Most expensive homes for sale in Orlando
Written by:
August 25, 2025
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Most expensive homes for sale in Orlando
Stacker compiled a list of the most expensive homes in Orlando listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.
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#30. 10244 Kensington Shore Dr, Orlando
- Price: $3,695,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,574
- Price per square foot: $807
- Lot size: 0.3 acres
- Days on market: 52 days (-$105,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,574
- Price per square foot: $807
- Lot size: 0.3 acres
- Days on market: 52 days (-$105,000 price reduction since listing)
- View listing on realtor.com
#29. 3207 Middlesex Rd, Orlando
- Price: $3,749,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 4,944
- Price per square foot: $758
- Lot size: 0.3 acres
- Days on market: 37 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 4,944
- Price per square foot: $758
- Lot size: 0.3 acres
- Days on market: 37 days
- View listing on realtor.com
#28. 9589 Blandford Rd, Orlando
- Price: $3,750,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,101
- Price per square foot: $614
- Lot size: 0.6 acres
- Days on market: 62 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,101
- Price per square foot: $614
- Lot size: 0.6 acres
- Days on market: 62 days
- View listing on realtor.com
#27. 9233 Southern Breeze Dr, Orlando
- Price: $3,990,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,346
- Price per square foot: $628
- Lot size: 2.5 acres
- Days on market: 51 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,346
- Price per square foot: $628
- Lot size: 2.5 acres
- Days on market: 51 days
- View listing on realtor.com
#26. 10345 Hart Branch Cir, Orlando
- Price: $3,995,000
- 5 bedrooms, 6 full bathrooms
- Square feet: 6,700
- Price per square foot: $596
- Lot size: 0.7 acres
- Days on market: 150 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms
- Square feet: 6,700
- Price per square foot: $596
- Lot size: 0.7 acres
- Days on market: 150 days
- View listing on realtor.com
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#25. 811 N Lake Adair Blvd, Orlando
- Price: $3,998,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 7,795
- Price per square foot: $512
- Lot size: 0.8 acres
- Days on market: 30 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 7,795
- Price per square foot: $512
- Lot size: 0.8 acres
- Days on market: 30 days
- View listing on realtor.com
#24. 8966 Easterling Dr, Orlando
- Price: $3,999,995
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,987
- Price per square foot: $1,003
- Lot size: 0.4 acres
- Days on market: 209 days (-$200,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,987
- Price per square foot: $1,003
- Lot size: 0.4 acres
- Days on market: 209 days (-$200,000 price reduction since listing)
- View listing on realtor.com
#23. 100 S Eola Dr Ph 119, Orlando
- Price: $4,000,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,244
- Price per square foot: $942
- Lot size: 0.8 acres
- Days on market: 158 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,244
- Price per square foot: $942
- Lot size: 0.8 acres
- Days on market: 158 days
- View listing on realtor.com
#22. 350 S 5th St, Orlando
- Price: $4,000,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,728
- Price per square foot: $2,314
- Lot size: 120.3 acres
- Days on market: 312 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,728
- Price per square foot: $2,314
- Lot size: 120.3 acres
- Days on market: 312 days
- View listing on realtor.com
#21. 9916 Lone Tree Ln, Orlando
- Price: $4,200,000
- 5 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 5,006
- Price per square foot: $838
- Lot size: 0.4 acres
- Days on market: 13 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 5,006
- Price per square foot: $838
- Lot size: 0.4 acres
- Days on market: 13 days
- View listing on realtor.com
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#20. 11059 Cromwell Rd, Orlando
- Price: $4,395,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,866
- Price per square foot: $749
- Lot size: 0.5 acres
- Days on market: 478 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,866
- Price per square foot: $749
- Lot size: 0.5 acres
- Days on market: 478 days
- View listing on realtor.com
#19. 7017 Via Carmel Way, Orlando
- Price: $4,490,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,202
- Price per square foot: $723
- Lot size: 0.5 acres
- Days on market: 212 days (-$460,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,202
- Price per square foot: $723
- Lot size: 0.5 acres
- Days on market: 212 days (-$460,000 price reduction since listing)
- View listing on realtor.com
#18. 8600 Hata St, Orlando
- Price: $4,499,999
- 5 bedrooms, 6 full bathrooms
- Square feet: 5,718
- Price per square foot: $786
- Lot size: 0.7 acres
- Days on market: 25 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms
- Square feet: 5,718
- Price per square foot: $786
- Lot size: 0.7 acres
- Days on market: 25 days
- View listing on realtor.com
#17. 8643 Farthington Way, Orlando
- Price: $4,660,950
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,487
- Price per square foot: $849
- Lot size: 0.3 acres
- Days on market: 346 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,487
- Price per square foot: $849
- Lot size: 0.3 acres
- Days on market: 346 days
- View listing on realtor.com
#16. 5745 Emerington Cres, Orlando
- Price: $4,940,000
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,881
- Price per square foot: $626
- Lot size: 1.1 acres
- Days on market: 535 days (-$50,000 price reduction since listing)
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,881
- Price per square foot: $626
- Lot size: 1.1 acres
- Days on market: 535 days (-$50,000 price reduction since listing)
- View listing on realtor.com
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#15. 9602 Sloane St, Orlando
- Price: $5,285,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,206
- Price per square foot: $851
- Lot size: 0.5 acres
- Days on market: 2 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,206
- Price per square foot: $851
- Lot size: 0.5 acres
- Days on market: 2 days
- View listing on realtor.com
#14. 11027 Cromwell Rd, Orlando
- Price: $5,299,000
- 5 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 7,070
- Price per square foot: $749
- Lot size: 0.3 acres
- Days on market: 475 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 7,070
- Price per square foot: $749
- Lot size: 0.3 acres
- Days on market: 475 days
- View listing on realtor.com
#13. 11043 Cromwell Rd, Orlando
- Price: $5,495,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,056
- Price per square foot: $907
- Lot size: 0.3 acres
- Days on market: 214 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,056
- Price per square foot: $907
- Lot size: 0.3 acres
- Days on market: 214 days
- View listing on realtor.com
#12. 9164 Point Cypress Dr, Orlando
- Price: $5,500,000
- 5 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,631
- Price per square foot: $720
- Lot size: 1.0 acres
- Days on market: 352 days (-$400,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,631
- Price per square foot: $720
- Lot size: 1.0 acres
- Days on market: 352 days (-$400,000 price reduction since listing)
- View listing on realtor.com
#11. 5550 Osprey Isle Ln, Orlando
- Price: $5,695,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,730
- Price per square foot: $846
- Lot size: 0.9 acres
- Days on market: 135 days (-$1,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,730
- Price per square foot: $846
- Lot size: 0.9 acres
- Days on market: 135 days (-$1,000 price reduction since listing)
- View listing on realtor.com
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#10. 9700 Blandford Rd, Orlando
- Price: $5,958,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,958
- Price per square foot: $1,000
- Lot size: 0.4 acres
- Days on market: 33 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,958
- Price per square foot: $1,000
- Lot size: 0.4 acres
- Days on market: 33 days
- View listing on realtor.com
#9. 10221 Atterbury Ct, Orlando
- Price: $6,058,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,058
- Price per square foot: $1,000
- Lot size: 0.3 acres
- Days on market: 33 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,058
- Price per square foot: $1,000
- Lot size: 0.3 acres
- Days on market: 33 days
- View listing on realtor.com
#8. 9138 Bay Point Dr, Orlando
- Price: $6,290,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,018
- Price per square foot: $1,045
- Lot size: 0.4 acres
- Days on market: 180 days (-$60,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,018
- Price per square foot: $1,045
- Lot size: 0.4 acres
- Days on market: 180 days (-$60,000 price reduction since listing)
- View listing on realtor.com
#7. 10224 Mattraw Pl, Orlando
- Price: $6,495,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,753
- Price per square foot: $1,730
- Lot size: 0.2 acres
- Days on market: 34 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,753
- Price per square foot: $1,730
- Lot size: 0.2 acres
- Days on market: 34 days
- View listing on realtor.com
#6. 9564 Kilgore Rd, Orlando
- Price: $7,500,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 7,313
- Price per square foot: $1,025
- Lot size: 4.6 acres
- Days on market: 15 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 7,313
- Price per square foot: $1,025
- Lot size: 4.6 acres
- Days on market: 15 days
- View listing on realtor.com
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#5. 9122 Bay Point Dr, Orlando
- Price: $7,750,000
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 5,654
- Price per square foot: $1,370
- Lot size: 0.5 acres
- Days on market: 220 days (-$245,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 2 half bathrooms
- Square feet: 5,654
- Price per square foot: $1,370
- Lot size: 0.5 acres
- Days on market: 220 days (-$245,000 price reduction since listing)
- View listing on realtor.com
#4. 10225 Cottrell Way, Orlando
- Price: $8,785,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 4,602
- Price per square foot: $1,908
- Lot size: 0.2 acres
- Days on market: 23 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 4,602
- Price per square foot: $1,908
- Lot size: 0.2 acres
- Days on market: 23 days
- View listing on realtor.com
#3. 10463 Los Feliz Dr, Orlando
- Price: $12,250,000
- 5 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 6,507
- Price per square foot: $1,882
- Lot size: 0.4 acres
- Days on market: 51 days (-$745,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 6,507
- Price per square foot: $1,882
- Lot size: 0.4 acres
- Days on market: 51 days (-$745,000 price reduction since listing)
- View listing on realtor.com
#2. 10065 Autumn Mist Ln, Orlando
- Price: $13,500,000
- 5 bedrooms, 7 full bathrooms
- Square feet: 6,872
- Price per square foot: $1,964
- Lot size: 0.4 acres
- Days on market: 7 days
- View listing on realtor.com
- 5 bedrooms, 7 full bathrooms
- Square feet: 6,872
- Price per square foot: $1,964
- Lot size: 0.4 acres
- Days on market: 7 days
- View listing on realtor.com
#1. 9291 Point Cypress Dr, Orlando
- Price: $19,500,000
- 12 bedrooms, 12 full bathrooms, 2 half bathrooms
- Square feet: 14,706
- Price per square foot: $1,325
- Lot size: 2.4 acres
- Days on market: 206 days
- View listing on realtor.com
- 12 bedrooms, 12 full bathrooms, 2 half bathrooms
- Square feet: 14,706
- Price per square foot: $1,325
- Lot size: 2.4 acres
- Days on market: 206 days
- View listing on realtor.com
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