Most expensive homes for sale in Tallahassee
Written by:
November 3, 2025
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Most expensive homes for sale in Tallahassee
Stacker compiled a list of the most expensive homes in Tallahassee listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.
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#30. 1001 Kenilworth Rd, Tallahassee
- Price: $1,260,000
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 3,257
- Price per square foot: $386
- Lot size: 0.5 acres
- Days on market: 46 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 3,257
- Price per square foot: $386
- Lot size: 0.5 acres
- Days on market: 46 days
- View listing on realtor.com
#29. 1987 Bloomington Ave Unit Building , 8, Tallahassee
- Price: $1,280,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 9,920
- Price per square foot: $129
- Days on market: 188 days (-$80,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms
- Square feet: 9,920
- Price per square foot: $129
- Days on market: 188 days (-$80,000 price reduction since listing)
- View listing on realtor.com
#28. 2003 Bloomington Ave Unit Building , 8, Tallahassee
- Price: $1,280,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 9,920
- Price per square foot: $129
- Days on market: 187 days (-$80,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms
- Square feet: 9,920
- Price per square foot: $129
- Days on market: 187 days (-$80,000 price reduction since listing)
- View listing on realtor.com
#27. 1986 Ann Arbor Ave Unit Building , 8, Tallahassee
- Price: $1,280,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 9,920
- Price per square foot: $129
- Days on market: 187 days (-$80,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms
- Square feet: 9,920
- Price per square foot: $129
- Days on market: 187 days (-$80,000 price reduction since listing)
- View listing on realtor.com
#26. 1321 Piedmont Dr, Tallahassee
- Price: $1,290,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,997
- Price per square foot: $322
- Lot size: 4.7 acres
- Days on market: 11 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,997
- Price per square foot: $322
- Lot size: 4.7 acres
- Days on market: 11 days
- View listing on realtor.com
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#25. 3756 Grove Park Dr, Tallahassee
- Price: $1,300,000
- 5 bedrooms, 3 full bathrooms
- Square feet: 4,797
- Price per square foot: $271
- Lot size: 0.5 acres
- Days on market: 128 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms
- Square feet: 4,797
- Price per square foot: $271
- Lot size: 0.5 acres
- Days on market: 128 days
- View listing on realtor.com
#24. 3046 Four Oaks Blvd, Tallahassee
- Price: $1,350,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,778
- Price per square foot: $233
- Lot size: 0.4 acres
- Days on market: 46 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,778
- Price per square foot: $233
- Lot size: 0.4 acres
- Days on market: 46 days
- View listing on realtor.com
#23. 7007 Katie Ashlee Ct, Tallahassee
- Price: $1,400,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,195
- Price per square foot: $438
- Lot size: 10.3 acres
- Days on market: 156 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,195
- Price per square foot: $438
- Lot size: 10.3 acres
- Days on market: 156 days
- View listing on realtor.com
#22. 1007 Williams Landing Rd, Tallahassee
- Price: $1,450,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,864
- Price per square foot: $506
- Lot size: 1.7 acres
- Days on market: 17 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,864
- Price per square foot: $506
- Lot size: 1.7 acres
- Days on market: 17 days
- View listing on realtor.com
#21. 976 Rosebay Ct, Tallahassee
- Price: $1,500,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,152
- Price per square foot: $291
- Lot size: 2.2 acres
- Days on market: 89 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,152
- Price per square foot: $291
- Lot size: 2.2 acres
- Days on market: 89 days
- View listing on realtor.com
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#20. 4640 Grove Park Dr, Tallahassee
- Price: $1,575,000
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,700
- Price per square foot: $335
- Lot size: 0.5 acres
- Days on market: 79 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 4,700
- Price per square foot: $335
- Lot size: 0.5 acres
- Days on market: 79 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#19. 6484 Wiregrass Way, Tallahassee
- Price: $1,579,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,956
- Price per square foot: $399
- Lot size: 1.0 acres
- Days on market: 30 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,956
- Price per square foot: $399
- Lot size: 1.0 acres
- Days on market: 30 days
- View listing on realtor.com
#18. 3418 Lakeshore Dr, Tallahassee
- Price: $1,595,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,133
- Price per square foot: $260
- Lot size: 6.2 acres
- Days on market: 24 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,133
- Price per square foot: $260
- Lot size: 6.2 acres
- Days on market: 24 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#17. 2351 Maple Leaf Way, Tallahassee
- Price: $1,625,000
- 6 bedrooms, 7 full bathrooms
- Square feet: 4,587
- Price per square foot: $354
- Lot size: 1.3 acres
- Days on market: 44 days (-$25,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 7 full bathrooms
- Square feet: 4,587
- Price per square foot: $354
- Lot size: 1.3 acres
- Days on market: 44 days (-$25,000 price reduction since listing)
- View listing on realtor.com
#16. 608 South Ride, Tallahassee
- Price: $1,650,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,587
- Price per square foot: $295
- Lot size: 1.0 acres
- Days on market: 39 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 5,587
- Price per square foot: $295
- Lot size: 1.0 acres
- Days on market: 39 days
- View listing on realtor.com
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#15. 7840 Broomsage Pl, Tallahassee
- Price: $1,700,000
- 5 bedrooms, 6 full bathrooms
- Square feet: 4,793
- Price per square foot: $354
- Lot size: 1.5 acres
- Days on market: 54 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms
- Square feet: 4,793
- Price per square foot: $354
- Lot size: 1.5 acres
- Days on market: 54 days
- View listing on realtor.com
#14. Lake Pisgah Dr Lot 11, Tallahassee
- Price: $1,780,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,965
- Price per square foot: $448
- Lot size: 1.3 acres
- Days on market: 68 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,965
- Price per square foot: $448
- Lot size: 1.3 acres
- Days on market: 68 days
- View listing on realtor.com
#13. 6949 McBride Pt, Tallahassee
- Price: $1,875,000
- 5 bedrooms, 4 full bathrooms
- Square feet: 5,146
- Price per square foot: $364
- Lot size: 6.3 acres
- Days on market: 30 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms
- Square feet: 5,146
- Price per square foot: $364
- Lot size: 6.3 acres
- Days on market: 30 days
- View listing on realtor.com
#12. 3700 Bobbin Brook Way, Tallahassee
- Price: $2,000,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,450
- Price per square foot: $449
- Lot size: 2.2 acres
- Days on market: 40 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,450
- Price per square foot: $449
- Lot size: 2.2 acres
- Days on market: 40 days
- View listing on realtor.com
#11. Trout Trl, Tallahassee
- Price: $2,250,000
- 4 bedrooms, 4 full bathrooms
- Square feet: 2,720
- Price per square foot: $827
- Lot size: 20.0 acres
- Days on market: 387 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms
- Square feet: 2,720
- Price per square foot: $827
- Lot size: 20.0 acres
- Days on market: 387 days
- View listing on realtor.com
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#10. 5682 Adrienne Dr, Tallahassee
- Price: $2,250,000
- 5 bedrooms, 4 full bathrooms
- Square feet: 2,460
- Price per square foot: $914
- Lot size: 19.8 acres
- Days on market: 387 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms
- Square feet: 2,460
- Price per square foot: $914
- Lot size: 19.8 acres
- Days on market: 387 days
- View listing on realtor.com
#9. 5000 Velda Dairy Rd, Tallahassee
- Price: $2,350,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,000
- Price per square foot: $470
- Lot size: 1.1 acres
- Days on market: 73 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,000
- Price per square foot: $470
- Lot size: 1.1 acres
- Days on market: 73 days
- View listing on realtor.com
#8. Summer Duck Rd Lot 4, Tallahassee
- Price: $2,490,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,275
- Price per square foot: $582
- Lot size: 1.3 acres
- Days on market: 94 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,275
- Price per square foot: $582
- Lot size: 1.3 acres
- Days on market: 94 days
- View listing on realtor.com
#7. 9525 Woodland Hills Way, Tallahassee
- Price: $2,790,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,679
- Price per square foot: $417
- Lot size: 42.1 acres
- Days on market: 85 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,679
- Price per square foot: $417
- Lot size: 42.1 acres
- Days on market: 85 days
- View listing on realtor.com
#6. 283 E Rosehill Dr, Tallahassee
- Price: $2,800,000
- 5 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 8,217
- Price per square foot: $340
- Lot size: 2.2 acres
- Days on market: 78 days
- View listing on realtor.com
- 5 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 8,217
- Price per square foot: $340
- Lot size: 2.2 acres
- Days on market: 78 days
- View listing on realtor.com
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#5. 10800 McCracken Rd, Tallahassee
- Price: $2,895,000
- 2 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,851
- Price per square foot: $751
- Lot size: 24.9 acres
- Days on market: 72 days
- View listing on realtor.com
- 2 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 3,851
- Price per square foot: $751
- Lot size: 24.9 acres
- Days on market: 72 days
- View listing on realtor.com
#4. 5950 Miller Landing Cv, Tallahassee
- Price: $2,999,000
- 6 bedrooms, 6 full bathrooms
- Square feet: 4,518
- Price per square foot: $663
- Lot size: 5.2 acres
- Days on market: 12 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms
- Square feet: 4,518
- Price per square foot: $663
- Lot size: 5.2 acres
- Days on market: 12 days
- View listing on realtor.com
#3. 7083 Grenville Rd, Tallahassee
- Price: $3,250,000
- 6 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 6,054
- Price per square foot: $536
- Lot size: 10.6 acres
- Days on market: 60 days
- View listing on realtor.com
- 6 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 6,054
- Price per square foot: $536
- Lot size: 10.6 acres
- Days on market: 60 days
- View listing on realtor.com
#2. 719 Middlebrooks Cir, Tallahassee
- Price: $5,750,000
- 8 bedrooms, 8 full bathrooms, 3 half bathrooms
- Square feet: 10,089
- Price per square foot: $569
- Lot size: 1.2 acres
- Days on market: 4 days
- View listing on realtor.com
- 8 bedrooms, 8 full bathrooms, 3 half bathrooms
- Square feet: 10,089
- Price per square foot: $569
- Lot size: 1.2 acres
- Days on market: 4 days
- View listing on realtor.com
#1. 3891 Windbrook Ct, Tallahassee
- Price: $5,900,000
- 5 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 8,831
- Price per square foot: $668
- Lot size: 3.8 acres
- Days on market: 5 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 3 half bathrooms
- Square feet: 8,831
- Price per square foot: $668
- Lot size: 3.8 acres
- Days on market: 5 days
- View listing on realtor.com
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