Windstar Real Estate

Windstar Real Estate

Welcome to Windstar, a hidden gem nestled in the heart of Naples, Florida. This picturesque neighborhood is renowned for its stunning waterfront views, lush landscapes, and a lifestyle that blends relaxation with recreation. Windstar is perfectly situated along the shores of Naples Bay, offering residents unparalleled access to the serene beauty of Florida's natural surroundings.

As you stroll through the tree-lined streets, you'll discover a charming community that prides itself on its friendly atmosphere and welcoming spirit. The area is characterized by elegant single-family homes and luxurious condominiums, many of which boast breathtaking views of the bay and the vibrant sunsets that Naples is famous for.

For those who enjoy an active lifestyle, Windstar is home to a world-class golf course designed by the legendary Jack Nicklaus, along with a private marina that provides easy access to the Gulf of Mexico. Whether you’re sailing, fishing, or simply soaking in the sun, the opportunities for outdoor adventure are endless.

Windstar’s prime location means you’re just a short drive away from Naples’ renowned shopping, dining, and cultural attractions. From the upscale boutiques of Fifth Avenue South to the pristine beaches of the Gulf Coast, everything you need is within reach.

With its unique blend of tranquility and convenience, Windstar is not just a neighborhood; it’s a lifestyle choice. Experience the charm of this exquisite community and discover why so many call Windstar home. Your dream home awaits in this idyllic slice of paradise!

Newest Listings in Windstar

$549,000
2 Beds ⋅ 2 Baths ⋅ 226032840 MLS ⋅ Compass Point South BLDG.
Welcome to Compass Point at Windstar on Naples Bay. This thoughtfully renovated 2 bedroom/2 bath coveted first floor end unit feels more like a house. Open-concept living space including a chef's like eat-in kitchen with stainless steel appliances, white shaker cabinetry and granite countertops. Spacious living room/dining room with wall of sliding glass doors opening out to lanai seamlessly blending indoor/outdoor living. Gorgeous views of 17th fairway, lake, mature trees and sunsets. Master suite oasis including spacious bedroom, walk-in closet with custom built-ins, spa-like bath with oversized walk-in shower and double vanity. Great size guest bedroom plus hall bathroom and convenient laundry 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 6-acre beach on Keewaydin Island with boat shuttle from Windstar dock plus a full service 73-slip deep water marina. Newly renovated club (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 new state of the art fitness center. Convenient location less than a 10 minute drive to downtown's 5th Avenue renowned for its fine dining, shopping and beaches. Close to Naples Botanical Garden and Naples pickleball center. Easy access to I-75, Naples and Fort Myers airports. Simply move right in for season!

3554 HALDEMAN CREEK DR Unit 111, Naples
$749,000
2 Beds ⋅ 2 Baths ⋅ 226032827 MLS ⋅ Marina Cove BLDG.
Welcome to Marina Cove at Windstar on Naples Bay. This 2-bedroom plus den, 2-bath coveted end unit offers the spacious feel and privacy of a single-family home. The open-concept living area features a chef-inspired eat-in kitchen with stainless steel appliances, white cabinetry, contemporary countertops and island, flowing seamlessly into the spacious living and dining areas. Expansive glass doors open to a large screened lanai, creating effortless indoor-outdoor living while showcasing beautiful views of lush green space, lakes, the golf course, mature trees and spectacular sunsets. The primary suite is a private retreat featuring a spacious bedroom, walk-in closet with custom built-ins and spa-like bath with a walk-in shower, double vanity and private water closet. A guest bedroom, versatile den, full guest bath and convenient laundry complete the interior, while an attached 2-car garage provides exceptional storage and convenience. Windstar on Naples Bay offers a lifestyle unlike any other gated golf community in Naples, featuring a Tom Fazio-designed 18-hole golf course, direct access to Naples Bay, a private 6-acre beach on Keewaydin Island with boat shuttle service from the Windstar dock and a full-service 73-slip deep-water marina. The newly renovated clubhouse, available with separate club membership, features multiple dining venues overlooking Naples Bay and Port Royal, a billiards room, six Har-Tru tennis courts, bocce courts and a state-of-the-art fitness center. Ideally located less than 10 minutes from downtown Naples and renowned Fifth Avenue South with its exceptional dining, shopping and nearby Gulf beaches. Naples Botanical Garden and the East Naples pickleball complex are also nearby, with convenient access to I-75 and both Naples and Southwest Florida International airports.

5015 MARINA COVE DR Unit 203, Naples
$1,295,000
2 Beds ⋅ 2.5 Baths ⋅ 226031090 MLS ⋅ Regatta Landing BLDG.
Welcome to 2439 Breakwater Way, Unit 9102 — a beautifully upgraded coach home in Regatta Landing, the newest enclave within the prestigious Windstar on Naples Bay community. This isn't just a home, it's a front-row seat to the boating, golf, and coastal lifestyle Naples is known for. Spanning over 2,600 square feet, this first-floor residence lives large with 2 bedrooms plus a den, 2.5 baths, and a 2-car attached garage. From the moment you walk in, quality is evident: beautiful French Oak hardwood floors run throughout, complemented by crown molding, plantation shutters, and frameless shower doors that elevate every room. The kitchen is a showpiece — stainless KitchenAid appliances, double wall ovens, quartz counters, and under-cabinet lighting come together for a space built for both everyday living and serious entertaining. Step out onto the spacious, fully enclosed lanai and take in tranquil canal and mangrove views — a private, peaceful backdrop that's hard to find this close to the water. Upgraded with glass doors, the lanai stays cool and comfortable year-round while offering the feel of an outdoor living space. Boat dock with lift options are available for purchase just steps behind the home, offering a short ride straight out to Naples Bay and the Gulf of Mexico. Beyond your door, Windstar delivers a resort-caliber lifestyle: a gated, boating and golf community with tennis courts, and a community pool, spa, and grill room just a short walk away. Built in 2017 and offered with quality upgrades throughout, this is a rare opportunity to own in one of Naples' most sought-after waterfront communities — where boating, golf, and bay views come standard.

2439 Breakwater WAY Unit 9102, Naples
$2,795,000
3 Beds ⋅ 3.5 Baths ⋅ 226028395 MLS ⋅ Admirals Watch BLDG.
Welcome to 1600 Star Point Lane in the highly coveted enclave of Admirals Watch of Windstar on Naples Bay. Enter the elegant lobby of this 4-unit boutique building to the elevator which opens directly into your 3 Bedroom, 3.5 Bathroom tastefully updated home in nearly 2800 square feet of living space. Open-concept living area with walls of glass affording stunningly gorgeous western views of golf course, Naples Bay, Port Royal, Royal Harbor and sunsets. A true chef's eat-in kitchen replete with contemporary white quartz countertops, stainless steel appliances, breakfast bar, dining area plus a sitting room with lovely fireplace. Master Suite oasis featuring large bedroom with wall of glass overlooking the bay, dual walk-in closets with custom built-ins plus an updated en-suite bathroom with walk-in shower, soaking tub, dual vanities and separate water closet. Split floor plan with 2 additional guest suites (1 is set up as home office) each with en-suite bathrooms and views of the preserve. Full size laundry room plus a convenient updated powder room. Lovely terrace provides additional outdoor living space. Oversized 2-car garage. Gorgeous resort-style pool and spa. 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, billiards room, 6 Har-Tru tennis courts, bocce courts and a state of the art fitness center. 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 has been thoughtfully updated with modern features perfect for today's paradise living. If you are looking to buy the quintessential, resort style low-maintenance home in Naples look no further!

1600 STAR POINT LN Unit 2-201, Naples
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 2026023271 MLS ⋅ Windward Cay BLDG.
Skip Windstar's 7-year golf waitlist — full golf membership transfers at closing. Windstar on Naples Bay caps golf membership at 350. The waitlist currently runs approximately seven years. This sale is the shortcut: seller relinquishes their full golf membership at closing, giving the buyer immediate access to the Tom Fazio championship course, clubhouse, and practice facility — no waitlist (initiation fee and dues apply). The home: fully furnished 3BR/3BA two-story townhouse with den and 1-car garage, directly on the golf course inside Windstar's private gates — Naples' only gated golf community with direct bay access, a private marina, and its own beach on Keewaydin Island. The water: deeded Boat Slip #13 at Southpointe Yacht Club — deep-water marina fully rebuilt in 2023 with new pilings and composite docks. Direct Naples Bay and Gulf access, no bridges. Slip ownership includes private marina pool/spa and common area. Golf in the morning. Gulf by afternoon. Home on the course. One closing delivers all three. Furnished. Move-in ready.

4700 Yacht Harbor DR Unit 622, Naples
$425,000
3 Beds ⋅ 2 Baths ⋅ 2026028731 MLS ⋅ Windward Cay BLDG.
Discover exceptional value and an unbeatable lifestyle in this beautifully maintained first-floor residence located in the prestigious gated community of Windstar on Naples Bay. Offering nearly 1,800 square feet of thoughtfully designed living space, this 2-bedroom, 2-bathroom condo with a den features soaring vaulted ceilings, crown molding, plantation shutters, and an attached one-car garage. Perfectly positioned just steps from the community pool, the screened lanai overlooks lush tropical landscaping and the picturesque 7th tee, creating a peaceful backdrop that perfectly complements the community's renowned golf lifestyle. A fully paid reverse osmosis water treatment system provides an added level of comfort and value. Windstar is one of Naples' most exclusive communities, offering a rare combination of championship golf and direct Gulf access. Residents enjoy a private boat shuttle to Keewaydin Island, a 72-slip deep-water marina, and a beautifully redesigned clubhouse with waterfront dining overlooking Naples Bay. The community also features tennis, bocce, a state-of-the-art fitness center, and a vibrant social calendar, with residents receiving priority on the waitlist for Social and Social Summer Golf Memberships. Ideally located just minutes from the vibrant Bayshore Arts District, Naples Botanical Garden, and less than four miles from the world-class dining, shopping, and white sand beaches of 5th Avenue South, this home offers the perfect opportunity for full-time living, a seasonal retreat, or an exceptional investment in one of Naples' most desirable waterfront communities.

4700 Yacht Harbor DR Unit 612, Naples
$675,000
3 Beds ⋅ 2 Baths ⋅ 226021275 MLS ⋅ Marina Cove BLDG.
Welcome to Marina Cove at Windstar on Naples Bay. This 3 bedroom/2 bath coveted first floor end unit unit feels more like a house. Open-concept living space including an eat-in kitchen and island with spacious living room/dining room with wall of sliding glass doors opening out to large lanai seamlessly blending indoor/outdoor living. Tranquil views of mature tropical landscaping. Master suite oasis including spacious bedroom, walk-in closet with custom built-ins, spa-like bath with walk-in shower, soaking tub, double vanity and separate water closet. 2 additional guest bedrooms plus hall bathroom, convenient laundry and a 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 6-acre beach on Keewaydin Island with boat shuttle from Windstar dock plus a full service 73-slip deep water marina. Newly renovated club (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 summer 2026 completion. Convenient location less than 10 minute drive to downtown's 5th Avenue renowned for its fine dining, shopping and beaches. Walk to Naples Botanical Garden and East Naples pickleball center. Easy access to I-75, Naples and Fort Myers airports

5035 YACHT HARBOR DR Unit 103, Naples
$799,000
3 Beds ⋅ 2 Baths ⋅ 226014823 MLS ⋅ Spinnaker Pointe BLDG.
Welcome to Spinnaker Point at Windstar on Naples Bay, where golf, waterfront, and refined coastal living converge. This beautifully updated coach home offers 1,832 square feet under air (2,243 total) with a desirable 3 bedroom 2 bath layout that lives like a private single-family residence. The third bedroom easily converts to an office/flex space. Soaring ceilings, crown molding and an open, light-filled floor plan create an effortless flow for everyday living and entertaining. The large custom kitchen island anchors the space, while expansive glass sliders frame sweeping golf course and tranquil lake views. A glass-enclosed, air-conditioned lanai extends the living area—ideal for lounging, working, or hosting against a serene backdrop. The primary suite is a private retreat with a custom walk-in closet and a spa-style bath featuring an oversized rain shower and floating double vanity. A spacious guest bedroom and full bath offer comfort and privacy. Additional features include a well-appointed laundry room with custom cabinetry, custom quartz countertops just off an attached garage with epoxy flooring and built-in utility sink. Thoughtfully renovated with high-end finishes and exceptional craftsmanship, this residence is truly move-in ready. Just steps from the pool, spa, and clubhouse, and moments from the private marina, Windstar offers Naples’ only gated golf community with a Tom Fazio-designed championship course, private beach access on Keewaydin Island via boat shuttle, and a 73-slip deep-water marina. Optional clubhouse membership includes dining, tennis, bocce, and a new fitness center planned for 2026. Ideally located just 2 miles to 5th Avenue South, 3rd Street South, beaches, and the vibrant Bayshore Arts District.

3580 Windjammer CIR Unit 1603, Naples
$415,000
2 Beds ⋅ 2 Baths ⋅ 226011185 MLS ⋅ Compass Point South BLDG.
There are very few addresses in Naples where you can wake up to water views, walk to a deep water marina, and live inside a private gated golf community at this price. This is one of them. Unit 113 at Compass Point South offers a rare first-floor entry into Windstar on Naples Bay, one of Naples' most distinctive and amenitized communities. With two bedrooms, two full baths, and views of the lake and golf course from your screened and tiled lanai, this is a home that lives beautifully and costs far less than nearly everything else within these gates. Windstar is in a category of its own. A Tom Fazio-designed championship golf course, a newly reimagined clubhouse overlooking Naples Bay, a 72-slip deep-water marina with direct Gulf access in under ten minutes, clay tennis courts, bocce, fitness, and a private beach shuttle to Keewaydin Island. All of this, plus the Bayshore Arts District, Naples Botanical Garden, and Fifth Avenue South just minutes from your front door. Compass Point South adds its own layer of ease: two resort-style pools, covered parking, a community elevator, and lush tropical landscaping that makes every arrival feel like a reset.

3554 Haldeman Creek DR Unit 113, Naples
$725,000
2 Beds ⋅ 2 Baths ⋅ 226009275 MLS ⋅ Marina Cove BLDG.
Turnkey furnished with peaceful water views in the highly sought after community of Windstar on Naples Bay, this beautifully updated Marina Cove coach home offers the perfect blend of luxury, comfort, and the Naples waterfront lifestyle. Offering 2 bedrooms plus a flexible den that easily lives as a third bedroom or home office, this spacious residence features soaring ceilings, abundant natural light, and an open flowing floor plan designed for effortless living and entertaining. The island kitchen seamlessly connects to the living and dining areas, while large sliding glass doors open to a screened lanai overlooking a tranquil lake and water feature. Thoughtfully updated and move in ready, this home includes an attached two car garage and lives like a private single family residence with the convenience of condominium ownership. Just a short stroll away are the heated community pool, spa, clubhouse, and Windstar’s private marina. Residents enjoy exclusive amenities including the private Keewaydin Island beach club with shuttle service aboard the Keewaydin Queen, as well as close proximity to downtown Naples, Fifth Avenue South, Gulf beaches, and the vibrant Bayshore Arts District with restaurants, coffee shops, art galleries, the Naples Botanical Garden, and the USOP National Pickleball Center. Elegant, turnkey, and ideally located, this Marina Cove residence captures the very best of the Naples lifestyle.

5095 Yacht Harbor DR Unit 203, Naples
$425,000
2 Beds ⋅ 2 Baths ⋅ 226003353 MLS ⋅ Compass Point South BLDG.
Welcome to 3522 Haldeman Creek Drive in the community of Compass Point of Windstar on Naples Bay. This 2 bedroom/2 bathroom corner end unit on the second floor is full of natural light with both eastern and western exposures. Spacious eat-in kitchen, inviting dining and living areas with wall of sliding glass opening out to lanai with western views of the 17th fairway. Master suite with en-suite bathroom. Guest bedroom plus hall bathroom plus convenient laundry room with great storage. 1-car carport plus plenty of non-deeded guest parking. Lovely community of just 4 elevator buildings, 2 community pools that were fully renovated a couple years ago. 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.

3522 HALDEMAN CREEK DR Unit 4-121, Naples
Start Your Search

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.