Skip main navigation
For sale
  • $1,400,000

    7759 Winding Cypress DR, NAPLES, FL 34114

    4beds
    3,464sqft
    : 
    $8,839/mo
    Get pre-qualified
    Single Family Residence
    Built in 2020
    10,018 Square Feet Lot
    $-- Zestimate®
    $404/sqft
    $589/mo HOA

    What's special

    Spectacular large lake viewQuartz countertopsOpulent main gathering areaFront double doorsHurricane resistant electric shadesTray ceilingUpgraded appliance package
    Welcome to one of the most prestigious, stately, and expansive offerings throughout the entire, always-desirable community of Winding Cypress. This exclusive Stonewater Model, with a full 2nd floor of living space, is a DiVosta Builder's flagship luxury home and a very rare find. This property sits on the most exceptional 1/4 acre lot with a spectacular large lake view and full preserve backdrop across the water. Quiet, serene privacy is what you should expect all day long, especially as you witness the incredible early morning sunrises. As soon as you enter the home's grand 2 story foyer via the front double doors, you can't help but notice the opulent main gathering area highlighted by soaring 13 foot ceilings with stylish tray surrounds. With luxury detail, convenience features, and ownership peace of mind everywhere you look, this property has it all. The waterfront, 4+ bedroom, 4 1/2 bath, and 3 car garage with 4 foot extension residence is loaded with custom upgrades. Builder and owner added features include: HURRICANE RESISTANT/IMPACT WINDOWS DOORS & SLIDERS, WHOLE HOUSE GENERATOR, HEATED BUILT-IN POOL W/INTEGRAL SPA, CUSTOM KITCHEN CABINETS W/ABOVE & UNDER CABINET LIGHTING, QUARTZ COUNTERTOPS, UPGRADED APPLIANCE PACKAGE, WALK-IN PANTRY, UPGRADED LANAI W/PICTURE WINDOW SCREEN, HURRICANE RESISTANT ELECTRIC SHADES, POOL BATH, POOL STORAGE ROOM & SUMMER KITCHEN, CUSTOM PLANK TILE THROUGHOUT ENTIRE 1ST FLOOR, EXPANSIVE OWNER'S SUITE W/SITTING AREA, TRAY CEILING, FRENCH DOORS TO HUGE OWNER'S BATH W/DUAL VANITY, EXTENDED WALK-IN SHOWER, MAKEUP VANITY, LARGE WALK-IN CLOSET, BREAKFAST AREA W/CABINETS & BEVERAGE COOLER, DESIREABLE OPEN FIRST FLOOR GATHERING SPACE W/SPECTACULAR HIGH CEILINGS ENCOMPASSING GREAT ROOM, DINING AREA, KITCHEN & BREAKFAST NOOK, GLASS WALL OF DOUBLE SLIDERS THAT OPENS OUT TO LANAI & OUTDOOR LIVING SPACE, UPGRADED LIGHTING AND PLUMBING FIXTURES, 2 OTHER DOWNSTAIRS BEDROOMS CONVERT TO ENSUITES, LAUNDRY CENTER W/CABINETS & CUSTOM TUB, EXPANSIVE 2ND FLOOR LIVING SPACE INCLUDING THE 4TH BEDROOM & FULL BATHROOM, HUGE THEATER/MEDIA ROOM SPACE W/ ADDITIONAL SITTING AREA & WALK-IN CLOSET, BONUS ADDED DEN/OFFICE W/FRENCH DOORS, DUAL ZONED COOLING/HEATING W/2 HVAC UNITS, DESIRABLE 3 CAR EXTENDED GARAGE WITH RUBBER TILE FLOORING & 6 CEILING MOUNTED STORAGE RACKS. Winding Cypress is a most sought after, newer gated community renowned for it's amazing amenities at a great value. Of the total 1250 acres making up the community, Winding Cypress boasts over 825 acres of green space, mature landscape, lakes and preserve. Conveniently located just 15 minutes to downtown Olde Naples, 10 minutes to Marco Island, and 10 minutes to I75, you are close to the best beaches, dining, and boutique shopping that Southwest Florida has to offer.
    17 days
    |
    659
    |
    27
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Theresa Bocka 239-351-4955,

    William Raveis Real Estate,

    Paul Bocka 585-576-4250,

    William Raveis Real Estate

    Source: SWFLMLS,MLS#: 226024563MLS LogoOriginating MLS: Naples

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den - Study, Great Room, Media Room, Screened Lanai/Porch, 4 Bedrooms Plus Den
      Bedroom
      • Features: First Floor Bedroom, Master BR Ground, Master BR Sitting Area, Split Bedrooms
      Dining room
      • Features: Dining - Family, Eat-in Kitchen, Other
      Kitchen
      • Features: Island, Walk-In Pantry
      Heating
      • Central, Zoned
      Cooling
      • Ceiling Fan(s), Central Air, Zoned
      Appliances
      • Included: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Oven, Washer
      • Laundry: Inside, Laundry Tub
      Features
      • Built-In Cabinets, Cathedral Ceiling(s), Closet Cabinets, Coffered Ceiling(s), Foyer, Laundry Tub, Pantry, Smoke Detectors, Tray Ceiling(s), Volume Ceiling, Walk-In Closet(s), Window Coverings, Den - Study, Great Room, Laundry in Residence, Media Room, Screened Lanai/Porch
      • Flooring: Carpet, Tile
      • Doors: Impact Resistant Doors
      • Windows: Window Coverings, Impact Resistant Windows, Shutters - Screens/Fabric
      • Has fireplace: No
      Interior area
      • Total structure area: 4,102
      • Total interior livable area: 3,464 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: Screened Lanai/Porch
      • Exterior features: Outdoor Kitchen
      • Has private pool: Yes
      • Pool features: Community, In Ground, Concrete, Equipment Stays, Gas Heat, Pool Bath
      • Has view: Yes
      • View description: Lake, Preserve, Trees/Woods
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake
      • Frontage type: Lakefront
      Lot
      • Size: 10,018 Square Feet
      • Features: Cul-De-Sac
      Details
      • Additional structures: Cabana, Tennis Court(s), Outdoor Kitchen
      • Parcel number: 82679019741
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Concrete Block
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2020

      Utilities & green energy

      • Gas: Natural
      • Water: Central

      Community & HOA

      Community
      • Features: Clubhouse, Pool, Dog Park, Fitness Center, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
      • Security: Smoke Detector(s), Gated Community
      • Subdivision: WINDING CYPRESS
      HOA
      • Has HOA: Yes
      • Amenities included: Bocce Court, Cabana, Clubhouse, Pool, Community Room, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
      • HOA fee: $7,068 annually
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $404/sqft
      • Tax assessed value: $1,094,304
      • Annual tax amount: $10,830
      • Date on market: 7/20/2026
      • Lease term: Buyer Finance/Cash
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/20/2026Listed for sale$1,400,000+85.3%$404/sqft
        Source: SWFLMLS #226024563 Report a problem
        2/25/2020Sold$755,457+1138.5%$218/sqft
        Source: Public Record Report a problem
        7/26/2019Listing removed$61,000$18/sqft
        Source: DiVosta Report a problem
        2/6/2019Price change$61,000$18/sqft
        Source: DiVosta Report a problem
        10/4/2018Listed for sale--
        Source: DiVosta Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,830 +5.1%$828,637 +2.9%
        2024$10,308 +34.7%$805,284 +3%
        2023$7,654 -2.9%$781,829 +3%
        2022$7,885 -1%$759,057 +3%
        2021$7,966 +637.8%$736,949 +1282%
        2020$1,080 -4.8%$53,325 +10%
        2019$1,135 +126.4%$48,477 +10%
        2018$501 -24.7%$44,070 +9.1%
        2017$666 $40,397
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Winding Cypress

        Getting around

        0 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts

        Similar homes