Windstar Naples Real Estate - 4 Homes, 11 Condos For Sale

Welcome to 1530 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 sprawling 4 Bedroom/4.5 Bathroom 2-story penthouse home in over 5000 square feet of living space with gorgeous, expansive southwestern views of golf course, Naples Bay, Port Royal, Royal Harbor and endless sunsets. This exceptional unit comes with a deeded boat slip ideal for boat lovers. Elevator opens you directly into your unit with a dramatic entry foyer with a gorgeous staircase. Open-concept living space with lovely living and dining rooms. Spacious eat-in kitchen replete with white shaker cabinetry, granite countertops, stainless steel appliances and custom beams is truly an entertainer's dream. Breakfast area directly overlooking the bay. Comfortable media room plus a home office with custom built-ins both with dramatic views, powder room plus 2 gracious guest suites. Ascend via the stairs or elevator to your Master Suite Oasis featuring a large bedroom with a wall of glass opening out to balcony with the most glorious views, en-suite bath with walk-in shower, soaking tub, separate vanities and separate water closet. Large walk-in closet with custom built-ins. Additional guest suite currently set up as a sitting room would also make a fabulous dressing room with additional full bathroom creating a truly luxurious Master Floor Oasis. 3-car attached garage. Deeded boat slip #1 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. Gorgeous resort-style pool. 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, game room, 6 Har-Tru tennis courts, 3 bocce courts and a state of the art fitness center slated for late 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 exceptional home is truly a rare find.

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 truly exceptional unit boasting expansive panoramic 180 degree views of Naples Bay, Port Royal and Royal Harbor. This home has been thoughtfully redesigned and renovated in 2021 by premier local builder/contractor, BCB Homes. No expense spared with only the finest craftsmanship and building materials, this home has been totally transformed into a modern sanctuary ideal for today's Naples lifestyle. Fabulous open-concept living area takes full advantage of the stunning bay views. A true chef's eat-in kitchen replete with Sub-Zero refrigerator, Wolf induction cooktop, Wolf double ovens, ice maker, custom Ruffino cabinetry and an oversized island flanked with granite counters. Master suite with French oak hardwood herringbone floors, en-suite marble bath plus dual walk-in closets with custom built-ins. 2 additional bedrooms with a connecting bath. Oversized 2-car garage with space for 2 vehicles plus golf cart and great storage. Gorgeous resort-style community pool and spa. 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 late 2026. Preferred location just a short drive via car, bike or golf cart to downtown's 5th Avenue South and 3rd Street South 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. Truly exceptional and a rarity to find this level of high-design and finish in a home in Windstar.

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 to make the most of its expansive double lot. Offering panoramic golf and lake views along with mature landscaping, this home seamlessly blends indoor and outdoor living while ensuring privacy and tranquility. With over 4,100 square feet of living space under A/C and an additional 2,190 square feet of outdoor living area, this residence is both spacious and cozy. It's thoughtfully designed for daily living, hosting friends and family, and entertaining guests of any size. The home features 4 bedrooms, 4 baths, a den, and an oversized 3-car garage. At the heart of the home lies the Great Room, where the kitchen, morning room, and family room open to the outdoor lanai, pool, spa, and a private patio retreat—ideal for enjoying Florida's beautiful weather. Soaring ceilings and recently installed hurricane-impact windows and doors flood the home with natural light. On the south end of the home, the primary suite offers direct access to the pool and breathtaking views. This suite includes a large sitting area, dual walk-in closets, and an updated spa-like bath. The adjacent den features a custom-built desk and floor-to-ceiling cabinetry, providing a perfect space for work or relaxation.VOn the north end, the visitor or guest quarters consist of three generously sized guest bedrooms, each measuring 14 x 14 feet, with two accompanying guest baths. This home is equipped with a range of special features and recent updates. It boasts a majestic circular driveway with ample guest parking, professional landscaping, a whole-house audio system, and a security system. Significant updates include newly installed hurricane impact windows and doors in 2024, an updated master bath in 2023, new HVAC and hot water heaters in 2024 and 2022, a new roof in 2021, and a new pool heater in 2025. The outdoor area is enhanced by custom-designed lanai cabinetry and a pool screen enclosure, complemented by a newly laid travertine pool deck. The modern kitchen and a gas-powered generator further add to the home's appeal. Experience the effortless elegance and comfort of this extraordinary home at 4615 Lighthouse Lane — your oasis of peace and luxury awaits! As a Windstar resident take advantage of the Keewaydin Queen’s nautical adventures (Sunset Cruises, Special Events and Private Charters) and enjoy the Windstar beach at Keewaydin Island. For additional “It’s Better by The Bay” lifestyle experiences and extensive amenities, you can join The Southpointe Yacht Club or The Windstar Club. A tour and visit to either will WOW you! “Welcome Home - It’s Better by The Bay!”

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!

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 prestigious Harrington Sound neighborhood of Windstar, offering a perfect blend of elegance and comfort. From the moment you arrive at the majestic driveway, you'll feel the warmth of "Welcome Home." This residence is thoughtfully designed for both daily living and entertaining, featuring expansive indoor and outdoor spaces. The home is anchored by one of the most spectacular views in all of Windstar: a custom infinity edge pool that cascades beautifully into a serene lake, bordered by a preserve area that will remain untouched. With soaring ceilings, exquisite hickory floors, and custom millwork, this home brims with coastal modern charm. The open floor plan seamlessly integrates breathtaking lake and nature views throughout. The south end of the home boasts a magnificent primary suite that opens to the custom pool and spa with stunning vistas. This suite includes a spacious sitting area, dual walk-in closets with custom cabinetry, and a luxurious primary bath. A well-appointed den and a half bath are also located on the south end. The formal dining and living rooms offer abundant space for large gatherings and celebrations. At the heart of the home is the great room, which features an updated kitchen with designer appliances, a wet bar with a wine cooler, a morning room, an informal dining area, and a cozy family room with a gas fireplace. On the north end, you'll find two inviting guest bedrooms, each with oversized closets and ensuite baths, one with direct lake views. The outdoor living areas provide over 1,500 square feet of enjoyment, including 500 square feet under roof for alfresco dining and lounging, nearly 950 square feet of screened lanai/pool area, and a 250 square foot lakeside 'tranquility' patio. This home comes with an array of special features, including a propane tank that powers the convenient gas fireplace and whole-house generator, an oversized garage, and professional landscaping. As a Windstar resident take advantage of the Keewaydin Queen’s nautical adventures (Sunset Cruises, Special Events and Private Charters) and enjoy the private beach club at Keewaydin Island. For additional “It’s Better by The Bay” experiences, you can join The Southpointe Yacht Club or The Windstar Club. With this property a Golf Membership can be purchased immediately after closing, allowing the buyer to bypass the estimated 7-year waiting list and become a member on the day of closing (contingent on the Club’s application process). Experience the serene and stylish lifestyle offered by this exquisite estate home in Windstar—your oasis awaits! “Welcome Home - It’s Better by The Bay!”

** Full golf membership to Windstar Club eligibility ** Welcome to 4577 Lighthouse Lane in the highly coveted enclave of Harrington Sound of Windstar on Naples Bay. This 3-4 Bedroom+den/3 Bathroom golf course house features almost 3000 square feet of light-filled living space. Large living room with soaring ceilings and wall of glass opens out to outdoor living area with pool and spa plus a built-in outdoor kitchen with expansive western vistas of the 4th fairway and stunning sunsets. Chef's eat-in kitchen replete with Bosch appliances, shaker cabinetry and granite countertops. Family room with built-ins features gorgeous views plus a lovely dining room with custom built-ins ideal for entertaining. Master suite oasis with large bedroom with access to outdoor living space, 2 walk-in closets and an updated spa-like bathroom with oversized walk-in shower, freestanding soaking tub, double vanity and separate water closet. 2 guest suites on the opposite side of the house plus updated full bathroom. Home office with a closet could be additional guest quarters plus a 3rd full bathroom. 2-car attached garage. This home is truly an entertainer's dream. 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 and Royal Harbor, 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 beautiful custom-built home features recent updates, including a new tile roof and marble-faced fireplace. IN ADDITION, THE SELLER HAS A FULLY TRANSFERABLE GOLF MEMBERSHIP! The spacious chef's kitchen has custom cabinetry, a large walk-in pantry, and newer appliances. Custom 8ft. solid core doors and premium hardware throughout. Plantation shutters and 10ft. sliding glass doors open to the pool courtyard and guest cabana, Custom lighting, skylights, a home office, a central vacuum system, and a heated pool/spa with a waterfall, are just some additional amenities to make your living here a joy. Other notable features include an AqualLink control system, storm shutters, a 2-car garage, brick pavers, and a tropical courtyard. The golf course, lake, and mangrove views from your screened lanai are stunning. Windstar has a Tom Fazio-designed golf course, and clubhouse with spectacular views of Naples Bay and 72 slip deep water marina, affording direct gulf access in less than 10 minutes. The club has clay tennis courts, a fitness center, and the Keewaydin Island Beach Club with a boat shuttle and private membership.

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 in 2021, this 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 water 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—perfect for entertaining in effortless style. Elegant finishes like shiplap detailing add charm and warmth, while the attached two-car garage with extra storage and hurricane impact doors and windows provide both comfort and security. What truly sets this property apart is its rare offering: the option of ownership of a 38-foot dated slip in the prestigious Windstar Marina. Enjoy instant access to one of Naples’ only deep-water, private marinas, featuring a full-time harbormaster, electric/water hookups, and an exclusive marina clubhouse, all just 5 minutes to the open Gulf. Windstar on Naples Bay is a guard-gated, resort-style community offering a Tom Fazio-designed 18-hole championship golf course, tennis, a brand new state of the art fitness center opening in 2026, fine dining, a bayside clubhouse with panoramic views, and a private boat shuttle to Keewaydin Island. All this just 5 minutes to Downtown Naples, white-sand beaches, and the dynamic Bayshore Arts District, known for its thriving art scene, waterfront eateries, and local culture. Whether you’re a golfer, boater, or simply craving a move-in-ready slice of paradise—this is a rare opportunity to own the best of Naples living.

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 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 ideal for today's Naples lifestyle. Enter into a welcoming foyer to an open-concept living area with soaring 2-story ceilings, gorgeous wide plank light oak floors, expansive view and incredible natural light. Spacious living room with fireplace and built-in wet bar with wine refrigerator, ice maker and open shelving is ideal for entertaining. Wall of glass which pockets all the way seamlessly blends indoor/outdoor living so desired in Naples opens out to outdoor living oasis with gorgeous pool, spa plus a pool bath with southwestern vistas of the 10th fairway affording all afternoon sun and sunsets. Gorgeous dining area with custom built-ins. A true chef's eat-in kitchen features Viking appliances, quartz countertops and corresponding backsplash and timeless shaker cabinetry. Office with an adjoining powder room could also serve as additional guest quarters. Master suite oasis with spacious bedroom, walk-in closet with custom built-ins and a spa-like bath including walk-in shower, freestanding soaking tub and double vanity. Ascend to the second floor to an open loft-like club room perfect for media room. A second master suite with step-out balcony is perfect for private morning coffee or for sunset viewing. 2 additional guest bedrooms with shared hall bath complete this floor. Truly exceptional and a rarity to find this level of high-design and finish in a home in Windstar. 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 and Royal Harbor, billiards room, 6 Har-Tru tennis courts, bocce courts and a state of the art fitness center slated for 2025. 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.

Discover unmatched luxury! Welcome to Yacht Harbour Cove, part of Naples only gated, golf, tennis & yachting communities within Windstar on Naples Bay. This exquisite 4 bedroom, 3.5 bath, furnished coach home is superbly situated on the yacht basin of the Southpointe Yacht Club & Marina giving you the ability keep your boat in the protected, tucked away bay leading directly to the Gulf of Mexico & the most gorgeous beaches Naples has to offer. This architecturally pleasing condominium sets the gold standard for upscale living. Every detail is meticulously crafted enhanced by captivating marina views serving as a daily backdrop. Beyond its beautiful light and bright aesthetics, the condominium boasts soaring ceilings, an open flow and a Primary Suite with walk-in closets, dual vanities and direct access to the terrace, the jack and jill bedrooms and additional bedroom add to the uncompromised floor plan that affords great privacy. Just off the well-equipped kitchen & elegant living room is the spacious screened terrace fully embracing the majestic views. The oversized 2-car garage with enough room for all the extra toys and to boot an elevator shaft in place. At Windstar on Naples Bay, you're not just acquiring a home but an entire lifestyle. With a state-of-the-art clubhouse, championship golf course and private docks. For the boating enthusiast, it doesn't get better than this. The condominium’s prime location offers direct access to the Gulf of Mexico. Enjoy Windstar Club's private ferry to Keewaydin Island, and you have seven miles of pristine beachfront at your fingertips plus dedicated docks. The prime location is just minutes away from Naples by car or boat & you can take the Intercoastal Waterway south to Keewaydin, Isles of Capri or Marco Island for even more beaching & boating options. Residents of Windstar also get to enjoy their very own private beach on Keewaydin and provides boat shuttle access daily. Experience the best of Naples living with the close-by Celebration Park, Bayshore Arts District & all within 10 minutes of downtown's famous 5th Avenue shopping & fine dining.

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.