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Pending
    • $509,900

    5386 Guadeloupe WAY, NAPLES, FL 34119

    2beds
    1,680sqft
    : 
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    Single Family Residence
    Built in 1999
    4,791 Square Feet Lot
    $-- Zestimate®
    $304/sqft
    $524/mo HOA

    What's special

    Incredible lake viewLakefront villaUpdated en-suite bathroomExpansive floor planVaulted ceilingsNewer roofTranquil waterfront backdrop
    Welcome to 5386 Guadeloupe Way, an exquisite lakefront villa with extended living area and Newer Roof in the coveted Island Walk Community. Where luxurious living meets serene south facing waterfront views. This expansive floor plan boasts 2 bedrooms and 2 bathrooms, seamlessly blending contemporary design with vaulted ceilings and lots of windows flood the interior with natural light, creating a warm and inviting atmosphere throughout. Hurricane Windows and slider were installed for your safety and security. Featuring Newer Tile throughout, an open concept remodeled kitchen with a spacious island with granite countertops perfect for entertaining. Adjacent, the casual dining area overlooks breathtaking water vistas, making every meal a scenic experience. Retreat to the primary suite, a sanctuary of comfort featuring an updated en-suite bathroom and incredible lake view. A generous guest suite with private updated bath is ideal for family or friends. A/C was replaced in 2025. Outside, a private screened lanai is the perfect setting for gatherings or peaceful relaxation, all while enjoying the tranquil waterfront backdrop. Located in one of Naples' most sought-after neighborhoods, residents enjoy access to exclusive amenities including Resort style pool, lap pool, Towncenter, Tennis, pickleball, bocce, fitness center, Restaurant, Beauty and Nail Salons, Car Wash, Gas Station and Post Office. Close to Naples’ sandy beaches, wonderful shopping, and dining, every convenience is within reach.
    44 days
    |
    98
    |
    4
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Keith Mundola 239-821-4153,

    Islandwalk Properties, LLC,

    Millie Royal 239-450-7281,

    Islandwalk Properties, LLC

    Source: SWFLMLS,MLS#: 226021181MLS LogoOriginating MLS: Naples

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Screened Lanai/Porch, 2 Bedrooms Plus Den
      Bedroom
      • Features: Master BR Ground, Split Bedrooms
      Dining room
      • Features: Breakfast Bar, Dining - Family
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
      • Laundry: Inside, Laundry Tub
      Features
      • Closet Cabinets, Laundry Tub, Vaulted Ceiling(s), Walk-In Closet(s), Window Coverings, Laundry in Residence, Screened Lanai/Porch
      • Flooring: Tile
      • Windows: Window Coverings, Impact Resistant Windows
      • Has fireplace: No
      Interior area
      • Total structure area: 1,877
      • Total interior livable area: 1,680 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Stories: 1
      • Patio & porch: Screened Lanai/Porch
      • Pool features: Community
      • Has view: Yes
      • View description: Lake, Privacy Wall
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake
      • Frontage type: Lakefront
      Lot
      • Size: 4,791 Square Feet
      • Features: Regular
      Details
      • Additional structures: Tennis Court(s)
      • Parcel number: 52250007681

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Concrete, Stucco
      • Foundation: Poured Concrete
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 1999

      Utilities & green energy

      • Water: Central

      Community & HOA

      Community
      • Features: Clubhouse, Pool, Fitness Center, Putting Green, Restaurant, Street Lights, Tennis Court(s), Gated
      • Security: Gated Community
      • Subdivision: ISLAND WALK
      HOA
      • Has HOA: Yes
      • Amenities included: Beauty Salon, Bike And Jog Path, Bocce Court, Clubhouse, Pool, Fitness Center, Internet Access, Pickleball, Putting Green, Restaurant, Streetlight, Tennis Court(s), Underground Utility, Car Wash Area
      • HOA fee: $6,288 annually
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $304/sqft
      • Tax assessed value: $396,152
      • Annual tax amount: $2,152
      • Date on market: 5/28/2026
      • Lease term: Buyer Finance/Cash
      • Contingency: Inspection

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/15/2026Pending sale$509,900$304/sqft
        Source: SWFLMLS #226021181 Report a problem
        5/28/2026Listed for sale$509,900+199.8%$304/sqft
        Source: SWFLMLS #226021181 Report a problem
        11/4/1999Sold$170,100$101/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,152 +4.3%$225,244 +2.9%
        2024$2,064 +15.8%$218,896 +3%
        2023$1,783 -2.3%$212,520 +3%
        2022$1,825 -0.7%$206,330 +3%
        2021$1,839 +2.5%$200,320 +1.4%
        2020$1,794 +2.1%$197,554 +2.3%
        2019$1,757 +2.6%$193,112 +1.9%
        2018$1,713 -11.1%$189,511 +2.1%
        2017$1,926 +1.9%$185,613 +2.1%
        2016$1,890 +2.8%$181,795 +0.7%
        2015$1,837 -0.6%$180,531 +39.8%
        2014$1,849 +12%$129,098 +2.1%
        2013$1,651 +1.2%$126,451 +2.4%
        2012$1,632 +4.5%$123,501 +4.3%
        2011$1,562 +9.2%$118,448 +2.1%
        2010$1,431 +8.8%$115,959 +3.9%
        2009$1,316 $111,596 -30.9%
        2008$1,316 -13.8%$161,435 +3%
        2007$1,527 -2.6%$156,733 +2.5%
        2006$1,568 $152,910 +3%
        2005$1,568 +2.7%$148,456 +3%
        2004$1,526 -0.1%$144,132 +1.9%
        2003$1,528 +1.6%$141,445 +2.4%
        2002$1,505 -50%$138,130 +1.6%
        2001$3,011 +102.6%$135,955
        2000$1,486 --
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: Island Walk

        Getting around

        5 / 100
        Car-Dependent
        41 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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