$1,900,000
3 Bed Waterfront Home for Sale in Regatta
410 Flagship Drive 1201, Naples, FL, 34108
About this home
PENTHOUSE—A rare and unique offering in Regatta at Vanderbilt Beach, this one-of-a-kind, 12th-floor 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 perfect 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, hot tub, fitness center, clubhouse, multiple grilling areas and a poolside gazebo. Enjoy an amazing coastal location just a short walk from Vanderbilt Beach, The Turtle Club, The Ritz-Carlton Naples and LaPlaya Beach & 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.
Property details
- Type
- Condominium
- Year built
- 2000
- Interior
- 2,005 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- 2 car
- Days on market
- 0
- Total association fees
- $19,360/yr (~$1,613/mo)
- CDD
- None
- Est. taxes (1.4%)
- $26,600/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
- Call, Conditional
- 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 3 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
Seeing several homes? Build a tour and we'll route it for you.
Your notes on this home
Keep private notes on this home, what you love, what to ask about, saved to your account and shared with your agent.
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 PH06 | Apr 2026 | $1,665,000 | 3/2 | 2,005 | $830 |
| 700 Bentwater Circle 201 | Sep 2025 | $1,700,000 | 3/2 | 1,831 | $928 |
| 710 Bentwater Circle 204 | Jun 2026 | $1,650,000 | 3/2 | 1,831 | $901 |
| Average | 3 comps | $1,671,667 | $886 |
Market trends, Regatta
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
The good, the trade-offs & the location
- Waterfront
- 2-car garage
- 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.
Similar homes nearby
$1,585,000
MLS# 2260210033420 Gulf Shore Boulevard 14, Naples, FL, 34103
$1,898,000
MLS# 225081626400 Park Shore Drive 102, Naples, FL, 34103
$2,200,000
MLS# 2260096896825 Grenadier Boulevard PH1, Naples, FL, 34108
$1,595,000
MLS# 2260105525550 Heron Point Drive 1604, Naples, FL, 34108
$1,919,500
MLS# 2250722789790 Gulf Shore Drive 505, Naples, FL, 34108
$2,100,000
MLS# 2260058794251 Gulf Shore Boulevard 18A, Naples, FL, 34103
Similar communities
Matched by amenities, price tier, and location to Regatta.
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.