400 Flagship Drive #305
About This Property
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Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Jun 1, 2026 | No longer available | - | |
| No longer available | |||
| Mar 3, 2026 | Price Decreased |
$1,395,000
↓ $20K
(1.4%) | |
| Price Decreased | |||
| Dec 8, 2025 | Listed by William Raveis Real Estate | $1,415,000 | |
| Listed by William Raveis Real Estate | |||
| |||
|
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.
| |||
| Jun 1, 2025 | No longer available | - | |
| No longer available | |||
| Mar 13, 2025 | Price Decreased |
$1,415,000
↓ $35K
(2.4%) | |
| Price Decreased | |||
Property Highlights
Comparables
Status
Price/ft²
Listed On
Sold On
Past Sales
| Date | Unit | Beds | Baths | Sqft | Price | Closed | Listed By |
|---|---|---|---|---|---|---|---|
|
12/08/2025
|
3 Bed
|
3 Bath
|
1760 ft²
|
$1,415,000
3 Bed
3 Bath
1760 ft²
|
-
-
|
Lesley Garlock
William Raveis Real Estate
| |
|
09/12/2025
|
3 Bed
|
2 Bath
|
1734 ft²
|
$1,499,000
3 Bed
2 Bath
1734 ft²
|
-
-
|
Amanda Erwin
John R Wood Properties
| |
|
02/11/2025
|
3 Bed
|
3 Bath
|
1750 ft²
|
$1,295,000
3 Bed
3 Bath
1750 ft²
|
-
-
|
Gayle Satcher
William Raveis Real Estate
| |
|
09/30/2024
|
3 Bed
|
3 Bath
|
1750 ft²
|
$1,450,000
3 Bed
3 Bath
1750 ft²
|
-
-
|
Laurie Singer
BHHS Florida Realty
| |
|
09/05/2024
|
3 Bed
|
2 Bath
|
1734 ft²
|
$1,395,000
3 Bed
2 Bath
1734 ft²
|
$1,300,000
-6.81%
02/04/2025
|
Nathan Dyer
William Raveis Real Estate
| |
|
05/15/2024
|
3 Bed
|
2 Bath
|
1734 ft²
|
$1,795,000
3 Bed
2 Bath
1734 ft²
|
$1,675,000
-6.69%
09/27/2024
|
Nathan Dyer
William Raveis Real Estate
| |
|
03/21/2024
|
3 Bed
|
2 Bath
|
1734 ft²
|
$1,600,000
3 Bed
2 Bath
1734 ft²
|
$1,300,000
-18.75%
04/10/2025
|
Julie Magardino
Coldwell Banker Realty
| |
|
03/15/2024
|
3 Bed
|
3 Bath
|
2035 ft²
|
$1,599,000
3 Bed
3 Bath
2035 ft²
|
$1,550,000
-3.06%
10/16/2024
|
Rose Anello
Amerivest Realty
| |
|
11/17/2023
|
3 Bed
|
2 Bath
|
1734 ft²
|
$1,350,000
3 Bed
2 Bath
1734 ft²
|
-
-
|
Cyndi Carol Myers
EXP Realty, LLC
| |
|
04/06/2023
|
3 Bed
|
3 Bath
|
1750 ft²
|
$1,249,000
3 Bed
3 Bath
1750 ft²
|
-
-
|
Jeffrey Eric Feldman, PA
Premiere Plus Realty Co.
| |
|
11/18/2022
|
3 Bed
|
3 Bath
|
2035 ft²
|
$1,250,000
3 Bed
3 Bath
2035 ft²
|
-
-
|
Eva Okenka
Premiere Plus Realty Co.
| |
|
10/25/2022
|
3 Bed
|
3 Bath
|
1750 ft²
|
$1,449,000
3 Bed
3 Bath
1750 ft²
|
-
-
|
Lesley A Garlock
William Raveis Real Estate
| |
|
07/06/2022
|
3 Bed
|
3 Bath
|
1765 ft²
|
$1,599,000
3 Bed
3 Bath
1765 ft²
|
-
-
|
Lauren Taylor Brooker, LLC
Compass Florida LLC
| |
|
07/05/2022
|
3 Bed
|
2 Bath
|
1734 ft²
|
$1,400,000
3 Bed
2 Bath
1734 ft²
|
-
-
|
Lesley A Garlock
William Raveis Real Estate
| |
|
05/14/2021
|
3 Bed
|
3 Bath
|
2035 ft²
|
$1,099,000
3 Bed
3 Bath
2035 ft²
|
-
-
|
-
| |
|
04/17/2021
|
3 Bed
|
3 Bath
|
1760 ft²
|
$1,100,000
3 Bed
3 Bath
1760 ft²
|
$1,000,000
-9.09%
08/02/2021
|
Lisa M Duncan
MVP Realty Associates LLC
| |
|
03/29/2021
|
3 Bed
|
3 Bath
|
1750 ft²
|
$1,090,000
3 Bed
3 Bath
1750 ft²
|
$1,075,000
-1.38%
06/20/2021
|
Simon J Melley
| |
|
03/17/2021
|
3 Bed
|
2 Bath
|
1750 ft²
|
$1,050,000
3 Bed
2 Bath
1750 ft²
|
$1,175,000
+11.90%
06/03/2021
|
John Egan
| |
|
12/24/2020
|
3 Bed
|
3 Bath
|
2035 ft²
|
$959,000
3 Bed
3 Bath
2035 ft²
|
-
-
|
-
| |
|
12/21/2020
|
3 Bed
|
3 Bath
|
1750 ft²
|
$839,900
3 Bed
3 Bath
1750 ft²
|
-
-
|
-
| |
|
10/13/2019
|
3 Bed
|
2 Bath
|
1750 ft²
|
$869,000
3 Bed
2 Bath
1750 ft²
|
-
-
|
-
| |
|
08/15/2019
|
3 Bed
|
3 Bath
|
2035 ft²
|
$1,100,000
3 Bed
3 Bath
2035 ft²
|
-
-
|
-
| |
|
07/26/2019
|
3 Bed
|
3 Bath
|
1750 ft²
|
$769,000
3 Bed
3 Bath
1750 ft²
|
-
-
|
-
| |
|
07/23/2019
|
3 Bed
|
2 Bath
|
1734 ft²
|
$915,000
3 Bed
2 Bath
1734 ft²
|
-
-
|
-
| |
|
03/24/2019
|
3 Bed
|
3 Bath
|
2035 ft²
|
$949,000
3 Bed
3 Bath
2035 ft²
|
$885,000
-6.74%
05/24/2019
|
Pamela M Frey, PA
| |
|
01/25/2019
|
3 Bed
|
3 Bath
|
2035 ft²
|
$1,200,000
3 Bed
3 Bath
2035 ft²
|
-
-
|
-
| |
|
01/19/2019
|
3 Bed
|
3 Bath
|
2035 ft²
|
$999,500
3 Bed
3 Bath
2035 ft²
|
$920,000
-7.95%
06/12/2019
|
Lesley A Garlock
| |
|
09/22/2018
|
3 Bed
|
3 Bath
|
1750 ft²
|
-
3 Bed
3 Bath
1750 ft²
|
-
-
|
-
| |
|
08/09/2018
|
3 Bed
|
2 Bath
|
1734 ft²
|
-
3 Bed
2 Bath
1734 ft²
|
-
-
|
-
| |
|
04/30/2013
|
3 Bed
|
2 Bath
|
1734 ft²
|
$599,000
3 Bed
2 Bath
1734 ft²
|
$540,000
-9.85%
07/25/2013
|
Lesley Garlock
William Raveis Real Estate
| |
|
04/15/2013
|
3 Bed
|
3 Bath
|
1750 ft²
|
$689,000
3 Bed
3 Bath
1750 ft²
|
-
-
|
Lesley Garlock
William Raveis Real Estate
| |
|
06/20/2011
|
3 Bed
|
2 Bath
|
1734 ft²
|
$675,000
3 Bed
2 Bath
1734 ft²
|
$625,000
-7.41%
09/26/2012
|
Patricia Bucalo
Downing Frye Realty Inc.
| |
|
03/21/2011
|
3 Bed
|
3 Bath
|
1750 ft²
|
$625,000
3 Bed
3 Bath
1750 ft²
|
$587,500
-6.00%
10/18/2011
|
Don Winkler
William Raveis Real Estate
|
Building Info
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017