342 Bayside AVE, Naples, FL 34108
OFF MARKET

342 Bayside AVE
Naples, FL 34108

    $3,799,100

    Trulia Estimate
    as of Jun 6, 2026
    Est. Refi. Payment $21,939/mo*
    Refinance Your Home

    $3,799,100

    Trulia Estimate
    as of Jun 6, 2026
    Est. Refi. Payment $21,939/mo*
    Refinance Your Home
    (on 0.35 acres)

    Local Information

    Map showing home location
    © Google
    -- mins to
    Commute Destination

    Description

    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.
    This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 10, 2024

    Home Highlights

    Parking
    No Info
    Outdoor
    No Info
    View
    Bay
    HOA
    None
    Price/Sqft
    No Info
    Listed
    180+ days ago

    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
    Last check for updates: about 11 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

    Price History for 342 Bayside AVE

    DatePriceEventSource
    05/10/2024$4,200,000Sold
    SWFLMLS #224000489
    04/29/2024$5,850,000PendingSWFLMLS #224000489
    04/05/2024$5,850,000PriceChange
    SWFLMLS #224000489
    01/08/2024$6,000,000Listed For SaleSWFLMLS #224000489
    11/20/2023ListingRemovedSWFLMLS #223057039
    08/08/2023$6,000,000Listed For SaleSWFLMLS #223057039
    08/07/2023ListingRemovedSWFLMLS #223037620
    05/17/2023$4,900,000Listed For SaleSWFLMLS #223037620
    05/15/2023ListingRemovedSWFLMLS #222081971
    02/13/2023$4,900,000PriceChange
    SWFLMLS #222081971
    11/17/2022$5,900,000Listed For SaleSWFLMLS #222081971
    12/31/2001$1,460,000Sold
    N/A
    02/05/1999$900,000Sold
    N/A

    Market trends in Naples

    Last updated April 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $589K
    $10.33K    MoM
    Sale-to-List Price
    95.2%
    0.1%    MoM
    Price per sq ft
    $327
    $5    MoM
    Available listings
    6576
    386    MoM
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    Property Tax and Assessment

    Year2025
    Tax$27,756
    Assessment$2,701,297
    Home facts updated by county records

    Comparable Sales for 342 Bayside AVE

    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    362 Trade Winds AVE, Naples, FL
    0.14
    Lot/Land
    $1,550,000
    01/26/26
    -
    -
    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
    -
    -
    227 Channel DR, Naples, FL
    0.37
    Lot/Land
    $2,800,000
    07/31/25
    -
    -
    676 and 680 92nd AVE N, Naples, FL
    0.68
    Lot/Land
    $735,000
    08/21/25
    -
    -
    635 92nd AVE N, Naples, FL
    0.57
    Lot/Land
    $700,000
    03/31/26
    -
    -
    535 107th Ave N, Naples, FL
    0.68
    Lot/Land
    $625,000
    01/05/26
    -
    -
    693 91ST AVE N, Naples, FL
    0.72
    Lot/Land
    $560,000
    02/23/26
    -
    -

    Nearby homes

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    Assigned Schools

    These are the assigned schools for 342 Bayside AVE.
    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 1692 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

    • 61 % Say streets are well-lit

    • 61 % Say yards are well-kept

    • 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.
    • 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
      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
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    • 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
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    • 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
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    • 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
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    • Trulia User
      "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
      0
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    • 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
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    • Kldaniel29
      "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
      0
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    • Twalkercillins
      "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
      0
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    • Askrodiana
      "The neighborhood is safe for people and dogs to walk. A lot of people do walk their pets each morning and evening. "
      1
      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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    • Marc d'Acunzo
      "Baker park has a great dog park area. One for small dogs and the other for medium and larger dogs. Plenty of areas to walk dogs."
      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
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    • 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
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    • Kim
      "Activities are organized by HOA director they always have lots of activities planned lots of fun "
      0
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    • 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
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    • Jkgc11
      "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
      0
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    • 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
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    • 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
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    • 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
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    • Trulia User
      "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
      1
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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.

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    342 Bayside AVE, Naples, FL 34108 is a lot/land. This property is not currently available for sale. 342 Bayside AVE was last sold on May 10, 2024 for $4,200,000 (28% lower than the asking price of $5,850,000). The current Trulia Estimate for 342 Bayside AVE is $3,799,100.