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.