366 Pine AVE, Naples, FL 34108
Property image
Property image
FOR SALE
0.35 ACRES

$3,500,000

Original price: $4,175,000

    366 Pine AVE, Naples, FL 34108

    Est. Mortgage $21,345/mo*
    Get Pre-Qualified
    We estimate this home will sell faster than 96% nearby.

    Home Highlights

    Lot/Land
    0.35 acre lot

    Local Information

    • Map ViewExplore the area around 366 Pine AVE.
    • Schools1 Preschool School1 Elementary School1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    About this House

    Wide bay views from this exceptional oversized point lot in Vanderbilt Beach! This property represents a trophy investment, the perfect canvas for your forever home with Southwest Exposure for Year-Round Sunsets! Discover a rare opportunity to own in highly sought after Conners community near the Ritz Carlton. Nestled at the end of a serene cul-de-sac, this stunning property boasts an impressive 0.35 acres of premium waterfront bliss featuring an astounding ~191 feet of water frontage. Perfect for boating enthusiasts, offers direct Gulf access, allowing you to be just minutes away from the open waters of the Gulf. Imagine crafting your custom estate on this expansive canvas, with ample space for a stunning residence, a luxurious pool, and generous outdoor living areas all framed by panoramic water views that will leave you in awe. This coveted point lot allows you to moor your boat on the side, preserving your breathtaking wide-open views and ensuring picturesque vistas from every angle! Credit for Water/Sewer impact fees are included. Enjoy the upscale shopping and dining at Mercato, and the luxurious amenities of The Ritz-Carlton. With no HOA restrictions. Embrace the coastal lifestyle you've always dreamed of make your vision a reality.
    Last check for updates: about 11 hours ago
    Listing courtesy of Mari Vesci, (239) 269-8889
    John R Wood Properties
    Originating MLS: Naples
    Source: SWFLMLS, MLS#226015793
    Also Listed on SWFLMLS.
    We estimate this home will sell faster than 96% nearby.

    Home Details for 366 Pine AVE

    Interior Features

    Appliances & Utilities
    Utilities: None
    Fireplace & Spa
    No Fireplace
    Gas & Electric
    No Electric on Property
    View
    Has a ViewView: Canal

    Exterior Features

    Exterior Home Features
    Exterior: Dock, Boat Lift
    Parking & Garage
    No CarportNo GarageNo Attached Garage
    Frontage
    WaterfrontWaterfront: Canal FrontOn Waterfront
    Water & Sewer
    Sewer: None
    Farm & Range
    Not Allowed to Raise Horses

    Days on Market

    Days on Market: 150

    Property Information

    Property Type / Style
    Property Type: LandProperty Subtype: Unimproved LandStructure Type: HouseArchitecture: House
    Building
    Not a New Construction
    Property Information
    Usage of Home: Single Family, ResidentialParcel Number: 27582320003

    Price & Status

    Price
    List Price: $3,500,000

    Active Status

    MLS Status: Active

    Location

    Direction & Address
    City: NAPLESCommunity: CONNERS

    Agent Information

    Listing Agent
    Listing ID: 226015793

    Community

    Community Features: Non-GatedNot Senior Community

    HOA

    Association for this Listing: NaplesNo HOAHOA Fee: No HOA Fee

    Lot Information

    Lot Area: 0.35 acres

    Miscellaneous

    Mls Number: 226015793Water ViewWater View: Canal

    Additional Information

    Non-GatedSource Internet Entire Listing Display

    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
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    • 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."
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    • Jarek Przada
      "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
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      Flag
    • Jimandhelensimon
      "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
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      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
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    • Michael.mccann
      "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
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      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
      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. "
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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."
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    • Kldaniel29
      "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
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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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    • 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
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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. "
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    • Kim
      "Activities are organized by HOA director they always have lots of activities planned lots of fun "
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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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    • 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
      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

    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

    Home Value

    Trulia Estimate
    $3.16M
    Since last month
    Increased$278K (+9.6%)
    Since last year
    Increased$153K (+5%)
    Since last sale
    Increased$3M (+759.7%)
    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 +119% in the last 10 years
    MonthEstimated value
    2026
    September 2026$3.18M
    August 2026$2.9M
    July 2026$2.94M
    June 2026$2.96M
    May 2026$2.91M
    April 2026$3.09M
    March 2026$3.51M
    February 2026$3.52M
    January 2026$3.17M
    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
    553 100th AVE N, Naples, FL
    0.40
    Lot/Land
    $515,000
    10/10/25
    -
    -
    362 Trade Winds AVE, Naples, FL
    0.23
    Lot/Land
    $1,550,000
    01/26/26
    -
    -
    387 Trade Winds AVE, Naples, FL
    0.26
    Lot/Land
    $1,449,000
    07/02/26
    -
    -
    469 Trade Winds Ave, Naples, FL
    0.27
    Lot/Land
    $1,540,000
    05/26/26
    -
    -
    635 92nd AVE N, Naples, FL
    0.51
    Lot/Land
    $700,000
    03/31/26
    -
    -
    672 96th AVE N, Naples, FL
    0.56
    Lot/Land
    $1,000,000
    06/22/26
    -
    -
    741 95th AVE N, Naples, FL
    0.73
    Lot/Land
    $820,000
    08/14/26
    -
    -
    693 91ST AVE N, Naples, FL
    0.67
    Lot/Land
    $560,000
    02/23/26
    -
    -
    191 Seabreeze AVE, Naples, FL
    0.55
    Lot/Land
    $5,500,000
    06/08/26
    -
    -
    361 Seabee AVE, Naples, FL
    0.57
    Lot/Land
    $2,219,000
    11/24/25
    -
    -

    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
    451 Oak AVE, Naples, FL 34108
    0.09
    $3,078,400
    4
    4
    2,923
    Off Market
    325 Oak Ave, Naples, FL 34108
    0.06
    $3,200,000
    5
    3.5
    3,184
    Recently Sold
    432 Oak Ave, Naples, FL 34108
    0.10
    $3,401,900
    3
    2
    1,287
    Off Market
    369 Pine AVE, Naples, FL 34108
    0.03
    $4,113,900
    3
    2.5
    2,109
    Off Market
    419 Pine AVE, Naples, FL 34108
    0.06
    $1,811,000
    4
    4
    3,666
    Off Market
    448 Oak AVE, Naples, FL 34108
    0.11
    $6,047,300
    5
    5
    4,314
    Off Market
    483 Oak Ave, Naples, FL 34108
    0.11
    $2,896,000
    -
    -
    -
    For Sale
    480 Oak AVE, Naples, FL 34108
    0.13
    $2,299,000
    4
    3
    2,461
    For Sale
    368 Bayside AVE, Naples, FL 34108
    0.07
    $7,617,000
    5
    5
    7,492
    Off Market
    404 Bayside AVE, Naples, FL 34108
    0.08
    $2,600,000
    4
    4.5
    3,026
    Recently Sold
    283 Oak AVE, Naples, FL 34108
    0.09
    $3,562,400
    4
    4
    3,035
    Off Market

    Price and Tax history

    DateEventPrice
    Jun 10, 2026
    Source: SWFLMLS #226015793
    		PriceChange
    $3,500,000
    Price decreased by 16%
    Apr 23, 2026
    Source: SWFLMLS #226015793
    		Listed For Sale
    $4,175,000
    Mar 5, 1996
    Source: N/A
    		Sold
    $370,000

    LGBTQ Local Legal Protections

    Mari Vesci, John R Wood Properties
    Agent Phone: (239) 269-8889
    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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    Frequently asked questions about 366 Pine AVE

    • How big is 366 Pine AVE?
      366 Pine AVE in Naples, FL is about 0.35 acres (15,246 sq ft).
    • What is the price per acre for 366 Pine AVE?
      366 Pine AVE in Naples, FL is listed at $3,500,000, or about $10.0M per acre.
    • What do residents say about Naples?
      Residents describe Naples, FL as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See homes for sale in Naples, FL.
    • What are the closest schools to 366 Pine AVE?
      The closest schools to 366 Pine AVE in Naples, FL are Aubrey Rogers High School (rated 6/10), Naples Park Elementary School (Pre-K, rated 7/10), Pine Ridge Middle School (rated 9/10).
    366 Pine AVE, Naples, FL 34108 is a lot/land. This property is currently available for sale and was listed by SWFLMLS on Apr 23, 2026. The MLS # for this home is MLS# 226015793.