Homes in Winding Cypress, Naples, FL
10 for sale · 18 homes listed · Updated September 25, 2026
- 7666 jacaranda lane, Naples 34114 $575,000 · 2 bd · 2 ba · 1,574 sqft
- 7229 wiregrass court, Naples 34114 $1,750,000 · 4 bd · 5 ba · 3,965 sqft
- 7478 winding cypress drive, Naples 34114 $1,349,500 · 3 bd · 3 ba · 2,634 sqft
- 6727 pennyroyal drive, Naples 34114 $940,000 · 3 bd · 2 ba · 2,076 sqft
- 7156 live oak drive, Naples 34114 $599,900 · 3 bd · 2 ba · 1,554 sqft
- 7759 winding cypress drive, Naples 34114 $1,300,000 · 4 bd · 5 ba · 3,464 sqft
- 6907 cocoplum street, Naples 34114 $1,295,000 · 3 bd · 3 ba · 2,515 sqft
- 7700 winding cypress drive, Naples 34114 $1,250,000 · 54 bd · 3 ba · 2,950 sqft
- 7564 winding cypress drive, Naples 34114 $1,060,000 · 4 bd · 2 ba · 2,230 sqft
- 6825 greenbriar court, Naples 34114 $965,000 · 4 bd · 3 ba · 2,084 sqft
- 7022 live oak drive, Naples 34114 Pending $725,000 · 3 bd · 2 ba · 2,078 sqft
- 6787 pennyroyal drive, Naples 34114 Pending $935,000 · 3 bd · 2 ba · 2,076 sqft
- 7473 winding cypress drive, Naples 34114 Pending $950,000 · 4 bd · 2 ba · 2,018 sqft
- 6820 winding cypress drive, Naples 34114 Pending $799,900 · 3 bd · 2 ba · 2,086 sqft
- 7674 jacaranda lane, Naples 34114 Pending $599,900 · 2 bd · 2 ba · 1,554 sqft
- 6851 winding cypress drive, Naples 34114 Pending $1,200,000 · 3 bd · 3 ba · 2,789 sqft
- 6825 greenbriar court, Naples 34114 Off market since Aug 2026 $940,000 · 4 bd · 3 ba · 3,036 sqft
- 6844 winding cypress drive, Naples 34114 Off market since Sep 2026 $949,900 · 3 bd · 2 ba · 2,100 sqft