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For sale
    • $1,500,000

    5731 Cypress Hollow WAY, NAPLES, FL 34109

    6beds
    4,570sqft
    Single Family Residence
    Built in 1989
    0.34 Acres Lot
    $1,383,000 Zestimate®
    $328/sqft
    $79/mo HOA

    What's special

    Expansive lakefront residenceSeven bedroomsThree and one-half bathsMature treesVersatile upstairs bonus roomLong-lasting metal roofLush tropical landscaping
    Nestled beneath a canopy of mature trees in the desirable Tall Pines neighborhood, this expansive lakefront residence offers a rare combination of space, character and location. Situated on an oversized one-third-acre homesite with tranquil water views, the property is surrounded by lush tropical landscaping and enjoys a central Naples location within the highly rated Osceola Elementary, Pine Ridge Middle and Barron Collier High School zones. The home features seven bedrooms, three and one-half baths, multiple gathering spaces and a versatile upstairs bonus room, providing exceptional flexibility for guests, hobbies or home offices. Rich Brazilian hardwood floors add warmth and timeless appeal throughout much of the residence. From the moment you arrive, the home exudes a sense of charm and individuality that is increasingly difficult to find in today's market. Expansive lake views framed by mature trees create a picturesque backdrop, while the pool and outdoor living areas offer a peaceful setting for entertaining and everyday enjoyment. A long-lasting metal roof and three air conditioning systems provide a strong foundation for future enhancements. For buyers seeking something beyond the ordinary, this property presents a unique opportunity to own a home with personality, scale and enduring appeal. The setting, square footage and location combine to create exceptional long-term value in one of Naples convenient neighborhoods.
    39 days
    |
    1,109
    |
    52
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Melinda Gunther, LLC 239-297-2155,

    Premier Sotheby's Int'l Realty,

    Jake Gunther 239-250-5151,

    Premier Sotheby's Int'l Realty

    Source: SWFLMLS,MLS#: 226022940MLS LogoOriginating MLS: Naples

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den - Study, Family Room, Guest Bath, Guest Room, Office, Media Room, Open Porch/Lanai, 6 or More Beds
      Bedroom
      • Features: First Floor Bedroom, Master BR Upstairs
      Dining room
      • Features: Breakfast Bar, Formal
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
      • Laundry: Washer/Dryer Hookup, Inside, Laundry Tub
      Features
      • Closet Cabinets, Laundry Tub, Smoke Detectors, Wired for Sound, Walk-In Closet(s), Den - Study, Family Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Media Room, Open Porch/Lanai
      • Flooring: Tile, Wood
      • Has fireplace: No
      Interior area
      • Total structure area: 6,828
      • Total interior livable area: 4,570 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Attached
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Deck, Open Porch/Lanai
      • Exterior features: Outdoor Shower
      • Has private pool: Yes
      • Pool features: Fiberglass
      • Has view: Yes
      • View description: Lake
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake
      • Frontage type: Lakefront
      Lot
      • Size: 0.34 Acres
      • Features: Regular
      Details
      • Parcel number: 76363760008

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Frame, Stucco
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1989

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Central

      Community & HOA

      Community
      • Features: Street Lights, Non-Gated
      • Security: Smoke Detector(s)
      • Subdivision: TALL PINES
      HOA
      • Has HOA: Yes
      • Amenities included: Streetlight
      • HOA fee: $950 annually
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $328/sqft
      • Tax assessed value: $990,092
      • Annual tax amount: $4,365
      • Date on market: 6/16/2026
      • Lease term: Buyer Finance/Cash
      • Road surface type: Paved

        Estimated market value

        $1,383,000

        $1.31M - $1.45M

        $11,999/mo

        Price history

        DateEventPrice
        6/16/2026Listed for sale$1,500,000+106.9%$328/sqft
        Source: SWFLMLS #226022940 Report a problem
        5/12/2005Sold$725,000$159/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,365 +2.4%$466,407 +2.9%
        2024$4,264 +7.3%$453,262 +3%
        2023$3,974 -3.1%$440,060 +3%
        2022$4,102 -1.2%$427,243 +3%
        2021$4,153 +2.4%$414,799 +1.4%
        2020$4,056 +1.7%$409,072 +2.3%
        2019$3,989 +2.2%$399,875 +1.9%
        2018$3,902 -5.2%$392,419 +2.1%
        2017$4,115 +1.5%$384,348 +2.1%
        2016$4,055 +2.5%$376,443 +0.7%
        2015$3,954 -0.9%$373,826 +16.5%
        2014$3,988 +5%$320,859 +1.7%
        2013$3,799 -2.2%$315,378 -1%
        2012$3,883 -0.2%$318,652 -0.9%
        2011$3,890 -28.2%$321,496 -13.2%
        2010$5,418 -5.5%$370,240 -19.7%
        2009$5,733 $461,189 -19.1%
        2008$5,733 -22.5%$570,129 -12.6%
        2007$7,401 +16.9%$652,283 +2%
        2006$6,332 $639,648 +29.2%
        2005$6,332 +112.1%$495,190 +93.3%
        2004$2,985 -0.5%$256,237 +1.9%
        2003$2,999 +1.2%$251,459 +2.4%
        2002$2,963 -50.2%$245,565 +1.6%
        2001$5,953 +102.8%$241,698
        2000$2,935 --
        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: 34109

        Getting around

        40 / 100
        Car-Dependent
        43 / 100
        Somewhat Bikeable

        Nearby schools

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

        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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