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Windstar Naples Florida Condos for Sale

Naples Florida Real Estate

Windstar Naples Real Estate

Homes For Sale3$1.5M - $2.8M
Condos For Sale11$450K - $4M
Sold ( Past 6 Months )27$445K - $2.9M
Last updated at 10:49pm 09/29/2025

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$3,995,000
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Admirals Watch at Windstar

1530 Star Point Ln # 403, Naples, FL 34112

Condos - 5,279 ft² / 6,079 ft² - 3 Car Garage

4+Den / 4 Baths / 1 Half

Built 1998
Admirals Watch Windstar Naples 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.



$3,295,000
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Admirals Watch at Windstar

1520 Star Point Ln # 401, Naples, FL 34112

Condos - 2,619 ft² / 2,800 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half

Built 1998
Admirals Watch Windstar Naples Condos for Sale: 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.



$2,500,000
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Admirals Watch at Windstar

1560 Star Point Ln # 301, Naples, FL 34112

Condos - 2,619 ft² / 3,552 ft² - 2 Car Garage

3 Bed / 3 Baths / 1 Half

Built 2000
Admirals Watch Windstar Naples 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!



$1,895,000
Decrease*
$100K
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Yacht Harbour Cove at Windstar

1749 Gulfstar Dr S # 404, Naples, FL 34112

Condos - 2,961 ft² / 4,251 ft² - 2 Car Garage

4 Bed / 3 Baths / 1 Half

Built 1999
Yacht Harbour Cove Windstar Naples Condos for Sale: 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.



$1,675,000
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Regatta Landing at Windstar

2488 Breakwater Way # 201, Naples, FL 34112

Condos - 3,563 ft² / 4,453 ft² - 2 Car Garage

3+Den / 3 Baths

Built 2020
Regatta Landing Windstar Naples Condos for Sale: 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.



$1,195,000
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Windward Cay at Windstar

4460 Yacht Harbor Dr, Naples, FL 34112

Condos - 2,166 ft² / 2,166 ft² - 2 Carport

2 Bed / 2 Baths

Built 1987
Windward Cay Windstar Naples Condos for Sale: 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 being set back and protected from the bay for true peace of mind. This stunningly redesigned and fully renovated corner end-unit penthouse unit is located in a boutique 6-unit elevator building with only 2 units per floor and features 2 Bedrooms and 2 Baths in almost 2200 square feet of truly luxurious living space. Enter into a welcoming foyer to a truly fabulous open-concept living space with a contemporary light and airy vibe with soaring vaulted ceilings and stunning natural views all around. Spacious living room with walls of glass boasting unparalleled Audubon Society-certified views overlooking the serene 8th fairway, lake and tropical mangroves. A true chef's eat-in kitchen replete with custom shaker cabinetry, GE Monogram stainless steel appliances, pot filler, contemporary quartz countertops, open shelving with lighting, breakfast bar and custom built-in Brazilian walnut dining table ideal for daily dining and entertaining. Custom built-in office nook ideal for today's work from home lifestyle. Convenient laundry room with side by side washer/dryer, custom built-in cabinetry and counter affording great storage. Master suite oasis features spacious bedroom, access to lanai, dual walk-in closets with California custom built-ins and a spa-like master bath with a gorgeous oversized walk-in shower with dual rain heads, contemporary floating double vanity and freestanding soaking tub. Large guest bedroom with a gorgeous view plus a lovely full hall bathroom. Oversized covered parking for 2 vehicles and electrical outlet for your golf cart. No expense spared in this truly custom renovation with the finest of materials and craftsmanship a rarity to find this level of high-design and finish in a condo 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 seasonal October-July boat shuttle included in your Windstar HOA 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, 3 bocce courts and a state of the art fitness center slated for 2026 completion. Preferred location just a short 2 mile 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.



$775,000
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Marina Cove at Windstar

5065 Yacht Harbor Dr # 203, Naples, FL 34112

Condos - 1,822 ft² / 2,526 ft² - 2 Car Garage

2+Den / 2 Baths

Built 1997
Marina Cove Windstar Naples Condos for Sale: Welcome to 5065 Yacht Harbor Drive in desirable Marina Cove of Windstar on Naples Bay. This thoughtfully renovated end unit townhome features a welcoming entry foyer leading up to the gorgeous, light filled open-concept living space. New hardwood floors throughout. Spacious new custom eat-in kitchen replete with KitchenAid stainless steel appliances, custom cabinetry, bar area with wine refrigerator, white quartz countertops including breakfast bar which is ideal for entertaining or daily casual dining. Lovely living room and dining area with wall of glass opening to screened-in lanai seamlessly blending indoor/outdoor living. Gorgeous western facing lake and sunset views. Master suite oasis with spacious bedroom with lake views, spa-like new bath including marble tile, double vanity, step-in shower, soaking tub and separate water closet plus dual closets. Charming guest bedroom plus new hall bathroom. Den is great flexible living space for home office, media room or additional guest quarters. Convenient full size laundry room. 2-car attached garage with epoxy floor. Truly exceptional and move-in ready. Windstar on Naples Bay is the only gated golf community with Tom Fazio designed 18-hole golf course (separate membership) 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 mid-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.



$649,000
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Spinnaker Pointe at Windstar

3580 Windjammer Cir # 1601, Naples, FL 34112

Condos - 1,832 ft² / 2,243 ft² - 1 Car Garage

2+Den / 2 Baths

Built 1995
Spinnaker Pointe Windstar Naples Condos for Sale: Enjoy breathtaking panoramic lake and golf course views of Windstar’s 14th fairway, stretching from tee to green, all from this nicely updated 1st floor coach home. Spanning 1,832 sq. ft. under AC, this home features 2 bedrooms, a spacious den, and 2 full bathrooms. The high ceilings and spacious layout are complemented by a spectacular kitchen, which includes an island, granite countertops, pantry and stainless appliances. Additional luxuries include a large laundry room, plantation shutters, elegant crown molding, beautiful new flooring, spacious screened lanai, attached garage, lush tropical landscaping, and numerous other enhancements add to the allure of this remarkable home. New picture frame screens were just installed on the Spinnaker Pointe lanai's, enhancing views with an unobstructed design. Spinnaker Pointe offers great curb appeal, community tennis courts, community pool/spa, private clubhouse and much more. Windstar offers incredible amenities including: Tom Fazio designed golf course, newly redesigned clubhouse with spectacular views of Naples Bay, 72 slip deep-water marina with direct Gulf access in less than ten minutes, clay tennis courts, bocce ball, fitness, Keewaydin Island Beach Club with boat shuttle and private membership.



$575,000
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Compass Point South at Windstar

3554 Haldeman Creek Dr # 123, Naples, FL 34112

Condos - 1,414 ft² / 1,414 ft² - 1 Carport

2 Bed / 2 Baths

Built 1995
Compass Point South Windstar Naples Condos for Sale: 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 & turnkey w/exclusions 2-bedroom, 2-bathroom condo located on the 2nd Floor of Compass Point South at Windstar on Naples Bay! The community of Windstar offers the luxury Florida lifestyle with a very vibrant social hub. It's the only unit in Compass Point with EXTERIOR Sliding HURRICANE Proof GLASS DOORS on the lanai that allows you to enjoy indoor under AC space or outdoor space any time of the year! Just steps away from the elevator & 2 community pools. Brand NEW AC, this open-concept floor plan offers an abundance of naurual light featuring a bright & beautifully updated kitchen w/granite counter tops, white cabinetry, stainless applicances, eat-in kitchen nook, breakfast bar with stools, pantry closet & plenty of cabinet space for the gourmet cook in your life! A generous size living & dining room area that seats 4. Gorgeous bamboo wood flooring in main living areas & both bedrooms. The Master Suite suite (KING) offers a serene retreat with expansive golf course & lake views, an en-suite bathroom with double vanities, a walk-in shower, a soaking tub, and a large walk-in closet. The guest bedroom with (FULL) & 2nd Bath beautifully updated with tub shower combo w/white subway tiles. Laundry room in residence. 1 assigned carport space & a storage closet where you can store our golf clubs & beach items! Compass Point South features fantastic community amenities, including 2 recently renovated pools with gorgeous views, 4 impeccably maintained buildings, elevator, and lush tropical landscaping. Windstar on Naples Bay Club boasts remarkable optional (private membership) resort amenities as well, including a championship Tom Fazio-designed 18 hole golf course, a newly remodeled clubhouse with spectacular views of Naples Bay and Port Royal, a 73-slip deep-water marina South Point Yacht Club, 6 Har-Tru tennis courts and 3 bocce courts, fintess center, social activites & clubs such as a cycling club, cigar club, fishingclub & wine club, dining at the 1700 Grille, Bayview Dining Room & Sunset Lounge. Windstar’s Keewaydin Island Beach Club is accessible to all residents via a private boat shuttle called the Keeywaydin Queen or exclusive private sunset, fishing & sightseeing cruises aboard the "Second Wind". Embrace true resort style living at Windstar on Naples Bay! Close to Naples Botanical Garden, Naples Pickleball Center, Bayshore Art District & easy access via bike, golf cart or car to downtown Naples’ 5th Avenue South & 3rd St S renowned worldwide for its fine dining, shopping and white sandy beaches! Come Live the Florida Lifestyle in Windstar where everyday can be your BEST day!



$525,000
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Compass Point South at Windstar

3538 Haldeman Creek Dr # 113, Naples, FL 34112

Condos - 1,414 ft² / 1,556 ft² - 1 Carport

2 Bed / 2 Baths

Built 1995
Compass Point South Windstar Naples Condos for Sale: 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 a fish filled lake. As you enter into this condo, it has an open concept and open kitchen with a counter that seats 6 comfortably for ease of entertaining and a breakfast area in the kitchen for a table and chairs. A NEW STOVE & REFRIGERATOR will be coming soon (as of 4/17). The dining and living area feature sliding glass doors that open onto the lanai, creating a seamless flow between indoor and outdoor space. This design is ideal for both relaxing and entertaining, offering a versatile living experience. The bedrooms are large and have great closets and you have your own separate laundry room in residence. The Primary bedroom has windows which make it very open, airy and bright with crown molding, large tile floors, and a door which opens out to the lanai. The Primary bath has a walk-in shower, a large soaking tub, new closet designed by Closet by Design with double sinks, and granite countertops. The second bedroom is very quiet and has a large TV and full bath. You will have a covered parking area and storage unit for your beach and bike toys. You are in a gated community with two heated pools with barbecue grills for your outdoor entertaining. Windstar is a community that boasts of fabulous golf and social memberships with a new clubhouse and a fitness center coming soon that is going to be state of the art when completed. we also have a beach club located on Keywadin Island and a private shuttle that takes you to and from.



$450,000
Decrease*
$10K
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Windward Cay at Windstar

4700 Yacht Harbor Dr # 612, Naples, FL 34112

Condos - 1,830 ft² / 2,291 ft² - 1 Car Garage

3 Bed / 2 Baths

Built 2003
Windward Cay Windstar Naples Condos for Sale: 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 steps from the community pool. With nearly 1,800 sq ft of living space, the screened lanai overlooks lush landscaping for privacy and sits right at the scenic 7th tee, offering a peaceful connection to the community’s premier golfing lifestyle. A fully paid reverse osmosis water treatment system adds extra value and comfort. Windstar is one of Naples’ only gated golf communities with direct Gulf access, featuring a private boat shuttle to Keewaydin Island, a 72-slip deep-water marina, and a newly redesigned clubhouse with waterfront dining. Amenities include golf, tennis, bocce, fitness, and an active social calendar. Residents take priority on the waitlist for Social and Social Summer Golf Memberships. Located minutes from the Bayshore Arts District and less than 4 miles to 5th Avenue South, this is the perfect blend of luxury, location, and lifestyle. Ideal for seasonal use, full-time living, or strong rental potential—schedule your private showing today!



$1,345,500
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Regatta Landing at Windstar

2431 Breakwater Way # 10101, Naples, FL 34112

Condos - 2,681 ft² / 2,681 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half

Built 2016
Regatta Landing Windstar Naples Condos Under Contract: No Wait. No Compromise. IMMEDIATE FULL GOLF MEMBERSHIP AVAILABLE with This Property — Start Playing from Day One. Bypass Windstar’s current 6-year waitlist and secure your spot in one of Naples’ most exclusive golf and waterfront communities. Located in the sought-after Regatta Landing at Windstar on Naples Bay, this upscale coach home offers a rare opportunity to enjoy a luxury lifestyle—with full golf privileges from the moment you move in. Offering nearly 2,700 square feet of thoughtfully designed living space, this ground-floor residence combines high-end finishes with everyday comfort. The interior features beautifully updated 12x24 porcelain tile flooring, lending a modern, clean look that runs throughout the main living areas. Tall ceilings, expansive windows, and an open layout create a bright and welcoming atmosphere. The chef’s kitchen is designed to impress—with a large center island, premium stainless steel appliances, and custom cabinetry, it serves as the heart of the home for both entertaining and daily living. The primary suite is an elegant escape, featuring a cozy sitting area, dual custom walk-in closets, and an expansive spa-like bathroom complete with a deep soaking tub, large walk-in shower, and dual vanities with high-end finishes. Two additional bedrooms and two-and-a-half bathrooms provide privacy and flexibility for family or guests. Step out onto the private lanai overlooking tranquil preserve views—it’s fully screen-enclosed and can be upgraded with impact-resistant sliders for year-round enjoyment. A private two-car attached garage adds convenience and security. Windstar on Naples Bay is a lifestyle destination all its own—offering a deep-water marina with 72 private slips, a newly renovated clubhouse with dining overlooking the bay, tennis courts, a full fitness center, and exclusive boat access to Keewaydin Island’s private beach club. Just minutes from downtown Naples and the cultural charm of the Bayshore Arts District, everything you need is within reach. Golf. Water. Beach. No waiting. Immediate full golf membership opportunities like this are exceptionally rare. This is more than a home—this is your front-row seat to the Windstar lifestyle.



$525,000
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Compass Point South at Windstar

3570 Haldeman Creek Dr # 134, Naples, FL 34112

Condos - 1,347 ft² / 1,475 ft² - 1 Carport

2 Bed / 2 Baths

Built 1992
Compass Point South Windstar Naples Condos Under Contract: 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 this lovely 2 bedroom, 2 bathroom move in ready turnkey condo! Freshly painted and updates through including new plantation shutters, fixtures, beautifully furnished and more, this lovely condo is a fabulous way to enjoy life in Naples Florida as well as the pet friendly Compass Point offers excellent community amenities such as two recently updated pools, four meticulously maintained buildings, community elevator, and lush tropical landscaping! Windstar offers incredible amenities including: Tom Fazio designed golf course, redesigned clubhouse with spectacular views of Naples Bay, 72 slip deep-water marina with direct Gulf access in less than ten minutes, clay tennis courts, Bocce Courts, fitness, Keewaydin Island Beach Club with boat shuttle and private membership. Easy access to Bayshore Arts District and a quick drive to 5th Ave S, 3rd St S and all that Naples has to offer!



$1,895,000
Sold Price:
$1,820,000
Sold Date:
07/21/2025
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Regatta Landing at Windstar

2472 Breakwater Way # 202, Naples, FL 34112

Condos - 3,403 ft² / 4,437 ft² - 2 Car Garage

4 Bed / 3 Baths

Built 2021
Regatta Landing Windstar Naples Condos: 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.



$1,595,000
Sold Price:
$1,375,000
Sold Date:
09/11/2025
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Regatta Landing at Windstar

2481 Breakwater Way # 201, Naples, FL 34112

Condos - 3,854 ft² / 3,854 ft² - 2 Car Garage

3+Den / 3 Baths / 1 Half

Built 2020
Regatta Landing Windstar Naples Condos: 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 like a single family home and is being offered turnkey furnished. A grand entry with a dramatic staircase OR your private elevator, lead to the great room, kitchen and dining areas, all filled with an abundance of natural light. Enjoy endless sunsets and sweeping lake and golf course views from the western exposure sliding glass doors leading to the oversized screened lanai. The well appointed chef’s kitchen features quartz countertops, modern stainless appliances, a curved island, wine/beverage cooler PLUS a huge hidden walk-in pantry. The spacious great room is complemented by a corner island bar with a second wine/beverage cooler, making the perfect space for entertaining. The expansive primary suite reveals a private sitting area with lanai access and expansive golf course and water views all of its own. The spa-like primary bath features dual vanities, a large walk-in shower, his and hers walk-in closets and coffee bar. Two additional en-suite guest rooms, PLUS an office/den and powder room complement this generous floor plan. An oversized two-car garage with extra ground floor storage are much desired bonuses. Regatta Landing features a private gated entrance for quick and easy access into the community, a private community pool, a gathering area and boat docks for purchase/lease if available. Just minutes from the downtown energy of Old Naples and the pristine Gulf beaches, Regatta Landing and the Windstar community offer an unprecedented Naples lifestyle.



$1,395,000
Sold Price:
$1,325,000
Sold Date:
04/17/2025
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Regatta Landing at Windstar

2431 Breakwater Way # 102, Naples, FL 34112

Condos - 2,821 ft² / 3,249 ft² - 2 Car Garage

3+Den / 2 Baths / 1 Half

Built 2016
Regatta Landing Windstar Naples Condos: 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 enjoy the convenience of a boat slip just steps from your lanai, all within sight of the water. This unique spot on Haldeman Creek is only 10 minutes from Naples Bay by boat, renowned for its dolphins, manatees, and abundant birdlife. (Optional purchase with this residence is a 30’ Dock Slip with a 15,000 lb. lift) Located in the newest community in Windstar, the only golfing community on Naples Bay, this home seamlessly blends modern luxury and natural beauty and “lives” like a single family home. The main living area and master suite feature soaring 12-foot ceilings with double crown molding, while the bedrooms are accentuated with additional crown molding for an elegant touch. The master bathroom with walk in oversize shower and separate soaking tub is equipped Moen fixtures and marble vanities. Custom mirror frames in all bathrooms enhance the cabinetry, adding a polished finish. Custom California closets in every bedroom provide ample storage and organization. Tile flooring, in an Oxford wood plank style, runs throughout most of the unit, offering a cohesive and modern aesthetic. Hickory plank wood flooring in the master suite provides warmth and character. The chef’s kitchen boasts Kitchen Aid appliances, built-in gourmet cabinetry, a spacious island with cabinetry and seating, and a beautiful subway tile backsplash—perfect for entertaining. Throughout the home, Hunter Douglas blinds offer privacy and sophistication, including motorized blackout blinds in the master bedroom and plantation shutters in the other two bedrooms. A security system and whole house surge protector provide peace of mind and additional protection. Impact-resistant doors and windows enhance safety, and the air conditioning system features a UV (blue) light for improved air quality. The lanai overlooking the waterway is enclosed with floor to ceiling glass doors installed by Impact Ready Glass SWFL, creating additional living space which can be enjoyed comfortably all year round. A spacious 2 car garage and large private driveway provides further convenience. Windstar on Naples Bay is less than 4 miles to downtown Naples and is located in the booming Bayshore Arts District. Residents enjoy access to Windstar on Naples Bay’s private waterfront amenities, including a Tom Fazio-designed 18-hole Championship Golf Course and the Southpointe Yacht Club with a private deep-water marina offering direct Gulf access with optional memberships. All owners can enjoy a boat shuttle to a private beach on Keewaydin Island. A perfect blend of luxury, comfort, and privacy, this home offers the best of Florida living with exquisite design, luxurious upgrades, and world-class amenities, all within one of Naples' most desirable communities.



$1,325,000
Sold Price:
$1,295,000
Sold Date:
04/10/2025
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Regatta Landing at Windstar

2496 Breakwater Way # 101, Naples, FL 34112

Condos - 2,317 ft² / 3,065 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 2017
Regatta Landing Windstar Naples Condos: 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 contemporary elegance and coastal charm with an open floor plan, high ceilings, modern fireplace, large enclosed lanai with serene views and a two-car garage. The kitchen is equipped with sleek stainless steel appliances, quartz countertops and is ideal for entertaining. The primary suite is a private sanctuary, offering a cozy sitting area, walk-in closets and a spa-like bath for ultimate relaxation. In a gated, pet-friendly community, Regatta Landing offers peace and privacy with its exclusive pool, spa and cabana area, plus a separate entry and exit on Bayshore Drive. Windstar’s world-class amenities include golf, private beach shuttles to Keewaydin Island, sunset cruises, tennis and fitness facilities, plus a 72-slip private marina. Moments from the lively Bayshore Arts District and only minutes to downtown Naples, where world-class dining and shopping awaits.



$1,250,000
Sold Price:
$1,225,000
Sold Date:
05/28/2025
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Regatta Landing at Windstar

2505 Breakwater Way # 3102, Naples, FL 34112

Condos - 2,681 ft² / 2,681 ft² - 2 Car Garage

3+Den / 2 Baths / 1 Half

Built 2016
Regatta Landing Windstar Naples Condos: 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 luxurious first floor coach home located in the newest neighborhood of the prestigious Windstar on Naples Bay—Regatta Landing. With 2,681 square feet under air, this spacious residence features three bedrooms plus a den, three full bathrooms, soaring 10-foot ceilings, and hurricane impact-resistant doors and windows—perfectly designed for comfort, style, and peace of mind. Bask in abundant natural light that pours in through multiple windows with elegant plantation shutters, illuminating every inch of this bright and airy home. The screened lanai offers breathtaking western-facing views over two serene lakes and the golf course, delivering a front-row seat to Naples’ legendary sunsets every evening. Complete with an attached two-car garage, this home offers both luxury and practicality in one of Southwest Florida’s most coveted communities. But what truly sets this property apart is everything that comes with living in Windstar—an amenity-rich, waterfront golf community like no other in Collier County: *Immediate Full Golf Membership Option to join Windstar —skip the multi-year waitlist and tee off on day one! *18-hole Tom Fazio-designed golf course along Naples Bay *Collier County’s only bayside practice facility *Private 72-slip deepwater marina with full-time harbormaster *Recently renovated $14M clubhouse with panoramic Naples Bay views *Exclusive beach club on Keewaydin Island, accessible via private boat shuttle that also transforms into sunset cruises *Active sports programs with Har-Tru tennis courts, bocce, and close proximity to the U.S. National Pickleball Championship facility Just outside the gates: the vibrant Bayshore Arts District, brimming with art, culture, cafés, and creative energy Less than 2 miles to downtown Naples and world-class beaches. This is more than a home—it’s a lifestyle of golf, boating, sunsets, and the best of Naples living. Whether you’re looking for full golf membership access, world-class boating, or simply a serene spot to enjoy the good life.



$1,199,000
Sold Price:
$1,000,030
Sold Date:
07/25/2025
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Regatta Landing at Windstar

2488 Breakwater Way # 102, Naples, FL 34112

Condos - 2,348 ft² / 3,000 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2020
Regatta Landing Windstar Naples Condos: 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 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!



$879,900
Sold Price:
$865,000
Sold Date:
05/15/2025
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Somerset At Windstar at Windstar

2124 Paget Cir # 1, Naples, FL 34112

Condos - 1,908 ft² / 2,612 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 1989
Somerset At Windstar Windstar Naples Condos: 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 unit has a wonderful coastal feel with lovely blues and neutral tones. You will notice the vaulted ceilings upon entry into the open floor plan that includes large living and dining areas leading into the beautiful light-filled kitchen with huge island for casual meals or coffee. The beautiful tiled screened lanai expands your living space to 2612 sq feet. With two sliding glass door entrances, it brings the outdoors in and makes for a fabulous entertaining space. This unit has a very private courtyard with outside lighting and is fully enclosed for your privacy or should you have a pet! The primary BR en suite is large enough for a sitting area and has two large closets, one walk-in. The large bathroom has a double vanity, lots of storage, a separate tub and large walk-in shower. Enjoy your private access to another beautiful patio off the bedroom. In addition, you will find the large 2nd BR with plenty of storage, a large closet, and a full bath just outside the door. The 3rd BR could easily be used as an office or den, depending on your needs. The in-house laundry room has plenty of counter and storage space and connects the house to the garage. Your 2-car garage also has plenty of space for storage. Enjoy the Somerset community pool and hot tub along with fun neighborhood gatherings. Take a look at the newly renovated Windstar clubhouse with our option of transferable social membership, (currently a two year wait.) The Club includes multiple dining areas with stunning views of Naples Bay, 6 tennis courts, 3 bocce ball courts, and state-of-the-art fitness center expected for 2026 completion, a Tom Fazio designed 18 hole golf course, Yacht club with private marina and more... Bayshore Drive has an array of fun and different restaurants, and we are only minutes to all that Downtown Naples. has to offer! Truly a place for everyone.



$749,000
Sold Price:
$730,000
Sold Date:
04/23/2025
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Windward Cay at Windstar

4700 Yacht Harbor Dr # 621, Naples, FL 34112

Condos - 2,317 ft² / 2,678 ft² - 1 Car Garage

3+Den / 3 Baths

Built 2003
Windward Cay Windstar Naples Condos: 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 and 3 full baths. Thoughtfully designed with quality furnishings and tasteful décor, this residence offers a warm and inviting atmosphere. Additional highlights include generously sized closets for extra storage, a large laundry room, and an attached garage. Windward Cay enhances the lifestyle with its tropical landscaping, excellent curb appeal, and a large heated community pool—making this an exceptional home in Windstar on Naples Bay! Windstar offers incredible amenities including: Tom Fazio designed golf course, newly redesigned clubhouse with spectacular views of Naples Bay, 72 slip deep-water marina with direct Gulf access in less than ten minutes, clay tennis courts, bocce ball, fitness, Keewaydin Island Beach Club with boat shuttle and private membership.



$649,000
Sold Price:
$640,000
Sold Date:
05/07/2025
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Morningstar at Windstar

3703 Haldeman Creek Dr # 601, Naples, FL 34112

Condos - 1,900 ft² / 2,375 ft² - 1 Carport

3 Bed / 2 Baths

Built 1987
Morningstar Windstar Naples Condos: 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 custom tile flooring and electric storm shutters for year-round enjoyment. The spacious kitchen is a standout, offering quality white shaker-style cabinets, granite countertops, and stainless steel appliances. Both the master and guest bath are beautifully finished with stylish fixtures and elegant design. Additional highlights include light-toned wood floors, plantation shutters, tropical landscaping, and an overall airy, inviting ambiance. A perfect blend of comfort, style, and serene lakefront living! Windstar offers incredible amenities including: Tom Fazio designed golf course, newly redesigned clubhouse with spectacular views of Naples Bay, 72 slip deep-water marina with direct Gulf access in less than ten minutes, clay tennis courts, bocce ball, fitness, Keewaydin Island Beach Club with boat shuttle and private membership.



$649,000
Sold Price:
$580,000
Sold Date:
06/27/2025
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Spinnaker Pointe at Windstar

3520 Windjammer Cir # 102, Naples, FL 34112

Condos - 2,288 ft² / 2,699 ft² - 1 Car Garage

3+Den / 3 Baths

Built 1994
Spinnaker Pointe Windstar Naples Condos: 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 home, perfectly positioned with a southwest exposure. Boasting nearly 2,300 sq. ft. of living space, a private elevator, and an attached garage, this highly sought-after floor plan is the perfect canvas to bring your dream home to life. Located in the prestigious Spinnaker Pointe of Windstar, this residence offers a lifestyle like no other. Enjoy world-class amenities, including a Tom Fazio-designed golf course, a stunning clubhouse overlooking Naples Bay, a 73-slip deep-water marina with Gulf access in under ten minutes, clay tennis courts, a fitness center, a pool/spa, and exclusive access to the Keewaydin Island Beach Club via a private boat shuttle.



$649,000
Sold Price:
$640,000
Sold Date:
09/24/2025
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Marina Cove at Windstar

5040 Yacht Harbor Cir # 6, Naples, FL 34112

Condos - 1,822 ft² / 2,507 ft² - 2 Car Garage

2+Den / 2 Baths

Built 1997
Marina Cove Windstar Naples Condos: 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 Gulf beaches, upscale shopping, and world-class dining, this residence is ideal for year-round living, a seasonal escape, or a smart investment. Step inside to find a bright, open-concept layout featuring stylish finishes, freshly painted interior, a spacious kitchen with quartz countertops, Cafe appliances, 2 car garage and a private screened lanai—perfect for enjoying Naples' legendary sunsets. The primary suite offers a peaceful retreat with a walk-in closet and an en-suite bath, while additional bedrooms and den provide plenty of room for guests. Enjoy resort-style amenities including a heated pool, walking paths surrounded by lush tropical landscaping, beach access and a Keewaydin boat shuttle. There is also an optional club membership which includes exquisite dining at all four venues, golf, social events, fitness center and tennis/bocce courts. With easy access to downtown Naples, golf courses, and nature preserves, this condo truly has it all. Live the Naples lifestyle—relaxed, refined, and effortlessly beautiful.




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