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For sale
    • $1,150,000

    4442 Wilder RD, NAPLES, FL 34105

    5beds
    3,183sqft
    : 
    $6,828/mo
    Get pre-qualified
    Single Family Residence
    Built in 1986
    -- sqft lot
    $-- Zestimate®
    $361/sqft
    $52/mo HOA

    What's special

    Large poolTranquil long lake viewsExpansive screened lanaiTwo private primary suitesVersatile floor planScenic lakesOversized lakefront homesite
    Discover this exceptional lakefront pool home in the highly desirable Pinewoods community, ideally located in the heart of Naples. Thoughtfully expanded and extensively updated, this spacious residence offers 5 bedrooms + Den, 4.5 baths, and a versatile floor plan featuring two private primary suites—perfect for multi-generational living, extended guests, or anyone seeking additional privacy and flexibility. Designed for comfortable everyday living and effortless entertaining, the generous living spaces flow seamlessly to the expansive screened lanai, where you'll enjoy tranquil long lake views, a large pool, and an oversized pool deck—creating the perfect setting to relax, entertain, or simply embrace the Southwest Florida lifestyle. Quality improvements throughout the home provide exceptional value and peace of mind, including a new roof (2017), a second air conditioning system (2017), updated plumbing (2012), impact-resistant windows and doors, and a new front entry door. These thoughtful upgrades enhance comfort, energy efficiency, and storm protection while reflecting the care and maintenance the home has received over the years. Pinewoods is known for its mature tree-lined streets, scenic lakes, and exceptionally low HOA fees. Residents enjoy an unbeatable central Naples location just minutes from Naples' world-famous Gulf beaches, Waterside Shops, Mercato, downtown Naples, top-rated schools, fine dining, shopping, and convenient access to I-75. Adding to its appeal, the property is located in a No Flood Insurance Zone, offering valuable savings and additional peace of mind. Combining generous living space, quality updates, an oversized lakefront homesite, and one of Naples' most sought-after locations, this home presents an outstanding opportunity to enjoy the very best of Naples living.
    46 days
    |
    713
    |
    47
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Ursula S Weinkauff (239)297-2777,

    Local Real Estate LLC

    Source: SWFLMLS,MLS#: 226023042MLS LogoOriginating MLS: Bonita Springs

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den - Study, Great Room, Guest Bath, Guest Room, Office, Screened Lanai/Porch, 5 Bedrooms Plus Den
      Bedroom
      • Features: Master BR Ground, Split Bedrooms, Two Master Suites
      Dining room
      • Features: Breakfast Bar, Dining - Living
      Kitchen
      • Features: Pantry
      Heating
      • Central
      Cooling
      • Ceiling Fan(s), Central Air, Exhaust Fan
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Self Cleaning Oven, Oven, Washer
      • Laundry: Inside
      Features
      • Exclusions, Foyer, Pantry, Smoke Detectors, Vaulted Ceiling(s), Window Coverings, Den - Study, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Lanai/Porch
      • Flooring: Tile, Wood
      • Doors: Impact Resistant Doors
      • Windows: Window Coverings, Impact Resistant Windows
      • Has fireplace: No
      Interior area
      • Total structure area: 4,981
      • Total interior livable area: 3,183 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Attached
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Stories: 1
      • Patio & porch: Patio, Screened Lanai/Porch
      • Has private pool: Yes
      • Pool features: In Ground, Concrete, Electric Heat
      • 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: 67790640001

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Block, Frame, Stucco
      • Foundation: Concrete Block
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1986

      Utilities & green energy

      • Water: Central

      Community & HOA

      Community
      • Features: Park, Tennis Court(s), Non-Gated
      • Security: Smoke Detector(s)
      • Subdivision: PINEWOODS
      HOA
      • Has HOA: Yes
      • Amenities included: Park, Pickleball, Tennis Court(s), Underground Utility
      • HOA fee: $625 annually
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $361/sqft
      • Tax assessed value: $801,121
      • Annual tax amount: $3,070
      • Date on market: 6/19/2026
      • Lease term: Buyer Finance/Cash
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/19/2026Listed for sale$1,150,000+356.5%$361/sqft
        Source: SWFLMLS #226023042 Report a problem
        6/2/2011Sold$251,900-45.2%$79/sqft
        Source: Public Record Report a problem
        5/24/2008Listing removed$460,000$145/sqft
        Source: Point2 Report a problem
        12/28/2007Price change$460,000-4.2%$145/sqft
        Source: Point2 Report a problem
        10/4/2007Listed for sale$480,000+24.7%$151/sqft
        Source: Point2 Report a problem
        2/16/2005Sold$385,000+21.1%$121/sqft
        Source: Public Record Report a problem
        1/14/2004Sold$318,000+81.7%$100/sqft
        Source: Public Record Report a problem
        4/4/1995Sold$175,000$55/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,071 +2.4%$331,704 +2.9%
        2024$2,998 +10.4%$322,356 +3%
        2023$2,714 -2.9%$312,967 +3%
        2022$2,797 -1.2%$303,851 +3%
        2021$2,829 +2.4%$295,001 +1.4%
        2020$2,763 +1.8%$290,928 +2.3%
        2019$2,714 +2.3%$284,387 +1.9%
        2018$2,652 -7.4%$279,084 +2.1%
        2017$2,865 +1.6%$273,344 +2.1%
        2016$2,820 +2.8%$267,722 +0.7%
        2015$2,744 -0.8%$265,861 +24.4%
        2014$2,767 +7.4%$213,751 +1.9%
        2013$2,576 +0.9%$209,853 +2.1%
        2012$2,554 -18.9%$205,509 -23.8%
        2011$3,148 -13.3%$269,738 -0.6%
        2010$3,630 +8.9%$271,366 -14.3%
        2009$3,333 $316,627 -8.9%
        2008$3,333 -17.9%$347,648 -5.8%
        2007$4,061 +21.7%$369,231 +1.9%
        2006$3,338 $362,295 +26.6%
        2005$3,338 +107.3%$286,069 +91.4%
        2004$1,610 -0.3%$149,479 +1.9%
        2003$1,615 +1.4%$146,692 +2.4%
        2002$1,592 -50.1%$143,254 +1.6%
        2001$3,194 +103.4%$140,998
        2000$1,570 --
        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.
        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: 34105

        Getting around

        11 / 100
        Car-Dependent
        46 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: OSCEOLA ELEMENTARY
        • Middle: PINE RIDGE MIDDLE
        • High: BARRON COLLIER HIGH SCHOOL

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

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