7611 Winding Cypress DR, Naples, FL 34114

• 3 beds |
• 2 baths |
• 2,496 sqft

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.

Listing Status:

Active

Date Added:

December 22, 2025 at 06:00AM

Listing Office:

Current Property Management : (239) 450-9126

Listing Agent:

Josh Yelensky : (239) 877-1699

MLS ID:

225084247

Interior

• General: Built-in FeaturesCoffered Ceiling(s)Entrance FoyerPantryCable TVBarWalk-In Closet(s)High Speed InternetSplit Bedrooms
• Appliances: DryerDishwasherFreezerDisposalMicrowaveRangeRefrigeratorSelf Cleaning OvenWasher
• Laundry: Washer HookupDryer HookupInsideLaundry Tub
• Flooring: Tile
• A/C: Central AirCeiling Fan(s)Electric
• Heating: CentralElectric

Exterior

• General: Outdoor GrillOutdoor KitchenGas Grill
• Style: RanchOne Story
• Other Structures: PorchScreenedLanai
• Pool: Electric HeatHeatedIn GroundCommunity
• Parking: AttachedDrivewayGaragePavedTwo Spaces

Construction

• General: BlockConcrete1

Location

• HOA Amenities: ClubhouseConciergeDog ParkFitness CenterHobby RoomLibraryPickleballPrivate MembershipPoolRestaurantSpa/Hot TubSidewalksTennis Court(s)Trail(s)0.0
• Originating MLS: FGC_NAPLES
• County: Collier

Lot

• Zoning: WINDING CYPRESS PHASE 2 REPLAT LOT 37882679019204
• View: LandscapedLakeView

Utilities

• Utilities: Cable AvailableHigh Speed Internet Available
• Water: Public
• Sewer: Public Sewer

Financial

• Source: FGC_NAPLES

This listing courtesy of Josh Yelensky, Current Property Management