The highest-value homes in Naples
Every city has its showpiece homes — the ones that define luxury living. And as prices continue to rise across the U.S., the most valuable properties showcase just how high local markets can go. The high-end housing market in particular has reached new heights in 2025, with the typical luxury home selling for a record $1.35 million in March. The million-dollar price tag no longer even qualifies as "luxury" in most places.
So, what do Naples' most glamorous homes look like? To find out, Redfin Real Estate found the city's highest-value homes based on their Redfin Estimate.
#1. 20 14Th Ave S, Naples, FL 34102
- Approximate home value: $81,508,107
- Beds: 0
- Baths: not available
- Square feet: 4,822
- See 20 14Th Ave S, Naples, FL 34102 on Redfin.com
#2. 2500 Gordon Dr, Naples, FL 34102
- Approximate home value: $67,893,149
- Beds: not available
- Baths: not available
- Square feet: 1,668
- See 2500 Gordon Dr, Naples, FL 34102 on Redfin.com
#3. 2700 Gordon Dr, Naples, FL 34102
- Approximate home value: $65,690,511
- Beds: not available
- Baths: not available
- Square feet: 6,434
- See 2700 Gordon Dr, Naples, FL 34102 on Redfin.com
#4. 100 Bay Rd, Naples, FL 34102
- Approximate home value: $51,139,080
- Beds: not available
- Baths: not available
- Square feet: 7,900
- See 100 Bay Rd, Naples, FL 34102 on Redfin.com
#5. 4540 Gordon Dr, Naples, FL 34102
- Approximate home value: $47,942,022
- Beds: not available
- Baths: not available
- Square feet: 7,278
- See 4540 Gordon Dr, Naples, FL 34102 on Redfin.com
#6. 3035 Fort Charles Dr, Naples, FL 34102
- Approximate home value: $44,594,613
- Beds: not available
- Baths: not available
- Square feet: 1
- See 3035 Fort Charles Dr, Naples, FL 34102 on Redfin.com
#7. 3675 Fort Charles Dr, Naples, FL 34102
- Approximate home value: $43,268,360
- Beds: not available
- Baths: not available
- Square feet: 7,412
- See 3675 Fort Charles Dr, Naples, FL 34102 on Redfin.com
#8. 2170 Gordon Dr, Naples, FL 34102
- Approximate home value: $41,842,128
- Beds: not available
- Baths: not available
- Square feet: not available
- See 2170 Gordon Dr, Naples, FL 34102 on Redfin.com
#9. 3400 Gordon Dr, Naples, FL 34102
- Approximate home value: $41,078,810
- Beds: not available
- Baths: not available
- Square feet: 16,772
- See 3400 Gordon Dr, Naples, FL 34102 on Redfin.com
#10. 860 Admiralty Parade E, Naples, FL 34102
- Approximate home value: $40,275,738
- Beds: not available
- Baths: not available
- Square feet: 6,567
- See 860 Admiralty Parade E, Naples, FL 34102 on Redfin.com
#11. 3100 Gordon Dr, Naples, FL 34102
- Approximate home value: $39,635,758
- Beds: not available
- Baths: not available
- Square feet: 7,942
- See 3100 Gordon Dr, Naples, FL 34102 on Redfin.com
#12. 2200 Gordon Dr, Naples, FL 34102
- Approximate home value: $39,392,296
- Beds: not available
- Baths: not available
- Square feet: 8,846
- See 2200 Gordon Dr, Naples, FL 34102 on Redfin.com
#13. 4228 Gordon Dr, Naples, FL 34102
- Approximate home value: $39,276,867
- Beds: not available
- Baths: not available
- Square feet: 6,663
- See 4228 Gordon Dr, Naples, FL 34102 on Redfin.com
#14. 1611 Gulf Shore Blvd N, Naples, FL 34102
- Approximate home value: $38,438,013
- Beds: 6
- Baths: 7
- Square feet: 9,673
- See 1611 Gulf Shore Blvd N, Naples, FL 34102 on Redfin.com
#15. 71 18Th Ave S, Naples, FL 34102
- Approximate home value: $38,266,597
- Beds: 6
- Baths: 4
- Square feet: 5,052
- See 71 18Th Ave S, Naples, FL 34102 on Redfin.com
#16. 570 Galleon Dr, Naples, FL 34102
- Approximate home value: $37,444,055
- Beds: not available
- Baths: not available
- Square feet: 8,135
- See 570 Galleon Dr, Naples, FL 34102 on Redfin.com
#17. 3880 Rum Row, Naples, FL 34102
- Approximate home value: $37,052,282
- Beds: not available
- Baths: not available
- Square feet: not available
- See 3880 Rum Row, Naples, FL 34102 on Redfin.com
#18. 2340 Gordon Dr, Naples, FL 34102
- Approximate home value: $37,009,793
- Beds: not available
- Baths: not available
- Square feet: 3,368
- See 2340 Gordon Dr, Naples, FL 34102 on Redfin.com
#19. 40 32Nd Ave S, Naples, FL 34102
- Approximate home value: $34,899,187
- Beds: 5
- Baths: 5
- Square feet: 5,277
- See 40 32Nd Ave S, Naples, FL 34102 on Redfin.com
#20. 550 Admiralty Parade W, Naples, FL 34102
- Approximate home value: $34,455,925
- Beds: not available
- Baths: not available
- Square feet: 11,999
- See 550 Admiralty Parade W, Naples, FL 34102 on Redfin.com
#21. 4296 Cutlass Ln, Naples, FL 34102
- Approximate home value: $34,180,507
- Beds: not available
- Baths: not available
- Square feet: 9,375
- See 4296 Cutlass Ln, Naples, FL 34102 on Redfin.com
#22. 4370 Gordon Dr, Naples, FL 34102
- Approximate home value: $33,489,229
- Beds: not available
- Baths: not available
- Square feet: 8,221
- See 4370 Gordon Dr, Naples, FL 34102 on Redfin.com
#23. 2440 Gordon Dr, Naples, FL 34102
- Approximate home value: $33,192,833
- Beds: not available
- Baths: not available
- Square feet: 1,663
- See 2440 Gordon Dr, Naples, FL 34102 on Redfin.com
#24. 1100 Spyglass Ln, Naples, FL 34102
- Approximate home value: $33,160,522
- Beds: not available
- Baths: not available
- Square feet: 5,065
- See 1100 Spyglass Ln, Naples, FL 34102 on Redfin.com
#25. 3131 Fort Charles Dr, Naples, FL 34102
- Approximate home value: $32,505,503
- Beds: not available
- Baths: not available
- Square feet: not available
- See 3131 Fort Charles Dr, Naples, FL 34102 on Redfin.com
#26. 3054 Gordon Dr, Naples, FL 34102
- Approximate home value: $32,128,935
- Beds: not available
- Baths: not available
- Square feet: 10,122
- See 3054 Gordon Dr, Naples, FL 34102 on Redfin.com
#27. 2976 Gordon Dr, Naples, FL 34102
- Approximate home value: $31,699,972
- Beds: not available
- Baths: not available
- Square feet: 6,533
- See 2976 Gordon Dr, Naples, FL 34102 on Redfin.com
#28. 3625 Gordon Dr, Naples, FL 34102
- Approximate home value: $31,495,490
- Beds: not available
- Baths: not available
- Square feet: 1,360
- See 3625 Gordon Dr, Naples, FL 34102 on Redfin.com
Methodology
Redfin Estimate data as of September 11, 2025. Bedroom, bathroom, and square footage data may not be available or accurate. Secondary addresses may not be included. Value estimates may not reflect what the house could actually sell for.
