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$1,795,000
3 Beds 4 Baths Regatta Landing SubDv.
Located in Windstar on Naples Bay. Naples only gated private golf club that features both a marina and private beach on Keewaydin Island. This exceptional condo with recent updates conveys with a 30-foot boat slip equipped with a 15,000 lb lift, providing quick access to Naples Bay and the Gulf with no bridges to navigate. This condo lives like a single family home with en-suite guest rooms, one featuring its own private balcony. Its spacious open floor plan seamlessly blends elegance and comfort, perfect for both relaxation and entertaining. The oversized living space opens to the lanai which overlooks the 15th fairway and shimmering lake waters. The western exposure ensures stunning sunsets nearly every evening. Generous storage options throughout; the two-car garage includes an expansive storage area, ideal for bikes or a home gym. Windstar is distinguished as the sole private club in Naples offering golf along the bay, featuring both a marina and a private beach on Keewaydin Island. Take a day trip aboard Windstar’s boat shuttle, the *Keewaydin Queen*, to enjoy your private beach or relax on a sunset cruise. Windstar’s meticulously cared-for Tom Fazio-designed 18-hole golf course offers eight sets of tees strategically placed to cater to golfers of varying skill levels, making it Naples' premier waterfront golf course. For those who prefer socializing over golfing, members enjoy all clubhouse privileges, including access to exclusive club events, exquisite dining at all four venues, tennis, bocce, and fitness facilities. All owners at Windstar have unlimited access to the private beach and the Keewaydin boat shuttle. Experience the perfect blend of luxury and leisure in this remarkable Windstar condo—don't miss the opportunity to call it your home!

2481 BREAKWATER Way Unit 6-201, Naples

$1,700,000
4 Beds 3 Baths Regatta Landing SubDv.
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.

2472 Breakwater Way Unit 11-202, Naples

$1,500,000
3 Beds 3 Baths Regatta Landing SubDv.
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.

2488 Breakwater Way Unit 201, Naples

$1,200,000
2 Beds 2 Baths Regatta Landing SubDv.
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.

2472 Breakwater Way Unit 11102, Naples

$1,200,000
3 Beds 3 Baths Regatta Landing SubDv.
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.

2431 Breakwater Way Unit 10101, Naples

$1,150,000
2 Beds 2 Baths Regatta Landing SubDv.
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.

2488 Breakwater Way Unit 13101, Naples

$1,102,000
2 Beds 2 Baths Regatta Landing SubDv.
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!

2488 Breakwater Way Unit 102, Naples

$1,090,500
2 Beds 2 Baths Regatta Landing SubDv.
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!

Naples