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7564 Winding Cypress Drive
Naples FL 34114 US

$1,060,000

Active Listing ID 2026039825
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4 bed
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2,230 square feet
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2.00 Bath (2 Full)
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Lot: 0.16 Acres
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Single Family Residence

$1,060,000

Active Listing ID 2026039825
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7564 Winding Cypress Drive Most lake lots give you water. This one gives you the sunset. The western exposure at 7564 Winding Cypress Drive turns the back of the house into the best seat in the community every evening, and the extended lanai is built with no-see-um mesh in picture-window construction, so the horizon comes through without a frame across it. Behind that view is a one-owner 2018 DiVosta Summerwood, offered for the first time since it was built and expanded well past the standard plan: 2, 230 square feet, four bedrooms, ten-foot ceilings, eight-foot doors, and an extended great room under a coffered ceiling with crown molding carried through every room. Arched openings, plantation shutters on every window, and porcelain plank floors give the interior a finished, architectural quality that reads as both coastal and modern. The kitchen was renovated after purchase and it shows: white shaker cabinetry, salt-and-pepper granite, a counter-to-ceiling white subway backsplash, an externally vented stainless chimney hood over a natural gas range, under-cabinet lighting, a wine fridge, a walk-in pantry, and an extended island with seating under glass pendants. The dining area sits beneath its own cluster chandelier, and the great room holds a full sectional, a game table, and a bar cabinet with room to spare. Outside, the lanai is a true second living room. A resort-style saltwater pool with an in-water sundeck, a spa placed on the sight line so the water reads as one composition from inside the house, a Silver River travertine deck, and a covered section deep enough for an outdoor sectional and a six-seat dining table. Natural gas outdoor is included as well. Foxtail and Christmas palms frame the lake beyond. New pool motor in 2024. Then the part that separates a Florida house from a Florida headache. Impact windows, custom window treatments and impact doors are installed throughout. StormSmart electric screens on the lanai and front vestibule. A whole-house and pool Generac generator. A flat concrete tile roof, tankless water heater, and centrally wired alarm. Close the house in May, fly north, and stop watching the tropics. The extended garage has its own split-system A/C; the attic has pull-down stairs and added insulation. The owner's suite carries a California Closets build-out, and every closet in the house has extra shelving. Dimmer switches throughout. The designer furnishings shown, indoors and out, are available under separate negotiation. Bring a suitcase if you like. Winding Cypress is a gated, natural-gas community of 766 homes set inside 800 acres of protected preserve and 80 acres of lakes. Residents have an on-site restaurant and bar, resort and lap pools with a spa and fire pit, an oversized fitness center, tennis, pickleball, bocce, two dog parks, a full activities calendar, and miles of boardwalk and preserve trail. Lawn care is included in the dues. Marco Island's beaches are ten minutes out; Fifth Avenue South is about fifteen.

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Property Features

  • Facts
  • Lot Size: 0.16 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • Cooling System: Electric, Central Air, Ceiling Fan(s)
  • Exterior Finish: OutdoorGrill, Patio, ShuttersElectric, GasGrill
  • Floor Covering: Tile
  • Roof Type: Tile
  • Heating Fuels: Electric (Heating), Central
  • Additional Features
  • Patio
  • Pool
  • Waterfront

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1060000
  • unparsedaddress: 7564 Winding Cypress Drive
  • postalcity: Naples
  • stateorprovince: FL
  • country: US
  • postalcode: 34114
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.155
  • lotsizeunits: Acres
  • lotsizearea: 0.155
  • livingarea: 2230
  • livingareaunits: Square Feet
  • latitude: 26.062566
  • longitude: -81.673307
  • listagentfullname: Alex Ollila
  • listagentemail: alex@gordonpass.com
  • listagentkey: 3yd-FMSWFL-P3585558
  • listagentmlsid: P3585558
  • listagentpreferredphone: 7202750160
  • listagentofficephone: 7202750160
  • listofficekey: 3yd-FMSWFL-PO16791
  • listagentstatelicense: 230024248
  • listofficemlsid: PO16791
  • disclaimer: Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: FMSWFL
  • yearbuilt: 2018
  • listingcontractdate: 2026-09-21
  • countyorparish: Collier
  • parcelnumber: 82679012340
  • appliances: Dryer, Dishwasher, Freezer, GasCooktop, Disposal, IceMaker, Microwave, Refrigerator, RefrigeratorWithIceMaker, WineCooler, Washer
  • cooling: Electric, Central Air, Ceiling Fan(s)
  • constructionmaterials: Block, Concrete, Stucco
  • flooring: Tile
  • heating: Electric (Heating), Central
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 0
  • parkingfeatures: Open, Driveway, On Street, Garage
  • roof: Tile
  • view: Lake
  • waterfrontyn: True
  • franchiseaffiliation: None
  • interiorfeatures: BuiltInFeatures, BedroomOnMainLevel, DualSinks, FamilyDiningRoom, KitchenIsland, LivingDiningRoom, MainLevelPrimary, Pantry, SittingAreaInPrimary, ShowerOnly, SeparateShower, WalkInPantry, Bar, WalkInClosets, WindowTreatments, HighSpeedInternet, SplitBedrooms
  • exteriorfeatures: OutdoorGrill, Patio, ShuttersElectric, GasGrill
  • waterfrontfeatures: Lake
  • architecturalstyle: Ranch
  • rooms: Bathroom 1, Bathroom 2, Bedroom 4, Bedroom 1, Family Room, Bedroom 2, Dining Room, Bedroom 3
  • securityfeatures: Security
  • patioandporchfeatures: Patio, Porch
  • dock: False
  • poolprivateyn: True
  • spayn: True
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.67331, 26.062567
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-FMSWFL-2026039825", "OpenHouseEndTime": "2026-10-04 16:00:00", "OpenHouseId": "10398693", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-10-04 13:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }, { "AppointmentRequiredYN": false, "ListingKey": "3yd-FMSWFL-2026039825", "OpenHouseEndTime": "2026-09-27 16:00:00", "OpenHouseId": "10398694", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-09-27 13:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Gordon Pass Realty LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"alex@gordonpass.com", "ListBrokerageCity":"Naples", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Gordon Pass Realty LLC", "ListBrokeragePhone":"702-275-0160", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"1010 8th Ave S", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"1010 8th Ave S ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PO16791", "ListOfficeCity":"Naples", "ListOfficeCountry":"US", "ListOfficeEmail":"ralphharvey3@yahoo.com", "ListOfficePostalCode":"34102", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential, Naples, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/7564-Winding-Cypress-Dr_Naples_FL_34114_M58308-76199?f=listhub&s=FMSWFL&m=2026039825&c=rexren", "MLSModificationTimestamp":"2026-09-22 15:41:07", "Neighborhoods":[{"Description":null, "Name":"WINDING CYPRESS"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":7263, "TaxDescription":"WINDING CYPRESS PHASE 2 LOT 177", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 9/22/2026 3:43:29 PM GMT
Source Updated Date: 9/23/2026 12:43:41 AM GMT

Courtesy of: Alex Ollila, Gordon Pass Realty LLC, alex@gordonpass.com

Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.