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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 in 2025, with the typical luxury home selling for a record $1.35 million in March. The million-dollar price tag even qualifies as "luxury" in most places.

So, what do Jackson, Tennessee's most glamorous homes look like? To find out, found the city's highest-value homes based on their .

#1. 1195 Old Bells Rd, Jackson, TN 38305
- Approximate home value: $2,950,558
- Beds: not available
- Baths: 8
- Square feet: 8,537
- See 1195 Old Bells Rd, Jackson, TN 38305 on

#2. 73 Mcclellan Rd, Jackson, TN 38305
- Approximate home value: $2,674,012
- Beds: not available
- Baths: 6
- Square feet: 6,913
- See 73 Mcclellan Rd, Jackson, TN 38305 on

#3. 530 Bascom Rd, Jackson, TN 38305
- Approximate home value: $2,354,627
- Beds: not available
- Baths: 7
- Square feet: 6,867
- See 530 Bascom Rd, Jackson, TN 38305 on

#4. 36 Longleaf Dr, Jackson, TN 38305
- Approximate home value: $2,321,513
- Beds: not available
- Baths: 9
- Square feet: 7,780
- See 36 Longleaf Dr, Jackson, TN 38305 on

#5. Windy City Rd, Jackson, TN 38305
- Approximate home value: $2,244,287
- Beds: 6
- Baths: 10
- Square feet: 8,074
- See Windy City Rd, Jackson, TN 38305 on

#6. 766 Ashport Rd, Jackson, TN 38305
- Approximate home value: $2,227,846
- Beds: not available
- Baths: 8
- Square feet: 8,366
- See 766 Ashport Rd, Jackson, TN 38305 on

#7. 9 Windwood Dr, Jackson, TN 38305
- Approximate home value: $2,189,461
- Beds: 4
- Baths: 5
- Square feet: 8,019
- See 9 Windwood Dr, Jackson, TN 38305 on

#8. 543 Mcclellan Rd, Jackson, TN 38305
- Approximate home value: $2,188,125
- Beds: not available
- Baths: 8
- Square feet: 8,730
- See 543 Mcclellan Rd, Jackson, TN 38305 on

#9. 30 Northhaven Dr, Jackson, TN 38305
- Approximate home value: $2,122,058
- Beds: not available
- Baths: 9
- Square feet: 7,557
- See 30 Northhaven Dr, Jackson, TN 38305 on

#10. 93 Northhaven Dr, Jackson, TN 38305
- Approximate home value: $2,044,197
- Beds: 5
- Baths: 7
- Square feet: 7,514
- See 93 Northhaven Dr, Jackson, TN 38305 on

#11. 654 Windy City Rd, Jackson, TN 38305
- Approximate home value: $2,023,461
- Beds: not available
- Baths: not available
- Square feet: not available
- See 654 Windy City Rd, Jackson, TN 38305 on

#12. 635 Oil Well Rd, Jackson, TN 38305
- Approximate home value: $2,002,403
- Beds: not available
- Baths: not available
- Square feet: not available
- See 635 Oil Well Rd, Jackson, TN 38305 on

#13. Old Denmark, Jackson, TN 38301
- Approximate home value: $1,900,373
- Beds: 4
- Baths: 5
- Square feet: 3,930
- See Old Denmark, Jackson, TN 38301 on

#14. 21 Bentbrook Cv, Jackson, TN 38305
- Approximate home value: $1,899,524
- Beds: 6
- Baths: 8
- Square feet: 7,202
- See 21 Bentbrook Cv, Jackson, TN 38305 on

#15. 131 Northhaven Dr, Jackson, TN 38305
- Approximate home value: $1,897,805
- Beds: not available
- Baths: 9
- Square feet: 6,362
- See 131 Northhaven Dr, Jackson, TN 38305 on

#16. Okeena Dr, Jackson, TN 38305
- Approximate home value: $1,871,198
- Beds: 7
- Baths: 9
- Square feet: 8,682
- See Okeena Dr, Jackson, TN 38305 on

#17. 132 Northhaven Dr, Jackson, TN 38305
- Approximate home value: $1,852,409
- Beds: not available
- Baths: 9
- Square feet: 6,847
- See 132 Northhaven Dr, Jackson, TN 38305 on

#18. 22 Windwood Dr, Jackson, TN 38305
- Approximate home value: $1,810,545
- Beds: not available
- Baths: 8
- Square feet: 7,076
- See 22 Windwood Dr, Jackson, TN 38305 on

#19. 12 Pine Meadow Dr, Jackson, TN 38305
- Approximate home value: $1,806,557
- Beds: not available
- Baths: 6
- Square feet: 6,327
- See 12 Pine Meadow Dr, Jackson, TN 38305 on

#20. 63 Horton Rd, Jackson, TN 38301
- Approximate home value: $1,795,430
- Beds: not available
- Baths: not available
- Square feet: not available
- See 63 Horton Rd, Jackson, TN 38301 on

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.