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Windstar Naples Florida Condos for Sale

Naples Florida Real Estate

Windstar Naples Real Estate

Homes For Sale4$799K - $2.1M
Condos For Sale11$450K - $1.8M
Sold ( Past 6 Months )29$495K - $4M
Last updated at 10:10pm 12/04/2025

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$1,795,000
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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 for Sale: Your Naples Dream Home is ready- Turnkey Furnished Luxury in Naples’ Most Exclusive Boating & Golf Community! Welcome to Regatta Landing, the newest and most sought-after enclave in Windstar on Naples Bay, where luxury living meets unmatched lifestyle perks. Built in 2021, this professionally decorated and turnkey furnished residence spans 3,403 square feet under air and 4,437 total square feet, offering an expansive layout with four Bedrooms, three Full Bathrooms, and multiple outdoor living spaces, including balconies and a spacious screened lanai with serene views. Step inside to discover soaring 14-foot ceilings and an elevated coastal design throughout. The open concept floor plan features a private elevator, gourmet kitchen with oversized island, Monogram appliance package, quartz countertops, walk-in pantry, coffee bar, wet bar, and wine cooler making it perfect for entertaining in effortless style. Elegant finishes like shiplap detailing add charm and warmth, while the oversized attached two-car garage, with extra storage area, and hurricane impact doors and windows provide both comfort and security.Beyond the residence lies a lifestyle that is truly unmatched. Windstar on Naples Bay is a guard-gated, private country club community offering a world of amenities: a Tom Fazio–designed 18-hole championship golf course, tennis, and a soon-to-be-completed state-of-the-art fitness center overlooking the water (2026). The bayside clubhouse offers fine dining with sweeping views, while a private boat shuttle whisks you away to Windstar’s exclusive retreat on Keewaydin Island, where a pristine beach awaits. For boaters, Windstar boasts a private deepwater marina with 72 slips, private Marina Clubhouse and a full-time harbormaster. All of this is just five minutes from downtown Naples, where world-class dining, shopping, and beaches await, and right next to the Bayshore Arts District, one of the city’s most vibrant neighborhoods. This is more than a home....it’s a gateway to the ultimate Naples lifestyle.



$1,624,750
Decrease*
$50.3K
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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.



$729,000
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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 for Sale: 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.



$600,000
Decrease*
$125K
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Marina Cove at Windstar

5080 Yacht Harbor Cir # 103, Naples, FL 34112

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

3 Bed / 2 Baths

Built 1999
Marina Cove Windstar Naples Condos for Sale: This lakefront 3BR/2BA end-unit condo offers abundant, unobstructed natural light from the south side. The lanai has been enclosed with impact glass sliders and provides an extended light & bright living area. The kitchen features newer appliances and granite countertops. The 2-car garage includes finished attic storage. Located steps from the marina, residents have deeded access to Keewaydin Island Beach via private boat shuttle. Please inquire with the Club Membership Director regarding available membership levels. Windstar is the only Naples community with a marina plus golf and tennis; the US Open Pickleball facility and Naples Botanical Garden are conveniently nearby. Old Naples fine dining & shopping is just minutes away. …and The Sunsets are Free!



$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: BEST VIEWS in COMPASS POINT SOUTH in the sought-after community of Windstar on Naples Bay! WESTERN EXPOSURE with breath taking Naples Sunsets, overlooking the 17th fairway of Windstar’s private GOLF course. This beautifully designed, FURNISHED & TURNKEY w/exclusions 2-bedroom, 2-bathroom 2nd Floor condo steps to the elevator. OPTIONAL WINDSTAR MEMBERSHIPS AVAILABLE. The community of Windstar offers the LUXURY Florida lifestyle with a very vibrant social hub. Unit 123 in Compass Point South is the only unit with EXTERIOR Sliding HURRICANE IMPACT GLASS DOORS on the LANAI that allows you to enjoy indoor or outdoor living space any time of the year! 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 appliances, 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 Austrailian Cypress flooring in kitchen, living room & both bedrooms. Upgraded lighting fixtures & fans. 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 your 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 Resort Amenities 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, fitness center, social activities & clubs: cycling, cigar, fishing & 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!



$569,000
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Compass Point South at Windstar NEW

3538 Haldeman Creek Dr # 133, 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: Experience the best of Naples living in this immaculate top-floor condo at Compass Point in Windstar on Naples Bay. Bright and cheery with neutral tones, vaulted ceilings, and a spacious screened lanai, with fully automated storm shutters active at the touch of a button. This residence offers sweeping views of the lake, golf course, and pristine mangrove preserves. Move-in ready and beautifully updated throughout—including appliances and mechanicals—this home combines comfort with elegance. Solid tile floor throughout. Nicely updated Master Bath and shower. Compass Point provides exceptional amenities, including two recently renovated heated pools, lush tropical landscaping, extra storage, and a community elevator. Windstar on Naples Bay elevates the lifestyle further with a Tom Fazio–designed golf course, a newly redesigned clubhouse overlooking Naples Bay, a 72-slip deep-water marina, clay tennis courts, and a private boat shuttle to the exclusive Keewaydin Island Beach Club. Club memberships are available for golf, tennis, fitness, bocce, and more. Perfectly situated near Naples Botanical Garden and the world-renowned pickleball facility, this condo offers a rare opportunity to enjoy resort-style living in one of Naples’ most desirable communities.



$500,000
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Compass Point South at Windstar

3522 Haldeman Creek Dr # 4, 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.



$499,000
Decrease*
$26K
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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. 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.



$489,000
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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!



$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!



$674,900
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Marina Cove at Windstar

5060 Yacht Harbor Cir # 201, Naples, FL 34112

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

2+Den / 2 Baths

Built 1999
Marina Cove Windstar Naples Condos Under Contract: Corner end-unit, second-floor coach home filled with natural light and tranquil lake/fountain views. This spacious 2-bedroom plus den, 2-bath layout lives open and airy, flowing to a large screened lanai. Interior features include beautiful flooring throughout, custom electric blinds, and a bright kitchen with white shaker style cabinetry, quartz countertops, stainless-steel appliances, and a large center island for prep and storage. Additional highlights include an attached two-car garage, electric storm shutters on the lanai, a brick-paver driveway, guest parking, and lush tropical landscaping. Situated within Windstar on Naples Bay, Marina Cove offers a heated pool/spa, a private clubhouse, and excellent curb appeal. 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.



$595,000
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Spinnaker Pointe at Windstar

3572 Windjammer Cir # 1403, Naples, FL 34112

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

2+Den / 2 Baths

Built 1995
Spinnaker Pointe Windstar Naples Condos Under Contract: Spacious first-floor coach home in Spinnaker Pointe at Windstar on Naples Bay, offering lake and golf course views. The residence provides over 2,200 sq. ft. of total area, including an attached garage and a large screened lanai—recently upgraded with picture-frame screening for cleaner, more open sightlines. Inside, bright living areas flow naturally to the lanai for easy everyday living and casual entertaining. The kitchen is updated with stainless appliances, white shaker-style cabinetry, and hard-surface counters, while the dining space connects seamlessly to the living room. A thoughtful split-bedroom layout provides comfortable privacy for owners and guests alike. Spinnaker Pointe offers great curb appeal, community tennis courts, community pool/spa, private clubhouse, tropical landscaping 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.



$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 Under Contract: 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!



$1,395,000
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Northstar Villas at Windstar

3722 Haldeman Creek Dr, Naples, FL 34112

Condos - 2,156 ft² / 4,747 ft² - 2 Car Garage

2+Den / 2 Baths / 1 Half / Pool

Built 1988
Northstar Villas Windstar Naples Condos Under Contract: Rarely available attached villa in Northstar Villas at Windstar on Naples Bay with a FULL GOLF MEMBERSHIP available immediately! This beautifully designed 2-bedroom + den (which can be used as a 3rd bedroom), 2.5-bath residence lives like a single-family home and offers the perfect blend of comfort and style. Step outside to your private heated pool with paver surround, where tropical landscaping creates a serene and private retreat. Inside, you’ll find a spacious open floor plan with 18" tile throughout the main living areas, designer furnishings, and tasteful décor—truly move-in ready. The kitchen features newer appliances, crisp white cabinets and a convenient eat-in kitchen with panoramic views of the beautiful golf course and pool. Home features impact resistant windows and hurricane-rated sliders and a new AC was installed in 2024. Enjoy spectacular westerly views and breathtaking sunsets overlooking the 18th hole, with the clubhouse just a short stroll away for dining and social opportunities. Northstar Villas is a pet friendly neighborhood of 16 attached villas situated across from two lakes, off the 17th and 18th holes of the Windstar Golf Course. 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. This villa is a rare find offering privacy, luxury, and resort-style living—a true beauty you won’t want to miss!



$508,000
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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! Brand new electrical panel, 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!



$3,995,000
Sold Price:
$3,625,000
Sold Date:
11/07/2025
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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: 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.



$2,995,000
Sold Price:
$2,935,000
Sold Date:
11/14/2025
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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: 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.



$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.



$1,895,000
Sold Price:
$1,700,000
Sold Date:
10/31/2025
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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: 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.



$1,595,000
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.



$1,345,500
Sold Price:
$1,200,000
Sold Date:
10/21/2025
View Details

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: 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.



$1,199,000
Sold Price:
$1,000,030
Sold Date:
07/25/2025
View Details

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!



$775,000
Sold Price:
$745,000
Sold Date:
10/21/2025
View Details

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: 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.




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