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. 2616 N Westmoreland Dr, Orlando
- Price: $3,600,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 7,573
- Price per square foot: $475
- Lot size: 0.4 acres
- Days on market: 3 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 7,573
- Price per square foot: $475
- Lot size: 0.4 acres
- Days on market: 3 days
- View listing on realtor.com
#29. 4654 Thornlea Rd, Orlando
- Price: $3,615,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 5,290
- Price per square foot: $683
- Lot size: 1.1 acres
- Days on market: 172 days (-$14,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 5,290
- Price per square foot: $683
- Lot size: 1.1 acres
- Days on market: 172 days (-$14,000 price reduction since listing)
- View listing on realtor.com
#28. 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: 45 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: 45 days (-$105,000 price reduction since listing)
- View listing on realtor.com
#27. 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: 30 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: 30 days
- View listing on realtor.com
#26. 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: 55 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: 55 days
- View listing on realtor.com
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#25. 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: 44 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: 44 days
- View listing on realtor.com
#24. 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: 143 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: 143 days
- View listing on realtor.com
#23. 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: 23 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: 23 days
- View listing on realtor.com
#22. 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: 202 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: 202 days (-$200,000 price reduction since listing)
- View listing on realtor.com
#21. 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: 151 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: 151 days
- View listing on realtor.com
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#20. 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: 305 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: 305 days
- View listing on realtor.com
#19. 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: 6 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: 6 days
- View listing on realtor.com
#18. 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: 471 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: 471 days
- View listing on realtor.com
#17. 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: 205 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: 205 days (-$460,000 price reduction since listing)
- View listing on realtor.com
#16. 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: 18 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: 18 days
- View listing on realtor.com
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#15. 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: 339 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: 339 days
- View listing on realtor.com
#14. 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: 528 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: 528 days (-$50,000 price reduction since listing)
- View listing on realtor.com
#13. 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: 468 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: 468 days
- View listing on realtor.com
#12. 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: 207 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: 207 days
- 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: 128 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: 128 days (-$1,000 price reduction since listing)
- View listing on realtor.com
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#10. 9164 Point Cypress Dr, Orlando
- Price: $5,900,000
- 5 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,631
- Price per square foot: $773
- Lot size: 1.0 acres
- Days on market: 345 days (-$350,000 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: $773
- Lot size: 1.0 acres
- Days on market: 345 days (-$350,000 price reduction since listing)
- View listing on realtor.com
#9. 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: 26 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: 26 days
- View listing on realtor.com
#8. 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: 26 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: 26 days
- View listing on realtor.com
#7. 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: 173 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: 173 days (-$60,000 price reduction since listing)
- View listing on realtor.com
#6. 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: 27 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: 27 days
- View listing on realtor.com
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#5. 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: 8 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: 8 days
- View listing on realtor.com
#4. 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: 213 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: 213 days (-$245,000 price reduction since listing)
- View listing on realtor.com
#3. 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: 16 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: 16 days
- View listing on realtor.com
#2. 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: 44 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: 44 days (-$745,000 price reduction since listing)
- 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: 199 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: 199 days
- View listing on realtor.com
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