3 Bed 2.5 Bath Waterfront Condominium for Sale in REGATTA, FL
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SoldMLS# 225080674

$1,395,000

3 Bed 2.5 Bath Waterfront Condominium for Sale in REGATTA, FL

410 Flagship Drive 501, Naples, FL, 34108

3 beds2.5 baths1,979 sqft1 garage
GatedFitness CenterClubhouseCommunity PoolBoatingWaterfront

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

AssociationManagementLegalAccountingPestControlRecreationFacilitiesReserveFundRoadMaintenanceStreetLightsSecurityTrash

What the association dues cover, per the MLS. Confirm the full schedule with the HOA.

Amenities

BikeStorageClubhouseFitnessCenterBarbecuePicnicAreaPoolSpaHotTubStorageTrash
At marketThis home is priced in line with comparable recent sales.
This home
$705/sqft
Comp median
$690/sqft
Difference
+2%

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.

AddressSoldSold priceBeds/BathsSq ft$/sqft
410 Flagship Drive 301 (Terrace)Jul 2026$1,320,0003/21,979$667
410 Flagship Drive 806May 2026$1,200,0003/21,979$606
831 Sailaway Lane 203Sep 2025$1,325,0003/21,862$712
815 Bentwater Circle 101Jun 2026$1,500,0003/21,831$819
Average4 comps$1,336,250$701

Market trends — Naples

Median list
$679,400
Median $/sqft
$371
Median sold (90d)
$620,000
Avg days on market
109
Active listings
4,190
Median sold price · Naples
$625,000last 3 months1.6% vs $635,000 prior 3 months
Median closed price by month · Naples
0.4% MoM10.1% YoY
$530k$599k$668kJul ’25Jul ’26
$627,500Jul ’26 · 361 sales

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, 2026Sold$1,325,000
Jan 20, 2026Price reducedfrom $1,475,000$1,395,000
Nov 22, 2025Listed$1,475,000

The good, the trade-offs & the location

Pros
  • Waterfront
Consider
  • Built 2000 — pre-2002 construction may carry older wind codes and higher insurance
  • Higher association fees (~$20,004/yr)
Location convenienceHigh
Hospital
7 mi
NCH Baker Hospital (Naples)
Beach
0.4 mi
Vanderbilt Beach (Naples)
Airport
7.5 mi
Naples Airport
Shopping
0.8 mi
Mercato (Naples)

Straight-line distances to major SWFL amenities — approximate; actual drive times vary.

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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.