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Off market
  • $1,045,800

    7611 Winding Cypress Dr, Naples, FL 34114

    3beds
    2,496sqft
    Single Family Residence
    Built in ----
    -- sqft lot
    $1,045,800 Zestimate®
    $419/sqft
    $6,499 Estimated rent

    Home value

    $1,045,800

    $973,000 - $1.13M

    $6,499/mo

    Zestimate® history
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    $6,573/mo

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    What's special

    Available for 2026 season! Welcome to this beautifully appointed seasonal rental located in the highly sought after Winding Cypress community. This spacious home offers three bedrooms plus a den, three full bathrooms, and a two and a half car garage. Fully turnkey furnished and thoughtfully designed, the home features an open concept floor plan that flows seamlessly from the interior living spaces to the outdoors. The kitchen serves as a central gathering space with a large island, natural gas range, and stainless steel appliances, making it ideal for both everyday meals and entertaining. Expansive zero corner sliding glass doors open to an exceptional outdoor living area, where a paver pool deck, screened in lanai, and complete outdoor kitchen with a built in propane grill create a private oasis for enjoying the Florida lifestyle. The owner's suite is a true retreat, offering a generous walk in closet and a spacious en-suite bathroom designed for comfort and privacy. The community clubhouse serves as the social heart of Winding Cypress, offering an elegant and inviting environment for gatherings, events, and relaxation, with direct access to the resort style pool and spa set among lush landscaping, palm trees, and comfortable lounging areas. The Shady Palm Cafe provides a lively poolside setting where residents can enjoy meals, refreshing drinks, and casual socializing in the Florida sunshine. Fitness and wellness amenities include a state of the art fitness center with modern cardio and strength equipment, along with a dedicated movement room designed for classes, stretching, and individual workouts. Outdoor recreation is abundant, featuring five clay tennis courts, four pickleball courts, and well maintained bocce courts that encourage active living and community connection, while a scenic boardwalk winds through preserved natural areas, offering a peaceful escape and a close connection to the surrounding landscape. Winding Cypress is conveniently located just a short drive from a variety of destinations, offering easy access to beaches, dining, shopping, and entertainment. Perfectly positioned between downtown Naples and Marco Island, this home offers an exceptional opportunity to enjoy a luxurious and active seasonal lifestyle within one of Naples' premier gated communities and experience the best of Southwest Florida living. View the 3D tour here: Availability 2026 January - March - $9,995 / month April - $8,995 May - October - $4,995 / month All utilities are included for rentals less than 6 months. ** Small pet considered, with approval, and deposit. **

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Zillow last checked:

    Listing updated:

    Source: Zillow Rentals

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 3
    Features
    • Walk In Closet
    Interior area
    • Total interior livable area: 2,496 sqft

    Property

    Parking
    • Details: Contact manager
    Features
    • Exterior features: All, Bocce Court, Community Spa/Hot Tub, Pet Park, Pickleball, Restaurant, Sidewalks, Tennis Court(s), Utilities included in rent, Walk In Closet, Walking Paths
    • Has private pool: Yes
    Details
    • Parcel number: 82679019204

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence

    Community & HOA

    Community
    • Features: Clubhouse, Fitness Center, Tennis Court(s)
    • Security: Gated Community
    • Deposit fee: $2,500
    HOA
    • Amenities included: Fitness Center, Pool, Tennis Court(s)
    Location
    • Region: Naples

    Financial & listing details

    • Price per square foot: $419/sqft
    • Tax assessed value: $903,367
    • Annual tax amount: $11,133
    • Date on market: 12/21/2025
    • Date available: 01/01/2026
    • Lease term: Contact For Details

    Price history

    DateEventPrice
    1/8/2026Listing removed$9,995$4/sqft
    Source: NABOR FL #225084247 Report a problem
    1/1/2026Listed for rent$9,995$4/sqft
    Source: NABOR FL #225084247 Report a problem
    1/1/2026Listing removed$9,995$4/sqft
    Source: Zillow Rentals Report a problem
    12/22/2025Listed for rent$9,995$4/sqft
    Source: Zillow Rentals Report a problem
    7/18/2019Sold$544,255$218/sqft
    Source: Public Record Report a problem
    12/23/2018Listing removed--
    Source: DiVosta Report a problem
    9/29/2018Listed for sale--
    Source: DiVosta Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$11,133 +6.9%$827,552 +10%
    2024$10,418 +37.1%$752,320 +10%
    2023$7,598 +2.4%$683,927 +10%
    2022$7,420 +15%$621,752 +10%
    2021$6,454 +6.7%$565,229 +5.7%
    2020$6,048 +525.5%$534,792 +1194.6%
    2019$967 +126.4%$41,311 +10%
    2018$427 -73.9%$37,555 +9.1%
    2017$1,635 $34,426
    Find assessor info on the county website

    Neighborhood: Winding Cypress

    Nearby schools

    GreatSchools rating
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    $1,045,800
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    +$20,916
    With Zillow Showcase(estimated)
    $1,066,716