Most expensive homes for sale in Madison
Written by:
October 6, 2025
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Most expensive homes for sale in Madison
Stacker compiled a list of the most expensive homes in Madison listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.
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#30. 6233 Countryside Ln, Madison
- Price: $975,000
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,302
- Price per square foot: $423
- Lot size: 0.7 acres
- Days on market: 24 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,302
- Price per square foot: $423
- Lot size: 0.7 acres
- Days on market: 24 days
- View listing on realtor.com
#29. 266 Kensington Dr, Madison
- Price: $979,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,575
- Price per square foot: $380
- Lot size: 0.2 acres
- Days on market: 80 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,575
- Price per square foot: $380
- Lot size: 0.2 acres
- Days on market: 80 days
- View listing on realtor.com
#28. 301 S Few St, Madison
- Price: $990,000
- 1 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,498
- Price per square foot: $220
- Lot size: 0.2 acres
- Days on market: 37 days
- View listing on realtor.com
- 1 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,498
- Price per square foot: $220
- Lot size: 0.2 acres
- Days on market: 37 days
- View listing on realtor.com
#27. 9121 Blackhawk Rd, Middleton
- Price: $999,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,980
- Price per square foot: $200
- Lot size: 0.4 acres
- Days on market: 53 days (-$51,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,980
- Price per square foot: $200
- Lot size: 0.4 acres
- Days on market: 53 days (-$51,000 price reduction since listing)
- View listing on realtor.com
#26. 206 Ozark Trl, Madison
- Price: $1,000,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,228
- Price per square foot: $309
- Lot size: 0.4 acres
- Days on market: 23 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,228
- Price per square foot: $309
- Lot size: 0.4 acres
- Days on market: 23 days
- View listing on realtor.com
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#25. 10 Roxbury Rd, Madison
- Price: $1,075,000
- 3 bedrooms, 4 full bathrooms
- Square feet: 3,860
- Price per square foot: $278
- Lot size: 0.2 acres
- Days on market: 3 days
- View listing on realtor.com
- 3 bedrooms, 4 full bathrooms
- Square feet: 3,860
- Price per square foot: $278
- Lot size: 0.2 acres
- Days on market: 3 days
- View listing on realtor.com
#24. 725 Seneca Pl, Madison
- Price: $1,150,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,575
- Price per square foot: $446
- Lot size: 0.3 acres
- Days on market: 18 days (-$49,999 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,575
- Price per square foot: $446
- Lot size: 0.3 acres
- Days on market: 18 days (-$49,999 price reduction since listing)
- View listing on realtor.com
#23. 6997 Applewood Dr, Middleton
- Price: $1,195,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 7,291
- Price per square foot: $163
- Lot size: 0.9 acres
- Days on market: 54 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 7,291
- Price per square foot: $163
- Lot size: 0.9 acres
- Days on market: 54 days
- View listing on realtor.com
#22. 5391 Westport Rd, Madison
- Price: $1,200,000
- 3 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,500
- Price per square foot: $800
- Lot size: 0.3 acres
- Days on market: 103 days (-$600,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,500
- Price per square foot: $800
- Lot size: 0.3 acres
- Days on market: 103 days (-$600,000 price reduction since listing)
- View listing on realtor.com
#21. 2818 Marshall Ct, Madison
- Price: $1,250,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,303
- Price per square foot: $542
- Days on market: 126 days (-$125,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,303
- Price per square foot: $542
- Days on market: 126 days (-$125,000 price reduction since listing)
- View listing on realtor.com
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#20. 923 Swarthmore Ct, Madison
- Price: $1,250,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,234
- Price per square foot: $559
- Lot size: 0.2 acres
- Days on market: 142 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,234
- Price per square foot: $559
- Lot size: 0.2 acres
- Days on market: 142 days
- View listing on realtor.com
#19. 847 Schewe Rd, Middleton
- Price: $1,274,900
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,251
- Price per square foot: $299
- Lot size: 0.3 acres
- Days on market: 46 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,251
- Price per square foot: $299
- Lot size: 0.3 acres
- Days on market: 46 days
- View listing on realtor.com
#18. 9701 Trappers Trl, Middleton
- Price: $1,299,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,569
- Price per square foot: $233
- Lot size: 0.3 acres
- Days on market: 12 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,569
- Price per square foot: $233
- Lot size: 0.3 acres
- Days on market: 12 days
- View listing on realtor.com
#17. 46 Fuller Dr, Madison
- Price: $1,300,000
- 4 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,482
- Price per square foot: $373
- Lot size: 0.3 acres
- Days on market: 82 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 3,482
- Price per square foot: $373
- Lot size: 0.3 acres
- Days on market: 82 days
- View listing on realtor.com
#16. 915 Waban Hl, Madison
- Price: $1,380,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,092
- Price per square foot: $337
- Lot size: 0.4 acres
- Days on market: 30 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,092
- Price per square foot: $337
- Lot size: 0.4 acres
- Days on market: 30 days
- View listing on realtor.com
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#15. 825 McBride Rd, Madison
- Price: $1,450,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 3,005
- Price per square foot: $482
- Lot size: 0.3 acres
- Days on market: 50 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms
- Square feet: 3,005
- Price per square foot: $482
- Lot size: 0.3 acres
- Days on market: 50 days
- View listing on realtor.com
#14. 1712 Summit Ave, Madison
- Price: $1,550,000
- 5 bedrooms, 4 full bathrooms, 3 half bathrooms
- Square feet: 5,201
- Price per square foot: $298
- Lot size: 0.3 acres
- Days on market: 31 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 3 half bathrooms
- Square feet: 5,201
- Price per square foot: $298
- Lot size: 0.3 acres
- Days on market: 31 days
- View listing on realtor.com
#13. 9230 Bear Claw Way, Madison
- Price: $1,550,000
- 6 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,890
- Price per square foot: $316
- Lot size: 0.3 acres
- Days on market: 40 days
- View listing on realtor.com
- 6 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,890
- Price per square foot: $316
- Lot size: 0.3 acres
- Days on market: 40 days
- View listing on realtor.com
#12. 3425 Crestwood Dr, Madison
- Price: $1,599,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,201
- Price per square foot: $499
- Lot size: 0.3 acres
- Days on market: 53 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,201
- Price per square foot: $499
- Lot size: 0.3 acres
- Days on market: 53 days
- View listing on realtor.com
#11. 5128 Spring Ct, Madison
- Price: $1,660,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,861
- Price per square foot: $429
- Lot size: 0.3 acres
- Days on market: 67 days (-$90,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,861
- Price per square foot: $429
- Lot size: 0.3 acres
- Days on market: 67 days (-$90,000 price reduction since listing)
- View listing on realtor.com
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#10. 19 Paget Rd, Madison
- Price: $1,695,000
- 5 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 4,086
- Price per square foot: $414
- Lot size: 0.3 acres
- Days on market: 46 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 4,086
- Price per square foot: $414
- Lot size: 0.3 acres
- Days on market: 46 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#9. 57 Fuller Dr, Madison
- Price: $1,695,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,696
- Price per square foot: $628
- Lot size: 0.6 acres
- Days on market: 18 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,696
- Price per square foot: $628
- Lot size: 0.6 acres
- Days on market: 18 days
- View listing on realtor.com
#8. 2017 Adams St, Madison
- Price: $1,700,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,159
- Price per square foot: $408
- Lot size: 0.2 acres
- Days on market: 37 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,159
- Price per square foot: $408
- Lot size: 0.2 acres
- Days on market: 37 days
- View listing on realtor.com
#7. 701 Woodward Dr, Madison
- Price: $1,700,000
- 3 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 4,085
- Price per square foot: $416
- Lot size: 0.3 acres
- Days on market: 200 days (-$50,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 4,085
- Price per square foot: $416
- Lot size: 0.3 acres
- Days on market: 200 days (-$50,000 price reduction since listing)
- View listing on realtor.com
#6. 1610 Waunona Way, Madison
- Price: $1,850,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,839
- Price per square foot: $651
- Lot size: 0.6 acres
- Days on market: 221 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,839
- Price per square foot: $651
- Lot size: 0.6 acres
- Days on market: 221 days
- View listing on realtor.com
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#5. 1001 Woodward Dr, Madison
- Price: $1,975,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,834
- Price per square foot: $696
- Lot size: 0.3 acres
- Days on market: 90 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,834
- Price per square foot: $696
- Lot size: 0.3 acres
- Days on market: 90 days
- View listing on realtor.com
#4. 1526 Vilas Ave, Madison
- Price: $2,195,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,329
- Price per square foot: $411
- Lot size: 0.3 acres
- Days on market: 18 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,329
- Price per square foot: $411
- Lot size: 0.3 acres
- Days on market: 18 days
- View listing on realtor.com
#3. 6213 N Highlands Ave, Madison
- Price: $2,250,000
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,717
- Price per square foot: $334
- Lot size: 0.8 acres
- Days on market: 45 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 2 half bathrooms
- Square feet: 6,717
- Price per square foot: $334
- Lot size: 0.8 acres
- Days on market: 45 days
- View listing on realtor.com
#2. 817 Farwell Dr, Madison
- Price: $2,650,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 4,549
- Price per square foot: $582
- Lot size: 0.7 acres
- Days on market: 52 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 4,549
- Price per square foot: $582
- Lot size: 0.7 acres
- Days on market: 52 days
- View listing on realtor.com
#1. 9809 Trappers Trl, Middleton
- Price: $4,500,000
- 7 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 11,292
- Price per square foot: $398
- Lot size: 1.4 acres
- Days on market: 535 days (-$250,000 price reduction since listing)
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 11,292
- Price per square foot: $398
- Lot size: 1.4 acres
- Days on market: 535 days (-$250,000 price reduction since listing)
- View listing on realtor.com
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