Date
Details
Price
Change
Source
12/22/2025
Listed
$9,995
—
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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$9,995
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Property Description
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 Café 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.
Full Property Details
Full Property Details for 7611 Winding Cypress Dr
General
- Rent: $9,995
- Status: Under Contract
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 225084247
- Updated: 1/8/2026
- Added to Site: 25 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Den - Study, Family Room, Guest Bath, Guest Room, Bar, Built-In Cabinets, Wired for Data, Coffered Ceiling(s), Entrance Foyer, Pantry, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self-Cleaning Oven, Washer
- Furnished: Yes
- Furnishings: Furnished
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Washer/Dryer Hookup, Inside, Sink
Additional Information
- Shared Amenities: Beauty Salon, Bike And Jog Path, Clubhouse, Pool, Community Spa/Hot tub, Concierge Services, Dog Park, Fitness Center, Fitness Center Attended, Hobby Room, Internet Access, Library, Pickleball, Private Membership, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: Community Lap Pool, In Ground, Electric Heat
- Tennis: Yes
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: Gas Grill, Outdoor Grill, Outdoor Kitchen
- Porch/Patio/Deck: Screened Lanai/Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: 2+ Spaces, Driveway Paved, Paved Parking, Attached
Location
- Area: NA38 - South of US41 East of 951
- County: Collier
- Subdivision: WINDING CYPRESS
- Building Name: WINDING CYPRESS
- Driving Directions: South on Collier Blvd. (CR-951) Turn left onto Winding Cypress Blvd. Take the road through the community entrance and keep going straight. Home will be on your left.
- Direction Faces: West
School Information
- Elementary School: MANATEE ELEMENTARY SCHOOL
- Middle School: MANATEE MIDDLE SCHOOL
- High School: LELY HIGH SCHOOL
Community
- Units Assoc/Comm: 1100
- Pets Allowed: Yes
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric
Utilities
- Cable Available: Yes
- Utility Description: Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 2,496
- Living Area: 2,496 Sq. Ft.
- Year Built: 2019
Lot Features
- Property View: Lake, Landscaped Area
- Lot Size (Acres): 0.2
- Lot Size (Sq. Ft.): 8,712
Water Features
- Water Front: Yes
- Water Front Desc.: Lake
- Lake Front: Yes
- Canal Width: None
Financial Considerations
- Seasonal Rate: $9,995
- Security Deposit: $2,500
- Pet Deposit: $250
- Cleaning Deposit/Fee: $275
- Owner Pays: Cable TV, Electricity, Gas, Internet Access, Irrigation Water, Grounds Care, Lawn Service, Pest Control Exterior, Pest Control Interior, Pool Care, Pool Heat, Pool Maintenance, Sewer, Trash Collection, Water
- Tenant Pays: Application Fee, Departure Cleaning
Disclosures and Reports
- Legal Description: WINDING CYPRESS PHASE 2 REPLAT LOT 378
- Property ID: 82679019204
- Section: 2
- Lot Number: 378
Listed by Current Property Management
Schools
Schools serving 7611 Winding Cypress Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Lely Elementary School 8125 Lely Cultural Parkway, Naples, FL 34113 | PK-5 | 3.2 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 | 3.3 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 7611 Winding Cypress 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 4 days ago
- 2Beds
- 2Total Baths
- 1,141Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,331Sq. Ft.
- Condo
- Active
- Updated 1 day ago
- 1Bed
- 1Total Bath
- 508Sq. 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 2 days ago
- 2Beds
- 2Total Baths
- 1,216Sq. Ft.
- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,148Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,518Sq. 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 11 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.
7611 Winding Cypress Dr, Naples, FL 34114 (MLS# 225084247) is a Single Family property with 3 bedrooms and 2 full bathrooms. 7611 Winding Cypress Dr is currently listed for rent at $9,995 and was received on December 22, 2025. Want to learn more about 7611 Winding Cypress 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.