• $1,695,000
    $1,595,000

    Clipper Cove Windstar

    3876 Clipper Cove Dr, Naples, FL 34112
    • Homes - 2,286 ft²
    • 3 Bed
    • 3 Baths
    • Build 1997

    ** Full golf membership to Windstar Club eligibility ** Welcome to 3876 Clipper Cove Drive in the desirable Clipper Clove enclave of Windstar on Naples Bay. This 3 Bedroom, 3 full bathroom home has been thoughtfully redesigned and renovated by the current owners ideal for today's Naples lifestyle. Enter into an open-concept living area with soaring ceilings and gorgeous wide plank hardwood flooring. Spacious living room with built-in bar area and dining area ideal for entertaining. Wall of glass in the rear opens out to outdoor living area seamlessly blending indoor/outdoor living. Saltwater pool and spa plus built-in outdoor grill. Lovely southwestern vistas of the 10th fairway. A true chef's eat-in kitchen featuring Thermador appliances including paneled refrigerator/freezer, induction cooktop, double wall ovens, oversized island and custom shaker cabinetry. Master suite oasis with spacious bedroom overlooking tranquil courtyard. Large walk-in closet with custom built-ins. Spa-like marble bathroom including walk-in shower, double vanity and separate water closet. 2 guest suites plus convenient laundry room with great storage. 2-car attached garage. 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 2025. 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.

    View Details
  • $1,545,000
    $1,495,000

    Ketch Cay Windstar

    1737 York Island Dr, Naples, FL 34112
    • Homes - 2,336 ft²
    • 3 Bed
    • 2 Baths
    • Build 1995

    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

    View Details
    • Sold
    $1,595,000
    $1,462,500

    Clipper Cove Windstar

    3872 Clipper Cove Dr, Naples, FL 34112
    • Homes - 2,727 ft²
    • 4+Den
    • 2 Baths / 1 Half
    • Build 1999

    Welcome to 3872 Clipper Cove Drive in the desirable Clipper Clove enclave of Windstar on Naples Bay. This 4 Bedroom, 2 full plus 1 half bath 2-story home has been thoughtfully updated, ideal for today's Naples lifestyle. Enter into a welcoming foyer to an open-concept living area with soaring 2-story ceilings giving this home a light and airy vibe. Spacious living room with fireplace and bar area ideal for entertaining. Wall of glass opens out to an outdoor living oasis with a gorgeous pool and grassy area ideal for dog lovers. Expansive southwestern vistas of the 10th fairway affording all afternoon sun and sunsets. Gorgeous dining area with custom built-ins. A true chef's eat-in kitchen. Master suite oasis with spacious bedroom overlong the private and tranquil pool area, walk-in closet with custom built-ins and a spa-like bath including walk-in shower, soaking tub and double vanity. Ascend to the second floor to an open loft-like flexible room with custom built-ins perfect for a media room. 2 spacious bedrooms plus a cozy sleeping loft with built-in trundle beds and hall bathroom complete this floor. 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 late 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.

    View Details
    • UNDER CONTRACT
    $1,450,000
    $1,395,000

    Northstar Villas Windstar

    3722 Haldeman Creek Dr, Naples, FL 34112
    • Condos - 2,156 ft²
    • 2+Den
    • 2 Baths / 1 Half
    • Build 1988

    Rarely available attached villa in Northstar Villas at Windstar on Naples Bay with a FULL GOLF MEMBERSHIP available immediately! This beautifully designed 2-bedroom + den (which can be used as a 3rd bedroom), 2.5-bath residence lives like a single-family home and offers the perfect blend of comfort and style. Step outside to your private heated pool with paver surround, where tropical landscaping creates a serene and private retreat. Inside, you’ll find a spacious open floor plan with 18" tile throughout the main living areas, designer furnishings, and tasteful décor—truly move-in ready. The kitchen features newer appliances, crisp white cabinets and a convenient eat-in kitchen with panoramic views of the beautiful golf course and pool. Home features impact resistant windows and hurricane-rated sliders and a new AC was installed in 2024. Enjoy spectacular westerly views and breathtaking sunsets overlooking the 18th hole, with the clubhouse just a short stroll away for dining and social opportunities. Northstar Villas is a pet friendly neighborhood of 16 attached villas situated across from two lakes, off the 17th and 18th holes of the Windstar Golf Course. As part of Windstar on Naples Bay, residents can join optional memberships with world-class amenities including a newly renovated clubhouse with sweeping views of Naples Bay and Port Royal, an active social calendar, a 73-slip deep-water marina at Southpointe Yacht Club, 6 Har-Tru tennis courts, 3 bocce courts, and a state-of-the-art fitness center is coming soon! Residents can also enjoy the Keewaydin Island Beach Club via a private boat shuttle called the Keeywaydin Queen or exclusive private sunset, fishing & sightseeing cruises aboard the "Second Wind". Located just minutes from Naples Botanical Garden, the Bayshore Arts District, Naples Pickleball Center, and the world-class shopping and dining of 5th Avenue South and 3rd Street South. This villa is a rare find offering privacy, luxury, and resort-style living—a true beauty you won’t want to miss!

    View Details
    • Sold
    $1,595,000
    $1,375,000

    Regatta Landing Windstar

    2481 Breakwater Way # 201, Naples, FL 34112
    • Condos - 3,854 ft²
    • 3+Den
    • 3 Baths / 1 Half
    • Build 2020

    Welcome to the exclusive, privately gated enclave of Regatta Landing, located within the premier boating and golfing community of Windstar on the Bay. This beautifully finished, second floor unit boasts over 3800 SF, lives like a single family home and is being offered turnkey furnished. A grand entry with a dramatic staircase OR your private elevator, lead to the great room, kitchen and dining areas, all filled with an abundance of natural light. Enjoy endless sunsets and sweeping lake and golf course views from the western exposure sliding glass doors leading to the oversized screened lanai. The well appointed chef’s kitchen features quartz countertops, modern stainless appliances, a curved island, wine/beverage cooler PLUS a huge hidden walk-in pantry. The spacious great room is complemented by a corner island bar with a second wine/beverage cooler, making the perfect space for entertaining. The expansive primary suite reveals a private sitting area with lanai access and expansive golf course and water views all of its own. The spa-like primary bath features dual vanities, a large walk-in shower, his and hers walk-in closets and coffee bar. Two additional en-suite guest rooms, PLUS an office/den and powder room complement this generous floor plan. An oversized two-car garage with extra ground floor storage are much desired bonuses. Regatta Landing features a private gated entrance for quick and easy access into the community, a private community pool, a gathering area and boat docks for purchase/lease if available. Just minutes from the downtown energy of Old Naples and the pristine Gulf beaches, Regatta Landing and the Windstar community offer an unprecedented Naples lifestyle.

    View Details
  • $1,350,000

    Somerset At Windstar Windstar

    2193 Paget Cir, Naples, FL 34112
    • Homes - 2,456 ft²
    • 3+Den
    • 2 Baths / 1 Half
    • Build 1989

    ** 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.

    View Details
  • $1,250,000

    Windward Cay Windstar

    4402 Yacht Harbor Dr # 111, Naples, FL 34112
    • Condos - 2,866 ft²
    • 3 Bed
    • 3 Baths
    • Build 1983

    Discover Windstar, Naples’ Hidden Gem! This luxury coastal retreat has been completely renovated with designer finishes and offers a million-dollar lake and golf course view. Enjoy morning coffee in the sunlit breakfast room framed by floor-to-ceiling windows, then unwind with evening wine on the wraparound lanai overlooking breathtaking sunsets. Featuring two new A/C units, new lanai screens, and dual sliders for a refreshing cross breeze. Covered parking for 5 vehicles, EV charging, climate-controlled storage, and a flex space ideal for an office, art studio, or wine room. Extra storage for bikes, golf clubs, and beach gear included. The unit also has a brand new Culligan water system throughout. This home is the original showcase house in the community and it feels more like a house than a condo as there are no neighbors above or below. Located in Naples’ premier waterfront golf community, Windstar offers championship golf, tennis, pickleball, a private marina with direct Gulf access as well as private island, Keewaydin. Just minutes to 5th Avenue’s dining and shopping and Naples’ white-sand beaches, this home delivers the ultimate luxury lifestyle—coastal elegance meets resort living.

    View Details
    • Sold
    $1,250,000
    $1,225,000

    Regatta Landing Windstar

    2505 Breakwater Way # 3102, Naples, FL 34112
    • Condos - 2,681 ft²
    • 3+Den
    • 2 Baths / 1 Half
    • Build 2016

    An Opportunity in Naples’ Most Exclusive Waterfront Golf Community: Regatta Landing at Windstar on Naples Bay and an option for Immediate Full Golf Membership. Step into the Naples lifestyle you’ve been dreaming of in this luxurious first floor coach home located in the newest neighborhood of the prestigious Windstar on Naples Bay—Regatta Landing. With 2,681 square feet under air, this spacious residence features three bedrooms plus a den, three full bathrooms, soaring 10-foot ceilings, and hurricane impact-resistant doors and windows—perfectly designed for comfort, style, and peace of mind. Bask in abundant natural light that pours in through multiple windows with elegant plantation shutters, illuminating every inch of this bright and airy home. The screened lanai offers breathtaking western-facing views over two serene lakes and the golf course, delivering a front-row seat to Naples’ legendary sunsets every evening. Complete with an attached two-car garage, this home offers both luxury and practicality in one of Southwest Florida’s most coveted communities. But what truly sets this property apart is everything that comes with living in Windstar—an amenity-rich, waterfront golf community like no other in Collier County: *Immediate Full Golf Membership Option to join Windstar —skip the multi-year waitlist and tee off on day one! *18-hole Tom Fazio-designed golf course along Naples Bay *Collier County’s only bayside practice facility *Private 72-slip deepwater marina with full-time harbormaster *Recently renovated $14M clubhouse with panoramic Naples Bay views *Exclusive beach club on Keewaydin Island, accessible via private boat shuttle that also transforms into sunset cruises *Active sports programs with Har-Tru tennis courts, bocce, and close proximity to the U.S. National Pickleball Championship facility Just outside the gates: the vibrant Bayshore Arts District, brimming with art, culture, cafés, and creative energy Less than 2 miles to downtown Naples and world-class beaches. This is more than a home—it’s a lifestyle of golf, boating, sunsets, and the best of Naples living. Whether you’re looking for full golf membership access, world-class boating, or simply a serene spot to enjoy the good life.

    View Details
    • Sold
    $1,345,500
    $1,200,000

    Regatta Landing Windstar

    2431 Breakwater Way # 10101, Naples, FL 34112
    • Condos - 2,681 ft²
    • 3 Bed
    • 2 Baths / 1 Half
    • Build 2016

    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.

    View Details
  • $1,195,000

    Windward Cay Windstar

    4460 Yacht Harbor Dr, Naples, FL 34112
    • Condos - 2,166 ft²
    • 2 Bed
    • 2 Baths
    • Build 1987

    Welcome to 4460 Yacht Harbor Drive in desirable Windward Cay enclave in Windstar on Naples Bay. If you are considering Gulf Shore Boulevard, 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 stunningly 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 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, access to lanai, 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. 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, billiards room, 6 Har-Tru tennis courts, 3 bocce courts and a state of the art fitness center slated for 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.

    View Details
  • $1,195,000

    Somerset At Windstar Windstar

    2153 Paget Cir, Naples, FL 34112
    • Homes - 1,833 ft²
    • 3 Bed
    • 2 Baths
    • Build 1989

    Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! Enjoy spectacular panoramic lake and golf course views from this spacious 3-bedroom, 2-bath villa located in the highly sought-after Somerset community within Windstar on Naples Bay. The beautifully updated kitchen includes custom wood cabinetry, Bosch stainless appliances, granite counters and complements an exceptional floor plan that blends comfort and functionality. Additional features include wood flooring, plantation shutters, impact windows and doors, and much more. The large screened lanai provides the perfect place to relax and take in the scenery, while the brick-paver driveway and side walkway are surrounded by lush tropical landscaping. Other highlights include a two-car garage and a convenient location just across from the sparkling heated pool and spa. Somerset is known for its friendly neighbors, active social atmosphere, and exceptional curb appeal—This beautiful villa with its exceptional views and immediate full golf opportunity is ideal for embracing the Windstar on Naples Bay lifestyle. Windstar offers incredible amenities including: Tom Fazio designed golf course, newly redesigned clubhouse with spectacular views of Naples Bay, 72 slip deep-water marina with direct Gulf access in less than ten minutes, clay tennis courts, bocce ball, fitness, Keewaydin Island Beach Club with boat shuttle and private membership.

    View Details
    • Sold
    $1,199,000
    $1,000,030

    Regatta Landing Windstar

    2488 Breakwater Way # 102, Naples, FL 34112
    • Condos - 2,348 ft²
    • 2+Den
    • 2 Baths
    • Build 2020

    Welcome to BOATER'S PARADISE in Regatta Landing at Windstar! Twenty five foot boat dock with lift at Regatta Landing Marina 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!

    View Details
  • Prev
  • 1
  • 2
  • 3
  • 4
  • Next