$1,399,900
3 Bed 2.5 Bath Waterfront Condominium for Sale in REGATTA, FL
410 Flagship Drive 301 (Terrace), Naples, FL, 34108
About this home
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.
Property details
- Type
- Condominium
- Year built
- 2000
- Interior
- 1,979 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- 1 car
- Days on market
- 153
- Total association fees
- $19,360/yr (~$1,613/mo)
- CDD
- None
- Est. taxes (1.4%)
- $19,599/yr
- Flood zone (area est.)
- Not available
- Storm protection
- None listed
- Exposure
- Northwest
- 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 501 | Feb 2026 | $1,325,000 | 3/2 | 1,979 | $670 |
| 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 | $1,337,500 | $702 |
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 $179,000 (11.9%) from the original list price.
| Jul 8, 2026 | Sold | $1,320,000 |
| Apr 25, 2026 | Price reducedfrom $1,475,000 | $1,399,900 |
| Jan 1, 2026 | Listed | $1,499,000 |
The good, the trade-offs & the location
- Waterfront
- Built 2000 — pre-2002 construction may carry older wind codes and higher insurance
- Higher association fees (~$19,360/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.