Windstar
The community of Windstar is found in Naples. Wonderfully located for access to all of the Naples region facilities and comforts has to offer.
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5080 Yacht Harbor Naples
$600,000
Low Rise (1-3)
This lakefront 3BR/2BA end-unit condo offers abundant, unobstructed natural light from the south side. The lanai has been enclosed with impact glass sliders and provides an extended light & bright living area. The…
4453 Yacht Harbor Naples
$895,000
Villa Attached
Spectacular golf course views from this inviting 3-bedroom, 2-bath villa located in Windstar on Naples Bay! This spacious residence features high ceilings and an open layout that flows to a large screened lanai overlooking Windstar’s…
4402 Yacht Harbor Naples
$1,250,000
Low Rise (1-3)
Discover Windstar, Naples’ Hidden Gem! This luxury coastal retreat has been completely renovated with designer finishes and offers a million-dollar lake and golf course view. Enjoy morning coffee in the sunlit breakfast room framed by…
2095 Gulfstar Naples
$674,900
Low Rise (1-3)
Inviting coach home featuring an open, spacious floor plan with 2 bedrooms plus a den and 2 full baths! Enjoy lake and fountain views from the oversized screened lanai—ideal for relaxing or entertaining. This well-designed…
5060 Yacht Harbor Naples
$674,900
Low Rise (1-3)
Corner end-unit, second-floor coach home filled with natural light and tranquil lake/fountain views. This spacious 2-bedroom plus den, 2-bath layout lives open and airy, flowing to a large screened lanai. Interior features include beautiful flooring…
5060 Yacht Harbor Naples
$489,000
Low Rise (1-3)
Discover this beautifully maintained first-floor coach home perfectly situated just steps from the Windstar Marina and Yacht Basin. The inviting layout features an open design with a bright kitchen and cozy breakfast nook, crown molding,…
2116 Paget Naples
$799,000
Villa Attached
HIGHLY SOUGHT AFTER SOMERSET AT WINDSTAR! Rare end unit, so private, fully enclosed backyard with no one behind you or on the corner. Perfect for pets or just your own oasis. *room for…
3722 Haldeman Creek Naples
$1,450,000
Villa Attached
Rarely available attached villa in Northstar Villas at Windstar on Naples Bay with a FULL GOLF MEMBERSHIP available immediately! This beautifully designed 2-bedroom + den (which can be used as a 3rd bedroom), 2.5-bath residence…
2472 Breakwater Naples
$1,795,000
Low Rise (1-3)
Your Naples Dream Home is ready- Turnkey Furnished Luxury in Naples’ Most Exclusive Boating & Golf Community! Welcome to Regatta Landing, the newest and most sought-after enclave in Windstar on Naples Bay, where luxury living…
2165 Paget Naples
$1,090,000
Villa Attached
MOTIVATED ORIGINAL OWNER! – A RARE OPPORTUNITY – WITH A MAJOR PRICE REDUCTION AND SOCIAL MEMBERSHIP TRANSFER TO SKIP THE WAIT! A MAGNIFICENT VIEW on the Circle in Somerset and ready for your vision. This…
3570 Haldeman Creek Naples
$515,000
Low Rise (1-3)
Breathtaking southwestern lake and golf course views with amazing sunsets from this nicely updated top floor unit located in Compass Point at Windstar on Naples Bay! High vaulted ceilings give you lots of room within…
3572 Windjammer Naples
$595,000
Low Rise (1-3)
Spacious first-floor coach home in Spinnaker Pointe at Windstar on Naples Bay, offering lake and golf course views. The residence provides over 2,200 sq. ft. of total area, including an attached garage and a large…
5040 Yacht Harbor Naples
$649,000
Low Rise (1-3)
Welcome to your slice of paradise in the heart of Naples! This beautifully appointed condo offers the perfect blend of coastal charm and modern comfort. Nestled in a well-maintained golf community just minutes from pristine…
3876 Clipper Cove Naples
$1,595,000
Single Family Residence
** Full golf membership to Windstar Club eligibility ** Welcome to 3876 Clipper Cove Drive in the desirable Clipper Clove enclave of Windstar on Naples Bay. This 3 Bedroom, 3 full bathroom home has been…
2481 Breakwater Naples
$1,595,000
Low Rise (1-3)
Welcome to the exclusive, privately gated enclave of Regatta Landing, located within the premier boating and golfing community of Windstar on the Bay. This beautifully finished, second floor unit boasts over 3800 SF, lives…
4460 Yacht Harbor Naples
$1,195,000
Mid Rise (4-7)
Welcome to 4460 Yacht Harbor Drive in desirable Windward Cay enclave in Windstar on Naples Bay. If you are considering Gulf Shore Boulevard, Moorings or Park Shore condo living Windstar offers the waterfront lifestyle while…
1520 Star Point Naples
$2,995,000
Low Rise (1-3)
Welcome to 1520 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. Enter the lobby of this 4-unit boutique building into the elevator which opens directly into your…
1560 Star Point Naples
$2,500,000
Low Rise (1-3)
Welcome to 1560 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. Enter the lobby of this 4-unit boutique building to the elevator which opens directly into your…
3538 Haldeman Creek Naples
$525,000
Low Rise (1-3)
Location, location, location! The views from this first floor condo are the most breathtaking you will ever experience. There is no obstruction so you can enjoy beautiful golf course and landscape views, stunning nature and…
3872 Clipper Cove Naples
$1,595,000
Single Family Residence
Welcome to 3872 Clipper Cove Drive in the desirable Clipper Clove enclave of Windstar on Naples Bay. This 4 Bedroom, 2 full plus 1 half bath 2-story home has been thoughtfully updated, ideal for…
3554 Haldeman Creek Naples
$599,900
Low Rise (1-3)
Experience breathtaking views of the golf course from this 2nd-floor, 3 Bedroom, 2 Bath condominium in Compass Point at Windstar on Naples Bay! This light and airy unit has been updated offering stunning western vistas…
1737 York Island Naples
$1,545,000
Single Family Residence
Welcome to 1737 York Island Drive, a rare opportunity on a quiet cul-de-sac in the desirable Ketch Cay community of Windstar on Naples Bay. This 3 Bedroom+Den/2 Full Bath stunning home boasts 2400 square feet…
3569 Windjammer Naples
$495,000
Low Rise (1-3)
Beautiful garden views will soothe your senses as you relax on the screened in lanai of your new 2+Den / 2 Bath first floor coach home in Windstar on Naples Bay. This home includes…
4650 Yacht Harbor Naples
$550,000
Low Rise (1-3)
WINDSTAR-NAPLES "SALTLIFE" PREMIER COUNTRY CLUB COMMUNITY! PRIVATE BEACH CLUB-MARINA-BOATING, FISHING, GOLF, TENNIS, PICKLE-BALL & CLUBHOUSE. THIS "TURNKEY" FURNISHED STUNNING DECORATOR/DESIGNER TOTAL ($150,000+/-) REMODELED, 3 BEDROOM, 2 BATH, W/PRIVATE GARAGE AND GORGEOUS $1,000,000 SIREN FAIRWAY &…
2488 Breakwater Naples
$1,199,000
Low Rise (1-3)
Welcome to BOATER'S PARADISE in Regatta Landing at Windstar! Twenty five foot boat dock with lift at Regatta Landing Marina is INCLUDED with the purchase of this end unit coach home. NO HURRICANE DAMAGE to…
3554 Haldeman Creek Naples
$575,000
Low Rise (1-3)
WESTERN EXPOSURE overlooking the 17th fairway—ideal for soaking in the breathtaking Naples sunsets from your very own screened-in Lanai & spectacular golf course views from your own piece of paradise! This beautifully designed, furnished &…
2472 Breakwater Naples
$1,895,000
Low Rise (1-3)
Your Naples Dream Home-Turnkey Furnished Luxury in Naples’ Most Exclusive Boating & Golf Community! Welcome to Regatta Landing—the newest and most sought-after enclave in Windstar on Naples Bay, where luxury living meets unmatched lifestyle perks. Built…
4615 Lighthouse Naples
$2,850,000
Single Family Residence
Welcome Home to 4615 Lighthouse Lane, where it's truly "Better by The Bay"! Situated in the exclusive Harrington Sound neighborhood within the amenity-rich Windstar on Naples Bay community, this unique and charming home is designed…
3844 Clipper Cove Naples
$1,875,000
Single Family Residence
Welcome to 3844 Clipper Cove Drive in the desirable Clipper Clove enclave of Windstar on Naples Bay. This 4-5 Bedroom, 3 full plus 2 half bath, 2-story home has been thoughtfully redesigned and renovated…
4574 Lighthouse Naples
$2,575,000
Single Family Residence
Welcome Home, It's Better by the Bay! Avoid the long wait list and secure your Windstar on Naples Bay Full Golf Membership shortly after closing. This updated and upgraded estate home is nestled in the…
3520 Windjammer Naples
$649,000
Villa Attached
Don’t miss this rare opportunity to design your ideal home and immerse yourself in the unparalleled Windstar lifestyle—a true gem in Naples! Discover breathtaking sunsets and panoramic lake views from this spacious 3-bedroom, 3-bath coach…
4700 Yacht Harbor Naples
$450,000
Low Rise (1-3)
Exceptional Value - The Lowest-Priced Home in Windstar on Naples Bay. This beautifully maintained first-floor condo offers 2 bedrooms, 2 bathrooms, a den, vaulted ceilings, crown molding, plantation shutters, and an attached 1-car garage—all just…
2488 Breakwater Naples
$1,624,750
Low Rise (1-3)
Welcome to Elevated Coastal Living at its finest in Regatta Landing at Windstar on Naples Bay Step into an exceptional waterfront lifestyle in this rarely available and absolutely stunning coach home offering 3,563 square feet under…
2505 Breakwater Naples
$1,250,000
Low Rise (1-3)
An Opportunity in Naples’ Most Exclusive Waterfront Golf Community: Regatta Landing at Windstar on Naples Bay and an option for Immediate Full Golf Membership. Step into the Naples lifestyle you’ve been dreaming of in this…
4650 Yacht Harbor Naples
$483,000
Low Rise (1-3)
The seller is paying ALL HOA fees for the rest of 2025, a generous $17,000 Buyer Credit that makes this home an unmatched value. This stunning second-floor residence in the coveted Windstar community is where…
2124 Paget Naples
$879,900
Villa Attached
This fantastic unit can be found in the highly sought after Somerset community in Windstar on Naples Bay! This 3 BR/ 2 BA with 1908 sq feet under air with a two-car attached garage…
3812 Clipper Cove Naples
$1,699,000
Single Family Residence
Immediate Full Golf Membership Available & Stunning Fairway Views! Purchasing this exceptional home grants buyers instant eligibility for an optional full golf membership at Windstar Country Club-bypassing the typical 6-7 year waiting period! This stunning 4 bedroom +…
4677 Lighthouse Naples
$1,999,000
Single Family Residence
Spacious Estate Home with Stunning Lake & Golf Course Views offering Exceptional Outdoor Living Situated on a beautifully landscaped half-acre lot in Harrington Sound at Windstar on Naples Bay, this custom-designed, single-level estate home offers nearly…
3703 Haldeman Creek Naples
$649,000
Low Rise (1-3)
Light & bright! This beautifully appointed carriage home features an open floorplan, high ceilings, and stunning panoramic lake views from nearly every room. The expansive screened lanai—approximately 500 sq. ft.—is ideal for entertaining, complete with…
4700 Yacht Harbor Naples
$749,000
Low Rise (1-3)
This spacious coach home boasts over 2,300 sq. ft. of living space with views of Windstar’s 7th fairway. As a beautiful end unit, it is filled with natural light and features 3 bedrooms + den…
3554 Haldeman Creek Naples
$445,000
Low Rise (1-3)
Discover the epitome of Florida living in this exquisite two-bedroom, two-bath third-floor unit located in the prestigious Compass Point South at Windstar on Naples Bay. This home features a stunning, large kitchen complete with granite…
2148 Paget Naples
$1,249,900
Villa Attached
Ready to skip Windstar on Naples Bay’s SIX YEAR waitlist? THIS PROPERTY IS BEING OFFERED WITH THE OPTION FOR A FULL GOLF MEMBERSHIP OPPORTUNITY! Modern Coastal Luxury in Windstar on Naples Bay. Discover the pinnacle…
2189 Paget Naples
$1,195,000
Villa Attached
Welcome to 2189 Paget Circle in the desirable Somerset enclave of Windstar on Naples Bay. This 3 Bedroom, 2 Bathroom home features 2150 square feet of living space under A/C with stunning and expansive…
2431 Breakwater Naples
$1,395,000
Low Rise (1-3)
This exceptional Regatta Landing unit in Windstar on Naples Bay offers unparalleled privacy in an idyllic location at the end of a peaceful cul-de-sac. With serene views of lush green space and tranquil waterway, you’ll…
2496 Breakwater Naples
$1,325,000
Villa Attached
Step into your own slice of paradise in this well-appointed three-bedroom, two-bath end-unit at Regatta Landing in Windstar, one of the community’s newest and most exclusive developments. Designed for easy, upscale living, this villa blends…
3535 Windjammer Naples
$599,000
Low Rise (1-3)
Discover coastal charm in this spacious 2-bedroom + den, 2-bathroom condo nestled within the prestigious Windstar on Naples Bay community. This 1,800+ square foot, first-floor retreat offers a comfortable interior with an open-concept layout. The…
3564 Windjammer Naples
$675,000
Low Rise (1-3)
Lovely condo with lovely view!
3762 Haldeman Creek Naples
$1,375,000
Villa Attached
The moment you step into this home and capture the majestic lake, golf course and mangrove views you will say ‘Welcome Home’. This villa in the highly sought-after Northstar community in Windstar on Naples Bay…
5015 Marina Cove Naples
$725,000
Low Rise (1-3)
Luxury Living in Windstar on Naples Bay and an amazing Membership Opportunity Awaits! This stunning Furnished three-Bedroom, three Full Bathroom residence offers 1,989 square feet of thoughtfully designed living space and 2,553 total square feet,…
5060 Yacht Harbor Naples
$895,000
Low Rise (1-3)
FULL GOLF MEMBERSHIP AVAILABLE FOR PURCHASE FROM THE WINDSTAR CLUB NOW WITH PURCHASE OF THIS HOME! YOUR WAIT IS OVER! IMMEDIATE PLAY ON WINDSTAR’S CHAMPIONSHIP COURSE. The buyer of this property will bypass the 7…
5020 Marina Cove Naples
$599,000
Low Rise (1-3)
First floor end unit overlooking the pool and clubhouse.
5010 Marina Cove Naples
$599,000
Low Rise (1-3)
Fantastic first floor, 3 bedroom, 2 bath, coach home, with an attached 2 car garage. This unit lives like a single family because it is a corner unit. The wonderful, gated Windstar is…
2181 Paget Naples
$989,000
Ranch,Villa Attached
Welcome to 2181 Paget Circle in the desirable enclave of Somerset at Windstar on Naples Bay. Enter this tastefully updated 2 Bedroom+den, 2 Bathroom home into a welcoming foyer opening to a gorgeous open-concept…
1620 Star Point Naples
$2,695,000
Low Rise (1-3)
Welcome to 1620 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. This unit comes with a deeded boat slip! Enter the lobby of this 4-unit boutique…
1390 Gulfstar Naples
$3,999,999
Ranch,Single Family Residence
Calling all Boaters, Nature Enthusiasts, and Privacy Seekers! Experience the true beauty of SW Florida’s coastal wonders! Don't miss this opportunity to live on the exclusive Island at Southpointe in Windstar. This beautiful home is…
3522 Haldeman Creek Naples
$499,000
Low Rise (1-3)
Enjoy breathtaking panoramic views of the serene lake and pristine golf course from this spacious first-floor unit in Compass Point South at Windstar on Naples Bay. The moment you step through the front door, you’ll…
5015 Marina Cove Naples
$599,000
Low Rise (1-3)
Are you a "VIEW BUYER"? If yes, you MUST check out the view from this spectacular coach home! "Welcome Home" to Marina Cove, a charming, lushly landscaped neighborhood within the magnificent, guard-gated community of Windstar…
3884 Clipper Cove Naples
$1,495,000
Single Family Residence
This beautifully renovated 3-bedroom, 3-bath single-family pool home is just a short walk from Windstar’s newly remodeled clubhouse. Multiple skylights flood the home with natural light, enhancing the open and airy feel. Every detail of…
4460 Yacht Harbor Naples
$1,400,000
Mid Rise (4-7)
TURNKEY. A community with it all! Access to the private beach!! Golf, Gym, tennis, boating/slips and a fantastic restaurant overlooking Naples Bay with social membership. Every corner of this top floor 2 bed, 2 bath…
4535 Lighthouse Naples
$3,250,000
Ranch,Single Family Residence
Upon arrival at 4535 Lighthouse Lane you will have a warm sense of “Welcome Home - It’s Better by The Bay”! This is an expanded and updated Estate Home in Windstar on Naples Bay. Daily…
3868 Clipper Cove Naples
$1,675,000
2 Story,Single Family Residence
SKIP THE WAIT - IMMEDIATE FULL GOLF MEMBERSHIP available at WINDSTAR ON NAPLES BAY! The buyer of 3868 Clipper Cove Drive will be able to take advantage of a RARE OPPORTUNITY TO BYPASS AN OTHERWISE…
1737 York Island Naples
$1,695,000
Ranch,Single Family Residence
Welcome to 1737 York Island Drive, a rare opportunity on a quiet cul-de-sac in the desirable Ketch Cay community of Windstar on Naples Bay. This stunning home boasts over 2400 square feet and has…
1725 York Island Naples
$1,575,000
Ranch,Single Family Residence
Remastered Ketch Cay Home, featuring an open floor plan, four-bedroom, four-bath layout, is nestled among tall palms, bougainvillea, hibiscuses, a shady lady (black olive) tree, and a majestic 50’ oak tree. Upon ascending the steps…
2216 Paget Naples
$629,000
Villa Attached
Spacious Villa located in the sought-after Somerset community at Windstar on Naples Bay! This 3 bedroom, 2 bath villa offers an exceptional living experience. As the first end villa, it boasts a prime location with…
3535 Windjammer Naples
$525,000
Low Rise (1-3)
Beautifully updated and offered turnkey, this 3 bedroom, 2 baths condominium is move-in ready. The living/dining area can comfortably accommodate an entire family and guests. The kitchen boasts an eat-in area, a walk-in pantry, center…
3540 Windjammer Naples
$900,000
Low Rise (1-3)
Experience unparalleled panoramic lake views from this nicely remodeled coach home. Spanning nearly 2,300 sq. ft., this home features 3 bedrooms, a den, and 3 full bathrooms. The high ceilings and spacious layout are complemented…
4700 Yacht Harbor Naples
$749,000
Low Rise (1-3)
Nicely updated second-floor coach home, located in the desirable Windward Cay at Windstar on Naples Bay, offers the perfect blend of luxury and convenience. Windstar offers incredible amenities including: Tom Fazio designed golf course, newly remodeled…
3522 Haldeman Creek Naples
$449,000
Low Rise (1-3)
Enjoy spectacular golf course from this end unit, 2-bedroom, 2-bathroom condominium located in Compass Point at Windstar on Naples Bay! This spacious end unit features an expansive kitchen, high ceilings, and a screened lanai equipped…
1610 Star Point Naples
$2,999,999
Penthouse,Low Rise (1-3)
IMMEDIATE GOLF MEMBERSHIP AVAILABLE to Prestigious Windstar on the Naples Bay Country Club, the initiation for golf is now $125,000.00. This is a TRUE opportunity since there is a five-year waitlist for this beautiful Tom…
2542 Windward Naples
$1,899,000
Low Rise (1-3)
Welcome to Regatta Landing, a luxurious coach home neighborhood in the gates of Windstar offering upscale, open-concept residences & some of the finest amenities Naples has to offer. From boating, golf, tennis & a…
4403 Lighthouse Naples
$1,275,000
Single Family Residence
WOW! This home has undergone a transformation that must be seen! This home is now move-in-ready with all new interior paint, deep cleaning throughout, new light fixtures, epoxy garage floor, and more. Truly a must…
4970 Bollard Naples
$1,325,000
Ranch,Single Family Residence
Very Rare opportunity to own a Single Family Home in Windstar on Naples Bay! This updated 3-Bedroom/2-Bathroom home features a custom Pool and Spa, 2019 Roof, 2019 Screen Enclosure with picture frame screens, and an…
1515 Gulfstar Naples
$5,995,000
2 Story,Single Family Residence
A Rare Find with over 600+ feet of waterfront and quick direct access out Gordon Pass to the Gulf. Your private 65’ dock with 15,000 lb lift, and plenty of room to expand, sits just…
3538 Haldeman Creek Naples
$450,000
Low Rise (1-3)
Discover Florida living in this exquisite two-bedroom, two-bath second-floor unit located in the prestigious Compass Point South at Windstar on Naples Bay. This home features a stunning, large kitchen complete with granite countertops, high-end stainless…
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