Windstar Naples Real Estate : 6 Homes for Sale

Southpointe Yacht Club Windstar Naples Homes for Sale: Attention Boaters, nature lovers, and privacy seekers! EXEPTIONAL VALUE & PRICE ADJUSTMENT! Experience the true beauty of SW Florida’s coastal wonders! Don't miss this opportunity to live on the exclusive Island at Southpointe in Windstar. This beautiful home is one of only 10 estates on this private gated island on Naples Bay with quick direct boating access to the Gulf. This half acre lot and home has spectacular views of Naples Bay being the 3rd house from the island's tip. The 2000+ sq.ft. lanai w/ a large pool & spa offer multiple areas for serene and private enjoyment of the lush mangrove and Bay views. 4 bedrooms and a separate office ensure space and privacy for you, your family, and friends. A private boat dock with a 6,000 lb lift sits behind the home for a smaller vessel, jet ski, or kayak. The possibilities are endless to create the sanctuary of your dreams. Slips are available in the Southpointe Marina, only moments away, and can accommodate yachts up to 70 feet. The amenity-rich Windstar on Naples Bay is Naples only gated golf community with its own private deep-water Marina. Windstar offers an exceptional living experience, nestled in the vibrant Bayshore Arts District of Naples. Just a short drive from Downtown, Naples’ renowned 5th Avenue South, and the pristine sugar sand beaches, this community combines cultural richness with coastal elegance. Residents enjoy unparalleled amenities, including a private Tom Fazio-designed 18-hole golf course, a newly completed $14 million Clubhouse renovation, tennis, bocce, and a private beach club on Keewaydin Island with daily shuttle service aboard Windstar's exclusive Keewaydin Queen. Additional perks include sunset cruises, a water taxi to downtown waterfront restaurants, and more. This is a rare opportunity to own a sophisticated coastal estate with an extraordinary location and amenities. Golf and Social memberships are separate and not required. This home sustained NO damage from Hurricanes Helene or Milton! The home's elevation certificate and proof of flood insurance (transferrable) are available upon request. Compare the price of this exquisite property to any comparable sized home or empty .5 acre lot with a sensational view, direct access to the Gulf, and optional amenities here in Naples - you won't find a better value! This is an opportunity to create a showstopper sanctuary like no other currently available!

Harrington Sound Windstar Naples Homes for Sale: Welcome Home, It's Better by the Bay! A unique opportunity to avoid the estimated 7 year wait list and purchase a Windstar on Naples Bay Full Golf Membership shortly after closing! The moment you pull into the majestic driveway you will say ‘Welcome Home’. This is an updated, upgraded, and refreshed Estate Home in the Harrington Sound neighborhood of Windstar. Designed for daily living and entertaining across its many indoor and outdoor living spaces, this home is anchored by one of the most spectacular views in all of Windstar. The custom infinity edge pool ‘waterfalls’ into a beautiful lake with a preserve area on the opposite shore which will never be developed. With soaring ceilings, hickory floors, custom millwork and cabinetry, an open floor plan, and incredible lake and nature views, this home provides a tranquil coastal modern feel. On the south end of this home is the very large primary suite which opens to the custom pool and spa and tremendous views. It has a large sitting area, dual walk-in closets with custom cabinetry, and a luxurious primary bath. Also on the south end of this Estate home is a den with abundant space and a ½ bath. A formal dining and living room provides plenty of space for large celebrations and gatherings. The great room is the center of the home with an updated kitchen with designer appliances, a wet bar with wine cooler, a morning room and informal dining area, and a family room with a gas fireplace. On the north end of the home is a guest bedroom with oversized closets and an ensuite bath, and a lakeside guest bedroom with oversized closets and ensuite bath. The outdoor living spaces offer over 1,500 square feet of living area, with 500 square feet under roof for outdoor dining and living, almost 950 square feet of screened lanai/pool area, and a 250 square foot lakeside ‘tranquility’ patio. This home has many special features - a propane tank that powers the easy-on gas fireplace and the whole house generator; an oversized garage; professional landscaping; and more. As a Windstar resident take advantage of the Keewaydin Queen’s nautical adventures (Sunset Cruises, Special Events and Private Charters) and enjoy the private beach club at Keewaydin Island. For additional “It’s Better by The Bay” experiences, you can join The Southpointe Yacht Club or The Windstar Club. With this property a Golf Membership can be purchased immediately after closing, allowing the buyer to bypass the estimated 7-year waiting list and become a member on the day of closing (contingent on the Club’s application process). “Welcome Home - It’s Better by The Bay!”

Harrington Sound Windstar Naples Homes for Sale: Discover your dream home in the prestigious Windstar community! This stunning 2 story residence features 4 spacious bedrooms plus a versatile den, office, and 5.5 luxurious bathrooms, providing ample space for family and guests. Step inside to a welcoming 2 story entry foyer with an expansive view of the Home, the outdoor area and Golf Course. This light and bright Home offers a main floor encompassing a generous Great room that flows seamlessly into the formal Dining room, Parlor and Chef’s Kitchen, complete with elegant Granite countertops, top-of-the-line Stainless steel appliances, an island, a breakfast counter, Casual dining area and an abundance of cabinetry and storage, including a convenient walk-in pantry. The Family room is adorned with a cozy dual Fireplace, perfect for relaxation or entertaining. The Primary suite with luxurious ensuite bathroom has sliders to access the outdoor area. This home is a split bedroom floorplan with guest bedroom with ensuite bathroom off the main foyer allowing for maximum privacy. Upstairs you will be delighted with the massive Loft with an outdoor screened in Terrace that spans the entire room with space to Entertain. There are 2 additional spacious Bedrooms, one with access to the terrace, and 2 full Bathrooms. Outside, the gorgeous Pool beckons you to unwind on the oversized screened Lanai with outdoor Kitchen, all while enjoying breathtaking views of the lush Golf course and Lake with unobstructed Sunsets—a perfect backdrop for Entertaining or Serene evenings under the Stars. The home also boasts a generous 3-car Garage equipped with an Electric charging station, catering to your modern Lifestyle. As a resident of Windstar, you’ll enjoy Exclusive Amenities, including complimentary boat shuttles to KeeWaydin Private Beach, allowing for effortless access to the beautiful Waterways and stunning Sunsets. Don’t miss the opportunity to call this magnificent home yours! Schedule your private tour today and experience the ultimate in luxury living!

Clipper Cove Windstar Naples Homes for Sale: $200K PRICE IMPROVEMENT allows you to create your Dream Home-check out our VIRTUAL RENOVATION & STAGING (Kitchen-Living Room-Dining Room) to create Open-Concept living along with our VIRTUAL REMODEL & STAGING of the Entertaining Wing and Great Room! Appraised at $1.875 M with NEW FLAT TILE ROOF September '24! A RARE OPPORTUNITY to purchase a corner lot single-story property in Windstar. Situated on a spacious 1/3-acre, this amazing home backs up to the 10th green and offers BREATHTAKING views of the 11th fairway on the Tom Fazio-designed golf course. French doors open into the ENTERTAINING WING of the home. This versatile 600 sq ft space is ready for your imagination. Create memories with parties (large & small), game nights, sports viewing, movie premiers and more (Check out our VIRTUAL REMODEL & STAGING)! IMPACT-RESISTANT panorama windows and sliders open to a HUGE paved lanai with a grand stairway descending to a CUSTOM SELF-CLEANING POOL. Picture-window screens all along the pool cage offer unobstructed views. New Flat Tile Roof comes with a 5-YEAR WARRANTY and Skylights-affordable insurance for YEARS to come! The large eat-in kitchen with bay window offers quartz countertops and 2023 stainless-steel appliances, including a French-door refrigerator, microwave and induction stove with air fryer/convection self-cleaning oven. Large living room and family dining room allow you to convert this space into an open-concept floor plan (see our VIRTUAL RENOVATION & STAGING)!. Primary bedroom boasts immense walk-in closets, large shower, and soaking tub. Second bedroom with attached bathroom plus additional bedroom/den with 3rd bathroom. Electric Hurricane Fabric Storm Shutters provide quick and convenient protection for the covered lanai area. Whole house KINETCO Water Filtration System, Home-Tech Home Warranty and OVERSIZED GARAGE! What’s more, this property includes a highly-coveted SOCIAL MEMBERSHIP. Bypass the almost 2-year waitlist! Exclusive access to the newly renovated clubhouse and all clubhouse activities, restaurants, wine room, clay tennis courts, bocce courts, group fitness classes, as well as a jam-packed calendar of social events. Life-style bonus-take your guests on the Keewaydin boat shuttle. Travel through beautiful Naples Bay to Windstar's private coastal paradise on Keewaydin Island or enjoy a picturesque sunset cruise (runs October thru June). Windstar is the area’s only gated golf community with its own private deep-water marina, providing direct access to Naples Bay and the Gulf. The Southpointe Marina has 72 slips and can accommodate yachts up to 70 feet. Windstar's Bayshore Arts District location is home to the Botanical Garden, hip eateries & a quick drive to downtown Naples-fine dining, shopping, galleries & beaches. Get ready for YOUR PARADISE!

Ketch Cay Windstar Naples Homes for Sale: Remastered Ketch Cay Home, featuring an open floor plan, four-bedroom, four-bath layout, is nestled among tall palms, bougainvillea, hibiscuses, a shady lady (black olive) tree, and a majestic 50’ oak tree. Upon ascending the steps and opening the tall, thick, double French doors, a sense of tranquility and harmony with nature envelops you. Inside, the imported French White Oak flooring adds a touch of elegance to the 2,460 sq ft interior, installed specifically for this unique home. The light, airy, and relaxed ambiance of the home is complemented by views of the golf course, mangrove tree groves, and flowering hibiscus, enhanced by high ceilings throughout. Renovated between 2017 and 2024, upgrades include a new tile roof, an open-plan layout, an additional bath, two new porches, a new pool with travertine tile, updated electrical wiring and plumbing, Kitchen Aid appliances, and a 125-gallon water tank with a lifetime warranty. The 2021 air conditioning system is programmable for daytime comfort and nighttime cooling, while the pool waterfall adds a soothing touch, which can be easily turned off. The pool area features space for an outdoor barbecue, a mini kitchen with electric plugs and water access, and a convenient connecting shower. The back porch is equipped with new small-mesh screening, tile flooring, and two fans, along with Miami side screening for added privacy. Located in Windstar, a sought-after community for boaters and golfers, residents have access to a Tom Fazio championship golf course, top-rated Har-Tru tennis facilities, a fitness center, kayaking, boat and marina facilities, and a private ferry to Keewaydin Island. The community also boasts an elegant New clubhouse, fine dining options, and stunning views of Naples Bay. Situated in the heart of Naples, near 5th Ave, restaurants, shopping, entertainment, and pristine beaches, this home offers the perfect blend of luxury and convenience. Your search ends here—this is the one.

Somerset At Windstar Windstar Naples Homes for Sale: Welcome to 2181 Paget Circle in the desirable enclave of Somerset at Windstar on Naples Bay. Enter this tastefully updated 2 Bedroom+den, 2 Bathroom home into a welcoming foyer opening to a gorgeous open-concept living space. Sprawling living room with a wall of glass opening out to lanai seamlessly blending indoor/outdoor living. Lanai offers serene southern views of the 11th and 12th fairways, lake, and dramatic ficus trees. Chef's eat-in kitchen is replete with classic white shaker cabinetry, stainless steel appliances, white quartz countertops, breakfast bar and contemporary backsplash. There is also a breakfast area and convenient laundry. Dining room opens out to private patio ideal for outdoor grilling and entertaining. Primary Suite oasis features a large bedroom with tranquil views plus walk-in closet with custom built-ins. Large en-suite bathroom features oversized walk-in shower with transom window, double vanity, separate water closet and great storage. Guest bedroom plus updated full bath with wainscoting accent wall. Lovely den provides additional space for a home office, media room or additional guest quarters. 2-car attached garage with epoxy floor. Community pool and spa are just steps away. Windstar on Naples Bay is the only gated golf community with Tom Fazio designed 18-hole golf course (separate membership) 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. Newl y 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 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. This truly exceptional home boasts modern features and amenities including engineered hardwood floors, high-impact windows and doors, lanai automated hurricane shutters, updated systems, kitchen and baths. If you are looking to buy the quintessential, resort style home to fully enjoy the 2024-2025 season look no further! Coveted Social Membership to Windstar Club transferrable to new Buyer.

Harrington Sound Windstar Naples Homes Under Contract: Upon arrival at 4535 Lighthouse Lane you will have a warm sense of “Welcome Home - It’s Better by The Bay”! This is an expanded and updated Estate Home in Windstar on Naples Bay. Daily living and entertaining were a major theme during the redesign and creation of this home. The home is truly unique and charming, designed to maximize its golf course location, oversized lot, views, mature landscaping and its many indoor and outdoor living areas' special attributes. It feels cozy while having over 7,000 total square feet of space, including 3,652 under A/C, and a remarkable 2,715 of outdoor living space. This home is made for entertaining and everyday living. Enjoy soaring ceilings, an open floor plan, a coastal modern feel, and indoor and outdoor living areas that magically flow together. The Great Room is the center of the home, with kitchen, dining, and family room opening to the outdoor patios, pool, spa, and fire pit areas. This is ideal for large and small gatherings. On the north end of the home is the primary suite which also opens to the pool and great views. It has a large sitting area, huge closet complex, and an intimate spa-like bathroom. The office off the living room has a custom-built floor- to-ceiling desk and cabinetry. On the south end of the home is the visitor/guest quarters, anchored by a second primary “Cottage” suite with a custom wooden ceiling, sitting area, dressing area, and a spectacular bath. The suite has a private entrance to the outdoor fountain patio. Two additional bedrooms and a bath adjoin the cottage creating a private 'Naples’ experience for relatives or friends. This home has a bounty of special features - custom floor-to-ceiling cabinets throughout, custom closets, designer appliances, home audio system, a unique tranquility fountain and patio overlooking the golf course, built-in gas fire pit, professional landscaping and outdoor lighting, circular driveway with abundant guest parking, new pool and spa (2014), custom-designed lanai screen and deck (2014), 1000 gallon propane tank, generator, new roof and exterior paint (2021), and an oversized garage with new epoxy floor and ceiling loft storage. In the downtown Bayshore Arts District area, “It’s Better by The Bay”. As a Windstar resident take advantage of the Keewaydin Queen’s nautical adventures (Sunset Cruises, Special Events and Private Charters) and enjoy the private beach club at Keewaydin Island. For additional “It’s Better by The Bay” experiences, you can join The Southpointe Yacht Club or The Windstar Club. With this property a Golf Membership at the Windstar Club is negotiable, allowing the buyer to bypass the extensive waiting list and become a member on the day of closing (contingent on the Club’s application process). “Welcome Home - It’s Better by The Bay!”

Ketch Cay Windstar Naples Homes Under Contract: 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 stunning home boasts over 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, 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 paver 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 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 with multiple dining areas with stunning views of Naples Bay, Port Royal and Royal Harbor, billiards room, 6 Har-Tru tennis courts, 3 bocce courts and a new state of the art 15,000 square foot fitness center slated for mid-2026 completion. Bypass the lengthy wait list as this property includes a transferable highly-coveted social membership if desired! 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 to fully enjoy the 2024-2025 season in Naples look no further!

Clipper Cove Windstar Naples Homes Under Contract: SKIP THE WAIT - IMMEDIATE FULL GOLF MEMBERSHIP available at WINDSTAR ON NAPLES BAY! The buyer of 3868 Clipper Cove Drive will be able to take advantage of a RARE OPPORTUNITY TO BYPASS AN OTHERWISE 7 YEAR WAITING list as the owners will transfer their membership granting the buyers the option for full and immediate golf membership. 3868 Clipper Cove Drive, a single-family home with views of the 10th fairway has an open floorplan with great living and entertaining space and plenty of room for family and guests. It features 3-4 bedrooms, a loft overlooking the great room and 4 full bathrooms. Relax in the outdoor area which offers a heated inground pool, pool side lounging and dining space as well as a lanai. Windstar, a waterfront gated community, features a Tom Fazio designed 18 hole golf course, tennis, and bocce courts. The newly renovated clubhouse has stunning views of Naples Bay and Port Royal as well as amazing sunsets. The club house has multiple indoor and outdoor dining areas, wine room, meeting space, and a billiards room. There are also Har-Tru tennis courts, bocce courts and slated for 2025 - a state-of-the-art fitness center. A unique amenity is Windstar’s private Keewaydin Island beach club accessed by Windstar’s private boat shuttle which also provides sunset cruises through Port Royal and out to the Gulf. Another attraction is a full service 72-slip deep water marina. Windstar enjoys an ideal location just a short drive to downtown's 5th Avenue known worldwide for its fine dining, shopping, and beaches. The Windstar property is situated in the vibrant Bayshore Arts District, and near to the Naples Botanical Garden and Naples Pickleball Center. Golf, tennis, bocce, private Keewaydin Island beach club, sunset cruises, fantastic newly renovated club house … available in time for the season…no wait list!!

Clipper Cove Windstar Naples Homes Under Contract: This beautifully renovated 3-bedroom, 3-bath single-family pool home is just a short walk from Windstar’s newly remodeled clubhouse. Multiple skylights flood the home with natural light, enhancing the open and airy feel. Every detail of the renovation was thoughtfully considered, from the stunning kitchen with custom wood cabinetry, quartz countertops, a center island, pot filler, and stainless steel appliances to the quality finishes in each en-suite. The master bedroom offers a private patio area for outdoor relaxation. Additional interior features include custom lighting, solid core doors, high baseboards, and elegant tile flooring throughout. Outside, enjoy a spacious pool deck with covered seating, views of Windstar’s 10 fairway, a brick paver driveway, tropical landscaping, and an attached 2-car garage. Windstar offers incredible amenities including: Tom Fazio designed golf course, newly designed clubhouse with spectacular views of Naples Bay, 72 slip deep-water marina with direct Gulf access in less than ten minutes, clay tennis courts, fitness, bocce ball, Keewaydin Island Beach Club with boat shuttle and private membership.

Somerset At Windstar Windstar Naples Homes Under Contract: Spacious Villa located in the sought-after Somerset community at Windstar on Naples Bay! This 3 bedroom, 2 bath villa offers an exceptional living experience. As the first end villa, it boasts a prime location with added privacy. The home features high ceilings and an abundance of natural sunlight, creating a bright and inviting atmosphere. The spacious living room provides ample space for relaxation and entertainment. Step outside to your private pool, enclosed within a screened-in cage, and enjoy the large covered patio, perfect for outdoor living. Additional highlights include a private side patio off the master bedroom, as well as an two-car attached garage. The villa is surrounded by lush tropical landscaping, further enhancing its prime corner location.

Southpointe Yacht Club Windstar Naples Homes: A Rare Find with over 600+ feet of waterfront and quick direct access out Gordon Pass to the Gulf. Your private 65’ dock with 15,000 lb lift, and plenty of room to expand, sits just outside your expansive outdoor living area with pool and barbeque kitchen. Inside, this 5400+ sq ft home has 4 bedrooms, 5 full and 1 half bath, plus a “crows nest” den overlooking the marina. Two of the bedrooms, with two baths and a sitting room with kitchenette occupy a secluded second floor wing which adds to its privacy and quiet. All of this in the gated community of Windstar, a unique club which gives you both a deepwater harbor as well as a Tom Fazio designed golf course just minutes to Olde Naples famous 5th Avenue and Beaches. Other Club amenities include a dining room overlooking Naples Bay, tennis and fitness programs, as well as other social activities. Windstar also offers a shuttle boat to Keewaydin Island with its unspoiled beach. Just outside the gates you’ll also find Bayshore Drive with its unique array of restaurants and watering spots. Plenty to do within reach or just relax and enjoy this beautiful one-of-a-kind home.

Spyglass Pointe Windstar Naples Homes: Nicely updated home located in Spyglass Pointe at Windstar on Naples Bay!

Ketch Cay Windstar Naples Homes: Very Rare opportunity to own a Single Family Home in Windstar on Naples Bay! This updated 3-Bedroom/2-Bathroom home features a custom Pool and Spa, 2019 Roof, 2019 Screen Enclosure with picture frame screens, and an attached two car garage. All while being located in this highly sought after community that is located just a short drive to downtown Naples and features an unequaled amenity package, including a Private beach on Keewaydin Island with daily shuttle service. Entering through the front door, you will notice the open floor plan, high ceilings and an expanse of sliding glass doors which allows for an abundance of natural light throughout the day. The expansive screened pool/spa area, with multiple seating areas, overlooks the peaceful lake with views of the 6th Hole of the private eighteen hole Tom Fazio designed Golf course. The updated Chef's Kitchen features an oversize Island with seating, top-of-the-line appliances, and an abundance of custom cabinetry and storage. The Primary suite features a renovated resort-style Bathroom with walk-in shower, dual sinks, and tub. With two more spacious Bedrooms and a second renovated Full bath, this is the ONE!

Harrington Sound Windstar Naples Homes: WOW! This home has undergone a transformation that must be seen! This home is now move-in-ready with all new interior paint, deep cleaning throughout, new light fixtures, epoxy garage floor, and more. Truly a must see and value priced! “HOME”. This is a fabulous opportunity to call the prestigious community of single-family estate homes in Harrington Sound in Windstar on Naples Bay “HOME”. Move in now and start enjoying the “It’s Better by the Bay" Windstar Experience while you re-imagine this home, now or years in the future, into a spectacular, unique estate home that meets your every need and desire. The oversized lot allows for significant expansion of both indoor and outdoor living. The courtyard pool and overflow spa greet you, surrounded by a large outdoor screened living area. This home has 3 BR’s, 3 Baths and a Den/Flex Space split across a main house and a casita. It is filled with an abundance of natural light, great views of the Windstar golf course and lakes from both the indoor and outdoor living areas, and of course incredible sunsets. Take a tour and start your “It’s Better by the Bay” Windstar Experience and create your unique, very special dream home in the much sought after Harrington Sound neighborhood in Windstar on Naples Bay!