Date
Details
Price
Change
Source
1/02/2026
Listed
$10,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/46
$10,500
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Property Description
Available for Season 2026 and 2027! 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.
Full Property Details
Full Property Details for 6767 Pennyroyal Dr
General
- Rent: $10,500
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226000188
- Updated: 1/2/2026
- Added to Site: 14 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Great Room, Split Bedrooms, Den - Study, Guest Bath, Built-In Cabinets, Wired for Data, Entrance Foyer, Pantry, Walk-In Closet(s)
- Appliances: Gas Cooktop, Disposal, Dryer, Microwave, Refrigerator/Freezer, Washer
- Furnished: Yes
- Furnishings: Furnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Sink
Additional Information
- Shared Amenities: Bike And Jog Path, Bocce Court, Clubhouse, Park, Pool, Community Room, Community Spa/Hot tub, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, See Remarks, Sidewalks, Street Lights, Tennis Court(s), Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: Community Lap Pool, In Ground
- Spa: Yes
- Spa Description: In Ground
- Tennis: Yes
- Security/Safety: Smoke Detector(s), Smoke Detectors
- Equipment: Generator
Exterior
- Exterior Features: Gas Grill, Outdoor Grill, Outdoor Kitchen
- Porch/Patio/Deck: Screened Lanai/Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: 2+ Spaces, Driveway Paved, Garage Door Opener, Attached
Location
- Area: NA37 - East Collier S/O 75 E/O 9
- County: Collier
- Subdivision: WINDING CYPRESS
- Building Name: WINDING CYPRESS
- Direction Faces: Southwest
Community
- Units Assoc/Comm: 766
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric
Utilities
- Cable Available: Yes
- Utility Description: Underground Utilities, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Windows: Window Coverings
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 2,185
- Living Area: 2,185 Sq. Ft.
- Year Built: 2021
Lot Features
- Property View: Lake
- Lot Size (Acres): 0.16
- Lot Size (Sq. Ft.): 6,969
Water Features
- Water Front: Yes
- Water Front Desc.: Lake
- Lake Front: Yes
Financial Considerations
- Seasonal Rate: $10,500
- Off Season Rate: $7,500
- Security Deposit: $2,000
- Cleaning Deposit/Fee: $325
- Owner Pays: Electric-partial, Internet Access, Lawn Service, Management, Pool Maintenance, Trash Collection, Water
- Tenant Pays: Application Fee, Departure Cleaning, Taxes
Disclosures and Reports
- Legal Description: WINDING CYPRESS PHASE 3 LOT 519
- Property ID: 82679022220
- Section: 2
- Lot Number: 519
Listed by Premier Sotheby's Int'l Realty
Schools
Schools serving 6767 Pennyroyal Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Lely Elementary School 8125 Lely Cultural Parkway, Naples, FL 34113 | PK-5 | 3.3 mi |
Manatee Middle School 1920 Manatee Road, Naples, FL 34114 | 6-8 | 1 mi |
Lely High School 1 Lely High School Boulevard, Naples, FL 34113 | 9-12 | 2.8 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 6767 Pennyroyal Dr
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 2,114Sq. Ft.
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- Condo/TownHouse
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,377Sq. Ft.
Listed by Jess Withrow (239) 231-0929
- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,141Sq. Ft.
- Single Family
- Active
- Updated 2 hours ago
- 2Beds
- 2Total Baths
- 1,544Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 1,224Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 2,244Sq. Ft.
Listed by Mark Schwartz (239) 682-9408
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,141Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,532Sq. Ft.
- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,148Sq. Ft.
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- Single Family
- Closed
- Updated 3 days ago
- 4Beds
- 2Total Baths
- 2,046Sq. Ft.
Listed by Jason Farquhar and Taylor Farquhar
Sold by Taylor Farquhar
Sold by Taylor Farquhar
- Single Family
- Closed
- Updated 3 hours ago
- 4Beds
- 2Total Baths
- 2,046Sq. Ft.
Listed by Jason Farquhar and Taylor Farquhar
Sold by Taylor Farquhar
Sold by Taylor Farquhar
- Single Family
- Closed
- Updated 7 days ago
- 3Beds
- 3Total Baths
- 2,929Sq. Ft.
6767 Pennyroyal Dr, Naples, FL 34114 (MLS# 226000188) is a Single Family property with 3 bedrooms and 2 full bathrooms. 6767 Pennyroyal Dr is currently listed for rent at $10,500 and was received on January 02, 2026. Want to learn more about 6767 Pennyroyal Dr? Do you have questions about finding other real estate for sale or rent in Naples? You can browse all Naples rentals or contact a Coldwell Banker agent to request more information.