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.
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
What's special
- 159 days |
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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
| Date | Event | Price |
|---|---|---|
| 1/3/2026 | Listed for rent | $10,500+75%$5/sqft |
Source: NABOR FL #226000188 Report a problem | ||
| 11/17/2025 | Sold | $990,000-9.9%$453/sqft |
Source: | ||
| 10/15/2025 | Pending sale | $1,099,000$503/sqft |
Source: | ||
| 7/7/2025 | Listing removed | $6,000$3/sqft |
Source: NABOR FL #225041614 Report a problem | ||
| 5/16/2025 | Listed for sale | $1,099,000$503/sqft |
Source: | ||
| 5/8/2025 | Listing removed | $1,099,000$503/sqft |
Source: | ||
| 4/29/2025 | Price change | $6,000-7.7%$3/sqft |
Source: NABOR FL #225041614 Report a problem | ||
| 4/26/2025 | Listed for rent | $6,500$3/sqft |
Source: NABOR FL #225041614 Report a problem | ||
| 4/3/2025 | Price change | $1,099,000-4.4%$503/sqft |
Source: | ||
| 3/20/2025 | Price change | $1,149,000-4.2%$526/sqft |
Source: | ||
| 3/4/2025 | Price change | $1,199,000-4.1%$549/sqft |
Source: | ||
| 2/18/2025 | Price change | $1,249,900-2%$572/sqft |
Source: | ||
| 1/8/2025 | Price change | $1,274,900-1.9%$583/sqft |
Source: | ||
| 9/13/2024 | Listed for sale | $1,299,000+108.9%$595/sqft |
Source: | ||
| 5/10/2021 | Sold | $621,877$285/sqft |
Source: Public Record Report a problem | ||
Neighborhood: Winding Cypress
Nearby schools
GreatSchools rating
- 7/10Lely Elementary SchoolGrades: PK-5Distance: 3.3 mi
- 7/10Manatee Middle SchoolGrades: 6-8Distance: 1 mi
- 5/10Lely High SchoolGrades: 9-12Distance: 2.8 mi







