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    House for rent
  • $10,500/moFees may apply

    6767 Pennyroyal Dr, Naples, FL 34114

    3beds
    2,185sqft

    Price may not include required fees and charges. Learn more|

    Singlefamily
    Available now
    No pets
    Laundry tub laundry
    2 Parking spaces parking
    Contact manager for more details about this home.

    What's special

    Beautifully furnished 3+Den single family home in the highly sought-after, gated community of Winding Cypress in Naples. This thoughtfully appointed home offers a comfortable and stylish escape, perfect for enjoying the Southwest Florida lifestyle during season. The residence features an open-concept layout filled with natural light, a well-equipped kitchen ideal for entertaining, and inviting living and dining spaces designed for relaxation. The home includes 3 spacious bedrooms and an office with an additional daybed. Primary suite boasts an en-suite bathroom and lake views. Two guest rooms, both with queen beds, share access to a second full bath. An expanded screened lanai with sparkling pool and outdoor kitchen complete the lifestyle package at this exceptional seasonal escape. 2 car attached garage. Winding Cypress is known for its resort-style amenities, providing an exceptional lifestyle for seasonal residents. Community features include a stunning clubhouse, resort-style pool and spa, state-of-the-art fitness center, tennis and pickleball courts, bocce ball, a dog park, and miles of scenic walking and biking trails. The community is guard-gated, and hosts an active social calendar. Ideally located, Winding Cypress is just minutes from Naples' world-class beaches, shopping, dining, golf courses, and downtown attractions as well as easy access to Marco Island.
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    Listing updated:

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    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Appliances
    • Laundry: Laundry Tub, Laundry in Residence
    Features
    • Built-In Cabinets, Foyer, Laundry Tub, Pantry, Smoke Detectors, Walk-In Closet(s), Window Coverings
    Interior area
    • Total interior livable area: 2,185 sqft

    Property

    Parking
    • Total spaces: 2
    • Details: Contact manager
    Features
    • Stories: 1
    • Pool features: Community, In Ground
    Details
    • Parcel number: 82679022220

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: SingleFamily
    Condition
    • Year built: 2021

    Community & HOA

    Location
    • Region: Naples

    Financial & listing details

    • Lease term: Contact For Details

    Price history

    DateEventPrice
    1/3/2026Listed for rent$10,500+75%$5/sqft
    Source: NABOR FL #226000188 Report a problem
    11/17/2025Sold$990,000-9.9%$453/sqft
    Source: SWFLMLS #225048066 Report a problem
    10/15/2025Pending sale$1,099,000$503/sqft
    Source: SWFLMLS #225048066 Report a problem
    7/7/2025Listing removed$6,000$3/sqft
    Source: NABOR FL #225041614 Report a problem
    5/16/2025Listed for sale$1,099,000$503/sqft
    Source: SWFLMLS #225048066 Report a problem
    5/8/2025Listing removed$1,099,000$503/sqft
    Source: SWFLMLS #224075106 Report a problem
    4/29/2025Price change$6,000-7.7%$3/sqft
    Source: NABOR FL #225041614 Report a problem
    4/26/2025Listed for rent$6,500$3/sqft
    Source: NABOR FL #225041614 Report a problem
    4/3/2025Price change$1,099,000-4.4%$503/sqft
    Source: SWFLMLS #224075106 Report a problem
    3/20/2025Price change$1,149,000-4.2%$526/sqft
    Source: SWFLMLS #224075106 Report a problem
    3/4/2025Price change$1,199,000-4.1%$549/sqft
    Source: SWFLMLS #224075106 Report a problem
    2/18/2025Price change$1,249,900-2%$572/sqft
    Source: SWFLMLS #224075106 Report a problem
    1/8/2025Price change$1,274,900-1.9%$583/sqft
    Source: SWFLMLS #224075106 Report a problem
    9/13/2024Listed for sale$1,299,000+108.9%$595/sqft
    Source: SWFLMLS #224075106 Report a problem
    5/10/2021Sold$621,877$285/sqft
    Source: Public Record Report a problem

    Neighborhood: Winding Cypress

    Nearby schools

    GreatSchools rating