342 Bayside AVE, Naples, FL 34108
Property image
Property image
OFF MARKET

$4,019,600

Trulia Estimate

    342 Bayside AVE, Naples, FL 34108

    Est. Refi. Payment $24,696/mo*
    Refinance Your Home
    Currently Off Market - Sold May 10, 2024 for $4,200,000

    Home Value

    Trulia Estimate
    $4.02M
    Since last month
    Increased$97K (+2.5%)
    Since last year
    Increased$239K (+6.3%)
    Since last sale
    Decreased$169K (-4%)
    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 +87% in the last 10 years
    MonthEstimated value
    2026
    September 2026$4.03M
    August 2026$3.93M
    July 2026$4.07M
    June 2026$3.91M
    May 2026$3.8M
    April 2026$4.06M
    March 2026$4.11M
    February 2026$4.03M
    January 2026$3.88M
    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
    191 Seabreeze AVE, Naples, FL
    0.46
    Lot/Land
    $5,500,000
    06/08/26
    -
    -
    362 Trade Winds AVE, Naples, FL
    0.14
    Lot/Land
    $1,550,000
    01/26/26
    -
    -
    387 Trade Winds AVE, Naples, FL
    0.17
    Lot/Land
    $1,449,000
    07/02/26
    -
    -
    469 Trade Winds Ave, Naples, FL
    0.20
    Lot/Land
    $1,540,000
    05/26/26
    -
    -
    361 Seabee AVE, Naples, FL
    0.48
    Lot/Land
    $2,219,000
    11/24/25
    -
    -
    553 100th AVE N, Naples, FL
    0.35
    Lot/Land
    $515,000
    10/10/25
    -
    -
    672 96th AVE N, Naples, FL
    0.58
    Lot/Land
    $1,000,000
    06/22/26
    -
    -
    741 95th AVE N, Naples, FL
    0.75
    Lot/Land
    $820,000
    08/14/26
    -
    -
    635 92nd AVE N, Naples, FL
    0.57
    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
    371 Bayside AVE, Naples, FL 34108
    0.03
    $5,400,000
    4
    4
    3,447
    For Sale
    368 Bayside AVE, Naples, FL 34108
    0.02
    $7,617,000
    5
    5
    7,492
    Off Market
    319 Lagoon AVE, Naples, FL 34108
    0.11
    $4,350,000
    4
    4.5
    4,278
    For Sale
    404 Bayside AVE, Naples, FL 34108
    0.05
    $2,600,000
    4
    4.5
    3,026
    Recently Sold
    369 Pine AVE, Naples, FL 34108
    0.06
    $4,113,900
    3
    2.5
    2,109
    Off Market
    432 Bayside AVE, Naples, FL 34108
    0.08
    $5,975,000
    4
    4.5
    4,293
    For Sale
    366 Pine AVE, Naples, FL 34108
    0.09
    $3,500,000
    -
    -
    -
    For Sale
    419 Pine AVE, Naples, FL 34108
    0.09
    $1,811,000
    4
    4
    3,666
    Off Market
    362 Trade Winds AVE, Naples, FL 34108
    0.14
    $1,550,000
    -
    -
    -
    Recently Sold
    434 Trade Winds AVE, Naples, FL 34108
    0.15
    $4,250,000
    4
    4
    5,087
    Recently Sold
    287 Trade Winds AVE, Naples, FL 34108
    0.18
    $2,901,300
    -
    -
    -
    Off Market

    Local Information

    • Map ViewExplore the area around 342 Bayside AVE.
    • Schools1 Preschool School1 Elementary School1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot/Land
    0.35 acre lot

    About this House

    Stunning unobstructed views with West exposure over the Bay at Conners in Vanderbilt Beach at this end of the cul-de-sac lot offering over 1/3 acre with private wood dock. Build your dream home and enjoy direct access to Wiggins Pass and the Gulf of Mexico. Close to Vanderbilt Beach, Vanderbilt and Mercato destinations where you will find superior shopping opportunities and an array of restaurants. Easy access to downtown Naples for Fun on Fifth. With 172 feet of bay frontage, your imagination can soar as you work with your architect to design your perfect new home and bay front oasis.
    342 Bayside AVE, Naples, FL 34108 is a lot/land. It last sold for $4,200,000 on May 10, 2024 (28% below the $5,850,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,019,600.
    Last check for updates: about 2 hours ago
    Listed by Shirlene Elkins, (239) 777-9574
    John R Wood Properties
    Bought with: Vincent Rigoni, (239) 273-9388, Premiere Plus Realty Company
    Originating MLS: Naples
    Source: SWFLMLS, MLS#224000489

    Home Details for 342 Bayside AVE

    Interior Features

    Appliances & Utilities
    Utilities: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Water Connected
    Fireplace & Spa
    No Fireplace
    Gas & Electric
    Has Electric on Property
    View
    Has a ViewView: Bay

    Exterior Features

    Exterior Home Features
    Vegetation: GrassedExterior: Dock
    Parking & Garage
    No CarportNo GarageNo Attached Garage
    Frontage
    WaterfrontWaterfront: BayFrontage Type: Bay/HarborResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedOn Waterfront
    Farm & Range
    Not Allowed to Raise Horses

    Property Information

    Property Type / Style
    Property Type: LandProperty Subtype: Unimproved LandStructure Type: HouseArchitecture: House
    Building
    Building: DSL/Cable AvailableNot a New Construction
    Property Information
    Usage of Home: Single Family, ResidentialParcel Number: 27583040007

    Price & Status

    Price
    List Price: $5,850,000
    Status Change & Dates
    Off Market Date: Fri May 10 2024

    Active Status

    MLS Status: Closed

    Media

    Location

    Direction & Address
    City: NAPLESCommunity: CONNERS

    Community

    Community Features: Non-GatedNot Senior Community

    HOA

    Association for this Listing: NaplesNo HOA

    Lot Information

    Lot Area: 0.35 acres

    Miscellaneous

    Mls Number: 224000489Water ViewWater View: Bay

    Additional Information

    Non-Gated

    Price and Tax history

    DateEventPrice
    May 10, 2024
    Source: SWFLMLS #224000489
    		Sold
    $4,200,000
    Apr 29, 2024
    Source: SWFLMLS #224000489
    		Pending
    $5,850,000
    Apr 5, 2024
    Source: SWFLMLS #224000489
    		PriceChange
    $5,850,000
    Price decreased by 3%
    Jan 8, 2024
    Source: SWFLMLS #224000489
    		Listed For Sale
    $6,000,000
    Nov 20, 2023
    Source: SWFLMLS #223057039
    		ListingRemoved

    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.
    • Silvia Polgati
      "Is a quiet neighborhood we really enjoy "
      0
      Flag
    • 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
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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
    • 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

    LGBTQ Local Legal Protections

    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.

    Frequently asked questions about 342 Bayside AVE

    • What is 342 Bayside AVE estimated to be worth?
      Trulia's estimated value for 342 Bayside AVE in Naples, FL is $4,019,600.
    • What is the price history for 342 Bayside AVE?
      342 Bayside AVE in Naples, FL last sold for $4,200,000 in May 2024.
    • 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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