Most expensive homes for sale in Madison
Written by:
November 17, 2025
Volodymyr Kyrylyuk // Shutterstock
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. 1117 Red Tail Dr, Verona
- Price: $925,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,868
- Price per square foot: $239
- Lot size: 0.5 acres
- Days on market: 38 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,868
- Price per square foot: $239
- Lot size: 0.5 acres
- Days on market: 38 days
- View listing on realtor.com
#29. 137 E Wilson St Unit 1113, Madison
- Price: $925,000
- 2 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,753
- Price per square foot: $527
- Days on market: 16 days
- View listing on realtor.com
- 2 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,753
- Price per square foot: $527
- Days on market: 16 days
- View listing on realtor.com
#28. 630 Big Stone Trl, Middleton
- Price: $949,000
- 5 bedrooms, 4 full bathrooms
- Square feet: 4,705
- Price per square foot: $201
- Lot size: 0.3 acres
- Days on market: 116 days (-$46,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms
- Square feet: 4,705
- Price per square foot: $201
- Lot size: 0.3 acres
- Days on market: 116 days (-$46,000 price reduction since listing)
- View listing on realtor.com
#27. 654 Windy Willow Rd, Verona
- Price: $950,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,050
- Price per square foot: $463
- Lot size: 0.3 acres
- Days on market: 39 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,050
- Price per square foot: $463
- Lot size: 0.3 acres
- Days on market: 39 days
- View listing on realtor.com
#26. 5525 Portage Rd, Madison
- Price: $975,000
- 5 bedrooms, 5 full bathrooms
- Square feet: 4,317
- Price per square foot: $225
- Lot size: 2.5 acres
- Days on market: 480 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms
- Square feet: 4,317
- Price per square foot: $225
- Lot size: 2.5 acres
- Days on market: 480 days
- View listing on realtor.com
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#25. 1106 Tumalo Trl, Madison
- Price: $975,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,363
- Price per square foot: $412
- Lot size: 0.2 acres
- Days on market: 24 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,363
- Price per square foot: $412
- Lot size: 0.2 acres
- Days on market: 24 days
- View listing on realtor.com
#24. 4206 Manitou Way, Madison
- Price: $995,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,560
- Price per square foot: $388
- Lot size: 0.2 acres
- Days on market: 16 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,560
- Price per square foot: $388
- Lot size: 0.2 acres
- Days on market: 16 days
- View listing on realtor.com
#23. 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: 95 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: 95 days (-$51,000 price reduction since listing)
- View listing on realtor.com
#22. 1715 Hoyt St, Madison
- Price: $999,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,738
- Price per square foot: $365
- Lot size: 0.1 acres
- Days on market: 16 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,738
- Price per square foot: $365
- Lot size: 0.1 acres
- Days on market: 16 days
- View listing on realtor.com
#21. 57 Chequamegon Bay, Madison
- Price: $1,060,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 5,138
- Price per square foot: $206
- Lot size: 0.9 acres
- Days on market: 25 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 5,138
- Price per square foot: $206
- Lot size: 0.9 acres
- Days on market: 25 days
- View listing on realtor.com
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#20. 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: 45 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: 45 days
- View listing on realtor.com
#19. 3918 Nakoma Rd, Madison
- Price: $1,095,000
- 5 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 3,218
- Price per square foot: $340
- Lot size: 0.5 acres
- Days on market: 19 days (-$105,000 price reduction since listing)
- View listing on realtor.com
- 5 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 3,218
- Price per square foot: $340
- Lot size: 0.5 acres
- Days on market: 19 days (-$105,000 price reduction since listing)
- View listing on realtor.com
#18. 137 E Wilson St Unit 210, Madison
- Price: $1,115,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,126
- Price per square foot: $524
- Days on market: 18 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,126
- Price per square foot: $524
- Days on market: 18 days
- View listing on realtor.com
#17. 1219 Wellesley Rd, Madison
- Price: $1,150,000
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,891
- Price per square foot: $397
- Lot size: 0.2 acres
- Days on market: 9 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,891
- Price per square foot: $397
- Lot size: 0.2 acres
- Days on market: 9 days
- View listing on realtor.com
#16. 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: 60 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: 60 days (-$49,999 price reduction since listing)
- View listing on realtor.com
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#15. 2828 Waubesa Ave, Madison
- Price: $1,150,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,275
- Price per square foot: $505
- Lot size: 0.2 acres
- Days on market: 25 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,275
- Price per square foot: $505
- Lot size: 0.2 acres
- Days on market: 25 days
- View listing on realtor.com
#14. 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: 145 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: 145 days (-$600,000 price reduction since listing)
- View listing on realtor.com
#13. 4130 Manitou Way, Madison
- Price: $1,225,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,612
- Price per square foot: $468
- Lot size: 0.2 acres
- Days on market: 30 days (-$75,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,612
- Price per square foot: $468
- Lot size: 0.2 acres
- Days on market: 30 days (-$75,000 price reduction since listing)
- View listing on realtor.com
#12. 8705 Fairway Oaks Dr, Verona
- Price: $1,250,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 7,086
- Price per square foot: $176
- Lot size: 0.5 acres
- Days on market: 20 days
- View listing on realtor.com
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 7,086
- Price per square foot: $176
- Lot size: 0.5 acres
- Days on market: 20 days
- View listing on realtor.com
#11. 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: 124 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: 124 days
- View listing on realtor.com
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#10. 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: 72 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: 72 days
- View listing on realtor.com
#9. 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: 92 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: 92 days
- View listing on realtor.com
#8. 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: 73 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: 73 days
- View listing on realtor.com
#7. 57 Fuller Dr, Madison
- Price: $1,595,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,696
- Price per square foot: $591
- Lot size: 0.6 acres
- Days on market: 60 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,696
- Price per square foot: $591
- Lot size: 0.6 acres
- Days on market: 60 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#6. 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: 88 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: 88 days (-$100,000 price reduction since listing)
- View listing on realtor.com
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#5. 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: 263 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: 263 days
- View listing on realtor.com
#4. 623 Summit Rd, Madison
- Price: $1,900,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,220
- Price per square foot: $590
- Lot size: 0.4 acres
- Days on market: 21 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 3,220
- Price per square foot: $590
- Lot size: 0.4 acres
- Days on market: 21 days
- View listing on realtor.com
#3. 752 E Gorham St, Madison
- Price: $1,950,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,374
- Price per square foot: $362
- Lot size: 0.3 acres
- Days on market: 13 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,374
- Price per square foot: $362
- Lot size: 0.3 acres
- Days on market: 13 days
- View listing on realtor.com
#2. 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: 132 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: 132 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: 577 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: 577 days (-$250,000 price reduction since listing)
- View listing on realtor.com
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