Regatta Real Estate

Welcome to Regatta, an enchanting subdivision nestled in the heart of Naples, Florida! This vibrant community offers a unique blend of coastal charm and modern living, making it an ideal destination for families, retirees, and anyone seeking the quintessential Florida lifestyle.

Regatta is strategically located in Collier County, just a stone's throw away from the stunning beaches of the Gulf of Mexico. Residents can enjoy sun-soaked days on the pristine sands, followed by leisurely strolls along the picturesque coastline. The nearby Naples Pier, with its breathtaking sunsets, is a local favorite and a perfect spot for fishing or simply soaking in the serene views.

The subdivision itself boasts beautifully designed homes that reflect the elegance and sophistication of Southwest Florida living. With a variety of architectural styles and layouts, Regatta caters to diverse tastes and lifestyles. Many homes feature spacious open-concept designs, gourmet kitchens, and private outdoor spaces, ideal for entertaining or unwinding after a long day.

Beyond the stunning residences, Regatta is surrounded by an array of amenities. Residents have easy access to top-rated schools, upscale shopping centers, and gourmet dining options, all within a short drive. For those who appreciate outdoor activities, the area offers numerous parks, golf courses, and nature preserves, ensuring that there’s always something to explore.

In Regatta, you’ll find not just a home but a vibrant community where neighbors become friends and every day feels like a vacation. Experience the magic of Naples living in this charming subdivision—your dream home awaits!

Newest Listings in Regatta

$1,900,000

3 Beds ⋅ 2.5 Baths ⋅ 226028678 MLS ⋅ Regatta BLDG.

A rare and unique offering in Regatta at Vanderbilt Beach, this one-of-a-kind, 12th-floor penthouse, end residence presents the complete luxury waterfront package, including a private boat slip with a short boat ride to the Gulf and an extended, private 2.5-car garage, an exclusive feature available only to Regatta penthouses. Offered furnished, this spacious residence features 2,005 square feet under air, three bedrooms, two-and-one-half baths, an open den, 10-foot ceilings and a flowing layout designed for comfortable coastal living and entertaining. Expansive windows showcase gorgeous panoramic views of the bay and Gulf, while the large balcony provides the ideal setting to enjoy stunning sunsets and Naples tropical surroundings. Electric hurricane shutters offer added convenience and protection. This compelling opportunity combines waterfront living with investment flexibility through weekly rental capability. Regatta is also pet-friendly, allowing a reasonable number of pets. Regatta is a gated boating community featuring lush tropical landscaping, a lagoon-style pool, a second bayfront lap pool with a furnished sundeck, a hot tub, a fitness center, a clubhouse, multiple grilling areas and a poolside gazebo. Enjoy an amazing coastal location just a short distance from Vanderbilt Beach, The Turtle Club, The Ritz-Carlton Naples and LaPlaya Beach and Golf Resort. Mercato, Whole Foods Market, The Pavilion, Waterside Shops and Artis-Naples, are also nearby. Offered at $1,900,000, this penthouse is a rare opportunity to experience luxury waterfront living near the beach in Naples.

410 Flagship DR Unit 1201, Naples

$1,495,000

3 Beds ⋅ 3 Baths ⋅ 226021166 MLS ⋅ Regatta BLDG.

NEWLY RENOVATED, RARELY AVAILABLE 11TH-FLOOR CONDO WITH SPECTACULAR GULF & BAY VIEWS in the highly sought-after Regatta community on Vanderbilt Beach! Ideally located directly across from the Naples Ritz-Carlton Beach Resort and just a 10-minute walk (0.5 miles) to the pristine sugar-sand shores of Vanderbilt Beach, this coastal retreat offers the ultimate Naples lifestyle. This residence features an OPEN-CONCEPT FLOOR PLAN with 1,750 square feet under air, 3 generously sized bedrooms, 3 full bathrooms, HIGH CEILINGS, IMPACT GLASS WINDOWS & SLIDERS* + ELECTRIC SHUTTERS, a desirable SPLIT-BEDROOM LAYOUT ideal for entertaining and privacy, and a COVERED UNDER-BUILDING PARKING SPACE + STORAGE. The light and bright interior showcases OVERSIZED MARBLED TILE FLOORING THROUGHOUT (NO CARPET), a shiplap reverse tray ceiling accent with modern chandelier, and an updated kitchen featuring white cabinetry, white countertops, and stainless-steel appliances. Step through the FLOOR-TO-CEILING SLIDING IMPACT GLASS SLIDERS* to the spacious screened lanai, where breathtaking GULF & BAY VIEWS provide stunning sunsets and incredible opportunities to watch dolphins and manatees glide through the bay below. The spacious primary suite offers PRIVATE LANAI ACCESS and a well-appointed ensuite bath with dual vanities, a walk-in shower, and a separate soaking tub. Regatta's FLEXIBLE MONTHLY RENTAL POLICY and PET-FRIENDLY (residents only) atmosphere make this an exceptional investment opportunity, vacation home, or full-time residence. This GATED WATERFRONT COMMUNITY offers the opportunity to purchase a BOAT SLIP when available and features RESORT-STYLE AMENITIES including two resort-style pools including a tranquil waterfall pool, two spas, fitness center, clubhouse, grilling areas, fishing pier, and a 55-slip marina. Just minutes from Vanderbilt Beach, The Ritz-Carlton, Mercato, Pavilion, and Waterside Shops, this residence offers the very best of luxury coastal living in Naples. Boat docks may become available for purchase within the Regatta. However, this owner does not currently own a boat dock. Listing broker and seller make no guarantees or representations regarding future boat dock availability.

400 Flagship DR Unit 1104, Naples

$1,599,000

3 Beds ⋅ 2.5 Baths ⋅ 226014008 MLS ⋅ Regatta BLDG.

This spacious end unit has been renovated and furnished to perfection, featuring high-end finishes and beautiful furniture that complement the incredible bay views from your large lanai. With a separate living floor plan, the primary suite offers built-out closets, a gorgeous shower, large soaking tub, dual vanity, and stunning bay views, all with nice separation from family and guests. This residence, filled with natural light, includes 3 full bedrooms plus a den or flex space off the kitchen, along with 2 full baths and a powder bath. As an end unit, it is filled with natural light from additional windows throughout, including guest suites that enjoy open views rather than facing interior hallways. Located in a gated community, security is top of mind from the moment you enter through the gate and arrive at your secured door. Residents enjoy a pool along the bay, an additional resort-style pool, and a fitness center. Step outside your private retreat and walk past the new Ritz Residences of Naples on your way to beautiful Vanderbilt Beach. Head over to the Pavilion for a movie theater, ice cream shop, Brooks Burgers, Skillets, Tacos and Tequila, LA Fitness, and more. For even more dining and shopping just steps away, Mercato offers Whole Foods, Nordstrom Rack, CycleBar, Yoga Lab, and a wide range of restaurants. Enjoy sunsets at Gumbo Limbo on the beach at the Ritz, and experience some of the best nightlife in Naples just down the street. Everything you need is right here!

410 Flagship DR Unit 601, Naples

$1,495,000

3 Beds ⋅ 3.5 Baths ⋅ 226010150 MLS ⋅ Regatta BLDG.

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.

410 Flagship DR Unit 603, Naples

$1,150,000

3 Beds ⋅ 2 Baths ⋅ 225067269 MLS ⋅ Regatta BLDG.

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!

470 Launch CIR Unit V303, Naples

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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.