Ketch Cay At Windstar On Naples Bay Houses Sold

High-End
Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
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4.0–4.49 Good
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Results 3 of 3
Sold - Jun 26, 2026
Ketch Cay At Windstar On Naples Bay, 1769 York Island Dr, Naples, Florida 34112, image 1
$1,750,000 $75K
  • 4 Beds
  • 2 Baths
  • 2,208 SqFt
  • $793/SqFt
High-End
House sold in Ketch Cay At Windstar On Naples Bay
1769 York Island Dr, Naples, FL 34112
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.
Sold - May 26, 2026
Ketch Cay At Windstar On Naples Bay, 4959 Bollard Ct, Naples, Florida 34112, image 1
$1,525,000
  • 3 Beds
  • 2 Baths
  • 2,168 SqFt
  • $703/SqFt
High-End
House sold in Ketch Cay At Windstar On Naples Bay
4959 Bollard Ct, Naples, FL 34112
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.
Sold - Dec 18, 2025
Ketch Cay At Windstar On Naples Bay, 1737 York Island Dr, Naples, Florida 34112, image 1
$1,375,000 $170K
  • 3 Beds
  • 2 Baths
  • 2,336 SqFt
  • $589/SqFt
High-End
House sold in Ketch Cay At Windstar On Naples Bay
1737 York Island Dr, Naples, FL 34112
Welcome to 1737 york island drive, a rare opportunity on a quiet cul-de-sac in the desirable ketch cay community of windstar on naples bay. This 3 bedroom+den/2 full bath stunning home boasts 2400 square feet and has been remastered and renovated inside and out. The living space was redesigned to create an open-concept floor plan including a spacious living room, dining area and kitchen seamlessly blending the indoor/outdoor naples lifestyle. A true chef's kitchen replete with custom cabinetry and island, kitchenaid stainless steel appliances and granite countertops is ideal for entertaining. Living and dining areas open out to your screened in lanai with serene western views over the 6th hole and mangroves to truly enjoy the sunsets and breezes off naples bay just beyond the mangroves. A side patio is ideal for outdoor grilling. Enter your master suite oasis through double doors to a spacious bedroom with green views and lanai access. 3 closets including a walk-in featuring custom californian closets built-ins. Spa-like master bath features european-style walk-in shower, elegant freestanding soaking tub, double vanity and separate water closet. Split floor plan offers 2 guest bedrooms plus a shared full bath and a spacious den ideal for media room, home office or additional guest quarters. Three separate outdoor living spaces to truly enjoy the best of sunrise to sunset from the pool to the lanai to the patio. 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 club house (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. This truly exceptional home boasts modern features and amenities including hardwood floors, hurricane windows and doors, updated systems, plumbing and electrical. If you are looking to buy the quintessential, resort style home look no futher. This home is eligible for transferable social membership to windstar club
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Subdivision Amenities

Beach - Private
Beach Access
Beach Club Available
Beach Club Included
Bike And Jog Path
Bike Storage
Billiard Room
Boat Storage
Bocce Court
Business Center
Cabana
Clubhouse
Fishing Pier
Fitness Center
Golf Course
Guest Room
Internet Access
Marina
Pickleball
Private Beach Pavilion
Private Membership
Putting Green
Restaurant
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Beach - Private
Beach Club Included

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Walk Score®
Car-Dependent. Almost all errands require a car
5

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
41

100
Sound Score®
Very quiet
89

100

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