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For sale
  • $1,095,000

    559 Henley DR, NAPLES, FL 34104

    5beds
    3,484sqft
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    Single Family Residence
    Built in 1989
    0.33 Acres Lot
    $-- Zestimate®
    $314/sqft
    $58/mo HOA

    What's special

    Two-car garageLarge screened lanaiAmple space to unwindSpacious family roomGenerous primary suiteWet barOversized pool and spa
    Fabulous pool and spa home featuring 5 bedrooms and 4 full baths, offering an ideal blend of comfort, character, and functionality. The spacious family room showcases stunning lake views through a dramatic picture window and features a fireplace, wet bar, and seamless connection to the breakfast area and kitchen, creating the perfect setting for both everyday living and entertaining. A formal dining room accented with custom mirrors opens to the living room and expansive outdoor living area through sliding glass doors. Outside, enjoy a large screened lanai with an oversized pool and spa, along with a convenient pool bath featuring a shower. The generous primary suite offers a luxurious retreat with a jetted soaking tub, separate shower, and ample space to unwind. Lush, professionally maintained landscaping enhances privacy and creates a serene tropical setting throughout the property. The two-car garage includes a full-size pull-down screen, providing a comfortable and versatile workspace. Ideally located in Naples, this home is just minutes from many of the area's most desirable attractions. Enjoy easy access to the renowned dining, shopping, and nightlife of 5th Avenue South and 3rd Street South, featuring fine restaurants, cocktail lounges, live entertainment, and boutique shopping. Pristine Gulf beaches, world-class golf courses, marinas, parks, scenic walking and biking paths, art galleries, theaters, and year-round cultural events are all nearby. This exceptional home offers a rare opportunity to enjoy luxury Naples living in a prime location close to everything Southwest Florida has to offer.
    25 days
    |
    810
    |
    39
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Marlene Graham 239-821-9046,

    Tropics Real Estate, LLC,

    William Trembath 239-290-4443,

    Tropics Real Estate, LLC

    Source: SWFLMLS,MLS#: 226023321MLS LogoOriginating MLS: Naples

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 4
      Rooms
      • Room types: Family Room, Screened Lanai/Porch, 5 Bed
      Dining room
      • Features: Breakfast Bar, Dining - Living
      Kitchen
      • Features: Island
      Heating
      • Central
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Oven, Washer
      • Laundry: Washer/Dryer Hookup, Inside
      Features
      • Built-In Cabinets, Cathedral Ceiling(s), Fireplace, Smoke Detectors, Walk-In Closet(s), Wet Bar, Window Coverings, Family Room, Laundry in Residence, Screened Lanai/Porch
      • Flooring: Carpet, Tile, Vinyl
      • Windows: Window Coverings
      • Has fireplace: Yes
      Interior area
      • Total structure area: 3,869
      • Total interior livable area: 3,484 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Attached
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Stories: 1
      • Patio & porch: Screened Lanai/Porch
      • Has private pool: Yes
      • Pool features: Community, In Ground, Electric Heat
      • Has spa: Yes
      • Spa features: In Ground, Heated, Bath
      • Has view: Yes
      • View description: Lake
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake
      • Frontage type: Lakefront
      Lot
      • Size: 0.33 Acres
      • Features: Regular
      Details
      • Parcel number: 23945010352

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Concrete Block
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 1989

      Utilities & green energy

      • Water: Central

      Community & HOA

      Community
      • Features: Pool, Fishing, Street Lights, Non-Gated
      • Security: Smoke Detector(s)
      • Subdivision: BERKSHIRE LAKES
      HOA
      • Has HOA: Yes
      • Amenities included: Pool, Community Room, Fishing Pier, Internet Access, Library, Pickleball, Streetlight, Underground Utility
      • HOA fee: $690 annually
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $314/sqft
      • Tax assessed value: $791,336
      • Annual tax amount: $4,425
      • Date on market: 6/18/2026
      • Lease term: Buyer Finance/Cash

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/18/2026Listed for sale$1,095,000+135.5%$314/sqft
        Source: SWFLMLS #226023321 Report a problem
        6/22/2016Sold$465,000-2.1%$133/sqft
        Source: Florida Gulf Coast MLS #215066411 Report a problem
        4/15/2016Pending sale$475,000$136/sqft
        Source: Denny Grimes & Company, Inc. #215066411 Report a problem
        3/30/2016Price change$475,000-4.8%$136/sqft
        Source: Denny Grimes & Company, Inc. #215066411 Report a problem
        3/18/2016Price change$499,000-9.3%$143/sqft
        Source: Denny Grimes & Company, Inc. #215066411 Report a problem
        3/11/2016Pending sale$550,000$158/sqft
        Source: Denny Grimes & Company, Inc. #215066411 Report a problem
        12/3/2015Listed for sale$550,000$158/sqft
        Source: Visual Tour #215066411 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,425 +7%$429,290 +2.9%
        2024$4,135 +8.7%$417,191 +3%
        2023$3,805 -2.8%$405,040 +3%
        2022$3,914 -1%$393,243 +3%
        2021$3,954 +2.4%$381,789 +1.4%
        2020$3,863 +1.8%$376,518 +2.3%
        2019$3,797 -34.9%$368,053 -26.7%
        2018$5,834 -3.5%$501,796 +0.8%
        2017$6,047 +0%$498,055 -0.3%
        2016$6,047 -0.4%$499,501 +3.8%
        2015$6,073 +0.6%$481,425 +8.6%
        2014$6,038 +17.2%$443,191 +10%
        2013$5,151 +11.9%$402,901 +10%
        2012$4,604 +7.1%$366,274 +6.3%
        2011$4,299 -18.1%$344,417 -2.9%
        2010$5,249 -13.9%$354,689 -17.5%
        2009$6,099 $429,684 -19.9%
        2008$6,099 -17.6%$536,574 -9.8%
        2007$7,403 +24.7%$594,566 +2.7%
        2006$5,936 $578,781 +32%
        2005$5,936 +17.6%$438,494 +19%
        2004$5,045 -2.4%$368,629 +1.8%
        2003$5,167 +7.7%$362,074 +9.1%
        2002$4,798 -47.4%$331,729 +7.5%
        2001$9,116 +115.4%$308,631
        2000$4,232 --
        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: Berkshire Lakes

        Getting around

        35 / 100
        Car-Dependent
        51 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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