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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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$4,295,000
 

1515 Gulfstar Dr S, NAPLES

4 Beds, 6 Baths, 5,478 SqFt
One of a kind estate home, on a private, gated street of 10 homes on Naples Bay, surrounded by water on three sides. No expense spared in the total renovation of this home over the past eight years. From top to bottom and inside and out. 75' of private dock, with lift, for your boat outside your door. Over an acre of property, all on the water with water views from every room. Plenty of cozy retreats with a study off the master bedroom and a
Coldwell Banker RealtyNaples Area Board of Realtors Logo

MLS® #220008181

$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

$1,293,000
 

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

$799,000
 

1701 Gulfstar Dr S 102, NAPLES

2 Beds, 3 Baths, 2,437 SqFt
Wonderfully updated condo with a view of the harbor right outside your door. Open the doors to the screened lanai to feel the breeze from the water and smell the salty air. Custom woodwork in living and dining areas add a touch of elegance. The neighborhood clubhouse overlooks the community pool and spa where you can socialize with your friends and swim year round. The buildings have all been freshly painted with new roofs and landscaping. And
Coldwell Banker RealtyNaples Area Board of Realtors Logo

MLS® #220000713

$730,000
 

4966 Bollard Ct, NAPLES

3 Beds, 3 Baths, 2,451 SqFt
Naples Best Kept Secret is WINDSTAR! This beautiful home features a private courtyard pool/spa and breathtaking waterfront lake, golf course, and sunset views. Mesmerized when entering the courtyard through lush landscaping, you are swept away with the calm serenity of soft waterfalls streaming gently into the pool and relaxing gentle breezes surrounding you. Perfectly situated on a tree-lined cul-de-sac, this gorgeous home is spacious and
William Raveis Real EstateNaples Area Board of Realtors Logo

MLS® #219017205

$600,000
 

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

$577,999
 

2488 Breakwater Way 13-101, NAPLES

3 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. Currently under 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
Compass Florida NaplesNaples Area Board of Realtors Logo

MLS® #220020634

$575,000
 

2513 Breakwater Way 2102, NAPLES

2 Beds, 3 Baths, 2,633 SqFt
First-floor coach home ready immediately in Regatta Landing in Windstar on Naples Bay. Like new with multiple upgrades, this popular Aruba open floor plan is perfect for a sophisticated casual lifestyle. Entertain in the gourmet kitchen with maple cabinets, double ovens, wine cooler, Santa Cecilia granite countertops, and large island with bar stool seating. The spacious Master bedroom has an adjacent bonus room that can be used as a study or
Premier Sotheby's International RealtyNaples Area Board of Realtors Logo

MLS® #219081739

Reduced
$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), brand new roof (currently being installed), plantation shutters, Brazilian cherry floors, and an updated kitchen. Living in Windstar will also provide you with access to golfing,
McQuaid & Company LLCNaples Area Board of Realtors Logo

MLS® #219062839

$417,000
 

3543 Windjammer Cir 1904, NAPLES

3 Beds, 3 Baths, 2,288 SqFt
VIRTUAL WALK THRU AVAILABLE! CONTACT AGENT FOR DETAILS! Private second floor residence!!! One of THE LOWEST priced per sf in Windstar!! UNBELIEVABLE SPACE in this 3BR plus den 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,
Coldwell Banker RealtyNaples Area Board of Realtors Logo

MLS® #219066029

$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

$389,000
 

5085 Yacht Harbor Dr 203, NAPLES

2 Beds, 2 Baths, 1,822 SqFt
Spacious open floor plan with 2 bedrooms + den and 2 full baths! This well designed coach home offers fresh paint, an oversized screened lanai with lake & fountain views, ceramic tile in main living areas, crown molding, kitchen with center island and breakfast nook, open dining/living room, large master bedroom with walk-in closet, two car garage, tropical landscaping and much more! Marina Cove is conveniently located directly across
Downing Frye Realty Inc.Naples Area Board of Realtors Logo

MLS® #220006041

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: April 9th, 2020 at 3:02pm 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.