$1,395,000
3 Bed 2.5 Bath Waterfront Condominium for Sale in REGATTA, FL
410 Flagship Drive 501, Naples, FL, 34108
About this home
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.
Property details
- Type
- Condominium
- Year built
- 2000
- Interior
- 1,979 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- 1 car
- Days on market
- 68
- Total association fees
- $20,004/yr (~$1,667/mo)
- CDD
- None
- Est. taxes (1.4%)
- $19,530/yr
- Flood zone (area est.)
- Not available
- Storm protection
- None listed
- Exposure
- North
- Waterfront
- Yes
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- No
- Spa
- No
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Yes
- County
- Collier
Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges — mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees — which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.
Maintenance included in the fee
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Based on the $/sqft of 4 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Your notes on this home
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Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months — similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 410 Flagship Drive 301 (Terrace) | Jul 2026 | $1,320,000 | 3/2 | 1,979 | $667 |
| 410 Flagship Drive 806 | May 2026 | $1,200,000 | 3/2 | 1,979 | $606 |
| 831 Sailaway Lane 203 | Sep 2025 | $1,325,000 | 3/2 | 1,862 | $712 |
| 815 Bentwater Circle 101 | Jun 2026 | $1,500,000 | 3/2 | 1,831 | $819 |
| Average | 4 comps | $1,336,250 | $701 |
Market trends — Naples
Median of closed MLS sales each month over the available window. Months with too few sales are omitted; the range extends automatically as more sales close.
Live area medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $150,000 (10.2%) from the original list price.
| Feb 12, 2026 | Sold | $1,325,000 |
| Jan 20, 2026 | Price reducedfrom $1,475,000 | $1,395,000 |
| Nov 22, 2025 | Listed | $1,475,000 |
The good, the trade-offs & the location
- Waterfront
- Built 2000 — pre-2002 construction may carry older wind codes and higher insurance
- Higher association fees (~$20,004/yr)
Straight-line distances to major SWFL amenities — approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.