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.
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.
Current real estate data for Villa – Attached in NAPLES as of Oct 25, 2026
336
Villa – Attached Listed
106
Avg DOM
373
Avg $ / SqFt
$664,466
Avg List Price
Property Details
Price:
$575,000
MLS #:
226008768
Status:
Active
Beds:
2
Baths:
2
Type:
Villa – Attached
Subtype:
Villa Attached
Subdivision:
WINDING CYPRESS
Neighborhood:
windingcypress
Listed Date:
Feb 24, 2026
Finished Sq Ft:
1,574
Total Sq Ft:
1,574
Lot Size:
4,792 sqft / 0.11 acres (approx)
Year Built:
2018
Schools
Interior
Appliances
Dishwasher, Microwave, Range, Refrigerator/Icemaker
Bathrooms
2 Full Bathrooms
Cooling
Central Electric
Flooring
Carpet, Tile
Heating
Heat Pump
Interior Features
Smoke Detectors, Walk-In Closet(s)
Laundry Features
Washer/Dryer Hookup
Levels
1
Exterior
Architectural Style
Ranch, Villa Attached
Association Amenities
Bike And Jog Path, Bocce Court, Clubhouse, Park, Pool, Community Room, Dog Park, Fitness Center, Pickleball, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
Attached Garage YN
1
Community Features
Clubhouse, Park, Pool, Dog Park, Fitness Center, Sidewalks, Street Lights, Tennis Court(s), Gated
Construction Materials
Concrete Block, Stucco
Covered Spaces
2
Exterior Features
Screened Lanai/Porch
Garage Spaces
2
Lot Features
Regular
Other Structures
Tennis Court(s)
Parking Features
Attached
Parking Spots
2
Parking Total
2
Roof
Tile
Security Features
Smoke Detector(s), Gated Community
Spa Features
Community
View
City
Waterfront Features
None
Financial
HOA Fee
$6,260
Tax Year
2025
Taxes
$6,671
Listing Details
Listing Provided Courtesy of EXP Realty LLC
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