course. You'll be proud to share your homes beautiful interior with them, as well. This gracious beautifully furnished coach home boasts remodeled baths and kitchen, California closets, all new appliances, new hot water heater and air conditioner and wooden blinds throughout.
Sun RealtyNaples Area Board of Realtors Logo

MLS® #220016155

$399,000
 

3543 Windjammer Cir 1904, NAPLES

3 Beds, 3 Baths, 2,288 SqFt
UNBELIEVABLE SPACE in this private, second floor 3BR plus den residence with nearly 2,300 sf of living area! Additional features include an eat-in kitchen with center island and pantry, vaulted ceilings, plantation shutters and attached 1-car garage. Spinnaker Pointe recently finished a major renovation with new roofs, new exterior paint, paver driveways and all new garage doors and lighting. The community pool, tennis courts and clubhouse have
Coldwell Banker RealtyNaples Area Board of Realtors Logo

MLS® #219066029

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: September 18th, 2020 at 2:14am 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.