$1,495,000
3 Bed Waterfront Home for Sale in Regatta
400 Flagship Drive 1104, Naples, FL, 34108
About this home
NEWLY RENOVATED, RARELY AVAILABLE 11TH-FLOOR CONDO WITH SPECTACULAR GULF & BAY VIEWS in the highly sought-after Regatta community on Vanderbilt Beach! Ideally located directly across from the Naples Ritz-Carlton Beach Resort and just a 10-minute walk (0.5 miles) to the pristine sugar-sand shores of Vanderbilt Beach, this coastal retreat offers the ultimate Naples lifestyle. This residence features an OPEN-CONCEPT FLOOR PLAN with 1,750 square feet under air, 3 generously sized bedrooms, 3 full bathrooms, HIGH CEILINGS, IMPACT GLASS WINDOWS & SLIDERS* + ELECTRIC SHUTTERS, a desirable SPLIT-BEDROOM LAYOUT ideal for entertaining and privacy, and a COVERED UNDER-BUILDING PARKING SPACE + STORAGE. The light and bright interior showcases OVERSIZED MARBLED TILE FLOORING THROUGHOUT (NO CARPET), a shiplap reverse tray ceiling accent with modern chandelier, and an updated kitchen featuring white cabinetry, white countertops, and stainless-steel appliances. Step through the FLOOR-TO-CEILING SLIDING IMPACT GLASS SLIDERS* to the spacious screened lanai, where breathtaking GULF & BAY VIEWS provide stunning sunsets and incredible opportunities to watch dolphins and manatees glide through the bay below. The spacious primary suite offers PRIVATE LANAI ACCESS and a well-appointed ensuite bath with dual vanities, a walk-in shower, and a separate soaking tub. Regatta's FLEXIBLE MONTHLY RENTAL POLICY and PET-FRIENDLY (residents only) atmosphere make this an exceptional investment opportunity, vacation home, or full-time residence. This GATED WATERFRONT COMMUNITY offers the opportunity to purchase a BOAT SLIP when available and features RESORT-STYLE AMENITIES including two resort-style pools including a tranquil waterfall pool, spa, fitness center, clubhouse, grilling areas, fishing pier, and a 55-slip marina. Just minutes from Vanderbilt Beach, The Ritz-Carlton, Mercato, Pavilion, and Waterside Shops, this residence offers the very best of luxury coastal living in Naples. Boat docks may become available for purchase within the Regatta. However, this owner does not currently own a boat dock. Listing broker and seller make no guarantees or representations regarding future boat dock availability.
Property details
- Type
- Condominium
- Year built
- 2000
- Interior
- 1,750 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- 1 car
- Days on market
- 87
- Total association fees
- $16,970/yr (~$1,414/mo)
- CDD
- None
- Est. taxes (1.4%)
- $20,930/yr
- Flood zone (area est.)
- Yes · High risk (AE)
- Storm protection
- Impact Windows/Doors
- Exposure
- Northwest
- Waterfront
- Yes
- Gulf access
- Yes
- Gulf access type
- Direct — no bridges
- 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
Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.
Based on the $/sqft of 6 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 |
|---|---|---|---|---|---|
| 831 Sailaway Lane 202 | Jul 2026 | $1,310,000 | 3/2 | 1,863 | $703 |
| 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 |
| 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 |
| 540 Via Veneto 102 | Apr 2026 | $1,300,000 | 3/2 | 1,940 | $670 |
| Average | 6 comps | $1,464,167 | $789 |
Market trends, Regatta
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
The good, the trade-offs & the location
- Gulf access (Direct — no bridges)
- Storm protection: Impact Windows/Doors
- Built 2000 — pre-2002 construction may carry older wind codes and higher insurance
- In a higher-risk flood zone (AE) — flood insurance likely required
- Higher association fees (~$16,970/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
$1,395,000
MLS# 226002495260 Barefoot Beach Boulevard 604, Bonita Springs, FL, 34134
$1,350,000
MLS# 2250727333500 Gulf Shore Boulevard 509, Naples, FL, 34103
$1,485,000
MLS# 22602560010482 Gulf Shore Drive 251, Naples, FL, 34108
$1,399,000
MLS# 2260113164001 Gulf Shore Boulevard PH8, Naples, FL, 34103
$1,495,000
MLS# 2260026543951 Gulf Shore Boulevard 205, Naples, FL, 34103
$1,399,000
MLS# 2260124834751 Gulf Shore Boulevard 1507, 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.