Skip main navigation
For sale
  • Price cut: $10K (10/3)
    $399,000

    538 Leawood CIR, NAPLES, FL 34104

    2beds
    1,092sqft
    : 
    $2,749/mo
    Get pre-qualified
    Single Family Residence
    Built in 2002
    4,356 Square Feet Lot
    $386,700 Zestimate®
    $365/sqft
    $132/mo HOA

    What's special

    Ceiling fans
    One or more photo(s) has been virtually staged, AI generated or rendered. This truly is the perfect single family home at a small condo price! Leawood Lakes is a real sleeper community in the heart of Naples, the locals know about Leawood and that's exactly why sales are so hard to come by, and especially when the really nice ones come to market, they are snatched up really quick. This location is just minutes from I-75, Naples 5th Ave and the beaches. Best of all the HOA is ONLY $130 per month, that's crazy when you consider a single family home with an HOA in the heart of Naples for yep $130 bucks per month. Leawood Lakes is a family friendly, pet friendly community that loves their neighbors and appreciates their quiet, quaint community they live in. This home has been a labor of love from the beginning. When this home was purchased by the current owner he spent countless hours and no expense spared on this renovation. The time and attention to detail show everywhere, this property is so clean you can literally eat off the floors, even the interior and exterior paint jobs were done by a licensed union painter with over 25 years experience. From the beginning the goal was simple to renovate this home to perfection, some of the improvements and coasts were Interior painting of walls, ceilings and trim, primer and 2 coats $16,500.00. , Exterior paint job, primer, filler and 2 coats $12,250.00, Garage primed and paint, plus epoxy finish floor $3,500.00, Brazilian quartz kitchen countertops and backsplash and bar top plus sink basin $30,500.00, Bathroom countertops plus sink basin's $3,000.00, Diagonal ceramic floor, ceramic base $28,500.00, Appliances $25,000.00, Ceiling Fans $1,200.00, Air conditioning condenser and tune up $2,000.00, Painted & screened in lanai $3,000.00, Clusia hedge around the home for complete privacy $7,500.00. That's over $100,000.00 spent so you don't have to. To own a single family home with a garage that is centrally located in Naples that literally needs nothing at a small condo price with no garage or yard is almost impossible to find, but wait there's more don't forget the mini HOA fee of only $130 per month. Ya I'd say this house is a winner by anyone's standards.
    42 days
    368
    22

    Zillow last checked:

    Listing updated:

    Listed by:

    Jerry Webster 239-537-5377,

    Downing Frye Realty Inc.,

    Joannie Star 239-777-4401,

    Downing Frye Realty Inc.

    Source: SWFLMLS,MLS#: 226031135MLS LogoOriginating MLS: Naples

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Family Room, Guest Bath, Guest Room, Open Porch/Lanai, Screened Lanai/Porch, 2 Bed
      Bedroom
      • Features: Master BR Ground, Split Bedrooms
      Dining room
      • Features: Breakfast Bar, Dining - Living
      Heating
      • Central
      Cooling
      • Ceiling Fan(s), Central Air, Wall Unit(s)
      Appliances
      • Included: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Refrigerator/Icemaker, Self Cleaning Oven, Washer
      • Laundry: In Garage
      Features
      • Bar, Built-In Cabinets, Smoke Detectors, Window Coverings, Family Room, Guest Bath, Guest Room, Laundry in Garage, Open Porch/Lanai, Screened Lanai/Porch
      • Flooring: Tile
      • Windows: Window Coverings
      • Has fireplace: No
      Interior area
      • Total structure area: 1,299
      • Total interior livable area: 1,092 sqft

      Property

      Parking
      • Total spaces: 1
      • Parking features: Covered, Driveway, Guest, Paved, Attached
      • Attached garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Stories: 1
      • Patio & porch: Patio, Open Porch/Lanai, Screened Lanai/Porch
      • Pool features: Community
      • Has view: Yes
      • View description: Landscaped Area
      • Waterfront features: None
      Lot
      • Size: 4,356 Square Feet
      • Features: Corner Lot
      Details
      • Parcel number: 54670002280

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Frame, Vinyl Siding
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2002

      Utilities & green energy

      • Water: Central

      Community & HOA

      Community
      • Features: Pool, Street Lights, Non-Gated
      • Security: Smoke Detector(s)
      • Subdivision: LEAWOOD LAKES
      HOA
      • Has HOA: Yes
      • Amenities included: Pool, Streetlight, Underground Utility
      • HOA fee: $1,580 annually
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $365/sqft
      • Tax assessed value: $293,673
      • Annual tax amount: $1,104
      • Date on market: 9/4/2026
      • Lease term: Buyer Finance/Cash
      • Road surface type: Paved

        Estimated market value

        $386,700

        $367,000 - $406,000

        $1,909/mo

        Price history

        DateEventPrice
        10/3/2026Price change$399,000-2.4%$365/sqft
        Source: SWFLMLS #226031135 Report a problem
        9/28/2026Price change$409,000-2.4%$375/sqft
        Source: SWFLMLS #226031135 Report a problem
        9/18/2026Price change$419,000-2.3%$384/sqft
        Source: SWFLMLS #226031135 Report a problem
        9/11/2026Price change$429,000-2.3%$393/sqft
        Source: SWFLMLS #226031135 Report a problem
        9/4/2026Listed for sale$439,000+326.2%$402/sqft
        Source: SWFLMLS #226031135 Report a problem
        12/2/2013Sold$103,000-29%$94/sqft
        Source: Public Record Report a problem
        11/26/2013Listed for sale$145,000+109.8%$133/sqft
        Source: Internet Realty & Management Report a problem
        12/11/2012Sold$69,100+41%$63/sqft
        Source: Public Record Report a problem
        10/6/2012Listed for sale$49,000-45.5%$45/sqft
        Source: Riverview Realty Inc. #A1633943 Report a problem
        9/26/2010Listing removed$89,900$82/sqft
        Source: Downing-Frye Realty Inc. #209033562 Report a problem
        5/5/2010Listed for sale$89,900$82/sqft
        Source: Downing-Frye Realty Inc. #209033562 Report a problem
        3/24/2010Listing removed$89,900$82/sqft
        Source: Downing-Frye Realty, Inc. #209033562 Report a problem
        9/30/2009Listed for sale$89,900-65.4%$82/sqft
        Source: Downing Frye Realty, Inc. #209033562 Report a problem
        6/23/2005Sold$260,000+79.3%$238/sqft
        Source: Public Record Report a problem
        11/18/2002Sold$145,000$133/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$1,104 +6.3%$119,834 +2.9%
        2024$1,039 +37.2%$116,457 +3%
        2023$758 -1.2%$113,065 +3%
        2022$767 -0.2%$109,772 +3%
        2021$768 +2.6%$106,575 +1.4%
        2020$749 +2.8%$105,104 +2.3%
        2019$728 +2.6%$102,741 +1.9%
        2018$709 -23.1%$100,825 +2.1%
        2017$922 +2.6%$98,751 +2.1%
        2016$899 +4.1%$96,720 +0.7%
        2015$864 -1.4%$96,048 +112.1%
        2014$876 +129.8%$45,286 +81.1%
        2012$381 -27.6%$25,000 -20.6%
        2011$526 -44.1%$31,467 -23.7%
        2010$941 -41.3%$41,261 -38.3%
        2009$1,602 $66,897 -63.1%
        2008$1,602 -34.7%$181,283 -8.4%
        2007$2,456 +95%$197,892 +2.2%
        2006$1,260 $193,566 +63.2%
        2005$1,260 +3%$118,642 +3%
        2004$1,223 -1.6%$115,186 +1.9%
        2003$1,243 +309.2%$113,038 +431.9%
        2002$304 -50.9%$21,250
        2001$619 +95.7%$21,250
        2000$316 --
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 34104

        Getting around

        19 / 100
        Car-Dependent
        59 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: SHADOWLAWN ELEMENTARY
        • Middle: EAST NAPLES MIDDLE
        • High: NAPLES HIGH SCHOOL

        Source: SWFLMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts