400 Flagship Dr, Unit 305

1,760 Sq. Ft.
$793 / Sq. Ft.
1,760
Sq. Ft.
$793
per Sq. Ft.

Description

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...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.
  1. Listed by Lesley Garlock • William Raveis Real Estate
  2. Listed by Nathan Dyer • William Raveis Real Estate

Property Details for 400 Flagship Drive, Unit 305

Area
NA02 - Vanderbilt Beach Area
Development
VANDERBILT BEACH
Sub Condo Name
REGATTA
Waterfront
Yes
Waterfront Desc
Bay
Gulf Access Type
Bridge(s)/Water Indirect
View
Bay, Landscaped Area, Mangroves, Pool/Club
Furnished Desc
Turnkey
LISTING UPDATED: 03/05/2026 08:12 AM

Property Details for 400 Flagship Drive, Unit 305

StatusActive
MLS #225082907
Days on Market82
Taxes$10,852 / year
HOA Fees-
Condo/Co-op Fees$4,621 / quarter
Compass TypeCondo
MLS TypeResidential / High Rise (8+)
Year Built2000
CountyCollier County

Location

Listing Courtesy of William Raveis Real Estate, Lesley Garlock; William Raveis Real Estate, Nathan Dyer
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Building Information for 400 Flagship Drive, Unit 305

Building/Complex400 Flagship DrFloor-Stories1Residences80Pet PolicyAllowedPet Policy DetailsPets AllowedYear Built2000

Payment Calculator

$9,244 per month

30 year fixed, 6.15% Interest

Principal and Interest

$6,799

Property Taxes

$904

HOA Dues

$1,540

The Payment Calculator is for illustrative purposes only.

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Property Information for 400 Flagship Drive, Unit 305

Summary
Location and General Information
  • Amenities: Barbecue, Bike Storage, Clubhouse, Pool, Spa/Hot Tub, Fitness Center, Storage, Internet Access, Trash Chute
  • Community Type: Clubhouse, Pool, Fitness Center, Gated
  • Pets: No Approval Needed
  • Status Type: Resale Property
  • Property Features: Cable Prewire
  • Frontage Type: Bay/Harbor
Parking
  • Carport Desc: 1 Assigned, Paved, Under Bldg Open, Attached
  • Carport Spaces: 0
  • Attached Garage: Yes
  • Garage Spaces: 1
  • Carport: No
  • Covered Spaces: 1
  • Garage: Yes
  • Total Parking: 1
HOA and Fees
  • HOA Desc: Yes
  • HOA Fee: $.00
  • Condo Fee Freq: Quarterly
  • Condo Fee: $4,621
  • Primary HOA Fee: $0
  • Total Annual Recurring Fees: $18,484.00
  • Tax Annual Amount: $10,851.76
Interior and Exterior Features
Interior Features
  • Laundry Features: Laundry in Residence, Laundry Tub
  • Approx Living Area: 1760.0
  • Living Area Units: Square Feet
  • Bedrooms: 3 Bed
  • Dining Description: Dining - Family
  • Elevator: Common
  • Appliances: Electric Cooktop, Dishwasher, Dryer, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Washer
  • Equipment: Cooktop - Electric, Dishwasher, Dryer, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Washer
  • Flooring: Laminate, Tile
  • Interior Features: Built-In Cabinets, Foyer, Laundry Tub, Volume Ceiling, Walk-In Closet, Window Coverings, Cable Prewire
  • Spa Features: Community
  • Num Unit Floor: 3
  • Private Pool Desc: Community
  • Private Pool: No
  • Private Spa: No
  • Room Count: 7
  • Total Floors: 1
  • Baths Full: 3
  • Half Bathrooms: 0
  • Bathrooms Total Decimal: 3.00
  • Bathrooms: 3
  • Bedrooms Total: 3
  • Fireplace: No
  • Foundation Details: Concrete Block
  • View YN: Yes
  • Floor Plan Type: Split Bedrooms
  • Additional Rooms: Laundry in Residence, Other, Screened Lanai/Porch
  • Gas: No
Exterior Features
  • Exterior Features: Screened Lanai/Porch, Deck, Patio
  • Exterior Finish: Concrete Block, Stucco
  • Roof: Shingle, Tile
  • Windows: Window Coverings
  • Storm Protection: Impact Resistant Doors, Impact Resistant Windows
Property Information
Utilities
  • Cooling: Ceiling Fan(s), Central Electric
  • Cooling YN: Yes
  • Heat: Central Electric
  • Heating YN: Yes
  • Irrigation: Central
  • Water: Central
Room Information
Room 1 Information
  • Room Length: 10.6
  • Room Type: Lanai
  • Room Width: 13.0
Room 2 Information
  • Room Length: 14.9
  • Room Type: Master Bedroom
  • Room Width: 12.9
Room 3 Information
  • Room Length: 12.9
  • Room Type: Living Room
  • Room Width: 14.3
Room 4 Information
  • Room Length: 8.9
  • Room Type: Kitchen
  • Room Width: 10.9
Room 5 Information
  • Room Length: 14.0
  • Room Type: Bedroom
  • Room Width: 10.9
Room 6 Information
  • Room Length: 13.9
  • Room Type: Dining Room
  • Room Width: 13.6
Room 7 Information
  • Room Length: 12.0
  • Room Type: Bedroom
  • Room Width: 10.9
Rental
Rental Information
  • Lease Limits YN: Yes
  • Horse: No
  • Lease Term: Buyer Finance/Cash
  • Transfer Fee: $.00
  • Leases Per Year: 12
  • Min Days of Lease: 30

Property History for 400 Flagship Drive, Unit 305

DateEvent & SourcePriceAppreciation
Mar 3, 2026

Price Change

Naples Area Board of REALTORS #225082907

$1,395,000
Dec 14, 2025

Listed (Active)

Naples Area Board of REALTORS #225082907

$1,415,000
May 31, 2025

Expired

Naples Area Board of REALTORS #224077272

Mar 12, 2025

Price Change

Naples Area Board of REALTORS #224077272

$1,415,000
Sep 30, 2024

Listed (Active)

Naples Area Board of REALTORS #224077272

$1,450,000
Jun 25, 2024

Withdrawn

Naples Area Board of REALTORS #224030042

Apr 3, 2024

Listed (Active)

Naples Area Board of REALTORS #224030042

$1,835,000
Jun 6, 2023

Sold

Naples Area Board of REALTORS #223026285

$1,175,000
Apr 7, 2023

Pending With Contingencies

Naples Area Board of REALTORS #223026285

Apr 6, 2023

Listed (Active)

Naples Area Board of REALTORS #223026285

$1,249,000
Aug 16, 2022

Expired

Naples Area Board of REALTORS #207002616

Apr 5, 2013

Sold (Public Record)

Public Record #350864761

$572,250

-6.2% / yr

Apr 5, 2013

Sold

Naples Area Board of REALTORS #213005748

$572,250
Mar 6, 2013

Pending With Contingencies

Naples Area Board of REALTORS #213005748

Feb 12, 2013

Listed (Active)

Naples Area Board of REALTORS #213005748

$599,000
Jan 12, 2007

Listed (Active)

Naples Area Board of REALTORS #207002616

$1,175,000
Aug 2, 2005

Sold (Public Record)

Public Record #162020761

$935,000

+125.0% / yr

Jul 29, 2005

Sold

Naples Area Board of REALTORS #205063422

$935,000
Jun 21, 2005

Pending

Naples Area Board of REALTORS #205063422

Jun 14, 2005

Listed (Active)

Naples Area Board of REALTORS #205063422

$980,000
Mar 31, 2005

Sold (Public Record)

Public Record #154169469

$710,000

+6.8% / yr

Mar 28, 2005

Sold

Naples Area Board of REALTORS #2307733

$710,000
Mar 21, 2005

Pending

Naples Area Board of REALTORS #2307733

Feb 16, 2005

Pending With Contingencies

Naples Area Board of REALTORS #2307733

Feb 20, 2003

Listed (Active)

Naples Area Board of REALTORS #2307733

$725,000
Mar 30, 2001

Sold (Public Record)

Public Record #70942520

$545,000
DateEvent & SourcePrice
03/03/2026

Price Change

Naples Area Board of REALTORS #225082907

$1,395,000
12/14/2025

Listed (Active)

Naples Area Board of REALTORS #225082907

$1,415,000
05/31/2025

Expired

Naples Area Board of REALTORS #224077272

03/12/2025

Price Change

Naples Area Board of REALTORS #224077272

$1,415,000
09/30/2024

Listed (Active)

Naples Area Board of REALTORS #224077272

$1,450,000
06/25/2024

Withdrawn

Naples Area Board of REALTORS #224030042

04/03/2024

Listed (Active)

Naples Area Board of REALTORS #224030042

$1,835,000
06/06/2023

Sold

Naples Area Board of REALTORS #223026285

$1,175,000
04/07/2023

Pending With Contingencies

Naples Area Board of REALTORS #223026285

04/06/2023

Listed (Active)

Naples Area Board of REALTORS #223026285

$1,249,000
08/16/2022

Expired

Naples Area Board of REALTORS #207002616

04/05/2013

Sold (Public Record)

Public Record #350864761

$572,250

-6.2% / yr

04/05/2013

Sold

Naples Area Board of REALTORS #213005748

$572,250
03/06/2013

Pending With Contingencies

Naples Area Board of REALTORS #213005748

02/12/2013

Listed (Active)

Naples Area Board of REALTORS #213005748

$599,000
01/12/2007

Listed (Active)

Naples Area Board of REALTORS #207002616

$1,175,000
08/02/2005

Sold (Public Record)

Public Record #162020761

$935,000

+125.0% / yr

07/29/2005

Sold

Naples Area Board of REALTORS #205063422

$935,000
06/21/2005

Pending

Naples Area Board of REALTORS #205063422

06/14/2005

Listed (Active)

Naples Area Board of REALTORS #205063422

$980,000
03/31/2005

Sold (Public Record)

Public Record #154169469

$710,000

+6.8% / yr

03/28/2005

Sold

Naples Area Board of REALTORS #2307733

$710,000
03/21/2005

Pending

Naples Area Board of REALTORS #2307733

02/16/2005

Pending With Contingencies

Naples Area Board of REALTORS #2307733

02/20/2003

Listed (Active)

Naples Area Board of REALTORS #2307733

$725,000
03/30/2001

Sold (Public Record)

Public Record #70942520

$545,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 400 Flagship Drive, Unit 305

Taxable ValueLand-Additions$1,050,000Total-
Tax Record2025$10,784 ($899 / month)
Home Facts
Beds0Total Finished SqFt1,750 SqFtAbove Grade Finished SqFt1,750 SqFtStyleCondominiumYear Built2000CountyCOLLIERAPN69075010163

Schools near 400 Flagship Drive, Unit 305

This home is within Collier.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 11
Public - 9 to 12
Rating
School
Distance
Naples Park Elementary School
PublicPK to 5

Pine Ridge Middle School
Public6 to 8

Aubrey Rogers High School
Public9 to 11

Florida Virtual Course Offerings
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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400 Flagship Drive, Unit 305 is a condo for sale in Naples, FL 34108. This property was listed for sale on December 14, 2025 by William Raveis Real Estate, it's currently listed at $1,395,000. It has been on the market for a total of 82 days and was last sold on June 6, 2023. This listing's school district is Collier. Nearby schools include Naples Park Elementary School, Pine Ridge Middle School and Aubrey Rogers High School. 400 Flagship Drive, Unit 305 is a 3-bed, 3-bath, 1,760 sqft condo built in 2000.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Lesley Garlock; William Raveis Real Estate, Nathan Dyer

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.