Homes in Cypresswood, Winter Haven, FL

5 for sale · 11 homes listed · Updated November 9, 2026

• 1814 Sandhill Lane, Winter Haven 33884 $462,000 · 4 bd · 3 ba · 2,550 sqft
• 300 Greenfield Road, Winter Haven 33884 $399,000 · 4 bd · 3 ba · 2,350 sqft
• 683 Broadmoor Circle #683, Winter Haven 33884 $193,000 · 2 bd · 2 ba · 1,139 sqft
• 251 Greenfield Road, Winter Haven 33884 $224,900 · 2 bd · 2 ba · 1,577 sqft
• 70 Greenfield Court, Winter Haven 33884 $475,000 · 4 bd · 3 ba · 2,238 sqft
• 241 Greenfield Road, Winter Haven 33884 Pending $334,950 · 2 bd · 2 ba · 2,523 sqft
• 1052 Medinah Drive, Winter Haven 33884 Pending $190,000 · 2 bd · 2 ba · 1,422 sqft
• 450 Sandestin Drive, Winter Haven 33884 Pending $185,000 · 2 bd · 2 ba · 1,204 sqft
• 683 Broadmoor Circle 683, Winter Haven 33884 Off market since Sep 2026 $193,000 · 2 bd · 2 ba · 1,139 sqft
• 1012 Medinah Drive Southeast, Winter Haven 33884 Off market since Sep 2026 $187,900 · 2 bd · 2 ba · 1,458 sqft
• 2801 Wingfoot Court, Winter Haven 33884 Off market since Sep 2026 $249,900 · 2 bd · 2 ba · 1,666 sqft