The highest-value homes in Jackson, Tennessee
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 Jackson, Tennessee's most glamorous homes look like? To find out, Redfin Real Estate found the city's highest-value homes based on their Redfin Estimate.
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 Redfin.com
#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 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.
