400 Flagship DR #808, Naples, FL 34108
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OFF MARKET

400 Flagship DR #808
Naples, FL 34108

  • 3 Beds
  • 2 Baths
  • 1,734 sqft

$1,228,600

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $7,287/mo*
Refinance Your Home

$1,228,600

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $7,287/mo*
Refinance Your Home
3 Beds
2 Baths
1,734 sqft

Local Information

  • Map ViewExplore the area around 400 Flagship DR #808.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
2000
Living Area
1,734 sqft
Price/Sqft
$709
Parking
1 Car Garage
HOA
$1,630/Monthly

About this House

Come See One of the BEST Values Along Vanderbilt Beach! This 8th-floor condo with breathtaking Gulf and Bay views won’t last long! Imagine watching boats pass by and dolphins play from your beautiful outdoor living space. The open-concept main living area is perfect for entertaining, surrounded by coastal colors inspired by the water, sand, and sky — bringing the beach life inside! This condo is being sold turnkey, allowing you to move right in with no work needed. A standout feature of this condo is the custom dry bar—spacious and designed with thoughtful details. It's the perfect one-stop station for mixing and serving cocktails, storing and pouring wine, and keeping glassware organized and ready to use. It can even double as a gourmet coffee bar. With ambient lighting, it adds a touch of luxury, style, and convenience to your everyday living. The updated laundry room boasts newer appliances, custom cabinetry, a granite countertop, and stylish hardware, combining functionality with elegance. The primary bedroom features a spacious, custom-built his-and-hers closet, designed to maximize every bit of available space. Throughout the condo, you’ll find luxury vinyl plank flooring, soaring 9’ ceilings with extended crown molding and baseboards, and modern lighting that elevates the ambiance. The kitchen is equipped with granite countertops, stainless steel appliances. 4.5” plantation shutters also add a nice touch throughout. For added peace of mind, hurricane shutters have been installed, ensuring safety and security year-round. One of the few pet-friendly communities in the area, this upscale residence warmly welcomes your furry companions. It also offers a flexible rental policy, allowing 30-day minimum stays up to 12 times per year. Regatta’s 55-slip marina has been newly rebuilt and offers easy access with just a short boat ride to the Gulf of Mexico. You’re also within walking distance of Vanderbilt Beach, where you can spend the day soaking up the sun or take in stunning sunsets. Tennis courts available and pickleball courts coming soon at Pelican Bay Community Park. Nearby, enjoy renowned spots like The Ritz-Carlton, Turtle Club, and Mercato, offering fine dining, shopping, and vibrant entertainment. Move in and start living your dream life on the bay!
400 Flagship DR #808, Naples, FL 34108 is a 3 bedroom, 2 bathroom, 1,734 sqft condo built in 2000. It last sold for $1,300,000 on Feb 4, 2025 (7% below the $1,395,000 asking price). More recently, it was listed as a rental in December 2020 with an asking price of $7,500 per month. That rental listing was removed on December 9, 2020. It is currently off market. The Trulia Estimate is $1,228,600, with a rent estimate of $6,557/month.

Home Details for 400 Flagship DR #808

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Great Room, Kitchen, Lanai, Utility Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1734 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator/Icemaker, Self Cleaning Oven, Washer, Wine CoolerDishwasherDisposalDryerLaundry: Inside,Laundry TubMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: CommunityNo FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Window Coverings, Impact Resistant Windows, Shutters ElectricDoor: French Doors, Impact Resistant DoorsFlooring: Laminate
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Laminate
View
Has a ViewView: Gulf and Bay, Preserve
Security
Security: Smoke Detector(s), Gated Community, Fire Sprinkler System

Exterior Features

Exterior Home Features
Roof: Metal ShinglePatio / Porch: Screened Lanai/PorchFoundation: Concrete BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Assigned,Common,Covered,Guest,Paved,Under Bldg Open,Attached
Pool
Pool: Community
Frontage
WaterfrontWaterfront: BayFrontage Type: Bay/HarborOn Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: ResidentialProperty Subtype: CondominiumStructure Type: High Rise (8+)Architecture: High Rise (8+)
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 69075011023

Price & Status

Price
List Price: $1,395,000
Status Change & Dates
Off Market Date: Tue Feb 04 2025

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: NAPLESCommunity: REGATTA

Building

Building Area
Building Area: 1939 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Pool, Fitness Center, Street Lights, Gated, BoatingNot Senior Community

HOA

Association for this Listing: NaplesNo HOAHOA Fee: $19,560/Annually

Offer

Contingencies: Inspection

Miscellaneous

Mls Number: 224075116Water ViewWater View: Gulf and Bay

Additional Information

HOA Amenities: Barbecue,Bike Storage,Clubhouse,Pool,Community Room,Spa/Hot Tub,Fitness Center,Storage,Internet Access,Marina,Streetlight,Trash Chute
Last check for updates: about 23 hours ago
Listed by Lesley Garlock, (239) 289-1351
William Raveis Real Estate
Nathan Dyer, (417) 350-7803
William Raveis Real Estate
Bought with: Gayle Satcher, (239) 450-4828, William Raveis Real Estate
Originating MLS: Naples
Source: SWFLMLS, MLS#224075116

Price History for 400 Flagship DR #808

DatePriceEventSource
02/04/2025$1,300,000Sold
SWFLMLS #224075116
01/21/2025$1,395,000PendingSWFLMLS #224075116
09/12/2024$1,395,000Listed For SaleSWFLMLS #224075116
12/09/2020$7,500ListingRemovedAgent Provided
12/03/2020$7,500Listed For RentAgent Provided
12/02/2020$905,000Sold
NABOR FL #220068452
10/28/2020$895,000PendingAgent Provided
10/27/2020$7,500ListingRemovedAgent Provided
10/27/2020$895,000Listed For SaleAgent Provided
05/05/2020$7,500Listed For RentAgent Provided
11/26/2019$7,500ListingRemovedAgent Provided
11/07/2019$7,500Listed For RentAgent Provided
07/20/2019$9,000ListingRemovedAgent Provided
06/29/2017$9,000Listed For RentAgent Provided
06/02/2016$742,500Sold
N/A
02/13/2016$799,000PriceChange
Agent Provided
01/12/2016$899,000Listed For SaleAgent Provided
11/21/2012$642,500Sold
N/A
03/13/2012$785,000Listed For SaleAgent Provided

Market trends in Naples

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
$19KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$330
$0MoM
Available listings
5204
766MoM
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Property Tax and Assessment

Year2025
Tax$10,606
Assessment$1,112,400
Home facts updated by county records

Comparable Sales for 400 Flagship DR #808

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
460 Launch CIR #Penthouse 01, Naples, FL
0.09
Condo
$1,030,000
09/30/25
3
2
1,635
450 Launch CIR #501, Naples, FL
0.08
Condo
$990,000
05/22/26
3
2
1,635
470 Launch Cir #V-503, Naples, FL
0.08
Condo
$1,030,000
05/13/26
3
2
1,475
410 Flagship DR #501, Naples, FL
0.04
Condo
$1,325,000
02/12/26
3
2.5
1,979
410 Flagship DR #906, Naples, FL
0.04
Condo
$1,260,000
02/05/26
3
2.5
1,979

Nearby homes

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Assigned Schools

These are the assigned schools for 400 Flagship DR #808.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Naples

At least 1695 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 78 % Say parking is easy

  • 75 % Say it's quiet

  • 69 % Say people would walk alone at night

  • 69 % Say there's holiday spirit

  • 67 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 61 % Say streets are well-lit

  • 60 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 51 % Say there's wildlife

  • 48 % Say kids play outside

  • 47 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
    Flag
  • Chad Roberson
    "Quiet, people leave you alone here. No hoa, can expand on your property. Weather is amazing 6-8 months out of the year. You’ll see amazing wildlife everywhere in this area. "
    0
    Flag
  • Jimandhelensimon
    "We have an excellent location to access numerous beaches and have an enormous amount of well landscaped green space. Our pool feels like a resort pool."
    0
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  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
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  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
    0
    Flag
  • James
    "lots of green space in the area and there are dog parks that also can be visited by dog owners and the place is always well groomed"
    1
    Flag
  • Sandra Decain
    "Great friendly people - love the dining access to water amazing weather. Could not ask for more. "
    0
    Flag
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
    0
    Flag
  • Michelle SanFillipo
    "Great dog parks and open spaces for recreational activities. Safe and secure. Well lit at night. Wide sidewalks and others are respectful of dogs and clean up."
    1
    Flag
  • Cristiano Machado
    "Friendly and safe neighborhood Close to schools, lhospital and grocery stores plus great restaurants and pubs"
    0
    Flag
  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
    Flag
  • Brian.bird
    "Fun people and safe gated community with golf and tennis and good food. Homes are nice and the grounds are well kept"
    0
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  • waterman46
    "Pet friendly all dogs on leashes . We have never had a problem and 99% pick up after their dogs. Just a really nice pet friendly area."
    1
    Flag
  • Jimandhelensimon
    "It’s dog friendly but dogs must be on a leash. The dogs must be twenty pounds or less unless they are an emotional support dog."
    0
    Flag
  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
    0
    Flag
  • Wheeler04
    "The Isles is surrounded by nature with 1/2 of its 2,400 acres dedicated to preserve and waterways. Such a friendly and active community! "
    0
    Flag
  • Airwavessystem
    "I great community to live close to everything shops supermarkets and the beach. 15 minutes to the mall and 5 minutes to the main highway 75 to tampa Orlando or to miami."
    0
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  • Scottjohnnewhouse
    "I’ve lived in Naples for 33 years. It is growing at an alarming rate but it is such a safe place to live…."
    0
    Flag
  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
    0
    Flag
  • Eric
    "There are a lot of young families with children out playing with each other. The community center is well equipped with gym equipment and a beautiful pool."
    0
    Flag
  • Oditth Ricardo
    "Peaceful and safe. No issues and no problems most of the time. Great schools. Great place to start a family and raise kids. "
    0
    Flag
  • Jimandhelensimon
    "Beautiful open spaces and amenities. Beaches and large variety of restaurants and entertainment. The shopping is awesome and the people are fun loving."
    0
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  • Laurel
    "This is a family friendly neighborhood. It is close to the beach, the Greenway, the zoo, parks, theater, shopping, and dining. It’s close to downtown Naples and just a few miles to The Mercato. "
    0
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  • Nmarranca
    "I am here on vacation and it is a wonderful community. We are in Beachwalk, which is very close to the beach and walking distance and we have a big pool."
    0
    Flag
  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
    Flag
  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
    Flag
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
    0
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  • Jt276297
    "It’s one of the cleanest towns in the United States and has a vast number of culture with in it’s population "
    0
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  • Amolter
    "Lake park is close to everything anyone would want. Mall, restaurants, parks, dog park, hospital, grocery store, zoo, move theatre,downtown, boat launch to the bay, and the beach!!"
    0
    Flag
  • Blondbasket
    "Great groups of people live in the area. Everything is relatively easy and close to the house. I know my neighbors and they are so far very helpful and all around happy people. "
    0
    Flag
  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
    Flag
  • Kim
    "Very well kept sidewalks and community areas, yards are well maintained it’s so easily accessible to markets and stores very easy to walk around , biking is also easy to do there are nice friendly people "
    0
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  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
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  • H5hnmg992c
    "none. i like that it isn’t gated. its a friendly neighborhood and people are kind. it’s becoming more accessible to food and restaurants"
    2
    Flag
  • Juntig5
    "Naples is a lovely place, tends to get crowded in the season, nice beaches and the city is clean with lots of restaurants. Pleasant weather. "
    0
    Flag
  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
    Flag
  • Naplesjan29
    "The school’s are excellent and close by! It’s a very safe and convenient area!!The school bus picks up here daily."
    0
    Flag
  • Trulia User
    "Close to the beaches restaurant downtown feel like you on vacation family friendly and pet friendly neighborhood. Very clean and safe. Beautiful area "
    0
    Flag
  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
    0
    Flag
  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

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203 rentals with an outdoor space in Naples, FL

Homes for sale near 400 Flagship DR #808

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Off Market Homes Near 400 Flagship DR #808

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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.