469 Trade Winds Ave, Naples, FL 34108
Property image
Property image
SOLD
MAY 26, 2026

$1,695,200

Trulia Estimate

    469 Trade Winds Ave, Naples, FL 34108

    Est. Refi. Payment $10,486/mo*
    Refinance Your Home
    Currently Off Market - Sold May 26, 2026 for $1,540,000 (7% below list price)

    Home Value

    Trulia Estimate
    $1.7M
    Since last month
    Decreased$42K (-2.4%)
    Since last year
    Decreased$528K (-23.9%)
    Since last sale
    Increased$141K (+9.1%)
    Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

    Trulia Estimate

    The of this home's value increased by +79% in the last 10 years
    MonthEstimated value
    2026
    September 2026$1.68M
    August 2026$1.7M
    July 2026$1.72M
    June 2026$1.83M
    May 2026$1.61M
    April 2026$2.37M
    March 2026$2.43M
    February 2026$2.29M
    January 2026$2.12M
    2025
    2024
    2023
    2022
    2021
    2020
    2019
    2018
    2017
    2016

    Comparable sales

    These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    387 Trade Winds AVE, Naples, FL
    0.07
    Lot/Land
    $1,449,000
    07/02/26
    -
    -
    362 Trade Winds AVE, Naples, FL
    0.09
    Lot/Land
    $1,550,000
    01/26/26
    -
    -
    361 Seabee AVE, Naples, FL
    0.32
    Lot/Land
    $2,219,000
    11/24/25
    -
    -
    553 100th AVE N, Naples, FL
    0.19
    Lot/Land
    $515,000
    10/10/25
    -
    -
    672 96th AVE N, Naples, FL
    0.54
    Lot/Land
    $1,000,000
    06/22/26
    -
    -
    535 107th Ave N, Naples, FL
    0.49
    Lot/Land
    $625,000
    01/05/26
    -
    -
    191 Seabreeze AVE, Naples, FL
    0.37
    Lot/Land
    $5,500,000
    06/08/26
    -
    -
    635 92nd AVE N, Naples, FL
    0.61
    Lot/Land
    $700,000
    03/31/26
    -
    -

    Nearby home prices

    Get a sense of expected prices in the area by checking the value of nearby homes.
    Address
    Distance
    Price
    Bed
    Bath
    Sqft
    Status
    434 Trade Winds AVE, Naples, FL 34108
    0.04
    $4,250,000
    4
    4
    5,087
    Recently Sold
    9940 Vanderbilt DR, Naples, FL 34108
    0.07
    $1,075,000
    3
    2
    1,832
    Recently Sold
    481 Lagoon AVE, Naples, FL 34108
    0.08
    $2,237,300
    3
    2
    1,660
    Off Market
    387 Trade Winds AVE, Naples, FL 34108
    0.07
    $1,449,000
    -
    -
    -
    Recently Sold
    406 Willet AVE, Naples, FL 34108
    0.07
    $5,089,000
    4
    5
    4,108
    Off Market
    362 Trade Winds AVE, Naples, FL 34108
    0.09
    $1,550,000
    -
    -
    -
    Recently Sold
    427 Willet Ave, Naples, FL 34108
    0.08
    $3,275,000
    4
    4
    3,269
    Recently Sold
    493 Willet AVE, Naples, FL 34108
    0.08
    $2,225,000
    4
    3
    2,146
    For Sale
    519 99th Ave N, Naples, FL 34108
    0.11
    $850,800
    3
    2
    1,654
    Off Market
    522 100th AVE N, Naples, FL 34108
    0.10
    $447,000
    2
    1
    1,398
    Recently Sold
    10082 Vanderbilt DR, Naples, FL 34108
    0.09
    $2,417,200
    5
    2.5
    2,829
    Off Market

    Local Information

    • Map ViewExplore the area around 469 Trade Winds Ave.
    • Schools1 Preschool School1 Elementary School1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot/Land

    About this House

    PRICED TO SELL! Positioned on one of Naples’ most sought-after waterfront streets, 469 Trade Winds Ave delivers a rare head start for your custom build. The prior home has been professionally demolished, the seawall replaced, and fully engineered, permit-ready plans are included for a coastal modern 4,088 A/C sq ft (6,240 total) residence featuring 4 bedrooms, 4 baths, a 3-car garage, and an elevated resort-style pool overlooking the canal. The living level and pool area are thoughtfully elevated above the required flood plain—offering the best of both worlds by maximizing views and flood safety while maintaining accessibility, minimizing stairs, and allowing you to enjoy your pool and outdoor living directly off the main living level.

    Skip years of design and approvals—builder proposals are available, and reduced impact fees may apply due to the former structure. Enjoy quick Gulf access and a walkable coastal lifestyle near Vanderbilt Beach, The Ritz-Carlton, The Ritz-Carlton Residences, and Mercato’s premier dining and shopping. With significant time and cost efficiencies already in place—and continued neighborhood momentum, including the upcoming Paraiso Beach Club—this opportunity blends convenience, upside, and an A-plus location in the Vanderbilt Beach/Conners waterfront community.

    Whether you’re an investor seeking a streamlined build or a future homeowner ready to create a custom retreat, this property delivers a rare blend of time savings, cost efficiency, and long-term upside—all in one of Naples’ most coveted waterfront neighborhoods. Contact today for more information including Architectural & Engineered Plans, Elevation Certificate, Property Survey, and more!
    469 Trade Winds Ave, Naples, FL 34108 is a lot/land. It last sold for $1,540,000 on May 26, 2026 (7% below the $1,650,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,695,200.
    Last check for updates: about 3 hours ago
    Listed by Vincent Rigoni, (239) 273-9388
    Premiere Plus Realty Company
    Bought with: Vincent Rigoni, (239) 273-9388, Premiere Plus Realty Company
    Originating MLS: Florida Gulf Coast
    Source: Florida Gulf Coast MLS, MLS#2025017116

    Home Details for 469 Trade Winds Ave

    Active Status

    MLS Status: Closed

    Interior Features

    Appliances & Utilities
    Utilities: Cable Available, Electricity Available, Other, Phone Available, Trash Collection, Underground Utilities, Water Available
    Gas & Electric
    Has Electric on Property
    View
    Has a ViewView: Canal

    Exterior Features

    Frontage
    WaterfrontWaterfront: Canal Access, Navigable Water, SeawallResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedOn Waterfront
    Water & Sewer
    Sewer: Public Sewer

    Days on Market

    Cumulative Days on Market: 206

    Property Information

    Property Type / Style
    Property Type: LandProperty Subtype: Unimproved Land
    Property Information
    Parcel Number: 27586160007

    Price & Status

    Price
    List Price: $1,650,000
    Status Change & Dates
    Off Market Date: Tue May 26 2026Possession Timing: Close Of Escrow

    Media

    Location

    Direction & Address
    City: NaplesCommunity: CONNERS

    Community

    Community Features: Boat FacilitiesNot Senior Community

    HOA

    HOA Fee Includes: Road Maintenance, Street Lights, See Remarks, TrashAssociation for this Listing: Florida Gulf CoastHas an HOA

    Lot Information

    Lot Area: 9147.6 sqft

    Offer

    Listing Terms: All Financing Considered, Cash

    Miscellaneous

    Mls Number: 2025017116Living Area Range Units: Square FeetWater ViewWater View: CanalAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetUniversal Property Id: US-12021-N-27586160007-R-N

    Additional Information

    Boat FacilitiesSource Internet Entire Listing Display

    Price and Tax history

    DateEventPrice
    May 26, 2026
    Source: Florida Gulf Coast MLS #2025017116
    		Sold
    $1,540,000
    Apr 29, 2026
    Source: Florida Gulf Coast MLS #2025017116
    		Pending
    $1,650,000
    Feb 22, 2026
    Source: Florida Gulf Coast MLS #2025017116
    		PriceChange
    $1,650,000
    Price decreased by 6%
    Jan 29, 2026
    Source: Florida Gulf Coast MLS #2025017116
    		PriceChange
    $1,750,000
    Price decreased by 5%
    Jan 6, 2026
    Source: Florida Gulf Coast MLS #2025017116
    		PriceChange
    $1,850,000
    Price decreased by 5%

    Market trends in Naples

    Last updated August 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $550K
    $18.33K    MoM
    Sale-to-List Price
    95.0%
    0.1%    MoM
    Price per sq ft
    $323
    $9    MoM
    Available listings
    4452
    376    MoM

    Around this home

    What Locals Say about Naples

    At least 1698 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.
    • Mfontaine21
      "Many community events at our town center including food trucks, swim and dance parties and weekly bingo"
      0
      Flag
    • Jeff W
      "What an awesome community. From the beach, to the restaurants, the berm, the amenities, people … just love Pelican Bay. "
      1
      Flag
    • Trulia User
      "Safe neighborhoods but be wary of some of the complexes as you move east. Naples is amazing if you do your homework "
      1
      Flag
    • 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
      Flag
    • Jarek Przada
      "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
      0
      Flag
    • 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
      Flag
    • 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
      Flag
    • 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
      Flag
    • 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
      Flag
    • 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
      Flag
    • 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
      Flag
    • Swatson645
      "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
      0
      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
    • 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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    Frequently asked questions about 469 Trade Winds Ave

    • What is 469 Trade Winds Ave estimated to be worth?
      Trulia's estimated value for 469 Trade Winds Ave in Naples, FL is $1,695,200.
    • What is the price history for 469 Trade Winds Ave?
      469 Trade Winds Ave in Naples, FL last sold for $1,540,000 in May 2026.
    • Is Naples a buyer's or seller's market?
      Naples is currently a buyer's market, based on recent for-sale activity.
    • What's the median sale price in Naples?
      The median sale price in Naples is $550K. That is down $18.33K from the prior month.

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