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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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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


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


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


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 NaplesNaples Area Board of Realtors Logo

MLS® #220035322


3812 Clipper Cove Dr, NAPLES

4 Beds, 4 Baths, 3,294 SqFt
H. 15963 - This is an Arthur Rutenberg built Single Family home in Windstar’s popular Clipper Cove community. Spacious two-story design with over 3,200 sf under air, featuring 3 bedrooms + den/ 3.5 baths. Home has been meticulously cared for and updates are evident throughout. Newer pool /spa and outdoor kitchen with South exposure views across the 10th fairway of the Fazio designed golf course. Clipper Cove is a short stroll to the renovated
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #220034724


2488 Breakwater Way 13-101, NAPLES

3 Beds, 2 Baths, 2,348 SqFt
Currently under construction. 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. 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


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. Social membership 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
Lennar Realty IncNaples Area Board of Realtors Logo

MLS® #220025219


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


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


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


5080 Yacht Harbor Cir 103, NAPLES

3 Beds, 2 Baths, 1,700 SqFt
C.16933 This tastefully-appointed condominium offers optional championship golf, boating and/or social memberships to include fitness. If club amenities are not your priority, no worries…those memberships are voluntary. This tastefully appointed condo is an end unit with no immediate structure to the south offering a light & bright setting. The glass-enclosed lanai (featuring impact glass) was converted into an intimate den overlooking
John R. Wood PropertiesNaples Area Board of Realtors Logo

MLS® #219084353


3709 Haldeman Creek Dr 503, NAPLES

3 Beds, 3 Baths, 2,050 SqFt
Beautiful long lake views from this wonderfully updated condo. The kitchen and great room are one large space with plenty of room for lounging or entertaining. The lanai has been enclosed to expand the living space and all doors and windows are impact glass. Three bedrooms and three baths offer plenty of room for friends and family to visit and a private courtyard offers you space for gardening or relaxing. All of this in the gated community of
Coldwell Banker RealtyNaples Area Board of Realtors Logo

MLS® #220012038

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: July 6th, 2020 at 3:49am 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.