Naples, Florida · Community Spotlight

What Is It Like to Live in Regatta at Vanderbilt Beach, Naples, FL?

Regatta is a gated bayfront condominium community on Vanderbilt Lagoon in the Vanderbilt Beach area of North Naples, with two 12-story towers on Flagship Drive, mid-rise buildings, a 55-slip marina and an easy walk to Vanderbilt Beach.

Regatta at Vanderbilt Beach is one of the condo buildings in Vanderbilt Beach. For the wider neighborhood, homes and amenities, see the Vanderbilt Beach community guide.

Regatta at Vanderbilt Beach market snapshot

4Homes for sale now
$1.67MMedian list price
$958Avg list price per sq ft
$1.15M to $2.65MCurrent list price range
11Sold in the last 12 months
$1.32MMedian sold price, 12 months
$686Avg sold price per sq ft
4.4Months of inventory

Homes, condos and townhomes. Source: Naples MLS listing data, updated October 27, 2026. Information deemed reliable but not guaranteed.

About Regatta at Vanderbilt Beach

Regatta, also known as Regatta at Vanderbilt Beach, is a gated waterfront condominium community in the Vanderbilt Beach area of North Naples, near the corner of Vanderbilt Beach Road and Vanderbilt Drive. It was completed around 1999 and 2000 and includes two 12-story towers at 400 and 410 Flagship Drive plus six-story mid-rise buildings on Launch Circle, for a total of more than 200 residences. Although its listings are sometimes grouped with Pelican Bay, Regatta sits just outside the Pelican Bay community rather than inside it.

The community wraps around Vanderbilt Lagoon, so tower residences look over the bay toward the Gulf, with sunsets to the west and boats and dolphins in the water below. Vanderbilt Beach is within walking distance, The Ritz-Carlton Beach Resort is across the street, and Mercato, the Pavilion and Waterside Shops are a short drive.

Current listings

Regatta at Vanderbilt Beach Condos for Sale

See the newest condos for sale in Regatta at Vanderbilt Beach, updated throughout the day from the Naples MLS. Want a private showing or an honest read on value? Call Renee Hahn at (239) 287-2576.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Accuracy of this information is not warranted or guaranteed. Information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Regatta at Vanderbilt Beach Amenities

  • Gated entry with on-site management
  • 55-slip marina on Vanderbilt Lagoon, recently rebuilt, with slips sold or leased separately
  • Fishing pier on the bay
  • Tropical waterfall lagoon pool, a second pool and spas
  • Clubhouse with social room
  • Fitness center
  • Gazebo and poolside grilling areas
  • Under-building parking, storage rooms and bike storage

Regatta is outside Pelican Bay, so it has its own amenity package rather than Pelican Bay Foundation beach club access, and Vanderbilt Beach is a short walk away.

Regatta at Vanderbilt Beach Residences

Residences are three-bedroom homes ranging from about 1,475 to 2,320 square feet. Mid-rise residences on Launch Circle run about 1,475 to 1,480 square feet, while tower residences on Flagship Drive are about 1,730 to 2,320 square feet, with end units offering extra side windows. Many tower homes have screened lanais facing the bay and Gulf, split-bedroom layouts and impact glass or storm shutters. Some residences come with a private garage or a deeded boat slip, though slips are bought separately and availability varies.

Regatta at Vanderbilt Beach Pet and Rental Rules

Published sources show owners may keep two pets with no size or weight limits, and that Regatta allows short-term rentals, with most sources citing a 7-day minimum and up to 52 leases a year; one listing cites a 30-day minimum. Association rules can change, so Renee confirms the current condominium documents with every buyer before an offer.

What Is Near Regatta at Vanderbilt Beach?

Downtown Naples (5th Avenue South): 7.9 miles

Closest public beach park: Vanderbilt Beach, 0.5 miles

RSW Airport: 19.9 miles

Notable shopping & dining nearby: Mercato, 1.2 miles

Closest park: Veterans Community Park, 2.3 miles

(Distances are approximate straight-line distances.)

More Condo Buildings: Vanderbilt Beach and North Naples

Where Is Regatta at Vanderbilt Beach?

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Regatta at Vanderbilt Beach FAQ

Where is Regatta located?

Regatta is on Flagship Drive and Launch Circle in the Vanderbilt Beach area of North Naples, on Vanderbilt Lagoon across from The Ritz-Carlton Beach Resort. It is just outside Pelican Bay.

How many floors and residences does Regatta have?

The community has two 12-story towers at 400 and 410 Flagship Drive and several six-story mid-rise buildings, with more than 200 residences in total. It was completed around 2000.

Does Regatta have boat slips?

Yes. Regatta has a 55-slip marina on Vanderbilt Lagoon with access to the Gulf. Slips are bought or leased separately and are subject to availability.

Are pets allowed at Regatta?

Published sources show two pets are allowed with no size limits, and short-term rentals are permitted, with most sources citing a 7-day minimum. Confirm current rules in the condominium documents.

Who can help me buy or sell at Regatta?

Renee Hahn of Alfred Robbins Realty Group is a Naples condo specialist and Certified Negotiation Expert. Call (239) 287-2576 for current listings, pricing guidance or a private showing.

Last updated October 2026 by Renee Hahn, Your Naples Expert. Community details, fees and amenities can change, so confirm specifics for any home you are considering.

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