410 Flagship Drive at Regatta

The Smaller of Regatta’s Two High-Rises

410 Flagship Drive rises twelve floors over Vanderbilt Lagoon with just 60 residences — fewer neighbors per floor than its sister tower at 400, and the same water and Gulf views from a gated bayfront address. Vanderbilt Beach and Delnor-Wiggins Pass State Park are moments away, and Regatta's 55-slip marina, pools and clubhouse sit at the base of the building.

410 Flagship Drive at a Glance

Properties For Sale in 410 Flagship Drive | Regatta

Request a Curated Selection of 410 Flagship Drive Residences

With only 60 residences in the building, the right one can sell before it reaches the open market. Tell us the floor, exposure and rental flexibility you need and we will send a private selection of 410 Flagship Drive residences — on and off market. Call (239) 438-1102.

Living at 410 Flagship Drive

Regatta's amenities are shared across all five buildings, and 410 Flagship Drive has them at its doorstep: two pools, one of them a lagoon-style pool with a waterfall, a spa, a fitness center and a clubhouse with a social room. The fishing pier and picnic grills run along the lagoon, and a limited number of cabanas can be purchased for the long season days that define life here. Vanderbilt Beach, Delnor-Wiggins Pass State Park and the dining of North Naples are all a short distance away; read more in our guide to living in Naples.

410 Flagship Drive Sales, September 2024 to September 2026

Seven 410 Flagship Drive residences closed in the two years to September 2026, more than any other building at Regatta, from $1,200,000 to $1,665,000, at a median $1,325,000 and $670 a square foot. Six of the seven closed in 2026, led by a 2,005-square-foot penthouse residence with Gulf and bay views that sold for $1,665,000, or $830 a square foot, in April. Residences closed at a median 94% of their final asking price after a median 81 days on the market.

No 410 Flagship residence was listed for sale on October 9, 2026. On September 26, three were under contract at list prices of $1,495,000 to $2,650,000, two of them the building’s largest 2,320-square-foot plans. Annual association fees in recent listings run about $18,100 to $23,100. Seasonal rental listings here asked a median $15,000 a month, from about $10,000 to $18,000, the highest at Regatta.

Closed sales reported through the Naples Area Board of REALTORS® MLS, September 2024 to September 2026. Fees are total annual recurring fees shown in recent listings; rental figures are asking rates.

Compare 410 Flagship with its sister tower 400 Flagship Drive and every building in our Regatta guide, or see seasonal availability on Regatta vacation rentals.

Where 410 Flagship Drive Sits at Regatta

410 Flagship Drive is number 2 on the map, the high-rise along Regatta’s northern shore, directly above the marina docks on Vanderbilt Lagoon. Its sister tower, 400 Flagship Drive (1), stands to the west, and the three Launch Circle buildings, 450, 460 and 470, sit to the southeast around the clubhouse and pools.

Regatta’s five buildings, numbered by address; 410 Flagship Drive is number 2. Map by Alpizar & Company.

410 Flagship Drive on the Map

Owning, Renting and Boating at Regatta

The 55-slip marina on Vanderbilt Lagoon is what sets Regatta apart from Vanderbilt Beach's Gulf-front towers: slips can be leased or purchased, and the lagoon leads to the Gulf through Wiggins Pass. The rental policy is a 30-day minimum with up to 12 leases a year, and a meaningful number of residences carry grandfathered rights that allow weekly rentals — a distinction worth confirming residence by residence before you buy. Alpizar & Company manages residences at Regatta through Alpizar Property Management; see current availability on our Regatta vacation rentals page. Selling a residence here? Start with selling in Vanderbilt Beach.

410 Flagship Drive falls under Florida’s condominium safety law: a milestone structural inspection at 30 years (25 where the local building official requires it) and every 10 years after, and a structural integrity reserve study every 10 years, the first of which was due by December 31, 2025. Completed in 2000, 410 Flagship Drive reaches the 30-year mark in 2030, so the reserve study is the document that matters now. Ask the association for the reserve study, any milestone inspection report, the current budget and any planned special assessments before you make an offer. Resale buyers also have seven days after receiving the condominium documents to cancel the contract.

Building facts, policies and amenities are provided for general guidance and may change; verify all details with the condominium association and current documents before purchasing or leasing.

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