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Windstar Naples Florida Condos for Sale

Naples Florida Real Estate

Windstar Naples Real Estate

Condos For Sale8$415K - $1.4M
Sold ( Past 6 Months )35$395K - $7.5M
Last updated at 6:05pm 07/19/2026

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$1,375,000
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Windward Cay at Windstar NEW

4700 Yacht Harbor Dr 622, Naples, FL 34112

Condos - 2,178 ft² / 2,178 ft² - 1 Car Garage

3 Bed / 3 Baths

Built 2003
Windward Cay Windstar Naples Condos for Sale: Skip Windstar's 7-year golf waitlist — full golf membership transfers at closing. Windstar on Naples Bay caps golf membership at 350. The waitlist currently runs approximately seven years. This sale is the shortcut: seller relinquishes their full golf membership at closing, giving the buyer immediate access to the Tom Fazio championship course, clubhouse, and practice facility — no waitlist (initiation fee and dues apply). The home: fully furnished 3BR/3BA two-story townhouse with den and 1-car garage, directly on the golf course inside Windstar's private gates — Naples' only gated golf community with direct bay access, a private marina, and its own beach on Keewaydin Island. The water: deeded Boat Slip #13 at Southpointe Yacht Club — deep-water marina fully rebuilt in 2023 with new pilings and composite docks. Direct Naples Bay and Gulf access, no bridges. Slip ownership includes private marina pool/spa and common area. Golf in the morning. Gulf by afternoon. Home on the course. One closing delivers all three. Furnished. Move-in ready.



$950,000
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Spinnaker Pointe at Windstar

3580 Windjammer Cir 1603, Naples, FL 34112

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

3 Bed / 2 Baths

Built 1995
Spinnaker Pointe Windstar Naples Condos for Sale: Welcome to Spinnaker Point at Windstar on Naples Bay, where golf, waterfront, and refined coastal living converge. This beautifully updated coach home offers 1,832 square feet under air (2,243 total) with a desirable 3 bedroom 2 bath layout that lives like a private single-family residence. The third bedroom easily converts to an office/flex space. Soaring ceilings, crown molding and an open, light-filled floor plan create an effortless flow for everyday living and entertaining. The large custom kitchen island anchors the space, while expansive glass sliders frame sweeping golf course and tranquil lake views. A glass-enclosed, air-conditioned lanai extends the living area—ideal for lounging, working, or hosting against a serene backdrop. The primary suite is a private retreat with a custom walk-in closet and a spa-style bath featuring an oversized rain shower and floating double vanity. A spacious guest bedroom and full bath offer comfort and privacy. Additional features include a well-appointed laundry room with custom cabinetry, custom quartz countertops just off an attached garage with epoxy flooring and built-in utility sink. Thoughtfully renovated with high-end finishes and exceptional craftsmanship, this residence is truly move-in ready. Just steps from the pool, spa, and clubhouse, and moments from the private marina, Windstar offers Naples’ only gated golf community with a Tom Fazio-designed championship course, private beach access on Keewaydin Island via boat shuttle, and a 73-slip deep-water marina. Optional clubhouse membership includes dining, tennis, bocce, and a new fitness center planned for 2026. Ideally located just 2 miles to 5th Avenue South, 3rd Street South, beaches, and the vibrant Bayshore Arts District.



$725,000
Decrease*
$34K
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Marina Cove at Windstar

5095 Yacht Harbor Dr 203, Naples, FL 34112

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

2+Den / 2 Baths

Built 1997
Marina Cove Windstar Naples Condos for Sale: Turnkey furnished with peaceful water views in the highly sought after community of Windstar on Naples Bay, this beautifully updated Marina Cove coach home offers the perfect blend of luxury, comfort, and the Naples waterfront lifestyle. Offering 2 bedrooms plus a flexible den that easily lives as a third bedroom or home office, this spacious residence features soaring ceilings, abundant natural light, and an open flowing floor plan designed for effortless living and entertaining. The island kitchen seamlessly connects to the living and dining areas, while large sliding glass doors open to a screened lanai overlooking a tranquil lake and water feature. Thoughtfully updated and move in ready, this home includes an attached two car garage and lives like a private single family residence with the convenience of condominium ownership. Just a short stroll away are the heated community pool, spa, clubhouse, and Windstar’s private marina. Residents enjoy exclusive amenities including the private Keewaydin Island beach club with shuttle service aboard the Keewaydin Queen, as well as close proximity to downtown Naples, Fifth Avenue South, Gulf beaches, and the vibrant Bayshore Arts District with restaurants, coffee shops, art galleries, the Naples Botanical Garden, and the USOP National Pickleball Center. Elegant, turnkey, and ideally located, this Marina Cove residence captures the very best of the Naples lifestyle.



$675,000
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Marina Cove at Windstar

5035 Yacht Harbor Dr 103, Naples, FL 34112

Condos - 1,700 ft² / 2,385 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 1997
Marina Cove Windstar Naples Condos for Sale: Welcome to Marina Cove at Windstar on Naples Bay. This 3 bedroom/2 bath coveted first floor end unit unit feels more like a house. Open-concept living space including an eat-in kitchen and island with spacious living room/dining room with wall of sliding glass doors opening out to large lanai seamlessly blending indoor/outdoor living. Tranquil views of mature tropical landscaping. Master suite oasis including spacious bedroom, walk-in closet with custom built-ins, spa-like bath with walk-in shower, soaking tub, double vanity and separate water closet. 2 additional guest bedrooms plus hall bathroom, convenient laundry and a 2-car attached garage. 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 6-acre beach on Keewaydin Island with boat shuttle from Windstar dock plus a full service 73-slip deep water marina. Newly renovated club (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 summer 2026 completion. Convenient location less than 10 minute drive to downtown's 5th Avenue renowned for its fine dining, shopping and beaches. Walk to Naples Botanical Garden and East Naples pickleball center. Easy access to I-75, Naples and Fort Myers airports



$449,000
Decrease*
$40K
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Marina Cove at Windstar

5060 Yacht Harbor Cir 102, Naples, FL 34112

Condos - 1,561 ft² / 2,125 ft² - 1 Car Garage

2 Bed / 2 Baths

Built 1999
Marina Cove Windstar Naples Condos for Sale: Discover this beautifully maintained first-floor coach home perfectly situated just steps from the Windstar Marina and Yacht Basin. The inviting layout features an open design with a bright kitchen and cozy breakfast nook, crown molding, and diagonally laid tile floors. French doors open to a spacious screened lanai where you can relax with serene lake and fountain views. Additional features include an attached garage, brick paver driveway, and lush tropical landscaping. Marina Cove is known for its welcoming community atmosphere, sparkling heated pool and spa, and private clubhouse. As part of Windstar on Naples Bay, residents can join optional memberships with world-class amenities including a newly renovated clubhouse with sweeping views of Naples Bay and Port Royal, an active social calendar, a 73-slip deep-water marina at Southpointe Yacht Club, 6 Har-Tru tennis courts, 3 bocce courts, and a state-of-the-art fitness center is coming soon! Residents can also enjoy the Keewaydin Island Beach Club via a private boat shuttle called the Keeywaydin Queen or exclusive private sunset, fishing & sightseeing cruises aboard the "Second Wind". Located just minutes from Naples Botanical Garden, the Bayshore Arts District, Naples Pickleball Center, and the world-class shopping and dining of 5th Avenue South and 3rd Street South. Don't miss this amazing opportunity to own your own slice of paradise!



$425,000
Decrease*
$75K
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Compass Point South at Windstar

3522 Haldeman Creek Dr 4-121, 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: Welcome to 3522 Haldeman Creek Drive in the community of Compass Point of Windstar on Naples Bay. This 2 bedroom/2 bathroom corner end unit on the second floor is full of natural light with both eastern and western exposures. Spacious eat-in kitchen, inviting dining and living areas with wall of sliding glass opening out to lanai with western views of the 17th fairway. Master suite with en-suite bathroom. Guest bedroom plus hall bathroom plus convenient laundry room with great storage. 1-car carport plus plenty of non-deeded guest parking. Lovely community of just 4 elevator buildings, 2 community pools that were fully renovated a couple years ago. 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.



$425,000
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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: Discover exceptional value and an unbeatable lifestyle in this beautifully maintained first-floor residence located in the prestigious gated community of Windstar on Naples Bay. Offering nearly 1,800 square feet of thoughtfully designed living space, this 2-bedroom, 2-bathroom condo with a den features soaring vaulted ceilings, crown molding, plantation shutters, and an attached one-car garage. Perfectly positioned just steps from the community pool, the screened lanai overlooks lush tropical landscaping and the picturesque 7th tee, creating a peaceful backdrop that perfectly complements the community's renowned golf lifestyle. A fully paid reverse osmosis water treatment system provides an added level of comfort and value. Windstar is one of Naples' most exclusive communities, offering a rare combination of championship golf and direct Gulf access. Residents enjoy a private boat shuttle to Keewaydin Island, a 72-slip deep-water marina, and a beautifully redesigned clubhouse with waterfront dining overlooking Naples Bay. The community also features tennis, bocce, a state-of-the-art fitness center, and a vibrant social calendar, with residents receiving priority on the waitlist for Social and Social Summer Golf Memberships. Ideally located just minutes from the vibrant Bayshore Arts District, Naples Botanical Garden, and less than four miles from the world-class dining, shopping, and white sand beaches of 5th Avenue South, this home offers the perfect opportunity for full-time living, a seasonal retreat, or an exceptional investment in one of Naples' most desirable waterfront communities.



$415,000
Decrease*
$35K
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Compass Point South at Windstar

3554 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: There are very few addresses in Naples where you can wake up to water views, walk to a deep water marina, and live inside a private gated golf community at this price. This is one of them. Unit 113 at Compass Point South offers a rare first-floor entry into Windstar on Naples Bay, one of Naples' most distinctive and amenitized communities. With two bedrooms, two full baths, and views of the lake and golf course from your screened and tiled lanai, this is a home that lives beautifully and costs far less than nearly everything else within these gates. Windstar is in a category of its own. A Tom Fazio-designed championship golf course, a newly reimagined clubhouse overlooking Naples Bay, a 72-slip deep-water marina with direct Gulf access in under ten minutes, clay tennis courts, bocce, fitness, and a private beach shuttle to Keewaydin Island. All of this, plus the Bayshore Arts District, Naples Botanical Garden, and Fifth Avenue South just minutes from your front door. Compass Point South adds its own layer of ease: two resort-style pools, covered parking, a community elevator, and lush tropical landscaping that makes every arrival feel like a reset.



$1,250,000
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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 Under Contract: 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!



$1,249,000
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Regatta Landing at Windstar

2488 Breakwater Way 13101, Naples, FL 34112

Condos - 2,348 ft² / 3,065 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2020
Regatta Landing Windstar Naples Condos Under Contract: Experience the best of Naples living in this beautifully appointed 2-bedroom, 2-bath condominium in Regatta Landing at Windstar. Designed with an elegant coastal contemporary aesthetic, this spacious residence offers refined finishes and a thoughtfully designed floor plan. The great room with a soaring, tray ceiling offers ample space for everyday living and entertaining. The kitchen featuring stainless steel appliances, quartz countertops and large island is every chef’s dream. The expansive primary suite serves as a private retreat, featuring a luxurious bathroom with dual vanities, a separate soaking tub, and a large walk-in shower. An owner’s private storage closet adds valuable convenience. A comfortable guest bedroom and full guest bath provide welcoming accommodations for family and friends, while a separate den offers flexibility for a home office, media room, or additional living space. Relax on the screened lanai overlooking the tranquil mangroves of Haldeman Creek, where peaceful natural views create the perfect backdrop for morning coffee or evening sunsets. Regatta Landing offers a separate community pool and cabana for resident use. Located within Windstar on Naples Bay, a private gated community, residents enjoy an exceptional lifestyle with optional memberships available for social activities, tennis, golf, and marina access. Members can also take advantage of the shuttle boat service to a private beach on Keewaydin Island. Conveniently located off Bayshore Drive, Windstar is just minutes from the Naples Botanical Garden, Celebration Park, downtown Naples, and an array of shopping, dining, and entertainment destinations. This is a rare opportunity to enjoy luxury coastal living in one of Naples’ most desirable waterfront communities.



$2,500,000
Sold Price:
$2,375,000
Sold Date:
01/21/2026
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Admirals Watch at Windstar

1560 Star Point Ln 3-301, 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: 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!



$1,995,000
Sold Price:
$2,250,000
Sold Date:
06/30/2026
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Yacht Harbour Cove at Windstar

1701 Gulfstar Dr S 103, Naples, FL 34112

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

3+Den / 3 Baths / 1 Half

Built 1996
Yacht Harbour Cove Windstar Naples Condos: 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. (sale price includes boat slip)



$1,895,000
Sold Price:
$1,610,000
Sold Date:
06/30/2026
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Yacht Harbour Cove at Windstar

1717 Gulfstar Dr S 204, Naples, FL 34112

Condos - 3,221 ft² / 3,951 ft² - 2 Car Garage

3+Den / 3 Baths / 1 Half

Built 1996
Yacht Harbour Cove Windstar Naples Condos: 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.



$1,849,000
Sold Price:
$1,849,000
Sold Date:
04/23/2026
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Regatta Landing at Windstar

2513 Breakwater Way 2-202, Naples, FL 34112

Condos - 3,856 ft² / 4,676 ft² - 2 Car Garage

3+Den / 3 Baths / 1 Half

Built 2016
Regatta Landing Windstar Naples Condos: Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate Fee) Beautiful top floor coach home offering lake and fairway views.



$1,624,750
Sold Price:
$1,500,000
Sold Date:
04/13/2026
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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: 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.



$1,379,000
Sold Price:
$1,200,000
Sold Date:
07/10/2026
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Yacht Harbour Cove at Windstar

1733 Gulfstar Dr S 302, Naples, FL 34112

Condos - 2,437 ft² / 3,535 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half

Built 1997
Yacht Harbour Cove Windstar Naples Condos: 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!



$1,375,000
Sold Price:
$1,375,000
Sold Date:
05/22/2026
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Northstar Villas at Windstar

3640 Haldeman Creek Dr Nv12, Naples, FL 34112

Condos - 2,140 ft² / 2,860 ft² - 2 Car Garage

2+Den / 2 Baths

Built 1987
Northstar Villas Windstar Naples Condos: 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!’



$1,325,000
Sold Price:
$1,300,000
Sold Date:
04/08/2026
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Yacht Harbour Cove at Windstar

1717 Gulfstar Dr S 202, Naples, FL 34112

Condos - 2,437 ft² / 3,535 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half

Built 1997
Yacht Harbour Cove Windstar Naples Condos: **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.



$1,195,000
Sold Price:
$1,075,000
Sold Date:
02/12/2026
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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+Den / 2 Baths

Built 1987
Windward Cay Windstar Naples Condos: Welcome to 4460 Yacht Harbor Drive in desirable Windward Cay enclave in Windstar on Naples Bay. If you are considering Gulf Shore Blvd, 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 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+den 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, 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. Air conditioned glassed-in lanai currently used as a TV room could also be set up as a home office or additional guest quarters. 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, 6 Har-Tru tennis courts, 3 bocce courts and a new state of the art fitness center slated for late 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.



$1,195,000
Sold Price:
$1,090,500
Sold Date:
07/07/2026
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Regatta Landing at Windstar

2472 Breakwater Way 11101, Naples, FL 34112

Condos - 2,348 ft² / 3,028 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2021
Regatta Landing Windstar Naples Condos: 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!



$1,150,000
Sold Price:
$1,200,000
Sold Date:
06/04/2026
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Regatta Landing at Windstar

2472 Breakwater Way 11102, Naples, FL 34112

Condos - 2,348 ft² / 3,152 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2021
Regatta Landing Windstar Naples Condos: 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.



$749,000
Sold Price:
$715,000
Sold Date:
06/24/2026
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Marina Cove at Windstar

5015 Marina Cove Dr 101, Naples, FL 34112

Condos - 1,700 ft² / 2,507 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 1998
Marina Cove Windstar Naples Condos: Welcome to Marina Cove at Windstar on Naples Bay. This thoughtfully renovated 3 bedroom/2 bath coveted first floor end unit feels more like a house. Open-concept living space including a chef's like eat-in kitchen with Bosch stainless steel appliances, white shaker cabinetry, contemporary white quartz countertops and island with wine refrigerator, spacious living room/dining room with wall of sliding glass doors opening out to large lanai seamlessly blending indoor/outdoor living. Stunning expansive views of lake, golf course, mature trees and sunsets. Master suite oasis including spacious bedroom, walk-in closet with custom built-ins, spa-like bath with walk-in shower, separate vanities and separate water closet. 2 additional guest bedrooms plus hall bathroom, convenient laundry and a 2-car attached garage with epoxy floor and great storage. 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 6-acre beach on Keewaydin Island with boat shuttle from Windstar dock plus a full service 73-slip deep water marina. Newly renovated club (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 summer 2026 completion. Convenient location less than 10 minute drive to downtown's 5th Avenue renowned for its fine dining, shopping and beaches. Walk to Naples Botanical Garden and East Naples pickleball center. Easy access to I-75, Naples and Fort Myers airports



$699,000
Sold Price:
$665,000
Sold Date:
03/17/2026
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Windward Cay at Windstar

4650 Yacht Harbor Dr 121, Naples, FL 34112

Condos - 2,019 ft² / 2,137 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half

Built 1998
Windward Cay Windstar Naples Condos: Luxuriously Remodeled Coach Home in Windstar on Naples Bay Welcome to an exceptional opportunity to own a fully remodeled, end-unit coach home in the prestigious Windstar community—one of Naples’ most sought-after waterfront and golf neighborhoods. This elegant residence has been completely renovated in 2025, offering a seamless blend of modern sophistication and coastal charm. Spanning over 2,000 square feet of refined living space, this spacious home features brand new Luxury Vinyl Plank flooring throughout, setting the tone for a sleek and contemporary aesthetic. The gourmet kitchen and spa-inspired bathrooms have been meticulously redesigned with high-end finishes, custom cabinetry, and premium fixtures, ensuring both style and functionality. Positioned as a desirable end unit, the home is bathed in natural light from multiple exposures and showcases breathtaking views of Windstar’s lush fairways and a tranquil long lake vista. With three generously sized bedrooms plus a versatile den, this residence offers ample space for both relaxation and entertaining. Interior Highlights: Fully remodeled in 2025 with top-tier craftsmanship Open-concept layout with expansive living and dining areas Designer kitchen with quartz countertops, stainless steel appliances, and custom backsplash Luxurious bathrooms featuring walk-in showers, double vanities, and elegant tilework Private screened lanai overlooking golf and water views Attached garage and ample storage throughout Windstar on Naples Bay – Premier Amenities: Tom Fazio-designed championship golf course Newly redesigned clubhouse with panoramic views of Naples Bay 72-slip deep-water marina offering direct Gulf access in under 10 minutes Keewaydin Island Beach Club with private boat shuttle and exclusive membership Clay tennis courts, bocce ball, state-of-the-art fitness center, and vibrant social calendar Prime Location: Situated just minutes from Naples’ iconic 5th Avenue, residents enjoy easy access to world-class dining, boutique shopping, art galleries, and cultural attractions. The area’s pristine white-sand beaches are also just a short drive away, making this home the perfect launchpad for the ultimate Southwest Florida lifestyle.



$699,000
Sold Price:
$660,000
Sold Date:
06/09/2026
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Spinnaker Pointe at Windstar

3584 Windjammer Cir 1704, Naples, FL 34112

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

3 Bed / 3 Baths

Built 1995
Spinnaker Pointe Windstar Naples Condos: ***SOME OF THE BEST VIEWS IN WINDSTAR*** This RARE 3 bedroom, 3 bath plus a den 2nd floor condominium with a PRIVATE ELEVATOR offers breathtaking panoramic views of 2 golf course holes and wide lake views of 2 sparkling lakes. This open-concept floor plan with VOLUME ceilings presents the perfect canvas to design and curate your dream home in one of Naples’ most sought-after locations.Wake each morning to breathtaking long lake views right from the comfort of your bed, where expansive water vistas stretch endlessly beyond your window. Begin your mornings with a peaceful cup of coffee or unwind in the evening with your favorite cocktail on the lanai, where spectacular views create the perfect backdrop. Surrounded by serene scenery, shimmering lake vistas, and the gentle sounds of birds gliding across the water and chirping from the trees, this outdoor retreat offers a true connection to nature and a sense of everyday tranquillity. It’s a setting that transforms ordinary moments into something extraordinary. Designed for both comfort and privacy, the spacious layout features two generous guest suites, each with its own en suite bath, making it ideal for hosting family and friends. The LIGHT AND BRIGHT feel of the living spaces enhances the home’s airy feel while framing the spectacular scenery beyond.Upgrades include; NEW AC with UV LIGHT in 2025, NEWER HOT WATER TANK in 2024, NEW WASHING MACHINE 2026, Plantation Shutters throughout, electrical storm shutters on the Lania, freshly painted kitchen, primary bedroom, great room and front bedroom. You are steps away from your own pool, spa, clubhouse and 2 tennis courts. Homeownership in Windstar gives you exclusive private beach access on Keewaydin Island via the complimentary Windstar shuttle boat, offering a scenic ride through the Rookery Bay Reserve. Also, you can take part on the BYOB Sunset cruises and Full Moon Cruises through Port Royal, and you can even book the boat for your own family or friends cruise. Windstar offers Golf memberships to an 18 hole Tom Fazio Championship Golf Course and Social Memberships to dining in the recently renovated clubhouse and a BRAND NEW state-of-the-art fitness center, opening in June. The community also boasts a 72-slip marina Known for its vibrant social atmosphere, Windstar offers an active and welcoming community, all just minutes from Downtown Naples, world-class beaches, renowned restaurants, and the thriving Bayshore Arts District just outside the gates. This is more than a home—it’s a rare chance to craft your ideal Naples lifestyle in an extraordinary setting.




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