Bike And Jog Path
Bocce Court
Clubhouse
Park
Pool
Community Room
Dog Park
Fitness Center
Pickleball
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Financial Information:
Taxes: $6,671.25
Tax Year: 2025
Master Association Fees: $1,455.00
Association Fee: $6,260.00
Association Description: Mandatory
Room Dimensions:
Laundry: Washer/Dryer Hookup
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Experience elevated resort-style living in the highly desirable community of Winding Cypress. This impeccably maintained and tastefully updated 2-bedroom plus den, 2-bath villa offers soaring 9’4” ceilings and an attached two-car garage, delivering both comfort and functionality in a truly move-in-ready residence.
Thoughtful upgrades include a newer refrigerator and hot water heater, upgraded pavers, plantation shutters, and additional enhancements that add both style and peace of mind. The flexible den provides the perfect space for a home office, guest retreat, or additional lounge area.
Winding Cypress is designed for those who value lifestyle. Nearly two-thirds of the community is preserved as tranquil natural landscape and wooded conservation, creating a serene, private atmosphere rarely found this close to everything. Ideally located just 8 miles from Downtown Naples and 9 miles from Marco Island, you are moments from world-class dining, shopping, and Gulf beaches.
Residents enjoy an impressive amenity package featuring pickleball, bocce, clubhouse, resort-style pool and spa, community park, social rooms, and more.
Opportunities like this are rare. Schedule your private showing today.
Building Description: Ranch, Villa Attached
Building Design: Villa Attached
Community Type: Gated, Tennis
MLS Area: Winding Cypress
Total Square Footage: 1,574
Total Floors: 1
Water: Central
Construction: Concrete Block, Stucco
Date Listed: 2026-02-24 00:00:00
Pool Description: Community
Furnished: Negotiable
Kitchen Description: Gas Available
Parking: Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile
Roof: Tile
Heating: Heat Pump
Cooling: Central Electric
Storm Protection: Shutters - Manual
Security: Smoke Detector(S), Gated Community
Laundry: Washer/Dryer Hookup
Irrigation: Reclaimed
Pets: Limits
Restrictions: Deeded, No Commercial, No Rv
Maintenance: Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Pest Control Exterior, Rec Facilities, Street Lights, Street Maintenance
Rear Exposure: E
Lot Desc.: Regular
Amenities: Bike And Jog Path, Bocce Court, Clubhouse, Park, Pool, Community Room, Dog Park, Fitness Center, Pickleball, Sidewalk, Streetlight, Tennis Court(S), Underground Utility
Let’s Make Your Next Move in Crypto Real Estate
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John R. Wood Properties
3255 Tamiami Trail North
Naples, FL 34103
Contact Tracy Lebaron
(239) 821-5162
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