Most expensive homes for sale in Naples

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November 17, 2025
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Most expensive homes for sale in Naples

Stacker compiled a list of the most expensive homes in Naples listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.

#30. 970 Aqua Cir, Naples

- Price: $21,000,000
- 6 bedrooms, 6 full bathrooms, 3 half bathrooms
- Square feet: 7,750
- Price per square foot: $2,709
- Lot size: 0.7 acres
- Days on market: 565 days (-$1,500,000 price reduction since listing)
- View listing on realtor.com

#29. 1365 Spyglass Ln, Naples

- Price: $21,500,000
- 6 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 6,736
- Price per square foot: $3,191
- Lot size: 0.5 acres
- Days on market: 8 days
- View listing on realtor.com

#28. 55 13th Ave S, Naples

- Price: $22,995,000
- 6 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,143
- Price per square foot: $3,743
- Lot size: 0.5 acres
- Days on market: 67 days
- View listing on realtor.com

#27. 275 Spring Line Dr, Naples

- Price: $23,500,000
- 5 bedrooms, 5 full bathrooms, 4 half bathrooms
- Square feet: 8,591
- Price per square foot: $2,735
- Lot size: 0.9 acres
- Days on market: 180 days
- View listing on realtor.com

#26. 225 4th Ave N, Naples

- Price: $23,500,000
- 6 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,504
- Price per square foot: $3,131
- Days on market: 1039 days (-$2,495,000 price reduction since listing)
- View listing on realtor.com

#25. 81 Seagate Dr Ph 20, Naples

- Price: $24,990,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 11,698
- Price per square foot: $2,136
- Days on market: 45 days
- View listing on realtor.com

#24. 616 Bougainvillea Rd, Naples

- Price: $25,900,000
- 6 bedrooms, 9 full bathrooms, 3 half bathrooms
- Square feet: 9,447
- Price per square foot: $2,741
- Lot size: 0.5 acres
- Days on market: 180 days
- View listing on realtor.com

#23. 3163 Gin Ln, Naples

- Price: $26,900,000
- 6 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 7,595
- Price per square foot: $3,541
- Lot size: 0.5 acres
- Days on market: 82 days
- View listing on realtor.com

#22. 4101 Gulf Shore Blvd N Ph 3, Naples

- Price: $27,500,000
- 5 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 12,135
- Price per square foot: $2,266
- Days on market: 63 days
- View listing on realtor.com

#21. 3131 Gin Ln, Naples

- Price: $27,950,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 7,695
- Price per square foot: $3,632
- Lot size: 0.5 acres
- Days on market: 440 days
- View listing on realtor.com

#20. 1731 Gordon Dr, Naples

- Price: $27,995,000
- 6 bedrooms, 8 full bathrooms, 2 half bathrooms
- Square feet: 8,984
- Price per square foot: $3,116
- Lot size: 0.5 acres
- Days on market: 23 days
- View listing on realtor.com

#19. 3233 Gin Ln, Naples

- Price: $27,995,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 7,696
- Price per square foot: $3,637
- Lot size: 0.5 acres
- Days on market: 213 days
- View listing on realtor.com

#18. 4115 Cutlass Ln, Naples

- Price: $28,750,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 6,291
- Price per square foot: $4,570
- Lot size: 0.5 acres
- Days on market: 309 days (-$3,000,000 price reduction since listing)
- View listing on realtor.com

#17. 3440 Rum Row, Naples

- Price: $29,500,000
- 5 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 7,835
- Price per square foot: $3,765
- Lot size: 0.5 acres
- Days on market: 671 days
- View listing on realtor.com

#16. 4101 Gulf Shore Blvd N Ph 2, Naples

- Price: $29,900,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 12,050
- Price per square foot: $2,481
- Days on market: 327 days (-$7,600,000 price reduction since listing)
- View listing on realtor.com

#15. 1121 Gulf Shore Blvd N Unit 3N, Naples

- Price: $29,950,000
- 5 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 10,040
- Price per square foot: $2,983
- Days on market: 30 days
- View listing on realtor.com

#14. 2999 Rum Row, Naples

- Price: $29,950,000
- 5 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 7,326
- Price per square foot: $4,088
- Lot size: 0.4 acres
- Days on market: 751 days
- View listing on realtor.com

#13. 3675 Gordon Dr, Naples

- Price: $29,990,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 7,873
- Price per square foot: $3,809
- Lot size: 0.8 acres
- Days on market: 159 days
- View listing on realtor.com

#12. 1601 Gulf Shore Blvd N Apt 2, Naples

- Price: $30,000,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,243
- Price per square foot: $4,805
- Days on market: 774 days
- View listing on realtor.com

#11. 7409 Bay Colony Dr, Naples

- Price: $34,900,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 7,210
- Price per square foot: $4,840
- Lot size: 0.6 acres
- Days on market: 26 days
- View listing on realtor.com

#10. 1121 Gulf Shore Blvd N Unit 2S, Naples

- Price: $35,000,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 9,396
- Price per square foot: $3,724
- Days on market: 30 days
- View listing on realtor.com

#9. 1601 Gulf Shore Blvd N Apt 1, Naples

- Price: $35,000,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 7,010
- Price per square foot: $4,992
- Lot size: 5.2 acres
- Days on market: 782 days
- View listing on realtor.com

#8. 1121 Gulf Shore Blvd N Unit 6N, Naples

- Price: $37,000,000
- 5 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 10,040
- Price per square foot: $3,685
- Days on market: 30 days
- View listing on realtor.com

#7. 40 32nd Ave S, Naples

- Price: $39,000,000
- 5 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 5,277
- Price per square foot: $7,390
- Lot size: 0.7 acres
- Days on market: 333 days
- View listing on realtor.com

#6. 3655 Fort Charles Dr, Naples

- Price: $42,000,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 8,544
- Price per square foot: $4,915
- Lot size: 1.0 acres
- Days on market: 25 days
- View listing on realtor.com

#5. 860 Admiralty Parade E, Naples

- Price: $42,995,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 11,559
- Price per square foot: $3,719
- Lot size: 0.8 acres
- Days on market: 20 days
- View listing on realtor.com

#4. 71 18th Ave S, Naples

- Price: $44,000,000
- 6 bedrooms, 4 full bathrooms
- Square feet: 5,052
- Price per square foot: $8,709
- Lot size: 0.9 acres
- Days on market: 582 days
- View listing on realtor.com

#3. 1611 Gulf Shore Blvd N Ph 5, Naples

- Price: $50,000,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 9,673
- Price per square foot: $5,169
- Days on market: 643 days
- View listing on realtor.com

#2. 4296 Cutlass Ln, Naples

- Price: $60,000,000
- 6 bedrooms, 8 full bathrooms, 5 half bathrooms
- Square feet: 15,309
- Price per square foot: $3,919
- Days on market: 48 days
- View listing on realtor.com

#1. 20 14th Ave S, Naples

- Price: $89,000,000
- nan bedrooms, nan full bathrooms
- Square feet: 4,822
- Price per square foot: $18,457
- Lot size: 2.9 acres
- Days on market: 445 days (-$10,000,000 price reduction since listing)
- View listing on realtor.com

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