Most expensive homes for sale in Naples

Written by:
April 29, 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. 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: 5 days
- View listing on realtor.com

#29. 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: 864 days (-$2,495,000 price reduction since listing)
- View listing on realtor.com

#28. 3525 Fort Charles Dr, Naples

- Price: $23,995,000
- 5 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 7,706
- Price per square foot: $3,113
- Lot size: 0.5 acres
- Days on market: 60 days (-$3,000,000 price reduction since listing)
- View listing on realtor.com

#27. 3163 Gin Ln, Naples

- Price: $24,900,000
- 6 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 7,595
- Price per square foot: $3,278
- Lot size: 0.5 acres
- Days on market: 240 days (-$2,600,000 price reduction since listing)
- View listing on realtor.com

#26. 23 6th Ave N, Naples

- Price: $24,995,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,945
- Price per square foot: $4,204
- Lot size: 0.6 acres
- Days on market: 152 days (-$5,004,999 price reduction since listing)
- View listing on realtor.com

#25. 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: 5 days
- View listing on realtor.com

#24. 3300 Gin Ln, Naples

- Price: $25,900,000
- 5 bedrooms, 6 full bathrooms, 3 half bathrooms
- Square feet: 8,187
- Price per square foot: $3,163
- Lot size: 0.5 acres
- Days on market: 125 days (-$3,600,000 price reduction since listing)
- View listing on realtor.com

#23. 1270 Gulf Shore Blvd S, Naples

- Price: $25,900,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 5,789
- Price per square foot: $4,474
- Lot size: 0.6 acres
- Days on market: 349 days
- View listing on realtor.com

#22. 3240 Gin Ln, Naples

- Price: $25,950,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 7,551
- Price per square foot: $3,436
- Lot size: 0.5 acres
- Days on market: 111 days
- View listing on realtor.com

#21. 81 Seagate Dr Ph 20, Naples

- Price: $27,900,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 11,698
- Price per square foot: $2,385
- Days on market: 156 days
- View listing on realtor.com

#20. 3440 Rum Row, Naples

- Price: $27,900,000
- 5 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 7,835
- Price per square foot: $3,560
- Lot size: 0.5 acres
- Days on market: 496 days
- View listing on realtor.com

#19. 3455 Gin Ln, Naples

- Price: $27,950,000
- 6 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 8,044
- Price per square foot: $3,474
- Lot size: 0.5 acres
- Days on market: 142 days
- View listing on realtor.com

#18. 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: 265 days
- View listing on realtor.com

#17. 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: 38 days
- View listing on realtor.com

#16. 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: 134 days (-$3,000,000 price reduction since listing)
- View listing on realtor.com

#15. 4101 Gulf Shore Blvd N Ph 3, Naples

- Price: $29,500,000
- 5 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 12,135
- Price per square foot: $2,430
- Days on market: 459 days
- View listing on realtor.com

#14. 3565 Fort Charles Dr, Naples

- Price: $29,500,000
- 6 bedrooms, 6 full bathrooms, 3 half bathrooms
- Square feet: 8,960
- Price per square foot: $3,292
- Lot size: 0.6 acres
- Days on market: 83 days
- View listing on realtor.com

#13. 2999 Rum Row, Naples

- Price: $29,950,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 7,326
- Price per square foot: $4,088
- Lot size: 0.4 acres
- Days on market: 576 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: 599 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: 140 days (-$5,000,000 price reduction since listing)
- View listing on realtor.com

#10. 3625 Gordon Dr, Naples

- Price: $35,000,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 7,200
- Price per square foot: $4,861
- Lot size: 0.7 acres
- Days on market: 41 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: 607 days
- View listing on realtor.com

#8. 30 3rd Ave S, Naples

- Price: $35,500,000
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 5,699
- Price per square foot: $6,229
- Lot size: 0.7 acres
- Days on market: 95 days
- View listing on realtor.com

#7. 4101 Gulf Shore Blvd N Ph 2, Naples

- Price: $37,500,000
- 4 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 12,050
- Price per square foot: $3,112
- Days on market: 152 days
- View listing on realtor.com

#6. 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: 158 days
- View listing on realtor.com

#5. 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: 407 days
- View listing on realtor.com

#4. 860 Admiralty Parade E, Naples

- Price: $44,950,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 11,559
- Price per square foot: $3,888
- Lot size: 0.8 acres
- Days on market: 193 days
- View listing on realtor.com

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

- Price: $45,000,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 9,673
- Price per square foot: $4,652
- Days on market: 468 days
- View listing on realtor.com

#2. 25 16th Ave S, Naples

- Price: $77,000,000
- 6 bedrooms, 5 full bathrooms, 4 half bathrooms
- Square feet: 11,279
- Price per square foot: $6,826
- Days on market: 153 days
- View listing on realtor.com

#1. 100 Bay Rd, Naples

- Price: $210,000,000
- 6 bedrooms, 13 full bathrooms, 3 half bathrooms
- Square feet: 17,106
- Price per square foot: $12,276
- Lot size: 5.0 acres
- Days on market: 149 days
- View listing on realtor.com

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