Windstar Naples Real Estate - 10 Condos For Sale

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 3 Bedroom, 3.5 Bathroom tastefully updated home in over 2600 square feet of living space under AC. Open-concept living area with walls of glass affording stunningly gorgeous western views of golf course, Naples Bay, Port Royal, Royal Harbor and sunsets. Sprawling living room with linear fireplace opens out to screened-in lanai with expansive views seamlessly blending indoor/outdoor living. A true chef's eat-in kitchen replete with shaker cabinetry, contemporary white quartz countertops, GE Monogram appliances, breakfast bar, dining area plus a sitting room with custom millwork accent wall and built-in desk area. Master Suite oasis featuring large bedroom with wall of glass overlooking the bay, dual walk-in closets with custom built-ins plus an en-suite bathroom with walk-in shower, soaking tub, dual vanities and separate water closet. Split floor plan with 2 additional guest suites each with en-suite bathrooms and views of the preserve. Full size laundry room plus a convenient powder room. Oversized 2-car garage. Gorgeous resort-style pool and spa. Deeded boat slip #7 behind the building which can accommodate up to a 30 foot boat and is just a mere 7 minutes out to the Gulf of Mexico. Windstar on Naples Bay is the only gated golf community with Tom Fazio designed 18-hole golf course that offers direct bay access, a private beach plus dock on Keewaydin Island with boat shuttle plus a full service 73-slip deep water marina. Newly renovated clubhouse (separate membership) with multiple dining areas with stunning views of Naples Bay and Port Royal, billiards room, 6 Har-Tru tennis courts, bocce courts and a state of the art fitness center slated for 2026 completion. Preferred location just a short drive via car, bike or golf cart to downtown's 5th Avenue known worldwide for its fine dining, shopping and beaches. Situated in the vibrant Bayshore Arts District, Windstar is walkable to Naples Botanical Garden and Naples Pickleball Center home of the pickleball US Open. Easy access to I-75, Naples and Fort Myers airports. This truly exceptional home has been thoughtfully updated with modern features perfect for today's paradise living. If you are looking to buy the quintessential, resort style low-maintenance home in Naples look no further!

Enjoy luxury coastal living in this beautiful waterside condo boasting spectacular views of the marina and golf course, Nestled within a secure gated community, it provides exceptional privacy and quiet in a peaceful exclusive setting. The newly remodeled kitchen showcases sleek modern finishes and premium appliances, while a Generac generator with buried propane tank ensures comfort and confidence year-round. For boating enthusiasts, a 60Ft. deeded slip at Southpointe Marina is available separately, just steps away-offering quick direct gulf access. This condo combines stunning views, true seclusion and effortless elegance in a premier waterfront setting.

Windstar on Naples Bay is one of only a select few communities that seamlessly combines a premier Golf & Country Club lifestyle with a true boating community, complete with its own private marina. While separate memberships apply, Windstar stands apart as a five-star enclave, just minutes from downtown Naples and offering direct private boat access to Keewaydin Island. An iconic location paired with thoughtful design and exceptional management has created a community that continues to exceed the expectations of even the most discerning owners. Yacht Harbor Cove, situated along Southpointe Marina, enjoys captivating views of the clubhouse and an ever-changing display of beautiful yachts. Unit 204, a desirable second-floor end residence, has just undergone a full redesign and is now truly move-in ready, offering every modern comfort. The residence features: A spacious primary suite Two guest en-suite bedrooms An oversized den/flex room, ideal for an office, media room, or additional guest space From the moment you enter, your eye is drawn to the marina views and stunning natural surroundings. The open floor plan is designed for both everyday living and entertaining, with the kitchen flowing effortlessly into the living area. Enjoy formal and casual dining options, complemented by a large center island perfect for gatherings. Additional highlights include: Private elevator access directly from your two-car garage Abundant natural light from the end-unit location Thoughtful finishes and updated design throughout Windstar is nestled within the vibrant Bayshore Arts District, just off Bayshore Drive—an exciting redevelopment area now home to some of Naples’ most trendy restaurants, cafés, live music venues, boutiques, and coffee spots, all within walking distance. The highly anticipated pedestrian boardwalk, scheduled to open in February, will connect Bayshore Drive to Sugden Park, creating a greenspace experience unlike any other in Naples. There’s so much more on the horizon—and this residence places you right at the center of it all.

Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate Fee) Beautiful top floor coach home offering lake and fairway views.

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 meets unmatched lifestyle perks. Built in 2021, this professionally decorated and turnkey furnished residence spans 3,403 square feet under air and 4,437 total square feet, offering an expansive layout with four Bedrooms, three Full Bathrooms, and multiple outdoor living spaces, including balconies and a spacious screened lanai with serene views. Step inside to discover soaring 14-foot ceilings and an elevated coastal design throughout. The open concept floor plan features a private elevator, gourmet kitchen with oversized island, Monogram appliance package, quartz countertops, walk-in pantry, coffee bar, wet bar, and wine cooler making it perfect for entertaining in effortless style. Elegant finishes like shiplap detailing add charm and warmth, while the oversized attached two-car garage, with extra storage area, and hurricane impact doors and windows provide both comfort and security.Beyond the residence lies a lifestyle that is truly unmatched. Windstar on Naples Bay is a guard-gated, private country club community offering a world of amenities: a Tom Fazio–designed 18-hole championship golf course, tennis, and a soon-to-be-completed state-of-the-art fitness center overlooking the water (2026). The bayside clubhouse offers fine dining with sweeping views, while a private boat shuttle whisks you away to Windstar’s exclusive retreat on Keewaydin Island, where a pristine beach awaits. For boaters, Windstar boasts a private deepwater marina with 72 slips, private Marina Clubhouse and a full-time harbormaster. All of this is just five minutes from downtown Naples, where world-class dining, shopping, and beaches await, and right next to the Bayshore Arts District, one of the city’s most vibrant neighborhoods. This is more than a home....it’s a gateway to the ultimate Naples lifestyle.

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 air (and 4,453 total) of refined, light-filled living space designed for both luxurious comfort and effortless entertaining. Built in 2020 and loaded with upgrades, this residence lives like a single-family home with the ease of condo living. From the moment you enter your private elevator into the expansive open floor plan, you’re greeted by soaring ceilings, sweeping peaceful views, and designer finishes throughout. The gourmet kitchen is a showstopper that is sprawling in scale with a massive center island with Quartz countertops, induction cooktop, dual wall ovens, and a walk-in pantry that’s practically a room of its own. Entertain in style with a wet bar, coffee bar, and two wine coolers—all perfectly designed to impress guests or unwind in luxury. This home offers Three spacious Bedrooms plus a Den and Three Full Bathrooms, with one guest suite generous enough to serve as a second primary bedroom complete with its own en-suite bath, enormous walk-in closet, and ample square footage for long-term visitors or multigenerational living. The screened back lanai offers a peaceful escape with serene water views, lush tropical landscaping, and electric hurricane shutters for peace of mind. Hurricane-impact resistant windows and doors throughout further enhance safety and security. Step outside to your private balcony, enjoy morning coffee with the birds, or toast to golden hour sunsets. Tucked behind the gates of Regatta Landing, the newest community in prestigious Windstar on Naples Bay, you’ll enjoy exclusive access to a resort-style cabana pool with a summer kitchen overlooking the water—a perfect retreat just steps from your front door. Windstar on Naples Bay is one of Naples’ best-kept secrets offering residents a private boat shuttle to the Keewaydin Island Beach Club, with trips running multiple times daily and sunset cruises in the evening. Windstar’s unmatched amenities include a Tom Fazio-designed golf course, tennis and pickleball courts, a clubhouse with fine dining, a fitness center, and a deepwater marina. Ideally located just minutes from downtown Naples and the sugar sand beaches, you’ll also love being right at the gateway to the Bayshore Arts District an eclectic and rapidly growing hub of creativity and culture. Walk or bike to waterfront dining, breweries, live music, art galleries, the botanical gardens, and more. If you’re looking for a home that blends spacious luxury, waterfront serenity, and a vibrant lifestyle this one checks every box.

One or more photo(s) has been virtually staged, AI generated or rendered. Yacht Harbour Cove of Windstar on the Bay offers boating enthusiasts the finest in waterfront living & a 1st class marina just steps out your back door. This split floorpan 3 BR/2.5 bath coach home on the lower level has a super versatile layout offering either 2 primary suites, each on opposites sides of the home for complete privacy, OR add a Murphy bed to the study as your 3rd bedroom. NO stairs once inside! All one-level-living. This residence is designed to impress from the moment you enter with soaring volume ceilings, tons of natural light throughout & an open flow from space to space, perfect for entertaining. Add marina views from each room, a modern kitchen with all top tier appliances & a walk-in pantry = the perfect home with all the right ingredients for relaxation & unwinding each day. YHC owners also enjoy exclusive access to Southpointe Yacht Club's pool, spa & clubhouse amenities just across the walking bridge on the island, plus you can enjoy taking the boat shuttle to Windstar's private beach on Keewaydin Island during season. The current owner has a 70 ft boat slip for sale just down the sidewalk in the protected yacht basin with quick, direct Gulf access & literally just minutes to the beach or fishing via your own private boat. PLUS a social membership that is transferrable for a $25k initiation fee & the ability to upgrade to the summer golf package with NO WAIT. Windstar, a secret gem here in town, is Naples only golf, tennis & direct Gulf access yachting community all in one, but for a fraction of the purchase price of those across the Naples Bay. Located just minutes by car or boat to downtown’s famous 5th & 3rd Avenues, the Naples Botanical Gardens, Celebration Park & the fine food & shopping in the Arts District…Don’t miss your opportunity to be right in middle of it all with all the right extras!

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 lives like a single-family home. With soaring ceilings and an open floor plan, the majesty of the sweeping lake and golf views from the great room, kitchen, morning room, and pool area are beyond description. With 2,375 square feet of A/C living space, and a large outdoor living space, this home is perfect for entertaining and hosting both small and large groups. The home has a large primary suite with an updated ensuite bath, a guest bedroom with an updated bathroom, and a den/office which can easily be converted into a 3rd bedroom. ‘Welcome Home - It’s Better by The Bay!’

**JUST REDUCED**Discover this beautifully renovated condo located in a highly desirable gated boating and golf community. Perfectly positioned on the marina, it offers spectacular views and unbelievably quick Gulf access. Inside, you'll find an open-concept living room, dining room, and kitchen, ideal for effortless entertaining. The gorgeous, newly updated kitchen features modern finishes, while the extra-large lanai provides the perfect setting to relax and watch the boats glide by. This showpiece residence embodies the best of waterfront living.

Welcome to a BOATER'S DREAM in Regatta Landing at Windstar! Your 25ft boat dock with lift is just steps away is INCLUDED with the purchase of this end unit coach home. NO HURRICANE DAMAGE to unit or dock. This exquisite residence invites you to experience refined living, offering a harmonious blend of coastal retreat with comfortable elegance. This fully furnished home features two spacious bedrooms and two well-appointed bathrooms, large den, great for working from home, but could easily be utilized as a bedroom, attached 2-car garage and enclosed lanai. The bright, open floor plan boasts a large great room with tray ceilings, perfectly paired with a chef's dream kitchen - ideal for entertaining, featuring a large island with breakfast bar seating, stainless steel appliances, a wine cooler, quartz countertops and plenty of cabinet space for extra storage. Primary bedroom embraces comfort and relaxation with plenty of natural light, custom walk-in closet with shelves and cabinets, private access to the lanai. Primary bathroom with elegant finishes and relaxing tub and walk in shower. Guest room provides ample space and additional full bathroom for privacy and convenience. Regatta Landing features it's own private pool/spa and cabana area, along with access through separate entry and exit on Bayshore Drive, for added convenience. Windstar is distinguished as the sole private Club offering golf along the bay, featuring both a marina, and a boat shuttle to a private beach, pools, state of the art fitness, tennis, golf and more. Location is one of a kind and close to something for everyone: Shopping at Mercato, Venetian Village, Waterside Shops and more. Craving something special? Endless options to dine on world famous 3rd and 5th Avenue are right around the corner. Naples white sand beaches, abundant entertainment options, the Arts District, Naples Zoo and Botanical Gardens and so much more are all just a few miles away. Do not miss this opportunity to embrace all that Naples has to offer and live the boaters dream in Windstar at Naples Bay!

Step into the Windstar lifestyle and experience one of Naples’ most coveted private communities. This exceptional residence presents the opportunity to skip the waitlist and apply for immediate Social Membership, with the option to upgrade to Social with Summer Golf at Windstar on Naples Bay, offering a rare advantage for those looking to enjoy club living without delay. Welcome to 2472 Breakwater Lane, Unit 11-102, a stunning coastal residence built in 2021, offering 2,348 square feet under air and over 3,100 total square feet including a private two-car garage. Thoughtfully designed for those who value both luxury and ease, this home blends elevated finishes with effortless indoor-outdoor living. From the moment you enter, soaring 12-foot ceilings and expansive hurricane-impact windows and doors create a bright, open atmosphere filled with natural light. The spacious open-concept layout is perfect for entertaining or simply enjoying the relaxed elegance of Naples living. Quartz countertops and refined finishes throughout bring a clean, sophisticated coastal aesthetic to every space. Boating enthusiasts will appreciate the rare opportunity to purchase a 30-foot direct Gulf access boat slip with a 12,000-pound electric lift, ideally located just a short walk down the street, making spontaneous days on the water effortless and convenient. Boat slip available for separate purchase. Step outside to the screened lanai and enjoy peaceful water views that create a serene setting for morning coffee or evening unwinding. The calm, reflective backdrop enhances the indoor-outdoor connection that defines Southwest Florida living. The two-Bedroom plus Den floor plan offers versatility to fit your lifestyle. The Den is ideal as a home office, media space, or quiet retreat, and can easily be converted into a third bedroom for additional guests. The primary suite is a private sanctuary featuring dual walk-in closets with custom built-ins and a beautifully designed spa-style bath with dual vanities, a soaking tub, and a large walk-in shower that feels both luxurious and relaxing. Within Regatta Landing, residents enjoy their own private resort-style pool, spa, and outdoor barbecue kitchen area, creating an exclusive setting for relaxing, entertaining, and connecting with neighbors just steps from your residence. Located within Windstar on Naples Bay, residents and members enjoy a private marina with direct Gulf access, championship golf, tennis, fitness, dining, and a private beach club on Keewaydin Island. All of this is just minutes from the dining, shopping, and coastal charm of Downtown Naples and its beautiful Gulf beaches. For the buyer seeking a move-in ready residence with boating potential, water views, and the opportunity to step into an exclusive club lifestyle without the typical delays, this is an exceptional offering.

Beautiful first-floor end unit with no neighboring building next door. Built in 2021, this highly desirable open floor plan features 2 bedrooms + den (with Murphy bed), 2 full baths, loads of upgrades, and an attached 2-car garage, along with storm impact windows and doors, crown molding, and 2,348 sq. ft. of living area with over 3,000 sq. ft. total. The thoughtfully designed layout flows effortlessly from the spacious great room into the expansive open kitchen, beautifully appointed with an oversized island, custom white wood cabinetry, stainless steel appliances, induction cooktop, double wall oven, wine cooler, and quartz countertops. Large-format tile flooring runs throughout the main living areas, enhancing the home’s bright and airy ambiance. The luxurious primary suite offers a comfortable sitting or desk area, two custom walk-in closets with built-ins, and a spa-inspired bath featuring dual vanities, a walk-in shower, and a relaxing soaking tub. Regatta Landing, located directly on Haldeman Creek, offers owners the opportunity to purchase 20–30 ft. boat slips, most with lifts, when available, providing direct deep-water access to Naples Bay and the Gulf—enhancing the ultimate boating lifestyle. Residents also enjoy a sparkling private community pool and spa, along with a social grill room perfectly positioned on the waterway—ideal for embracing the Southwest Florida lifestyle. Windstar offers exceptional amenities including a Tom Fazio–designed golf course, newly redesigned clubhouse with sweeping views of Naples Bay, 72-slip deep-water marina with direct Gulf access in under ten minutes, clay tennis courts, bocce ball, state-of-the-art fitness center, and private Windstar boat shuttle to Keewaydin Island’s white sandy beach featuring a shaded pavilion, restrooms, charcoal grill, and exceptional shelling & fishing!