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For sale
  • $5,895,000

    4042 Old Trail WAY, NAPLES, FL 34103

    4beds
    4,049sqft
    : 
    Single Family Residence
    Built in 2000
    -- sqft lot
    $-- Zestimate®
    $1,456/sqft
    $25/mo HOA

    What's special

    Resort-style poolLarge center islandOutdoor kitchenInviting private oasisIncredibly large backyardSpacious light-filled great roomFire pit
    Situated in the heart of prestigious Park Shore on a quiet cul-de-sac street, this residence was beautifully remodeled and refreshed in 2018 by esteemed custom builder A. Vernon Allen Builder, Inc, with an elegant redesign by Herscoe Hajjar Architects, LLC. The result is an impressive, thoughtfully arranged floor plan that blends quality craftsmanship with the relaxed sophistication of coastal living. Designed for both comfortable daily living and effortless entertaining, the home features 4 bedrooms, a playroom, and an office. A spacious, light-filled great room flows seamlessly into a stunning and well-equipped kitchen appointed with a large center island, Wolf and Sub-Zero appliances, and an expansive butler’s pantry/prep kitchen. The large covered outdoor living area is conveniently accessed either from the great room or from an intimate sitting room also adjacent to the kitchen— a charming, relaxed sitting area ideal for quiet moments, watching television, light reading, or seamlessly moving between the kitchen and the outdoor living spaces. Extraordinary for the Park Shore neighborhood, the property offers an incredibly large backyard—an inviting private oasis boasting a resort-style pool, generous pool deck, fire pit, outdoor kitchen, and a charming trellis-covered dining area, all framed by lush, beautifully designed landscaping. Additional modern comforts include retractable screens and shutters, a 24KW generator, security cameras, and more. This property is eligible for membership to the Park Shore Association Beach Park.
    17 days
    |
    537
    |
    23
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    Likely to sell faster than

    Zillow last checked: 8 hours ago

    Listing updated: November 25, 2025 at 05:24am

    Listed by:

    Richard Prebish, II 239-357-6628,

    William Raveis Real Estate,

    Thomas Campbell, Jr. 239-860-4923,

    William Raveis Real Estate

    Source: SWFLMLS,MLS#: 225079376MLS LogoOriginating MLS: Naples

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 4
    Rooms
    • Room types: Den - Study, Family Room, Office, 4 Bedrooms Plus Den
    Dining room
    • Features: Breakfast Bar, Dining - Living
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Gas Cooktop, Dishwasher, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Oven, Washer, Wine Cooler
    • Laundry: Inside
    Features
    • Built-In Cabinets, Foyer, Walk-In Closet(s), Den - Study, Family Room, Home Office, Laundry in Residence
    • Flooring: Carpet, Tile, Wood
    • Windows: Storm Protection (Other)
    • Has fireplace: No
    Interior area
    • Total structure area: 5,222
    • Total interior livable area: 4,049 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached
    • Attached garage spaces: 2
    Features
    • Stories: 2
    • Exterior features: Outdoor Grill, Fire Pit, Outdoor Shower
    • Has private pool: Yes
    • Pool features: In Ground
    • Has spa: Yes
    • Spa features: In Ground
    • Has view: Yes
    • View description: Landscaped Area
    • Waterfront features: None
    Details
    • Parcel number: 16005360001
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Block, Frame, Stucco
    • Foundation: Concrete Block
    • Roof: Built-Up,Tile
    Condition
    • New construction: No
    • Year built: 2000

    Utilities & green energy

    • Gas: Propane
    • Water: Central

    Community & HOA

    Community
    • Features: Non-Gated
    • Subdivision: PARK SHORE
    HOA
    • Has HOA: No
    • Amenities included: None
    • HOA fee: $300 annually
    Location
    • Region: Naples

    Financial & listing details

    • Price per square foot: $1,456/sqft
    • Tax assessed value: $3,648,128
    • Annual tax amount: $28,303
    • Date on market: 11/25/2025
    • Lease term: Buyer Finance/Cash
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    11/25/2025Listed for sale$5,895,000+1.9%$1,456/sqft
    Source: SWFLMLS #225079376 Report a problem
    10/19/2023Sold$5,783,000-1.9%$1,428/sqft
    Source: Public Record Report a problem
    5/16/2023Listing removed--
    Source: William Raveis Real Estate, Mortgage & Insurance Report a problem
    3/7/2023Listed for sale$5,895,000+73.6%$1,456/sqft
    Source: SWFLMLS #222077750 Report a problem
    8/26/2020Listing removed$3,395,000$838/sqft
    Source: Premier Sotheby's International Realty #220048181 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024$28,304 +180.1%$3,148,128 +178.5%
    2023$10,104 -2.7%$1,130,246 +3%
    2022$10,382 -1.5%$1,097,326 +3%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $36,340/mo
    Principal & interest
    $29487
    Property taxes
    $4765
    Other costs
    $2088

      Climate risks

      Neighborhood: Park Shore

      Nearby schools

      GreatSchools rating

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