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For sale
    • $550,000

    5338 Guadeloupe WAY, NAPLES, FL 34119

    2beds
    1,680sqft
    : 
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    Single Family Residence
    Built in 1999
    -- sqft lot
    $525,600 Zestimate®
    $327/sqft
    $525/mo HOA

    What's special

    Exceptional lakefront villaResort-style poolExtended screened lanaiStunning wide lake viewUpdated fan blades throughoutLight and bright residenceOpen floor plan
    BRAND NEW ROOF June 2026! Welcome to 5338 Guadeloupe Way in the highly desirable community of Island Walk. Offered turnkey furnished, this beautifully maintained Extended Capri villa features 1,680 square feet under air, southern exposure, and a stunning wide lake view that can be enjoyed from the extended screened lanai. Designed for comfortable Florida living, this light and bright residence offers an open floor plan, central vacuum system, and numerous recent updates that provide peace of mind for years to come. Major improvements include a brand-new roof and gutters installed in June 2026 with a transferable warranty, updated electrical, HVAC maintenance, fresh interior paint in the living room and primary bedroom, new lanai screening, and updated fan blades throughout. The extended screened lanai creates the perfect space to enjoy morning coffee, entertain guests, or simply relax while taking in the tranquil water views and beautiful southern exposure. Built in 1999 and meticulously cared for, this home is move-in ready and ideal as a full-time residence, seasonal retreat, or investment opportunity. IslandWalk offers an unmatched resort lifestyle with an impressive list of amenities, including a resort-style pool, lap pool, fitness center, tennis courts, pickleball courts, bocce courts, putting green, clubhouse, and on-site dining. Residents also enjoy the convenience of a gas station, post office, beauty salon, and miles of scenic walking paths connected by charming bridges throughout the community. Spend your afternoons at the lakeside gazebo, stay active with endless recreational opportunities, or simply enjoy the vibrant social atmosphere that makes IslandWalk one of Naples' most sought-after communities. Experience the best of Naples living in this exceptional lakefront villa.
    17 days
    |
    385
    |
    13
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Lauren Brooker, LLC 239-287-4947,

    Compass Florida LLC

    Source: SWFLMLS,MLS#: 226023195MLS LogoOriginating MLS: Naples

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Great Room, Guest Bath, Guest Room, 2 Bedrooms Plus Den
      Dining room
      • Features: Dining - Family
      Kitchen
      • Features: Island
      Heating
      • Central
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Washer
      • Laundry: Inside, Laundry Tub
      Features
      • Laundry Tub, Great Room, Guest Bath, Guest Room, Laundry in Residence
      • Flooring: Carpet, Tile
      • Has fireplace: No
      Interior area
      • Total structure area: 2,200
      • Total interior livable area: 1,680 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Stories: 1
      • Pool features: Community
      • Has view: Yes
      • View description: Lake
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake
      • Frontage type: Lakefront
      Lot
      • Features: Regular
      Details
      • Additional structures: Tennis Court(s)
      • Parcel number: 52250007445

      Construction

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

      Utilities & green energy

      • Water: Central

      Community & HOA

      Community
      • Features: Clubhouse, Park, Pool, Fitness Center, Restaurant, Street Lights, Tennis Court(s), Gated
      • Security: Gated Community
      • Subdivision: ISLAND WALK
      HOA
      • Has HOA: Yes
      • Amenities included: Bocce Court, Clubhouse, Park, Pool, Community Room, Fitness Center, Pickleball, Restaurant, Streetlight, Tennis Court(s), Underground Utility
      • HOA fee: $6,300 annually
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $327/sqft
      • Tax assessed value: $402,981
      • Annual tax amount: $4,495
      • Date on market: 6/24/2026
      • Lease term: Buyer Finance/Cash

        Estimated market value

        $525,600

        $499,000 - $552,000

        $3,070/mo

        Price history

        DateEventPrice
        6/24/2026Listed for sale$550,000$327/sqft
        Source: SWFLMLS #226023195 Report a problem
        5/2/2026Listing removed$550,000$327/sqft
        Source: SWFLMLS #226012696 Report a problem
        4/23/2026Pending sale$550,000$327/sqft
        Source: SWFLMLS #226012696 Report a problem
        3/27/2026Listed for sale$550,000+10%$327/sqft
        Source: SWFLMLS #226012696 Report a problem
        3/30/2023Sold$500,000-9.1%$298/sqft
        Source: Public Record Report a problem
        3/4/2023Pending sale$550,000$327/sqft
        Source: SWFLMLS #223005593 Report a problem
        1/22/2023Listed for sale$550,000$327/sqft
        Source: SWFLMLS #223005593 Report a problem
        10/3/2022Sold$550,000-1.6%$327/sqft
        Source: Public Record Report a problem
        8/25/2022Pending sale$559,000$333/sqft
        Source: SWFLMLS #222052439 Report a problem
        7/12/2022Listed for sale$559,000+225%$333/sqft
        Source: SWFLMLS #222052439 Report a problem
        4/5/2001Sold$172,000$102/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,496 +8.6%$402,981 +4.5%
        2024$4,139 -2.9%$385,604 -6.7%
        2023$4,264 +24.6%$413,511 +44.2%
        2022$3,421 +14.9%$286,750 +10%
        2021$2,977 -0.5%$260,682 -1.5%
        2020$2,992 +4.2%$264,605 +4.9%
        2019$2,872 +1.2%$252,188 +1%
        2018$2,840 -7%$249,715 -2.6%
        2017$3,053 -3%$256,457 -1.2%
        2016$3,147 -0.9%$259,445 +9.6%
        2015$3,175 +7.6%$236,671 +7.8%
        2014$2,951 +23.9%$219,558 +10%
        2013$2,382 +2.7%$199,598 +4%
        2012$2,319 -0.2%$191,901 -0.7%
        2011$2,324 -9.7%$193,335 -0.8%
        2010$2,575 -7.6%$194,799 -11.9%
        2009$2,785 $221,008 -15.1%
        2008$2,785 -30%$260,224 -18.8%
        2007$3,979 +32.5%$320,621 -3.8%
        2006$3,003 $333,337 +41%
        2005$3,003 +23.7%$236,447 +24.7%
        2004$2,428 +6.7%$189,545 +9.3%
        2003$2,275 +7.5%$173,339 +9%
        2002$2,116 -45.8%$159,094 +10.5%
        2001$3,907 +121.2%$143,992
        2000$1,766 --
        Find assessor info on the county website

        Monthly payment

        Est. payment

        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

        4 / 100
        Car-Dependent
        41 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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