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$6,750,000
5 Beds ⋅ 4.5 Baths ⋅ 225077785 MLS
Rare waterfront estate on exclusive Southpointe Island at Windstar on Naples Bay. Tucked behind double gates within an intimate enclave of only ten estate residences, this exceptional property offers privacy, direct Gulf access, and an unparalleled Naples lifestyle just minutes from downtown and world-renowned beaches. Positioned on nearly half an acre, this home features a private 40-ft dock in the backyard with the option to purchase an additional 50-ft protected slip in Windstar’s private marina—an extraordinary offering seldom available in Naples Bay communities. Spanning over 6,100 sq ft of refined interior living space, this 5-bedroom + den, 4 full and 2 half bath residence showcases spectacular 20+ ft contoured ceilings, abundant natural light, and meticulous attention to detail throughout. The chef’s kitchen is designed for both function and style, featuring custom cabinetry imported from Japan, quartzite countertops, a gas cooktop island, premium appliances, and seamless flow to the expansive outdoor living areas. The luxurious owner’s suite offers tranquil water and preserve views, a private balcony, and a spa-inspired bath with jetted soaking tub and walk-in steam shower. An elevator provides convenient access to the second level. Impact-resistant WinDoor windows and doors and a newer roof provide peace of mind. Outdoor living is exceptional, with nearly 5,000 sq ft of covered and open-air space including multiple balconies, a custom saltwater pool and spa with cascading water features, summer kitchen, and spacious lanai—ideal for entertaining or quiet waterfront relaxation. Residents of Windstar on Naples Bay enjoy access to a full suite of private club amenities, including championship golf, tennis, an active clubhouse, private beach access via shuttle, and a full-service marina with harbormaster. Membership opportunities subject to club approval and availability. A rare opportunity to own an estate-level waterfront home combining boating, privacy, and proximity at an exceptional value on Naples Bay.

1450 Gulfstar DR S, Naples
$2,250,000
3 Beds ⋅ 3.5 Baths ⋅ 225084723 MLS ⋅ Yacht Harbour Cove BLDG.
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)

1701 Gulfstar DR S Unit 103, Naples
$1,849,000
3 Beds ⋅ 3.5 Baths ⋅ 226016686 MLS ⋅ Regatta Landing BLDG.
Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate Fee) Beautiful top floor coach home offering lake and fairway views.

2513 Breakwater WAY Unit 2-202, Naples
$1,750,000
4 Beds ⋅ 2 Baths ⋅ 226017435 MLS
Perfectly positioned to capture serene lake views and the natural beauty of Ketch Cay, this immaculate residence in Windstar on Naples Bay offers an exceptional blend of comfort, style, and lifestyle. From the moment you arrive, the home’s pristine condition and thoughtful design are evident, creating a true move-in ready opportunity. Inside, warm wood flooring flows throughout the main living areas, complementing a light, modern aesthetic. The beautifully appointed kitchen features sleek solid-surface countertops, quality cabinetry, and a functional layout ideal for both everyday living and entertaining. Multiple glass doors seamlessly connect the interior to the outdoor living space, where a screened lanai invites you to relax and unwind while enjoying peaceful water views. The outdoor setting is equally impressive, highlighted by a sparkling pool and spa surrounded by a spacious covered seating area—perfect for year-round enjoyment of Southwest Florida’s coastal climate. Whether hosting guests or enjoying a quiet evening at home, this private retreat delivers the best of indoor-outdoor living. Residents of Windstar on Naples Bay enjoy an unparalleled amenity package, including a Tom Fazio-designed championship golf course, a private deep-water marina with direct Gulf access, and a private beach club on Keewaydin Island accessed via the community’s exclusive shuttle boat. Additional offerings include tennis, a state-of-the-art fitness center, waterfront dining, and a vibrant social calendar. Just beyond the gates, the thriving Bayshore Arts District adds even more appeal, with nearby destinations such as the Naples Botanical Garden and the USOP National Pickleball Center, along with an array of local restaurants, galleries, and waterfront venues. The newly completed boardwalk connecting to Sugden Regional Park enhances walkability and provides scenic access to outdoor recreation. All of this, just minutes from downtown Naples, world-class shopping, fine dining, and the area’s renowned white sand beaches—making this exceptional property a perfect blend of luxury, location, and lifestyle.

1769 YORK ISLAND DR, Naples
$1,625,000
4 Beds ⋅ 4.5 Baths ⋅ 226007816 MLS
Perfectly positioned within the private enclave of Windstar, 3808 Clipper Cove Drive captures the essence of refined Naples living with sweeping southern exposure, expansive golf course vistas, and tranquil lake views that glow beneath endless sunset skies. Spanning over three thousand two hundred square feet under air, this four-bedroom plus den residence showcases an extraordinary floor plan designed for both elegant entertaining and relaxed daily living. Soaring ceilings and generous glass sliders frame panoramic fairway and water views, filling the interiors with natural light throughout the day. The main living areas flow effortlessly onto the outdoor lanai, where serene mornings transition into golden evenings overlooking the manicured greens and shimmering lake beyond. The kitchen is thoughtfully positioned at the heart of the home, offering abundant cabinetry, generous counter space, and seamless connectivity to the living and dining areas—ideal for hosting intimate gatherings or larger soirées. The primary suite is privately situated and generously scaled, with tranquil views, a spacious bath, and ample closet space designed for comfort and retreat. A separate den provides flexibility for a private office, media lounge, or library. The southern exposure ensures sun-drenched pool days and year-round enjoyment of the outdoor living spaces, while immediate golf membership availability presents a rare opportunity within this highly desirable community. Located just minutes from Naples’ celebrated dining, shopping, and cultural destinations, 3808 Clipper Cove Drive offers an exceptional lifestyle defined by championship golf, serene views, and effortless elegance. Discover the opportunity to make this remarkable Windstar residence your own and experience the elevated standard of living that defines Naples.

3808 Clipper Cove DR, Naples
$1,610,000
3 Beds ⋅ 3.5 Baths ⋅ 226000993 MLS ⋅ Yacht Harbour Cove BLDG.
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.

1717 Gulfstar DR S Unit 204, Naples
$1,525,000
3 Beds ⋅ 2 Baths ⋅ 226014696 MLS
Offering the rare option to secure an IMMEDIATE FULL GOLF MEMBERSHIP at Windstar on Naples Bay (separate fee required) and skip the current seven-year waitlist, 4959 Bollard Court presents an exceptional opportunity to experience one of Naples’ most coveted private club lifestyles without delay. Tucked away on a quiet cul-de-sac in the highly sought-after Ketch Cay neighborhood, this private single-family residence is set on an expansive 0.48-acre homesite, surrounded by lush landscaping and tranquil golf course views. With three bedrooms, two bathrooms, and 2,168 square feet under air, the home offers a total of 4,672 square feet designed for both comfortable living and elevated entertaining. Inside, the home features both a formal living room and a spacious family room, creating a warm and inviting flow ideal for everyday living or hosting guests. The kitchen is thoughtfully designed with a center island and abundant cabinet space, offering both functionality and storage while serving as a natural gathering place for family and friends. Plantation shutters throughout add timeless elegance while enhancing privacy and natural light control, complementing the home’s relaxed yet refined ambiance. What truly sets this property apart is its exceptional outdoor living, with a combined 1,642 square feet of screened space thoughtfully divided between TWO distinct lanais, creating multiple areas to relax and entertain. The expansive rear lanai overlooks Windstar’s 6th hole and green, along with the 7th tee box, offering peaceful, panoramic golf course views and a serene backdrop for morning coffee or sunset evenings. A separate screened courtyard lanai provides a second private retreat, complete with a heated pool, spa, generous lounging and dining areas, and an outdoor wet bar, delivering a true resort-style experience right at home. Residents of Windstar on Naples Bay enjoy access to a Tom Fazio-designed championship golf course, a private deepwater marina with direct Gulf access, and a private beach club on Keewaydin Island accessible via the community’s exclusive boat shuttle. Additional amenities include tennis, a state-of-the-art fitness center, waterfront dining, and a vibrant social scene, all just minutes from downtown Naples, world-class shopping, dining, and white sand beaches. Just outside Windstar's gates, the vibrant Bayshore Arts District offers a dynamic mix of culture, dining, and outdoor living. Enjoy easy access to the Naples Botanical Garden, the USOP National Pickleball Center, and a growing collection of local restaurants and waterfront dining. The newly completed boardwalk connecting the district to Sugden Regional Park enhances walkability with scenic waterfront trails and recreational spaces, perfectly complementing the Naples lifestyle.

4959 Bollard CT, Naples
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 225050382 MLS ⋅ Regatta Landing BLDG.
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
$1,375,000
2 Beds ⋅ 2 Baths ⋅ 226010427 MLS ⋅ Northstar Villas BLDG.
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!’

3640 HALDEMAN CREEK DR Unit NV12, Naples
$1,300,000
4 Beds ⋅ 2.5 Baths ⋅ 226009770 MLS
Tucked away on a quiet cul-de-sac in the Somerset neighborhood of Windstar on Naples Bay, 2128 Paget Circle is a beautifully renovated retreat that lives like a private single family home while offering the ease of a lock and leave lifestyle. Offering 2,456 square feet under air and 3,120 total square feet, this spacious two story residence features four bedrooms plus a loft, two full bathrooms, and one half bath. The versatile loft provides ideal space for a home office, media room, or additional guest retreat, allowing everyone to spread out comfortably. Major renovations and significant updates elevate this home beyond expectations. Thoughtfully selected finishes and modern improvements create a refined yet welcoming atmosphere. The result is a move in ready property that delivers style, comfort, and exceptional value within one of Naples’ most desirable gated communities. The outdoor living space is designed for true Florida living. Professionally and lushly landscaped, the private backyard is perfect for indoor outdoor entertaining. The sparkling pool is surrounded by expansive areas for sunning and swimming, along with a dedicated barbecue grill area ideal for gatherings. The screened lanai features picture frame screens that maximize light and views, enhancing the open feel while maintaining comfort. A fully fenced yard adds privacy and is ideal for pets. Low HOA fees include landscape and lawn maintenance, allowing for effortless lock and leave convenience. Windstar residents enjoy a private beach club on Keewaydin Island with shuttle service, championship golf, tennis, fitness, marina access, and dining. Located within the vibrant Bayshore Arts District and just minutes from downtown Naples, renowned restaurants, boutique shopping, and the white sand Gulf beaches, this home is also just around the corner from the USOP National Pickleball Center featuring 65 courts and host of the U.S. Open Pickleball Championships. 2128 Paget Circle is a rare opportunity to own a renovated, private, and spacious residence in Windstar that combines luxury, value, and convenience.

2128 Paget CIR Unit 1, Naples
$1,300,000
3 Beds ⋅ 2.5 Baths ⋅ 226003477 MLS ⋅ Yacht Harbour Cove BLDG.
**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.

1717 Gulfstar DR S Unit 202, Naples
$1,300,000
3 Beds ⋅ 2.5 Baths ⋅ 225073708 MLS
** Full golf membership to Windstar Club eligibility ** Welcome to 2193 Paget Circle in desirable enclave of Windstar on Naples Bay. Enter this 2-story residence from a private courtyard walkway into a welcoming foyer and an open-concept living area with soaring ceilings. Spacious living room with wall of glass opens out to lanai with expansive southwestern vistas of the 10th fairway, lake and sunsets set amongst mature ficus trees. Eat-in kitchen with white shaker cabinetry, granite countertops and stainless steel appliances. Master suite oasis with spacious bedroom overlooking fairway and lake leads to a tastefully updated spa-like en-suite bathroom. A den with glass French doors could also serve as additional guest quarters plus powder room. Upstairs is ideal guest quarters with 2 generous sized bedrooms, updated hall bathroom plus a loft-space. Lovely and very private outdoor space with mature landscaping creates a truly private setting. 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.

2193 PAGET CIR Unit 1.25, Naples
$1,270,000
3 Beds ⋅ 2 Baths ⋅ 226008158 MLS
Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate fee required) Enjoy spectacular fairway views from this spacious 2 bedroom + den, 2-bath villa with private pool and spa, ideally located in the highly sought-after Leeward Cay community within Windstar on Naples Bay. The beautifully appointed kitchen features custom wood cabinetry, stainless steel appliances, and granite countertops, perfectly complementing the home’s exceptional floor plan that seamlessly blends comfort and functionality. Additional highlights include a wide-open great room with soaring ceilings, tile flooring, and stunning golf course views. The primary suite offers direct access to a private open patio, perfect for morning coffee or quiet evenings, while the screened lanai and outdoor deck provide an ideal setting for relaxing or entertaining beside the pool and spa. The long brick-paver driveway leads to the attached 2-car garage, while the side walkway is framed by lush tropical landscaping. Leeward Cay is known for its friendly neighbors, and exceptional curb appeal. This beautiful villa, paired with an immediate full golf opportunity, offers the perfect setting to embrace the Windstar on Naples Bay 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!

4753 Yacht Harbor DR, Naples
$1,200,000
3 Beds ⋅ 2.5 Baths ⋅ 226018034 MLS ⋅ Yacht Harbour Cove BLDG.
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!

1733 Gulfstar DR S Unit 302, Naples
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 226007382 MLS ⋅ Regatta Landing BLDG.
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
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 226022290 MLS ⋅ Regatta Landing BLDG.
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
$1,137,000
3 Beds ⋅ 2 Baths ⋅ 226014925 MLS
Welcome to 4451 Yacht Harbor Dr, a rare opportunity to live in the exclusive Leeward Cay Community in Windstar, directly on Naples Bay. Remodeled and meticulously maintained 3-bedroom 2 full bathrooms with 2375 sq ft under air. Turnkey move-in ready, fully furnished, very well appointed. Stunning east facing views of the golf course with the desired morning sun and hours of natural light shine into a bright & fully renovated home. The living space was completely revamped to create an open-concept floor plan with a large spacious living room and 15-foot vaulted ceilings. Large imported Solarlux hurricane impact folding doors create an enclosed patio, adding 220 sq ft of climate controlled indoor-outdoor living space. Recently installed hurricane glass skylights allow more natural light flow into the patio. Outside, you will find a fully built-in outdoor kitchen with gas BBQ grill and vented Viking range hood, sink, granite countertops and a beverage fridge. Entire lanai area has a concrete reinforced structure, with remote controlled screens providing easy access to the garden and golf course! Living room triple slides pocket into the wall, creating a seamless indoor/outdoor flow. Beautiful Chef’s custom kitchen European style cabinets, high end Bosch appliances, and gorgeous tile flooring and a large impact glass window overlooking the golf course. Entire villa updated with Anderson Miami Dade impact windows. Primary suite with Anderson hurricane impact French doors leading out to a private greenspace in the courtyard. The master bedroom has an on-suite large master bathroom with a large walk-in shower, a separate tub, and twin vanities. Featuring a long driveway to accommodate up to 6 cars and a 2-car attached garage with expo flooring. New high-end A/C system with a 12 year fully transferable warranty with a separate filter box for the purest air quality. Home is equipped with a second electrical box for the generator that powers the home in case of a power outage, generator is included. Windstar is the only community in Naples that offers both boating, a golf course, and a private beach club and sunset cruises. Windstar is located directly on Naples Bay with a 72-slip marina, minutes from downtown Naples. Take the free Windstar Keewaydin Queen beach shuttle to the Windstar private beach club on Keewaydin Island or sunset cruise! Windstar Country Club boasts a brand-new clubhouse to enjoy, bocce courts, tennis courts. Leeward Cay has its own community pool heated in the winter only a one-minute walk. Windstar is only a few minutes’ walk from the Botanical Gardens! Join the exclusive Windstar Club to dine, socialize, and play the beautifully manicured 18-hole Tom Fazio championship course.Windstar is situated in the vibrant Bayshore Arts District and a short walk to Naples Botanical Gardens and Naples Pickleball Center, home of the US pickleball open. Easy access to I-75, Naples, and Fort Myers airports.

4451 Yacht Harbor DR, Naples
$1,102,000
2 Beds ⋅ 2 Baths ⋅ 226015171 MLS ⋅ Regatta Landing BLDG.
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
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 226011281 MLS
Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate fee) Enjoy desirable southern exposure and spectacular panoramic lake and golf course views from this spacious 3-bedroom, 2-bath villa ideally located in the highly sought-after Somerset community within Windstar on Naples Bay. 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!

2197 Paget CIR, Naples
$1,090,500
2 Beds ⋅ 2 Baths ⋅ 226007427 MLS ⋅ Regatta Landing BLDG.
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
$725,000
2 Beds ⋅ 2 Baths ⋅ 226012602 MLS ⋅ Windward Cay BLDG.
Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate fee) Beautifully updated 2-bedroom + den, 2-bath top-floor condo in Windward Cay at Windstar on Naples Bay, offering exceptional views of Windstar’s 7th fairway and desirable southwest exposure. This spacious residence features soaring ceilings, rich wood flooring throughout, and a stunning renovated kitchen with high-end appliances, crisp white shaker cabinetry, and granite countertops. Both bathrooms have been tastefully updated with modern finishes, creating a refined coastal aesthetic throughout. Offered furnished for a seamless, move-in-ready experience. The private single car garage provides added convenience and valuable storage. Windward Cay offers community elevators, a sparkling pool with a large sun deck, well-maintained buildings, and lush tropical landscaping. 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, kayaks, and exceptional shelling & fishing!

4650 Yacht Harbor DR Unit 133, Naples
$715,000
3 Beds ⋅ 2 Baths ⋅ 226018476 MLS ⋅ Marina Cove BLDG.
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

5015 Marina Cove DR Unit 101, Naples
$674,000
2 Beds ⋅ 2 Baths ⋅ 226014092 MLS ⋅ Marina Cove BLDG.
Beautifully remodeled 1st floor end unit coach home ideally located directly across from the Windstar Marina, offering serene lake and fountain views from the expansive screened lanai. Thoughtfully redesigned with a refined coastal-aesthetic, the residence showcases exceptional custom millwork and wood detailing throughout. The living area features a striking built-in media wall with shiplap accents, floating cabinetry, and natural wood shelving—blending warmth with clean architectural lines. The fully renovated kitchen is equally impressive, complete with custom wood range hood, crisp white cabinetry, quartz countertops, and stainless steel appliances. This 2-bedroom + den, 2-bath coach home offers a split-bedroom floor plan with updated baths featuring modern fixtures, frameless glass showers, and designer finishes. The den provides a flexible space ideal for a home office or additional guest accommodations. (Murphy Bed) Light-filled interiors, wide-plank flooring, and a soft neutral palette enhance the home’s relaxed coastal feel, while the private lanai creates the perfect setting to enjoy tranquil water views and lush tropical landscaping. 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, kayaks, and exceptional shelling & fishing!

5080 Yacht Harbor CIR Unit 101, Naples
$660,000
3 Beds ⋅ 3 Baths ⋅ 226014836 MLS ⋅ Spinnaker Pointe BLDG.
***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.

3584 Windjammer CIR Unit 1704, Naples
$660,000
3 Beds ⋅ 2 Baths ⋅ 225077902 MLS
If you’ve been searching for a diamond in the rough, this is an amazing opportunity! Situated on an oversized southeast lot with unobstructed views of the lake and fairway in the highly desirable Somerset enclave in Windstar on Naples Bay, this 3-bedroom, 2-bath, 2 car garage, attached villa offers volume ceilings and an open floor plan to create a bright, airy backdrop ready to be refashioned to your personal style. All reasonable offers will be considered. The Somerset community pool and spa are just steps from the front door, immediate Social Membership with no waitlist provides access to Windstar’s newly redesigned clubhouse overlooking Naples Bay, along with dining, tennis, year-round social programs and a new state-of-the-art fitness center.

2165 Paget CIR Unit 1, Naples
$645,000
3 Beds ⋅ 3 Baths ⋅ 226001851 MLS ⋅ Spinnaker Pointe BLDG.
This spacious 3-bedroom, 3-bathroom condo with attached one car garage offers a fantastic opportunity to own a property in one of Naples’ most desirable communities. This unit provides an excellent canvas to personalize and make it your own. The open-concept floor plan allows for plenty of natural light and a great flow between all living spaces. This condo features a large primary suite with views of the lake and golf course, as well as a spacious guest room with ensuite, a third bedroom and full bath, and a second living area towards the back of the unit for ultimate entertaining space or relaxation. This unit also has a new A/C unit as of July 2025. Residents can enjoy a variety of amenities, including a Tom Fazio-designed 18-hole championship golf course, a recently renovated clubhouse, six Har-Tru tennis courts, a state-of-the-art fitness center, and a 72-slip marina. Windstar also provides private beach access on Keewaydin Island via the free Windstar boat shuttle which runs regularly through the Rookery Bay Reserve. Windstar creates a strong sense of community through its various social clubs and events that cater to a wide range of interests. Whether you want to stay home in this fantastic community, frequent the much desired Bayshore Arts District, shop and dine the nearby famous Naples Downtown, or head to the beaches, this location and unit is for you! Let us welcome you to your new slice of paradise!

3572 Windjammer CIR Unit 1404, Naples
$507,500
3 Beds ⋅ 2 Baths ⋅ 224098924 MLS ⋅ Marina Cove BLDG.
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. NEW AIR CONDITIONER as of January 2026. 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!

5080 Yacht Harbor CIR Unit 103, Naples
$430,000
2 Beds ⋅ 2 Baths ⋅ 225084186 MLS ⋅ Compass Point South BLDG.
Enjoy breathtaking panoramic views of the serene lake and pristine Tom Fazio designed golf course from this updated 2 bedroom,2 bath second-floor unit with elevator access in Compass Point South at Windstar on Naples Bay. From the moment you step through the front door, you’ll be captivated by the stunning water and golf course vistas that set the tone for this inviting home. Elegant wood flooring flows throughout the main living areas and bedrooms, complementing the open and airy layout. The generously sized, updated kitchen showcases beautiful white cabinetry, granite countertops, and stainless steel appliances, while the primary suite offers dual sinks, a separate soaking tub, and a walk-in shower. Additional highlights include an updated guest bath, a private storage room, ample closet space, and more. Offered fully furnished and move in ready! Compass Point provides exceptional community amenities, including two recently updated resort-style pools, four meticulously maintained buildings, additional storage rooms, a convenient community elevator, and lush tropical landscaping! 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!

3554 Haldeman Creek DR Unit 123, Naples

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