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Windstar Naples Florida Homes for Sale

Naples Florida Real Estate

Windstar Naples Real Estate

Homes For Sale7$1.3M - $8.8M
Condos For Sale18$449K - $3.9M
Sold31$499K - $3.4M
Last updated at 7:00am 04/24/2024

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$8,795,000
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Southpointe Yacht Club at Windstar

1450 Gulfstar Dr S, Naples, FL 34112

Homes - 6,104 ft² / 12,030 ft² - 2 Car Garage

5+Den / 4 Baths / 2 Half / Pool / Spa

Built 2001
Southpointe Yacht Club Windstar Naples Homes for Sale: The Prestigious, Private, & Exclusive enclave of Southpointe Island is perhaps the most coveted collection of Estate Properties located on Naples Bay with Direct Gulf Access. With numerous recent updates, this is arguably, the most impressive home ever built on the "Island", combining the ultimate in interior finishes & exterior amenities. This architectural Masterpiece is tucked behind double gates & one of only ten residences with an updated 40 ft Boat Dock in the backyard. Boasting over 6100 sq ft of indoor living space, unmatched design and exquisite finishes, this 5 Bedroom + Office/Den, 6 bathroom Estate has meticulous attention to detail. The Chef's Kitchen is replete with sleek cabinetry, exclusively custom-made in Japan for the home by the Yamaha Piano Co., Quartzite countertops, Center Island w/Gas Cooktop & top-of-the-line appliances. The elevator takes you to the second level that includes the luxurious Owner's Suite w/private balcony, spa-like bathroom, sumptuous tile work, jetted tub, & walk-in steam shower, three more expansive Guest En-Suites, Office & multiple balconies. With over 4800 sq ft of outdoor living space, this is the absolute pinnacle of coastal living.



$6,295,000
Decrease*
$1.7M
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Southpointe Yacht Club at Windstar

1515 Gulfstar Dr S, Naples, FL 34112

Homes - 5,478 ft² / 6,824 ft² - 3 Car Garage

4+Den / 5 Baths / 1 Half / Pool

Built 1996
Southpointe Yacht Club Windstar Naples Homes for Sale: 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.



$4,995,000
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Southpointe Yacht Club at Windstar

1480 Gulfstar Dr S, Naples, FL 34112

Homes - 3,882 ft² / 6,481 ft² - 3 Car Garage

3 Bed / 3 Baths / 2 Half / Pool / Spa

Built 1997
Southpointe Yacht Club Windstar Naples Homes for Sale: 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!



$3,995,000
Decrease*
$305K
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Harrington Sound at Windstar

4574 Lighthouse Ln, Naples, FL 34112

Homes - 3,495 ft² / 5,990 ft² - 2 Car Garage

3+Den / 3 Baths / 2 Half / Pool / Spa

Built 1996
Harrington Sound Windstar Naples Homes for Sale: RARE OPTION to obtain an IMMEDIATE PRIVATE FULL GOLF MEMBERSHIP to bypass the estimated 4 year waitlist. Nestled in the prestigious gated Golf, Tennis & Boating community of Windstar on Naples Bay this timeless and renovated Estate home offers the ultimate in privacy and luxury. One of the remarkable features of this property is that it is situated on a premium lakefront estate lot with lush landscaping that overlooks a peaceful lake and a preserve area that will never be built upon ensuring optimum tranquility. This home features an extraordinary amount of upgrades including 5990 total sq ft, 14 foot ceilings, Hickory wood floors, Fireplace, Full House Generator, 500 gallon Propane Tank, Custom Infinity Pool and Spa enclosed with No-Seeum Screens, Electric Hurricane Shutters and more. This home centers around a recently renovated crafted center island kitchen, adorned with top-of-the-line appliances, including a Liebherr refrigerator, Quartz countertops, wet bar & massive walk-in pantry. Offering an unequaled Amenity package, including a new $14m Clubhouse renovation, Private beach on Keewaydin Island accessible by Windstar's private boat shuttle & more!



$3,750,000
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Harrington Sound at Windstar

4735 Lighthouse Ln, Naples, FL 34112

Homes - 5,672 ft² / 7,087 ft² - 3 Car Garage

4+Den / 5 Baths / 1 Half / Pool

Built 1996
Harrington Sound Windstar Naples Homes for Sale: Experience this luxurious 4 bedroom +den, 5.5 bath, 5672 sq/ft estate home with 3 car garage and enjoy the expansive sunset views over the Tom Fazio designed golf course. Recently updated with new roof, storm smart shutters, new pool cage screens and more. This is the largest golf course home on the market in Windstar. High end appliances and finishes throughout, vaulted ceilings, custom closets, a formal living and dining room, massive loft, a/c and Tesla plug in the garage and so much more. Windstar offers a shuttle boat to a private island beach and optional membership to the recently renovated clubhouse with multiple dining options, tennis, Tom Fazio golf, social programs and more. Windstar's marina features slips up to 72' long for sale or rent separately. Come and see this unique opportunity today.



$2,495,000
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Ketch Cay at Windstar

4966 Bollard Ct, Naples, FL 34112

Homes - 2,733 ft² / 3,175 ft² - 2 Car Garage

4 Bed / 3 Baths / 1 Half / Pool

Built 1995
Ketch Cay Windstar Naples Homes for Sale: Welcome to this exquisitely renovated 4-bedroom, 3 ½-bath single family home, featuring an open floorplan that captures breathtaking lake & golf course views and situated on a quiet cul-de-sac. Step into the courtyard oasis with a newly designed pool, boasting a captivating waterfall, illuminated bubblers, LED lighting, and a natural stone deck — the perfect setting for tranquil outdoor living. Inside, the home unfolds in layers of luxury, from walls finished with faux painting and Venetian plaster to floors of pristine porcelain. At the heart of this residence, a chef’s kitchen awaits, centered around a spacious island with luminous Cristallo countertops, complemented by top-tier appliances, wine fridge, and a design that inspires culinary excellence. The 3 ½ bathrooms are refined with Cristallo countertops and Italian marble, creating an ambiance of spa-like elegance. The home is also equipped with an integrated Automated Smart Home system and whole house water purification. Enhanced for your security and comfort, the home includes new impact windows and doors, a new roof, new 500-gallon propane tank, and a completely upgraded A/C system with new ductwork. This beautiful home has been completely renovated from top to bottom, schedule your private viewing today!



$1,325,000
Decrease*
$70K
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Ketch Cay at Windstar

4970 Bollard Ct, Naples, FL 34112

Homes - 1,813 ft² / 3,202 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool / Spa

Built 1998
Ketch Cay Windstar Naples Homes for Sale: 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!



$899,000
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Somerset At Windstar at Windstar

2117 Paget Cir, Naples, FL 34112

Homes - 1,833 ft² / 2,452 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 1989
Somerset At Windstar Windstar Naples Homes Under Contract: Finally a beautiful home with a view in Somerset on Paget Circle, and it's been 100% totally redone with the utmost of taste and quality in neutral colors.This 3 br condo with 2/ba is fully furnished. With a view of Windstar's largest most spectacular lake it is totally serene and private! This tasteful villa lives like a home with total privacy, no noise and no one upstairs! Windstar features an amazing 18-hole golf course, so coveted that there is actually a waiting list now. The new state of the art clubhouse has just been completed and opens on 1/20. The Southpointe Marina features 72 slips to lease or purchase with no bridges and 5 minutes to the Gulf. The tennis courts and bocce ball at the private members clubhouse offer a special opportunity to meet and have fun along with fine and casual dining both indoors and out. Windstar's private beach on Keewaydin Island is THE MOST FABULOUS HOMEOWNERS' AMENITY ONE COULD HAVE. Our boat will take you daily, morning or afternoon, for a quiet shelling beach experience. In addition sunset cruises take place a couple of nights a week! Naples restaurants and shopping are just minutes away! This is an amazing opportunity!



$2,225,000
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Spyglass Pointe at WindstarNEW

3292 Lookout Ln Sw, Naples, FL 34112

Homes - 2,646 ft² / 2,908 ft² - 2 Car Garage - 2 Carport

3+Den / 3 Baths / 1 Half / Pool / Spa

Built 1997
Spyglass Pointe Windstar Naples Homes Under Contract: Stunning Windstar on Naples Bay free standing home will wow you and your guests. This estate home has been entirely renovated with over $350,000 worth of improvements. Some of the additions are new roof, two new air conditioners, new pool cage and surround, new master bath, new flooring throughout and many, many more additions that are too many to mention. The large, open living/dining room offer a lighted visual out past the pool and onto the sweeping beauty of Windstar's 17th fairway. You and your guests can enjoy making breakfast in the new updated kitchen and breakfast area where you find the fabulous assortment of high-end appliances such as Viking, Bosch, Sub Zero, Miele. Your guests will relate their wonderful experience of sleeping in the Casita with its own bath and listing to the falling sounds from the water fall outside their door. Your morning should include a trip to the Keewaydin Island on Windstar's popular boat, The Queen. You and your guest must plan a shopping trip down on 5th to complete a wonderful time together. Windstar is first on everyone's list. Wont you join us?



$1,398,000
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Regatta Landing at Windstar

2521 Breakwater Way # 1101, Naples, FL 34112

Homes - 2,633 ft² / 2,809 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half

Built 2016
Regatta Landing Windstar Naples Homes Under Contract: Immerse yourself in Naples paradise at this sought-after open floor plan end unit in Regatta Landing at Windstar. This luxurious coach lives like a single-family home with an attached 2-car garage, enclosed lanai, and breathtaking western vistas of the championship golf course and endless lake view sunsets. Inside, a well-designed layout seamlessly connects the great room to a chef-inspired kitchen boasting stainless steel appliances, quartz counters, and a wine cooler. Exquisite finishes, tray ceilings, and wood/tile flooring throughout elevate the ambience, while the owner's suite beckons with a sitting / workout area, walk-in closets, and a spa-like bathroom. Beyond your doorstep, a world of amenities awaits - boat shuttles to a private beach, sunset cruises, tennis, fitness, sparkling pools, and vibrant downtown Naples just a 3-mile drive away. This small and private section of Windstar features its own pool/spa and cabana, and a separate entry and exit accessing Bayshore Drive. Regatta Landing is the epitome of luxurious living in Naples - don't miss your chance to make it yours!



$1,450,000
Sold Price:
$1,375,000
Sold Date:
11/21/2023
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Ketch Cay at Windstar

1741 York Island Dr, Naples, FL 34112

Homes - 1,940 ft² / 2,291 ft² - 2 Car Garage

3 Bed / 3 Baths / Pool / Spa

Built 1999
Ketch Cay Windstar Naples Homes: H11939 - Enjoy the expansive fabulous views of the 6th fairway from the lanai of this delightful open floor plan, single family house! Meticulously maintained with newly renovated, bright white kitchen & tile floors, 3 bed/3 bath home has abundant natural light throughout, with high ceilings, split bedrooms, fireplace, pool & spa, hurricane shutters, lush landscaping & 2 car garage with brick paved driveway. Windstar is a sought-after community, minutes away from Old Naples, with incredible amenities including: Tom Fazio designed golf course, club house with spectacular views of Naples Bay, 72 slip marina with direct Gulf access, clay tennis courts, pickle ball, fitness center, Keewaydin Island Beach Club accessible with private boat shuttle and private membership.



$1,075,000
Sold Price:
$1,000,000
Sold Date:
12/13/2023
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Somerset At Windstar at Windstar

2177 Paget Cir, Naples, FL 34112

Homes - 2,158 ft² / 2,158 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool / Spa

Built 1989
Somerset At Windstar Windstar Naples Homes: Currently the only property in Windstar offering the opportunity of a transferable FULL GOLF MEMBERSHIP AVAILABLE-Beat the wait list! Create your masterpiece with this rarely available Lakefront Villa. Relax and dine in the spacious great room with soaring ceilings. Eat-in kitchen and glass enclosed lanai mean additional living space while swimming in the oversized rectangular pool or relaxing in the spa looking up at the open sky completes the picture. Master bedroom with ensuite shower plus 2 guest bedrooms welcome family and friends. Plantation shutters thru-out plus hurricane windows and doors. The long lake view with open grass space and mature landscaping to the right provides a spacious feeling with privacy-no other homes in sight! Residents can ride the shuttle boat to their own private beach on Keewaydin Island-what a plus! Golf and Social memberships can round out your lifestyle. Windstar is Naples only gated golf community with its own marina and direct gulf access. Boat slips can be purchased or rented when available. All of this is a quick ride to downtown Naples-fine dining, shopping, galleries and beaches.




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*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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