400 Flagship DR # 305
Naples, FL, 34108 $ 1,395,000
Bedrooms3 Baths3.0 Sq 1,760 Monthly Estimate*
$ 8,589
for $1,395,000 with 3 bedrooms and 3 full baths. This 1,760 square foot condo was built in 2000.
Experience the best of coastal living in this beautiful 3BR/3BA residence at Regatta at Vanderbilt Beach, ideally positioned on the bay and offering the perfect blend of luxury and relaxed outdoor living in Naples. A rare find in condominium living, this home features its own private outdoor retreat—an expansive 500-square-foot open-air terrace where you can relax at sunset, dine alfresco, garden, entertain, or simply soak up the sun in complete privacy. Inside, nearly 1,800 square feet of living space includes three spacious bedrooms, three full baths, and covered under-building parking. Designed for seamless indoor-outdoor living, a 200-square-foot screened lanai opens to the oversized sunset terrace, creating a stunning coastal setting with views of the pool and bay. A private staircase provides direct access to the resort-style pool, making everyday living and entertaining effortless. The open kitchen and inviting living areas are perfectly positioned to capture beautiful water views throughout. The residence is tastefully furnished in soft, neutral tones with fresh accents, complemented by comfortable new furnishings, stylish décor, and quality bedding and linens. Buyers also have the option to purchase a private one-car garage, bayside cabana, and boat slip—creating a highly desirable, all-in-one Naples lifestyle package. Regatta is one of Naples’ few pet-friendly communities and offers excellent rental flexibility with 30-day minimum rentals up to 12 times per year. Amenities include a 55-slip marina with quick access to the Gulf of Mexico, a resort-style waterfall pool, lap pool, spa, and a fully equipped fitness center. Just a short walk to Vanderbilt Beach, you’re minutes from white sand beaches and spectacular sunsets, as well as close to dining and shopping at The Ritz-Carlton, Naples, LaPlaya Beach & Golf Resort, Mercato, Waterside Shops, and Fifth Avenue South.
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FeaturesInteriorInterior Amenities Built-In Cabinets Foyer Laundry Tub Volume Ceiling Walk-In Closet(s) Window Coverings
Flooring Laminate Tile
Furnished Y/N Turnkey
Total Stories 1
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Window Coverings
Fireplace Y/N N
Half Baths 0
Laundry Features Laundry in Residence Laundry Tub
Total Bedrooms 3
Total Baths 3
Dining Room Features Dining - Family
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GeneralHeating Central Electric
Cooling Ceiling Fan(s) Central Electric
Roof Shingle Tile
Appliances Electric Cooktop Dishwasher Dryer Microwave Range Refrigerator/Icemaker Self Cleaning Oven Washer
HOA Fee 18484
Garage Spaces 1
Patio/Porch Features Deck Patio
Architectural Style High Rise (8+)
Pool Features Community
Security Features Gated Community
Construction Materials Concrete Block Stucco
Pets Allowed Yes
Year Built 2000
View Bay Landscaped Area Mangroves Pool/Club
Levels 1
Unit Number 305
Property Subtype High Rise (8+)
Tax Year 2024
Waterfront Features Bay
Community Features Clubhouse Pool Fitness Center Gated
County Collier
New Construction N
Property Type Residential
Association Amenities Barbecue Bike Storage Clubhouse Pool Spa/Hot Tub Fitness Center Storage Internet Access Trash Chute
HOA N
Attached Garage Y
Subdivision Name REGATTA
Garage Y/N Y
Building Features DSL/Cable Available
Total Rooms 7
Full Baths 3
Status Active
City NAPLES
Senior Community Y/N N
Number Of Units Total 80
MLS Area VANDERBILT BEACH
Lot Size Units Acres
Lot Size Square Feet 0
Carport Spaces 0
Carport Y/N N
Spa Features Community
Land Lease Y/N N
Tax Annual Amount 10851.76
Ok to Lease Buyer Finance/Cash
Additional Parcels Y/N N
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
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ExteriorExterior Amenities Screened Lanai/Porch
Parking Features 1 Assigned Paved Under Bldg Open Attached
Lot Features Zero Lot Line
Water Source Central
Total Parking 1
Lot Size Area 0
Foundation Details Concrete Block
Park Name VANDERBILT BEACH
Spa N
Building Area Total 2000
Lot Size Acres 0
Frontage Type Bay/Harbor
Waterfront Y/N Y
Covered Spaces 1
Horse Y/N N
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* Excluded FeaturesList ByWilliam Raveis Real EstateBroker
Affordability Calculator
- Monthly Principal & Interest
- $8,589
- Monthly Property Taxes
- $904
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyCondo listings in Naples, FL
Average List Price $1,131,905
Percent of Sale Price 19%
About Naples, FL 20,223 Population
-8% Since 2002
$ 92,989 Median Income
66.65 Median Age
8% Households with Children
Trends Information provided by ATTOM Data Solutions.
1023012 Elementary School
1023173 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/3/2026 | $1,395,000 | -1.41% | Price Down |
| 12/15/2025 | $1,415,000 | | Listed Price |