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Regatta Vanderbilt Beach Naples Florida Condos for Sale

Naples Florida Real Estate

Vanderbilt Beach Naples Real Estate

Homes For Sale48$1.8M - $14M
Condos For Sale90$219K - $6.3M
Land For Sale15$1.6M - $7.5M
Sold ( Past 6 Months )65$150K - $21M
Last updated at 10:26am 04/01/2026

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$1,495,000
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Regatta at Vanderbilt Beach

410 Flagship Dr 603, Naples, FL 34108

Condos - 2,320 ft² / 2,545 ft² - 1 Car Garage

3 Bed / 3 Baths / 1 Half

Built 2000
Regatta Vanderbilt Beach Naples Condos for Sale: Experience stunning Vanderbilt Bay and marina views from the oversized lanai of this highly coveted largest floor plan in the Regatta community, offering 2,320 sq. ft. of living space. This spacious residence features 3 bedrooms, 3 en-suite baths, and a guest half-bath, blending comfort, style, and functionality. Enter through double doors into an updated kitchen featuring stylish countertops, a backsplash, and under-cabinet lighting. The dining and living area includes a well-appointed wet bar, ideal for entertaining family and friends. Neutral tile and wood-look laminate flooring extend throughout the residence, creating a warm, cohesive look, while a newer AC system adds to the home’s comfort and efficiency. The generous primary suite includes French doors opening to the lanai and ample closet space. Furnishings and accessories convey with the property, making it turnkey and ready to enjoy. The residence also includes one covered parking space and a conveniently located storage locker directly in front—ideal for bikes, beach chairs, water toys, and extra gear. With pet-friendly policies and weekly rental flexibility, Regatta offers an exceptional opportunity for both personal enjoyment and investment. Guard-gated community offering resort-style amenities including a tropical waterfall pool, lounging pool, spa, fitness center, grilling areas, a 55-slip marina, and on-site management. Ideally located within walking distance to Vanderbilt Beach, Delnor-Wiggins Pass State Park, tennis, pickleball, shopping, dining, theaters, and restaurants.



$1,475,000
Decrease*
$24K
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Regatta at Vanderbilt Beach

410 Flagship Dr 301 (terrace), Naples, FL 34108

Condos - 1,979 ft² / 2,202 ft² - 1 Car Garage

3 Bed / 2 Baths / 1 Half

Built 2000
Regatta Vanderbilt Beach Naples Condos for Sale: A rare gem in coastal living, this residence offers features that truly set it apart—an oversized 1.5-car private garage included in the sale and an expansive 400+ sq. ft. open-air terrace showcasing panoramic views of Vanderbilt Bay and breathtaking sunsets. Outdoor living of this scale is seldom found in a condominium. The terrace has new brick pavers for a sleek, modern look, while a private staircase provides direct access to the pool walkway. With its generous layout, the space is perfect for entertaining, sunbathing, or even creating your own garden retreat. Inside, the 3-bedroom + den, 2.5-bath home features an open floor plan with richly toned, elegant wood flooring in the main living areas. The renovated eat-in kitchen includes stainless steel appliances, induction range, granite countertops, and classic shaker cabinetry—all designed to complement the home’s elegant interior and maximize those water views. The vibrant blue cabinets and striking designer wallpaper bring a cheerful pop of color and personality to the condo. Perfect as a primary residence or investment, this residence benefits from one of the most flexible rental policies in the area, allowing weekly rentals. Boaters will love the opportunity to purchase a 40' boat slip with lift in this prime location. Regatta offers top-tier amenities: two resort-style pools including a tranquil waterfall pool, two fitness rooms grilling areas, and clubhouse. Just 500 steps to Vanderbilt Beach and minutes from The Ritz-Carlton, Mercato, Pavilion, and Waterside Shops, this is the ultimate Naples lifestyle. With nearby plans for tennis and pickleball courts, there’s something for everyone. Pets welcome—because adventures are better with your furry sidekick! The community is gated, and beautifully maintained, Regatta is a true waterfront sanctuary. Whether you're looking to relax, entertain, or generate rental income, this property offers it all—with space and features that set it apart.



$1,395,000
Decrease*
$20K
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Regatta at Vanderbilt Beach

400 Flagship Dr 305, Naples, FL 34108

Condos - 1,760 ft² / 2,000 ft² - 1 Car Garage

3 Bed / 3 Baths

Built 2000
Regatta Vanderbilt Beach Naples Condos for Sale: Experience the best of coastal living in this beautiful 3BR/3BA residence at Regatta at Vanderbilt Beach, ideally positioned on the bay and offering the perfect blend of luxury and relaxed outdoor living in Naples. A rare find in condominium living, this home features its own private outdoor retreat—an expansive 500-square-foot open-air terrace where you can relax at sunset, dine alfresco, garden, entertain, or simply soak up the sun in complete privacy. Inside, nearly 1,800 square feet of living space includes three spacious bedrooms, three full baths, and covered under-building parking. Designed for seamless indoor-outdoor living, a 200-square-foot screened lanai opens to the oversized sunset terrace, creating a stunning coastal setting with views of the pool and bay. A private staircase provides direct access to the resort-style pool, making everyday living and entertaining effortless. The open kitchen and inviting living areas are perfectly positioned to capture beautiful water views throughout. The residence is tastefully furnished in soft, neutral tones with fresh accents, complemented by comfortable new furnishings, stylish décor, and quality bedding and linens. Buyers also have the option to purchase a private one-car garage, bayside cabana, and boat slip—creating a highly desirable, all-in-one Naples lifestyle package. Regatta is one of Naples’ few pet-friendly communities and offers excellent rental flexibility with 30-day minimum rentals up to 12 times per year. Amenities include a 55-slip marina with quick access to the Gulf of Mexico, a resort-style waterfall pool, lap pool, spa, and a fully equipped fitness center. Just a short walk to Vanderbilt Beach, you’re minutes from white sand beaches and spectacular sunsets, as well as close to dining and shopping at The Ritz-Carlton, Naples, LaPlaya Beach & Golf Resort, Mercato, Waterside Shops, and Fifth Avenue South.



$1,299,000
Decrease*
$200K
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Regatta at Vanderbilt Beach

400 Flagship Dr 401, Naples, FL 34108

Condos - 1,734 ft² / 1,939 ft² - 1 Car Garage

3 Bed / 2 Baths

Built 2000
Regatta Vanderbilt Beach Naples Condos for Sale: Welcome to unit 401 at the Regatta, where coastal elegance meets everyday ease. This turnkey, waterfront condominium is just steps to Vanderbilt Beach with fantastic views of the world renowned Ritz Carlton Beach Resort. Income producing with bookings in place for the upcoming season will offset your expenses while providing a gorgeous canvas for many fond memories to come at your Neapolitan oasis. This corner positioned, end unit provides ample natural light throughout the day and plenty of privacy form your neighbors. Split floor plan makes for a perfect holiday retreat for families with children or couples with friends. Fur babies welcome as Regatta is a super pet-friendly community with no size restrictions. Resort amenities that your entire gang will enjoy such as a tropical waterfall pool with spa, lap pool, fitness center, clubhouse, poolside grills, 55-slip marina, fishing pier, and gated entry to ensure your loved ones are safe and sound. One private parking space under building and ample guest parking. Prime location near LaPlaya, Turtle Club, Mercato, Pavilion Shops, and Pelican Bay Community Park. Pickle ball courts to be opening soon only a five minute walk away! Just a hop skip and a jump to delectable dining experiences, spectacular boutique shopping, wonderful wellness and spa services, vibrant nightlife fun, Atris Naples, the world famous Old Naples downtown area. Tennis fanatics and Golf gurus will have the best time ever with too many courts and courses to Count.



$1,275,000
Decrease*
$75K
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Regatta at Vanderbilt Beach

410 Flagship Dr 806, Naples, FL 34108

Condos - 1,979 ft² / 2,202 ft² - 1 Car Garage

3 Bed / 2 Baths / 1 Half

Built 2000
Regatta Vanderbilt Beach Naples Condos for Sale: This expansive 8th-floor end-unit condominium offers breathtaking Gulf and Bay views and nearly 2,000 square feet of beautifully designed living space. Featuring three bedrooms and two-and-a-half baths, the open, airy layout includes an additional sitting area off the kitchen and a generously sized lanai—perfect for relaxing after a day at the beach and soaking in spectacular sunsets. The main living areas have been freshly painted, enhancing the natural light that pours in from the extra side windows unique to this end unit. Tile flooring runs throughout, and the tropical island-style furnishings create a relaxing coastal ambiance. The primary bathroom shower has been updated with new decorative tile, adding a stylish, modern touch. Interior finishes reflect the colors of the ocean and sand, with crisp blue accents and beachy décor that make you feel instantly at home. This residence has been meticulously maintained and comes fully furnished—just bring your suitcase and flip-flops. Whether you're looking for a vacation escape or a rental-ready investment, this condo offers flexibility, comfort, and undeniable charm. It also includes a prime second-level parking space (G-220) and a private, secure storage room. Regatta offers some of the best value along Vanderbilt Beach and is notably one of the rare pet-friendly condominiums, welcoming your furry companions into this upscale abode. For part-time residents, the flexible rental policy helps ease expenses, and the property has a long history of consistent rental income. Residents enjoy a host of amenities, including a tropical waterfall pool, relaxation pool, boat docks, fitness rooms, grilling areas, and more. Located just 500 steps from Vanderbilt Beach and steps away from the renowned Ritz Carlton, this residence is close to upscale attractions such as Mercato, Pavilion, and Waterside Shops. Indulge in designer boutiques, art galleries, diverse dining options, a cinema, and more. Tennis and pickleball courts are planned for the community park just up the street, enhancing the recreational offerings of this coastal retreat. Regatta is a true waterfront haven—pet-friendly, secure, well maintained, steps from the beach, and part of a thriving boating community. RELAX AND ENJOY THE GOOD LIFE!



$1,150,000
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Regatta at Vanderbilt Beach

470 Launch Cir V303, Naples, FL 34108

Condos - 1,475 ft² / 1,726 ft² - 1 Car Garage

3 Bed / 2 Baths

Built 1999
Regatta Vanderbilt Beach Naples Condos for Sale: Directly across the Naples Ritz Carlton Beach resort! Ready to move in to warm, sunny Naples with min 250 days of sunshine and ranked as one of the happiest and healthiest communities. How many people are fortunate enough to be able to walk out their door and have the white-sand beaches and glorious sunsets just steps away and a plethora of upscale restaurants, shops and nightlife nearby? Don’t wait another year to make this turnkey furnished unit your perfect beach retreat. It is also a highly sought-after property for premium rentals. With one of the most flexible rental policies, you already have revenue secured for this year. Resident’s pets are welcome with no size restrictions. Regatta offers a care-free lifestyle with a resort pool with a waterfall and jacuzzi, a lap pool, exercise room, poolside grills and gated entry. The well-maintained building is surrounded by lush, tropical landscaping, secure building entry and convenient parking under the building. Start enjoying a healthy lifestyle today. Brand new counter opens kitchen to the living room and dining area. The primary bedroom is set away from the 2 guest suites. The primary bath was recently renovated. The resort style pools (one located on the water in front of building 400, 2 spas, clubhouse with fitness facility, BBQ area, fishing pier 55 slip marina and only a short 4 min walk to Vanderbilt Beach. Rental restrictions allow 7 day min rentals 52 times a year . Must see to appreciate all that this property has to offer. Close to the Ritz Carlton, Turtle Club, and LaPlaya. All within a 3 mile radius are movie theaters, upscale shopping and dining at Mercato, Pelican Bay Marketplace, or Pavilion Shops. Pickleball is coming soon to the public Pelican Bay Park just across the street!



$1,099,000
Decrease*
$176K
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Regatta at Vanderbilt Beach

470 Launch Cir V-401, Naples, FL 34108

Condos - 1,635 ft² / 1,797 ft² - 1 Car Garage

3 Bed / 2 Baths

Built 1999
Regatta Vanderbilt Beach Naples Condos for Sale: NOW AVAILABLE WITH AN IMPROVED PRICE! LUXURY MEETS SIMPLICITY. Discover a residence that seamlessly blends open living across approximately 1700 square feet, featuring a well-designed 3-bedroom, 2-bath layout. The kitchen has been revamped by eliminating soffits, creating an open and spacious area ideal for hosting and entertaining. The interior is bathed in natural light, offering a coastal ambiance perfect for bay front living. Attention to detail is evident throughout the interior. Enjoy the elegance of wood flooring, new baseboards and casing, complemented by the convenience of newer appliances, lanai screens, shutters, stylish light fixtures, and coastal-inspired furnishings. Regatta is a rare pet-friendly condominium, welcoming your furry companions into this upscale abode. Residents enjoy numerous amenities, from a tropical waterfall pool and relaxation pool to boat docks, fitness rooms, grilling areas, and more. RELAX AND ENJOY THE BEST IN LIFE! Just 500 yards from Vanderbilt Beach and steps from the renowned Ritz Carlton, this residence offers proximity to upscale attractions like Mercato, Pavilion, and Waterside shops. Indulge in designer boutiques, art galleries, diverse dining options, a cinema, and more. Tennis and pickleball courts are coming soon at the community park, enhancing the recreational offerings of this coastal retreat.For part-time residents, the flexible rental policy helps offset expenses. Regatta is a true gem—a waterfront haven that's pet-friendly, secure, steps from the beach, and boasts a vibrant boating community. Move in with peace of mind - over $30,000 in assessments paid by the seller.



$1,725,000
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Regatta at Vanderbilt Beach

410 Flagship Dr Ph06, Naples, FL 34108

Condos - 2,005 ft² / 2,235 ft² - 2 Car Garage

3 Bed / 2 Baths / 1 Half

Built 2000
Regatta Vanderbilt Beach Naples Condos Under Contract: RARELY OFFERED REGATTA PENTHOUSE - 10FT CEILINGS, PANORAMIC VIEWS and OVERSIZED TWO CAR GARAGE . Experience the best of Regatta at Vanderbilt Beach with this rarely available penthouse offering breathtaking panoramic views. Enjoy stunning sunset skies and beautiful sunrises from this spacious 3BR/2.5BA residence, featuring an open den and expansive living area. Positioned on the end for added privacy, with no neighbors above, this condo boasts 24x24-inch neutral tile throughout the main living spaces and comfortable furnishings. This exceptional property includes a brand-new AC unit, a highly sought-after oversized 2-car private garage, perfect for car enthusiasts, located on the second floor. Regatta is a gated community with resort-style amenities, including a lagoon-style pool, hot tub, fitness rooms, clubhouse, grilling areas, and a secondary pool with a furnished sundeck overlooking the bay. Ideally located across from the Ritz-Carlton and just steps from Vanderbilt Beach, you’ll have unparalleled access to sunsets, water sports, and the best of Naples living. Pickleball and tennis courts are coming soon just up the street. Dining, boutique shopping, a library, movie theater, and more are all nearby. Don't miss this rare opportunity to own a penthouse in one of Naples’ most desirable locations!



$1,100,000
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Regatta at Vanderbilt Beach

460 Launch Cir 202, Naples, FL 34108

Condos - 1,475 ft² / 1,673 ft² - 1 Car Garage

3 Bed / 2 Baths

Built 2000
Regatta Vanderbilt Beach Naples Condos Under Contract: Live Where Every Day Feels Like Vacation! This rare terrace-level residence is more than a home—it’s a lifestyle. Step outside to your expansive private terrace, one of only a select few in the community. It’s not just outdoor space—it’s an extension of your living area. Bask in the sun, host friends under the stars, or enjoy your morning coffee surrounded by lush tropical landscaping with views of the cascading waterfall pool. Freshly installed pavers add a modern touch, while your private staircase offers direct access to the resort-style pool—giving you all the benefits of a backyard, without the maintenance. Inside, this bright and airy 3-bedroom, 2-bath condo is offered turnkey, so you can move in and start enjoying immediately. Every detail is designed for comfort and relaxation. Perfect for part-time residents, the property also offers strong rental potential with a generous rental policy and confirmed bookings already in place for 2025 and 2026. Just a short stroll brings you to Vanderbilt Beach for sun, water sports, and breathtaking sunsets. Dining and entertainment options abound with the Ritz-Carlton, Buzz’s Lighthouse, and Turtle Club steps away, plus Pavilion Shopping Plaza with dining, a movie theater, and more. Mercato—Naples’ vibrant uptown downtown—is also nearby, along with Whole Foods, Trader Joe’s, and soon-to-come public tennis and pickleball courts. Don’t miss this rare opportunity to own in one of Naples’ most coveted locations.



$1,400,000
Sold Price:
$1,260,000
Sold Date:
02/05/2026
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Regatta at Vanderbilt Beach

410 Flagship Dr 906, Naples, FL 34108

Condos - 1,979 ft² / 2,005 ft² - 1 Car Garage

3 Bed / 2 Baths / 1 Half

Built 2000
Regatta Vanderbilt Beach Naples Condos: Coastal Charm by the Gulf – This bright 9th-floor end-unit condo brings nearly 2,000 sq. ft. of relaxed, open living with stunning Gulf and Bay views. With three bedrooms and two-and-a-half baths, the airy layout includes a cozy sitting area off the kitchen and a spacious lanai—perfect for kicking back after a day at the beach and soaking in those spectacular sunsets. Freshly painted and filled with natural light from extra side windows, this home feels bright and inviting. The kitchen has been updated with new cabinetry, featuring cheerful blue lower cabinets, a decorative tile backsplash, and all newer appliances. New wood-look flooring flows throughout, giving a warm, modern coastal vibe. Bathrooms have been tastefully refreshed for comfort and style. Whether you’re looking for a vacation escape or a rental-ready investment, this condo offers flexibility, charm, and ease. It also includes one assigned parking space and a private, secure storage room. Regatta is one of the few pet-friendly communities along Vanderbilt Beach, welcoming your four-legged friends. Part-time owners enjoy a flexible rental policy and a proven track record of rental income. Amenities include a tropical waterfall pool, relaxation pool, fitness rooms, grilling areas, and boat docks. Just 500 steps from the beach and steps from the Ritz Carlton, you’re close to shopping, dining, galleries, and entertainment at Mercato, Pavilion, and Waterside Shops. Tennis and pickleball courts are planned nearby, adding even more outdoor fun. Secure, well-maintained, and right on the water, Regatta is the perfect place for beach lovers, boaters, and anyone ready to embrace the coastal lifestyle. Relax, unwind, and live the good life!



$1,395,000
Sold Price:
$1,325,000
Sold Date:
02/12/2026
View Details

Regatta at Vanderbilt Beach

410 Flagship Dr 501, Naples, FL 34108

Condos - 1,979 ft² / 2,005 ft² - 1 Car Garage

3 Bed / 2 Baths / 1 Half

Built 2000
Regatta Vanderbilt Beach Naples Condos: Experience true coastal elegance on the bay in this luxurious 5th-floor corner residence, where stunning panoramic bay views greet you the moment you walk through the door. Bathed in natural light from windows on three sides, the home captures sweeping water and city vistas that shimmer from sunrise to sunset. The interior palette mirrors the surrounding sand, water, and sky, creating a seamless connection between indoors and out. Just a short stroll to the beach—and offering direct Gulf access by boat—this location is ideal for both beach lovers and boating enthusiasts. The spacious 3-bedroom + den, 2.5-bath layout features a thoughtful split-bedroom design for exceptional privacy. Wood-look tile flooring, refined crown molding, and soft coastal-inspired finishes enhance the serene and sophisticated atmosphere perfectly suited to its bayfront setting. Outfitted with high-end furnishings, new appliances and fresh interior paint, the residence is move-in ready. A boat slip (35X14) w/ 16,000lb lift is available for separate purchase, and the condo includes a dedicated parking stall and private storage closet—valuable bonuses not available with every residence. Regatta at Vanderbilt Beach is nearing completion of a remarkable community-wide renovation, including a new roof, modernized pool deck, and refreshed entertainment areas—all expected to be finished by year-end. Residents enjoy resort-style amenities such as a tropical waterfall lagoon pool, spas, a well-equipped fitness center, boat docks, and a gazebo grilling area, all within the security of a gated community. With pet-friendly policies and weekly rental flexibility, Regatta offers an exceptional opportunity for both personal enjoyment and investment. Regatta boasts an exceptional location, just steps from the beach for sun-soaked days, swimming, or exciting water sports. A short stroll brings you to the Ritz-Carlton’s Gumbo Limbo, one of the best spots in the area to catch a breathtaking sunset. Popular dining destinations like Turtle Club, Buzz’s Lighthouse, and LaPlaya are all nearby. Just up the street, enjoy 20 new pickleball courts and Mercato, a vibrant hub featuring restaurants, shops, a movie theater, and lively nightlife. This is a rare opportunity to live by the beach while being close to everything Naples has to offer.




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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.
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