Windstar, Naples, FL Real Estate Search

Newest Windstar, Naples, FL Homes for Sale

$1,695,000
3 Beds 2 Baths 224071774 MLS Windstar BLDG.
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 Baths 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, high-end 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 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 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 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!

1737 York Island Dr, Naples

$4,700,000
4 Beds 3 Baths 224070135 MLS Windstar BLDG.
Attention Boaters & Nature lovers! Experience the true beauty of SW Florida’s coastal wonders! Don't miss this opportunity to live on the exclusive Island of 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 tip of the island. 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 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.

1390 Gulfstar S Dr, Naples

$549,000
2 Beds 2 Baths 224035334 MLS Windstar BLDG.
Welcome to Windward Cay, a charming neighborhood within the luxury gated community of Windstar on Naples Bay. This first floor end-unit features 2 bedrooms plus a den, 2 bathrooms and an attached garage. The large screened-in lanai showcases tranquil views of the mangrove preserve and Windstar’s 7th fairway. This inviting home boasts an airy ambiance, adorned with plantation shutters throughout, tile flooring in the common areas and plush carpeting in the bedrooms. The expansive kitchen, flooded with natural light, offers ample storage and a cozy sunlit breakfast nook. Windward Cay is a lushly landscaped neighborhood where residents can enjoy an active lifestyle and a very large unique heart-shaped community pool, spa and cabana. Windstar on Naples Bay offers optional memberships and unrivaled amenities including a private, Tom Fazio designed 18-hole golf course, a just completed and stunning $14 million dollar Clubhouse renovation, tennis, bocceball, private Beach Club on Keewaydin Island with daily shuttle service, sunset cruises, water taxi to waterfront downtown restaurants, and so much more! Situated in Bayshore Art District, just minutes away from Celebration Park, 360 Market, Ankrolab Brewery, Rebecca’s Cocktail & Wine Bar, Naples Botanical Gardens, Sugden Park, Naples Bay, & East Naples Community Center. This extremely vibrant area is just 10 minutes from Downtown Naples shopping, dining, and beautiful beaches. Enjoy the Southwest Florida lifestyle to the fullest.

4700 Yacht Harbor Dr Unit 613, Naples

$2,250,000
3 Beds 3.5 Baths 224012481 MLS Windstar BLDG.
Welcome to Yacht Harbour Cove, part of Naples only gated, golf, tennis & boating communities within Windstar on the Bay. This 2 level furnished coach home is situated on the yacht basin of the Southpointe Yacht Club & Marina giving you the ability to rent or purchase a boat slip in the protected, tucked away bay leading directly to the Gulf of Mexico & the most gorgeous beaches Naples has to offer. This light, bright home with soaring ceilings throughout has an open flow and features 2 Primary Suites with walk-in closets & dual vanities. The 3rd bedroom has a bathroom that also connects to the den, which could be a 4th bedroom making it a potential Jack & Jill style layout...OR keep the den as a 2nd living room, gym, art studio or office space. Just off the kitchen & living room there is a full-span screened-in terrace that stretches across to the main suite with it's own private patio entrance. This home lives & feels very spacious with just under 3,000 interior square feet and each of the bedrooms has great privacy as they are all separated from each other. This upper level unit has an oversized garage for 2 cars including all the extra toys & does have an elevator shaft in place. This prime location is just minutes away from Naples by car or boat & you can take the Intercoastal Waterway south to Keewaydin, Isles of Capri or Marco Island for even more beaching & boating options. Experience the best of Naples living with the close-by Celebration Park, Bayshore Arts District & all within 10 minutes of downtown's famous 5th Avenue shopping & fine dining.

1749 Gulfstar S Dr Unit 404, Naples

$999,000
3 Beds 2 Baths 224016253 MLS Windstar BLDG.
I am excited to introduce you to this stunning home. Nestled along the water's edge of the Tom Fazio golf course,this three-bedroom, two-bathroom home boasts breathtaking views and an unbeatable location. Additionally, being mere moments away from the US Open Pickleball Championship Park ensures endless opportunities for outdoor recreation and entertainment. Upon stepping inside, you'll immediately be struck by the impeccable attention to detail and modern amenities that adorn every corner of the home. From the recessed lighting and dimmer switches to the impact windows and all-electrical AC, every aspect has been carefully curated to offer the utmost in comfort and convenience. The interior has undergone extensive renovations, including a fully gutted and redone bathroom, complete with new fixtures and countertops. Additionally, all knobs, doors, hinges, and light fixtures have been replaced, providing a fresh and contemporary aesthetic throughout. The kitchen is a chef's dream, featuring brand new appliances and a stunning quartz "man main" countertop that exudes elegance and sophistication. Not to be outdone, the garage has been treated to an epoxy finish, while the laundry room boasts luxurious marble accents, adding a touch of opulence to everyday tasks. In summary, this property offers the perfect blend of modern luxury, unparalleled location, and top-notch amenities. Don't miss your chance to make this dream home yours. Schedule a viewing today and prepare to be amazed.

3580 Windjammer Cir Unit 1603, Naples

$4,995,000
3 Beds 4.5 Baths 224016589 MLS Windstar BLDG.
This private magnificent Estate home with 6400+ total sq ft is sited on an impressive .48 acre waterfront, Direct Gulf Access lot and includes a Private Boat Dock and Boat Lift that is conveniently located directly behind the home. The Island at Southpointe is an elite gated enclave of only Ten Waterfront Estates on Naples Bay. Located in the exclusive and amenity-rich Windstar on Naples Bay, Naples’ Only gated Golf Community with a Private deep-water Marina. This home exudes a welcoming and comfortable elegance that encompasses the Naples lifestyle and features a Brand New Flat Tile Roof just completed February 2024. Perfect for entertaining, the beautifully appointed Chef's kitchen is clad with premium JennAir appliances and Custom Cabinetry. The resort-style backyard showcases a custom heated pool and spa surrounded by an expansive screened Lanai with numerous lounge and dining areas, custom awnings, and pool bath. This estate boasts Impact resistant doors and windows, two Primary suites, one off the main level and another upstairs, each with impeccable views of the Preserve and Bay and beautifully appointed spa-like bathrooms with dual sinks, separate showers and large walk-in closets. Other features include an oversize loft/media area, private second story balcony, and gorgeous spa-like bath with dual sinks, shower and separate soaking tub. Windstar on Naples Bay offers unmatched amenities and is located in the cultural hub of Naples, the Bayshore Arts District, as well as being a short drive to Downtown Naples, the world famous 5th Avenue South, and the pristine sugar sand beaches. Unmatched amenities include a private, Tom Fazio designed 18 hole golf course, a just completed and stunning $14 million dollar Clubhouse renovation, Tennis, Bocce, Private Beach Club on Keewaydin Island with daily shuttle service aboard Windstar's very own Keewaydin Queen, Sunset cruises, Water Taxi to waterfront downtown restaurants, and so much more. A rare opportunity to own such a Sophisticated Coastal Estate that has an extraordinary location and amenties!

1480 Gulfstar S Dr, Naples

Start Your Search

Windstar, Naples, FL Homes for Sale

The Charm of Windstar

Located in Naples, Florida, Windstar is a picturesque community known for its natural beauty and serene atmosphere. The neighborhood is filled with lush landscapes, sparkling lakes, and stunning views of the Gulf of Mexico. Residents of Windstar can enjoy a variety of amenities, including a championship golf course, tennis courts, a fitness center, and a marina with access to the water. With its close proximity to the beach and downtown Naples, Windstar offers the perfect blend of luxury and convenience.

Real Estate Opportunities

Real estate in Windstar is highly sought after, with a range of housing options available to suit every lifestyle. From luxurious waterfront estates with private docks to cozy condominiums with golf course views, there is something for everyone in this exclusive community. Home prices in Windstar vary depending on the size, location, and amenities of the property, but residents can expect to find beautifully designed homes with high-end finishes and spacious layouts.

Market Trends

The real estate market in Windstar is strong, with steady growth in property values and high demand for homes in the area. With its prime location and desirable amenities, Windstar continues to attract buyers looking for a luxurious lifestyle in a beautiful setting. The market is competitive, so working with a knowledgeable real estate agent who specializes in the Windstar community is essential for navigating the buying or selling process.

Living in Windstar

Living in Windstar offers residents a relaxed and upscale lifestyle, with access to a wide range of recreational activities and social events. The community is known for its friendly atmosphere and strong sense of community, making it an ideal place for families, retirees, and seasonal residents alike. Whether you enjoy golfing, boating, or simply relaxing by the pool, Windstar has something for everyone to enjoy year-round.

Investing in Windstar Real Estate

Investing in real estate in Windstar can be a smart financial decision, as property values continue to rise in this highly desirable community. Whether you are looking for a vacation home, a retirement property, or a profitable rental investment, Windstar offers a range of opportunities for buyers. With its stunning natural surroundings, luxury amenities, and strong market trends, Windstar is a prime location for those looking to invest in real estate in Naples, Florida.

Our website features the best Windstar, Naples, FL real estate search for homes available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Windstar, Naples, FL Homes for Sale

Avg. No of Beds
Avg. No of Baths
Avg. Living Ft2
Avg. Listing Price
Cost per ft2
Days on Market

Curious about what’s happening in the Windstar, Naples, FL real estate market? Sign up for a  Windstar, Naples, FL Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!