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Welcome to 4460 Yacht Harbor Drive in desirable Windward Cay enclave in Windstar on Naples Bay. If you are considering Gulf Shore Blvd, 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 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+den 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, 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. Air conditioned glassed-in lanai currently used as a TV room could also be set up as a home office or additional guest quarters. 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, 6 Har-Tru tennis courts, 3 bocce courts and a new state of the art fitness center slated for late 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.

2 Beds ⋅ 2 Baths ⋅ 225070107 MLS

Welcome to 4460 Yacht Harbor Drive in desirable Windward Cay enclave in Windstar on Naples Bay. If you are considering Gulf Shore Blvd, 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 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+den 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, 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. Air conditioned glassed-in lanai currently used as a TV room could also be set up as a home office or additional guest quarters. 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, 6 Har-Tru tennis courts, 3 bocce courts and a new state of the art fitness center slated for late 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.

4460 YACHT HARBOR Drive, Naples

4650 Yacht Harbor Drive Unit 133, Naples

$725,000

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!

2 Beds ⋅ 2 Baths ⋅ 226012602 MLS

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 Drive Unit 133, Naples

4650 Yacht Harbor Drive Unit 121, Naples

$665,000

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.

3 Beds ⋅ 3 Baths ⋅ 225075980 MLS

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.

4650 Yacht Harbor Drive Unit 121, Naples

4700 Yacht Harbor Drive Unit 613, Naples

$350,000

Welcome to Windward Cay, a charming enclave within the prestigious gated community of Windstar on Naples Bay. This desirable first floor end residence offers two bedrooms plus a den, two bathrooms, and an attached garage, providing comfort, privacy, and convenience. The spacious screened lanai invites you to unwind while enjoying peaceful views of the mangrove preserve and Windstar’s seventh fairway. Inside, the home is filled with natural light and features plantation shutters throughout, tile flooring in the main living areas, and soft carpeting in the bedrooms, creating a warm and inviting atmosphere. The generously sized kitchen is bright and functional, offering abundant cabinetry, ample counter space, and a cozy breakfast nook bathed in sunshine. Windward Cay is beautifully landscaped and designed for an active lifestyle, highlighted by its distinctive heart shaped community pool, spa, and cabana. Residents of Windstar on Naples Bay enjoy access to optional memberships and exceptional amenities, including a private Tom Fazio designed eighteen hole golf course, a newly completed and impressive clubhouse renovation, tennis, bocce, a private beach club on Keewaydin Island with daily shuttle service, sunset cruises, and convenient water taxi access to downtown waterfront dining. Ideally located in the vibrant Bayshore Arts District, this home is just minutes from Celebration Park, local markets, popular breweries, cocktail and wine bars, Naples Botanical Garden, Sugden Park, Naples Bay, and the East Naples Community Center. Downtown Naples shopping, dining, and renowned white sand beaches are only ten minutes away. This is an exceptional opportunity to enjoy the very best of the Southwest Florida lifestyle.

2 Beds ⋅ 2 Baths ⋅ 225083771 MLS

Welcome to Windward Cay, a charming enclave within the prestigious gated community of Windstar on Naples Bay. This desirable first floor end residence offers two bedrooms plus a den, two bathrooms, and an attached garage, providing comfort, privacy, and convenience. The spacious screened lanai invites you to unwind while enjoying peaceful views of the mangrove preserve and Windstar’s seventh fairway. Inside, the home is filled with natural light and features plantation shutters throughout, tile flooring in the main living areas, and soft carpeting in the bedrooms, creating a warm and inviting atmosphere. The generously sized kitchen is bright and functional, offering abundant cabinetry, ample counter space, and a cozy breakfast nook bathed in sunshine. Windward Cay is beautifully landscaped and designed for an active lifestyle, highlighted by its distinctive heart shaped community pool, spa, and cabana. Residents of Windstar on Naples Bay enjoy access to optional memberships and exceptional amenities, including a private Tom Fazio designed eighteen hole golf course, a newly completed and impressive clubhouse renovation, tennis, bocce, a private beach club on Keewaydin Island with daily shuttle service, sunset cruises, and convenient water taxi access to downtown waterfront dining. Ideally located in the vibrant Bayshore Arts District, this home is just minutes from Celebration Park, local markets, popular breweries, cocktail and wine bars, Naples Botanical Garden, Sugden Park, Naples Bay, and the East Naples Community Center. Downtown Naples shopping, dining, and renowned white sand beaches are only ten minutes away. This is an exceptional opportunity to enjoy the very best of the Southwest Florida lifestyle.

4700 Yacht Harbor Drive Unit 613, Naples

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