Naples Florida Homes for Sale

Regatta Landing - Naples Florida Homes for Sale

$1,249,000
2 Beds ⋅ 2 Baths ⋅ 226022290 MLS
Experience the best of Naples living in this beautifully appointed 2-bedroom, 2-bath condominium in Regatta Landing at Windstar. Designed with an elegant coastal contemporary aesthetic, this spacious residence offers refined finishes and a thoughtfully designed floor plan. The great room with a soaring, tray ceiling offers ample space for everyday living and entertaining. The kitchen featuring stainless steel appliances, quartz countertops and large island is every chef’s dream. The expansive primary suite serves as a private retreat, featuring a luxurious bathroom with dual vanities, a separate soaking tub, and a large walk-in shower. An owner’s private storage closet adds valuable convenience. A comfortable guest bedroom and full guest bath provide welcoming accommodations for family and friends, while a separate den offers flexibility for a home office, media room, or additional living space. Relax on the screened lanai overlooking the tranquil mangroves of Haldeman Creek, where peaceful natural views create the perfect backdrop for morning coffee or evening sunsets. Regatta Landing offers a separate community pool and cabana for resident use. Located within Windstar on Naples Bay, a private gated community, residents enjoy an exceptional lifestyle with optional memberships available for social activities, tennis, golf, and marina access. Members can also take advantage of the shuttle boat service to a private beach on Keewaydin Island. Conveniently located off Bayshore Drive, Windstar is just minutes from the Naples Botanical Garden, Celebration Park, downtown Naples, and an array of shopping, dining, and entertainment destinations. This is a rare opportunity to enjoy luxury coastal living in one of Naples’ most desirable waterfront communities.

2488 Breakwater Way Unit 13101, Naples

Courtesy of ERA Naples Realty Services
$1,849,000
3 Beds ⋅ 4 Baths ⋅ 226016686 MLS
Immediate Full Golf Membership to Windstar on Naples Bay available with purchase! (Separate Fee) Beautiful top floor coach home offering lake and fairway views.

2513 Breakwater Way Unit 2-202, Naples

Courtesy of Downing Frye Realty Inc.

Selling Office: .

$1,250,000
2 Beds ⋅ 2 Baths ⋅ 226015171 MLS
Welcome to a BOATER'S DREAM in Regatta Landing at Windstar! Your 25ft boat dock with lift is just steps away 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!

2488 Breakwater Way Unit 102, Naples

Courtesy of Diversified Real Estate Group
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 226007382 MLS
Step into the Windstar lifestyle and experience one of Naples’ most coveted private communities. This exceptional residence presents the opportunity to skip the waitlist and apply for immediate Social Membership, with the option to upgrade to Social with Summer Golf at Windstar on Naples Bay, offering a rare advantage for those looking to enjoy club living without delay. Welcome to 2472 Breakwater Lane, Unit 11-102, a stunning coastal residence built in 2021, offering 2,348 square feet under air and over 3,100 total square feet including a private two-car garage. Thoughtfully designed for those who value both luxury and ease, this home blends elevated finishes with effortless indoor-outdoor living. From the moment you enter, soaring 12-foot ceilings and expansive hurricane-impact windows and doors create a bright, open atmosphere filled with natural light. The spacious open-concept layout is perfect for entertaining or simply enjoying the relaxed elegance of Naples living. Quartz countertops and refined finishes throughout bring a clean, sophisticated coastal aesthetic to every space. Boating enthusiasts will appreciate the rare opportunity to purchase a 30-foot direct Gulf access boat slip with a 12,000-pound electric lift, ideally located just a short walk down the street, making spontaneous days on the water effortless and convenient. Boat slip available for separate purchase. Step outside to the screened lanai and enjoy peaceful water views that create a serene setting for morning coffee or evening unwinding. The calm, reflective backdrop enhances the indoor-outdoor connection that defines Southwest Florida living. The two-Bedroom plus Den floor plan offers versatility to fit your lifestyle. The Den is ideal as a home office, media space, or quiet retreat, and can easily be converted into a third bedroom for additional guests. The primary suite is a private sanctuary featuring dual walk-in closets with custom built-ins and a beautifully designed spa-style bath with dual vanities, a soaking tub, and a large walk-in shower that feels both luxurious and relaxing. Within Regatta Landing, residents enjoy their own private resort-style pool, spa, and outdoor barbecue kitchen area, creating an exclusive setting for relaxing, entertaining, and connecting with neighbors just steps from your residence. Located within Windstar on Naples Bay, residents and members enjoy a private marina with direct Gulf access, championship golf, tennis, fitness, dining, and a private beach club on Keewaydin Island. All of this is just minutes from the dining, shopping, and coastal charm of Downtown Naples and its beautiful Gulf beaches. For the buyer seeking a move-in ready residence with boating potential, water views, and the opportunity to step into an exclusive club lifestyle without the typical delays, this is an exceptional offering.

2472 Breakwater Way Unit 11102, Naples

Courtesy of John R Wood Properties

Selling Office: .

$1,090,500
2 Beds ⋅ 2 Baths ⋅ 226007427 MLS
Beautiful first-floor end unit with no neighboring building next door. Built in 2021, this highly desirable open floor plan features 2 bedrooms + den (with Murphy bed), 2 full baths, loads of upgrades, and an attached 2-car garage, along with storm impact windows and doors, crown molding, and 2,348 sq. ft. of living area with over 3,000 sq. ft. total. The thoughtfully designed layout flows effortlessly from the spacious great room into the expansive open kitchen, beautifully appointed with an oversized island, custom white wood cabinetry, stainless steel appliances, induction cooktop, double wall oven, wine cooler, and quartz countertops. Large-format tile flooring runs throughout the main living areas, enhancing the home’s bright and airy ambiance. The luxurious primary suite offers a comfortable sitting or desk area, two custom walk-in closets with built-ins, and a spa-inspired bath featuring dual vanities, a walk-in shower, and a relaxing soaking tub. Regatta Landing, located directly on Haldeman Creek, offers owners the opportunity to purchase 20–30 ft. boat slips, most with lifts, when available, providing direct deep-water access to Naples Bay and the Gulf—enhancing the ultimate boating lifestyle. Residents also enjoy a sparkling private community pool and spa, along with a social grill room perfectly positioned on the waterway—ideal for embracing the Southwest Florida lifestyle. Windstar offers exceptional amenities including a Tom Fazio–designed golf course, newly redesigned clubhouse with sweeping views of Naples Bay, 72-slip deep-water marina with direct Gulf access in under ten minutes, clay tennis courts, bocce ball, state-of-the-art fitness center, and private Windstar boat shuttle to Keewaydin Island’s white sandy beach featuring a shaded pavilion, restrooms, charcoal grill, and exceptional shelling & fishing!

Naples

Courtesy of Downing Frye Realty Inc.

Selling Office: .

$1,795,000
3 Beds ⋅ 4 Baths ⋅ 226000889 MLS
Located in Windstar on Naples Bay. Naples only gated private golf club that features both a marina and private beach on Keewaydin Island. This exceptional condo with recent updates conveys with a 30-foot boat slip equipped with a 15,000 lb lift, providing quick access to Naples Bay and the Gulf with no bridges to navigate. This condo lives like a single family home with en-suite guest rooms, one featuring its own private balcony. Its spacious open floor plan seamlessly blends elegance and comfort, perfect for both relaxation and entertaining. The oversized living space opens to the lanai which overlooks the 15th fairway and shimmering lake waters. The western exposure ensures stunning sunsets nearly every evening. Generous storage options throughout; the two-car garage includes an expansive storage area, ideal for bikes or a home gym. Windstar is distinguished as the sole private club in Naples offering golf along the bay, featuring both a marina and a private beach on Keewaydin Island. Take a day trip aboard Windstar’s boat shuttle, the *Keewaydin Queen*, to enjoy your private beach or relax on a sunset cruise. Windstar’s meticulously cared-for Tom Fazio-designed 18-hole golf course offers eight sets of tees strategically placed to cater to golfers of varying skill levels, making it Naples' premier waterfront golf course. For those who prefer socializing over golfing, members enjoy all clubhouse privileges, including access to exclusive club events, exquisite dining at all four venues, tennis, bocce, and fitness facilities. All owners at Windstar have unlimited access to the private beach and the Keewaydin boat shuttle. Experience the perfect blend of luxury and leisure in this remarkable Windstar condo—don't miss the opportunity to call it your home!

2481 BREAKWATER Way Unit 6-201, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$1,700,000
4 Beds ⋅ 3 Baths ⋅ 225072928 MLS
Your Naples Dream Home is ready- Turnkey Furnished Luxury in Naples’ Most Exclusive Boating & Golf Community! Welcome to Regatta Landing, the newest and most sought-after enclave in Windstar on Naples Bay, where luxury living meets unmatched lifestyle perks. Built in 2021, this professionally decorated and turnkey furnished residence spans 3,403 square feet under air and 4,437 total square feet, offering an expansive layout with four Bedrooms, three Full Bathrooms, and multiple outdoor living spaces, including balconies and a spacious screened lanai with serene views. Step inside to discover soaring 14-foot ceilings and an elevated coastal design throughout. The open concept floor plan features a private elevator, gourmet kitchen with oversized island, Monogram appliance package, quartz countertops, walk-in pantry, coffee bar, wet bar, and wine cooler making it perfect for entertaining in effortless style. Elegant finishes like shiplap detailing add charm and warmth, while the oversized attached two-car garage, with extra storage area, and hurricane impact doors and windows provide both comfort and security.Beyond the residence lies a lifestyle that is truly unmatched. Windstar on Naples Bay is a guard-gated, private country club community offering a world of amenities: a Tom Fazio–designed 18-hole championship golf course, tennis, and a soon-to-be-completed state-of-the-art fitness center overlooking the water (2026). The bayside clubhouse offers fine dining with sweeping views, while a private boat shuttle whisks you away to Windstar’s exclusive retreat on Keewaydin Island, where a pristine beach awaits. For boaters, Windstar boasts a private deepwater marina with 72 slips, private Marina Clubhouse and a full-time harbormaster. All of this is just five minutes from downtown Naples, where world-class dining, shopping, and beaches await, and right next to the Bayshore Arts District, one of the city’s most vibrant neighborhoods. This is more than a home....it’s a gateway to the ultimate Naples lifestyle.

2472 Breakwater Way Unit 11-202, Naples

Courtesy of John R Wood Properties

Selling Office: .

$1,200,000
3 Beds ⋅ 3 Baths ⋅ 225065720 MLS
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.

2431 Breakwater Way Unit 10101, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$1,820,000
4 Beds ⋅ 3 Baths ⋅ 225042010 MLS
Your Naples Dream Home-Turnkey Furnished Luxury in Naples’ Most Exclusive Boating & Golf Community! Welcome to Regatta Landing—the newest and most sought-after enclave in Windstar on Naples Bay, where luxury living meets unmatched lifestyle perks. Built in 2021, this turnkey furnished residence spans 3,403 square feet under air and 4,437 total square feet, offering an expansive layout with four bedrooms, three full bathrooms, and multiple outdoor living spaces, including balconies and a spacious screened lanai with serene water views. Step inside to discover soaring 14-foot ceilings and an elevated coastal design throughout. The open concept floor plan features a private elevator, gourmet kitchen with oversized island, Monogram appliance package, quartz countertops, walk-in pantry, coffee bar, wet bar, and wine cooler—perfect for entertaining in effortless style. Elegant finishes like shiplap detailing add charm and warmth, while the attached two-car garage with extra storage and hurricane impact doors and windows provide both comfort and security. What truly sets this property apart is its rare offering: the option of ownership of a 38-foot dated slip in the prestigious Windstar Marina. Enjoy instant access to one of Naples’ only deep-water, private marinas, featuring a full-time harbormaster, electric/water hookups, and an exclusive marina clubhouse, all just 5 minutes to the open Gulf. Windstar on Naples Bay is a guard-gated, resort-style community offering a Tom Fazio-designed 18-hole championship golf course, tennis, a brand new state of the art fitness center opening in 2026, fine dining, a bayside clubhouse with panoramic views, and a private boat shuttle to Keewaydin Island. All this just 5 minutes to Downtown Naples, white-sand beaches, and the dynamic Bayshore Arts District, known for its thriving art scene, waterfront eateries, and local culture. Whether you’re a golfer, boater, or simply craving a move-in-ready slice of paradise—this is a rare opportunity to own the best of Naples living.

2472 Breakwater Way Unit 11-202, Naples

Courtesy of John R Wood Properties

Selling Office: .

$1,000,030
2 Beds ⋅ 2 Baths ⋅ 225036855 MLS
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!

2488 Breakwater Way Unit 102, Naples

Courtesy of Diversified Real Estate Group

Selling Office: .

$1,375,000
3 Beds ⋅ 4 Baths ⋅ 224088850 MLS
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.

2481 Breakwater Way Unit 201, Naples

Courtesy of Luxe Naples Real Estate

Selling Office: .

$1,500,000
3 Beds ⋅ 3 Baths ⋅ 225050382 MLS
Welcome to Elevated Coastal Living at its finest in Regatta Landing at Windstar on Naples Bay Step into an exceptional waterfront lifestyle in this rarely available and absolutely stunning coach home offering 3,563 square feet under air (and 4,453 total) of refined, light-filled living space designed for both luxurious comfort and effortless entertaining. Built in 2020 and loaded with upgrades, this residence lives like a single-family home with the ease of condo living. From the moment you enter your private elevator into the expansive open floor plan, you’re greeted by soaring ceilings, sweeping peaceful views, and designer finishes throughout. The gourmet kitchen is a showstopper that is sprawling in scale with a massive center island with Quartz countertops, induction cooktop, dual wall ovens, and a walk-in pantry that’s practically a room of its own. Entertain in style with a wet bar, coffee bar, and two wine coolers—all perfectly designed to impress guests or unwind in luxury. This home offers Three spacious Bedrooms plus a Den and Three Full Bathrooms, with one guest suite generous enough to serve as a second primary bedroom complete with its own en-suite bath, enormous walk-in closet, and ample square footage for long-term visitors or multigenerational living. The screened back lanai offers a peaceful escape with serene water views, lush tropical landscaping, and electric hurricane shutters for peace of mind. Hurricane-impact resistant windows and doors throughout further enhance safety and security. Step outside to your private balcony, enjoy morning coffee with the birds, or toast to golden hour sunsets. Tucked behind the gates of Regatta Landing, the newest community in prestigious Windstar on Naples Bay, you’ll enjoy exclusive access to a resort-style cabana pool with a summer kitchen overlooking the water—a perfect retreat just steps from your front door. Windstar on Naples Bay is one of Naples’ best-kept secrets offering residents a private boat shuttle to the Keewaydin Island Beach Club, with trips running multiple times daily and sunset cruises in the evening. Windstar’s unmatched amenities include a Tom Fazio-designed golf course, tennis and pickleball courts, a clubhouse with fine dining, a fitness center, and a deepwater marina. Ideally located just minutes from downtown Naples and the sugar sand beaches, you’ll also love being right at the gateway to the Bayshore Arts District an eclectic and rapidly growing hub of creativity and culture. Walk or bike to waterfront dining, breweries, live music, art galleries, the botanical gardens, and more. If you’re looking for a home that blends spacious luxury, waterfront serenity, and a vibrant lifestyle this one checks every box.

2488 Breakwater Way Unit 201, Naples

Courtesy of John R Wood Properties

Selling Office: .

$1,225,000
3 Beds ⋅ 3 Baths ⋅ 225038018 MLS
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.

2505 Breakwater Way Unit 3102, Naples

Courtesy of John R Wood Properties

Selling Office: .

$1,295,000
3 Beds ⋅ 2 Baths ⋅ 225016783 MLS
Step into your own slice of paradise in this well-appointed three-bedroom, two-bath end-unit at Regatta Landing in Windstar, one of the community’s newest and most exclusive developments. Designed for easy, upscale living, this villa blends contemporary elegance and coastal charm with an open floor plan, high ceilings, modern fireplace, large enclosed lanai with serene views and a two-car garage. The kitchen is equipped with sleek stainless steel appliances, quartz countertops and is ideal for entertaining. The primary suite is a private sanctuary, offering a cozy sitting area, walk-in closets and a spa-like bath for ultimate relaxation. In a gated, pet-friendly community, Regatta Landing offers peace and privacy with its exclusive pool, spa and cabana area, plus a separate entry and exit on Bayshore Drive. Windstar’s world-class amenities include golf, private beach shuttles to Keewaydin Island, sunset cruises, tennis and fitness facilities, plus a 72-slip private marina. Moments from the lively Bayshore Arts District and only minutes to downtown Naples, where world-class dining and shopping awaits.

2496 Breakwater Way Unit 101, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$1,325,000
3 Beds ⋅ 3 Baths ⋅ 224097240 MLS
This exceptional Regatta Landing unit in Windstar on Naples Bay offers unparalleled privacy in an idyllic location at the end of a peaceful cul-de-sac. With serene views of lush green space and tranquil waterway, you’ll enjoy the convenience of a boat slip just steps from your lanai, all within sight of the water. This unique spot on Haldeman Creek is only 10 minutes from Naples Bay by boat, renowned for its dolphins, manatees, and abundant birdlife. (Optional purchase with this residence is a 30’ Dock Slip with a 15,000 lb. lift) Located in the newest community in Windstar, the only golfing community on Naples Bay, this home seamlessly blends modern luxury and natural beauty and “lives” like a single family home. The main living area and master suite feature soaring 12-foot ceilings with double crown molding, while the bedrooms are accentuated with additional crown molding for an elegant touch. The master bathroom with walk in oversize shower and separate soaking tub is equipped Moen fixtures and marble vanities. Custom mirror frames in all bathrooms enhance the cabinetry, adding a polished finish. Custom California closets in every bedroom provide ample storage and organization. Tile flooring, in an Oxford wood plank style, runs throughout most of the unit, offering a cohesive and modern aesthetic. Hickory plank wood flooring in the master suite provides warmth and character. The chef’s kitchen boasts Kitchen Aid appliances, built-in gourmet cabinetry, a spacious island with cabinetry and seating, and a beautiful subway tile backsplash—perfect for entertaining. Throughout the home, Hunter Douglas blinds offer privacy and sophistication, including motorized blackout blinds in the master bedroom and plantation shutters in the other two bedrooms. A security system and whole house surge protector provide peace of mind and additional protection. Impact-resistant doors and windows enhance safety, and the air conditioning system features a UV (blue) light for improved air quality. The lanai overlooking the waterway is enclosed with floor to ceiling glass doors installed by Impact Ready Glass SWFL, creating additional living space which can be enjoyed comfortably all year round. A spacious 2 car garage and large private driveway provides further convenience. Windstar on Naples Bay is less than 4 miles to downtown Naples and is located in the booming Bayshore Arts District. Residents enjoy access to Windstar on Naples Bay’s private waterfront amenities, including a Tom Fazio-designed 18-hole Championship Golf Course and the Southpointe Yacht Club with a private deep-water marina offering direct Gulf access with optional memberships. All owners can enjoy a boat shuttle to a private beach on Keewaydin Island. A perfect blend of luxury, comfort, and privacy, this home offers the best of Florida living with exquisite design, luxurious upgrades, and world-class amenities, all within one of Naples' most desirable communities.

2431 Breakwater Way Unit 102, Naples

Courtesy of John R Wood Properties

Selling Office: .

$1,800,000
3 Beds ⋅ 3 Baths ⋅ 224053375 MLS
Welcome to Regatta Landing, a luxurious coach home neighborhood in the gates of Windstar offering upscale, open-concept residences & some of the finest amenities Naples has to offer. From boating, golf, tennis & a first class newly renovated club house, plus a beach shuttle to Windstar’s private beach, this home truly checks all the boxes. Attention to detail was key in this home’s design & elegant upgrades. This dual level, 3 Bedroom, 3 bath smart home has exquisite styling & upgraded finishes throughout. A chef’s delight, this island kitchen includes tons of counter space, storage, Monogram S/S appliances, an induction cooktop, wine chiller, custom walk-in pantry & island dining for 4. Across the living room, you will find the fully equipped corner bar perfect for entertaining. The expansive primary suite is just off the kitchen & includes all the finest spa indulgences every owner deserves including heated towel bars, walk-in wardrobes & private patio access. Across the home, the second bedroom ensuite could be used as a 2nd primary due to its comparable size & the third bedroom comes with a walk-in closet & its own private veranda. Additionally the home office is located just off the main living area via French door entry. From the oversized 2 car garage, it’s easy to send groceries up on the elevator, or enter through the main front door to a gorgeous, sleek glass railing staircase complimented with souring 16 foot ceilings and a suspended crystal light fixture. The home features all quartz counters & backsplashes plus all lighting, fans & window shades have Lutron switch panels & remotes. Wood-look porcelain tile spans the main living rooms including the balcony porches and there is plush carpeting in every bedroom. Windstar on the Bay is truly one of Naples best kept secrets with its marina options, boating proximity to open water & our local beaches, plus being so close to downtown Naples for a fraction of the price. Just outside the gates, you can also enjoy the beautiful Naples Botanical Gardens, Naples Art District studios, Celebration Food Park & many other unique dining experiences...so lots to do right nearby. Are you ready to enjoy Naples best hidden gem community? (Owner has now moved his items out of the home.)

2542 Windward Court Unit 16-201, Naples

Courtesy of EXP Realty LLC

Selling Office: .

$1,475,000
3 Beds ⋅ 4 Baths ⋅ 224028970 MLS
Stunning residence in Regatta Landing at Windstar Country Club. This golf and boating community offers an array of desirable features. Minutes from the vibrant energy of 5th Ave and the pristine shores of Naples Gulf beaches. Inside, discover an open layout with high volume ceilings spanning over 3,800 square feet with 3 beds, an office, a spacious great room, a chef's kitchen, a wet bar, and 2 expansive outdoor living spaces in the front and rear of the residence providing versatile spaces to accommodate your lifestyle. The west rear exposure bathes the home in natural light and offers breathtaking water views, the lush golf course, and those coveted Florida sunsets. Indulge your culinary passions in the huge chef's kitchen with modern appliances and a hidden walk-in pantry for added convenience. The primary suite, complete with a sunroom, offers a tranquil retreat where you can unwind in style. Additional highlights include an oversized 2-car garage with ample space for vehicles and storage needs. Enjoy the convinience of your own private elevator. For boaters, boat slips in Regatta Landing are available (upon availability for purchase/transfer) presenting an exceptional opportunity to explore the stunning waterways of Naples and beyond. Residents can enjoy the amenities at the private community pool. Social and golf memberships are available allowing you to fully immerse yourself in the exclusive Windstar Country Club lifestyle. Don't miss out on this excellent opportunity to own a piece of paradise in one of Naples' most coveted communities.

2489 Breakwater Way Unit 5201, Naples

Courtesy of Premiere Plus Realty Company

Selling Office: .

$1,140,000
2 Beds ⋅ 2 Baths ⋅ 224009439 MLS
Golf membership available immediately! Windstar is a premier gated community offering the best in golf, tennis, boating & luxury amenities. Regatta Landing in Windstar is a private gated coach-home community featuring a maintenance-free lifestyle. This like-new end unit features 2 BR + Den, 2 BA with an open floor plan, rectangular tile flooring and luxury finishes throughout. The open & bright great room leads to the large private screened-in lanai overlooking lush landscaping. The stunning kitchen features a large island, stainless steel appliances, upgraded cabinetry and a wine bar. The spacious primary suite offers a spa-like ensuite bathroom with soaking tub, large frameless walk-in shower and dual vanities. Windstar owners can enjoy a boat shuttle to private beach on Keewaydin Island. 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. A 25' Boat slip with a new lift is available to purchase with condo.

2542 Windward Court Unit 16102, Naples

Courtesy of John R Wood Properties

Selling Office: .

$1,550,000
4 Beds ⋅ 3 Baths ⋅ 224004370 MLS
HUGE PRICE REDUCTION! Rare opportunity to purchase a luxury 2nd floor residence in the gated community of Regatta Landing at Windstar, which offers boating, golf, private club, and exclusive shuttle to a private beach on Keeywadin Island. OPTIONAL PURCHASE WITH THIS RESIDENCE IS A 30’ DOCK SLIP WITH A 12,000 LB LIFT, providing direct access to the Gulf of Mexico in less than 15 minutes. This 4 bedroom, 3 bathroom home exudes elegance with over 3,400 square feet of indoor living space and expansive outdoor living areas with both east and west exposure, totalling over 4,400 square feet. The home features a Private Elevator, 14’ & 16' ceilings, a hidden walk-in pantry, and an open concept living and entertaining area that overlooks the tranquil mangroves and canal. In addition to the impact resistant windows and doors, the screened-in lanai has been fitted with electric hurricane screening. The oversized 2-car garage offers quite a bit more additional storage space, as well as same level access to the private elevator leading up to the main living area. Residents of Regatta Landing, enjoy their own community pool and spa, with a clubhouse and grilling area. Purchase condo and boat slip for an incredible package deal!

2496 Breakwater Way Unit 202, Naples

Courtesy of Premiere Plus Realty Company

Selling Office: .

$1,325,000
3 Beds ⋅ 3 Baths ⋅ 224005695 MLS
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!

2521 Breakwater Way Unit 1101, Naples

Courtesy of McQuaid & Company LLC

Selling Office: .

$1,825,000
3 Beds ⋅ 3 Baths ⋅ 223085266 MLS
Discover Regatta Landing in Windstar on Naples Bay. Presenting the Martinique A model enhanced with cutting-edge smart home technology, just minutes from downtown. This 3 bed +den, 3 full bath home features 3,563 sq ft of elegant living space and a plus sized 2-car garage. Experience luxury redefined entering your custom-designed staircase or conveniently use your private elevator. The beautifully spacious open-plan living area showcases soaring high ceilings and elegant finishes. This harmonious blend of modern design and comfort creates the perfect setting for relaxation and entertainment. The gourmet kitchen, with an island and bar area, opens to a great room with a fireplace and screened balcony, creating a secluded retreat. Smart apps and Alexa enable control over lighting, climate, sound and security for modern living ease. The primary suite offers a sitting area, lanai access, and two large walk-in closets. The primary bath provides a soaking tub, dual vanities, and a spacious shower. Regatta Landing offers a community pool/spa and grill room. Windstar's optional amenities include golf, tennis, and boating. Shuttle to private beach included.

2542 Windward Court Unit 16201, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$1,100,000
2 Beds ⋅ 2 Baths ⋅ 223054874 MLS
Regatta Landing, a subdivision of Windstar Golfing Community is located in the heart of the eclectic Bayshore Arts District, placed best in the '2022 Great Places in Florida Competition'. 3 miles to 5th Ave S and 1 mile to the Botanical Gdns. Boat docks may be available to purchase or lease . Ground floor Coach Home unit completed in Nov 2020, There's 2348 sqft under air, 2beds+den, 2 baths, 2 car garage. Tile through out. Impact doors, windows, sliders. Walk through the front door into a super-large great room with kitchen, dining area and living area. 10ft high tray ceiling, quartz tops on all counters and large island, wine cooler, GE Monogram induction cooktop, wall oven & microwave, pull out kitchen cabinet shelves. Two sets of sliders to 35ftx9ft lanai along the length of the great room. Split bedrooms with master leading, past 2 walk in closets, to a very large bathroom with separate sinks, soaking tub and large shower. Laundry room with sink, washer, dryer and storage cupboard. off the great room. The den can easily be converted to a 3rd bedroom by installing a closet. A short walk to the fabulous pool area with cabana, hot tub, toilets. Separate entry/exit to Bayshore Dr

2488 Breakwater Way Unit 13-102, Naples

Courtesy of Downing Frye Realty Inc.

Selling Office: .

$1,260,000
3 Beds ⋅ 2 Baths ⋅ 223050555 MLS
''FABULOUS WINDSTAR!!! HAS IT ALL!!! GORGEOUS CLUB HOUSE, GOLF, TENNIS,BOATING,YACHT CLUB,DOCKS, 4-times a day, excursion Boat, back/forth to KEEWAYDEN ISLAND,PRIVATE SANDY BEACH AND Island "this WELL APPOINTED 3BR./2BA HIGH CEILINGS, BRICK WALLS, NICE SOFT NEW LIGHTING, MODERN FIREPLACE,LOTS OF UPGRADES,INQUIRE ABOUT FURISHER PACKAGE, SOLD SEPERATELY, EXTRA LARGE LANAI 2 CAR,PET FRIENDY 2 ,ONE OF THE NEWEST DEVELOPMENTS IN WINDSTAR, MUST SEE FABULOUS!!! " SHOWS LIKE BRAND NEW COACH home, "GATED" QUIT SERENE"GREAT CHOICE, WHY WAITE FALL IS COMING, BE READY!!!/EZ-SHOW

2496 Breakwater Way Unit 101, Naples

Courtesy of Sun Realty

Selling Office: .

$1,200,000
2 Beds ⋅ 2 Baths ⋅ 223065262 MLS
C92654. Regatta Landing in Windstar is a private gated coach-home community featuring a maintenance-free lifestyle. This stunning end unit features 2 BR + Den, 2 BA with an open floor plan and luxury finishes throughout. The gourmet kitchen has state of the art appliances, upgraded cabinetry with pull-outs, and a generous island, making it a haven for entertaining. The master suite is a sanctuary of relaxation with spa-like ensuite bathroom, California closets and a private entrance to lanai overlooking the lush grounds. The large screened-in lanai is peaceful and quiet and equipped with Storm Smart hurricane protection. Windstar is a premier gated community offering the best in golf, tennis, boating & luxury amenities with optional memberships. Owners can enjoy a boat shuttle to private beach on Keewaydin Island. 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, and East Naples Community Center. This extremely vibrant area is just 10 minutes from Downtown Naples shopping, fine dining, and beautiful beaches.

2472 Breakwater Way Unit 11101, Naples

Courtesy of John R Wood Properties

Selling Office: .

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Regatta Landing - Naples, FL Homes for Sale

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