Most expensive homes for sale in Madison

Written by:
November 17, 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.

#30. 10 Vienna Cir, Madison

- Price: $869,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,593
- Price per square foot: $335
- Lot size: 0.5 acres
- Days on market: 171 days
- View listing on realtor.com

#29. 210 Forest St, Madison

- Price: $875,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,648
- Price per square foot: $330
- Lot size: 0.2 acres
- Days on market: 79 days
- View listing on realtor.com

#28. 525 Clear Pond Way, Verona

- Price: $879,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,791
- Price per square foot: $315
- Lot size: 0.2 acres
- Days on market: 11 days
- View listing on realtor.com

#27. 208 Saratoga Cir, Madison

- Price: $899,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,762
- Price per square foot: $325
- Lot size: 0.6 acres
- Days on market: 62 days (-$26,000 price reduction since listing)
- View listing on realtor.com

#26. 6233 Countryside Ln, Madison

- Price: $900,000
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,302
- Price per square foot: $390
- Lot size: 0.7 acres
- Days on market: 87 days (-$50,000 price reduction since listing)
- View listing on realtor.com

#25. 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: 59 days
- View listing on realtor.com

#24. 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: 37 days
- View listing on realtor.com

#23. 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: 137 days (-$46,000 price reduction since listing)
- View listing on realtor.com

#22. 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: 60 days
- View listing on realtor.com

#21. 113 Standish Ct, Madison

- Price: $955,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,210
- Price per square foot: $432
- Lot size: 0.3 acres
- Days on market: 79 days
- View listing on realtor.com

#20. 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: 501 days
- View listing on realtor.com

#19. 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: 37 days
- View listing on realtor.com

#18. 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: 37 days
- View listing on realtor.com

#17. 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: 46 days
- View listing on realtor.com

#16. 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: 40 days (-$105,000 price reduction since listing)
- View listing on realtor.com

#15. 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: 39 days
- View listing on realtor.com

#14. 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: 30 days
- View listing on realtor.com

#13. 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: 81 days (-$49,999 price reduction since listing)
- View listing on realtor.com

#12. 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: 46 days
- View listing on realtor.com

#11. 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: 166 days (-$600,000 price reduction since listing)
- View listing on realtor.com

#10. 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: 51 days (-$75,000 price reduction since listing)
- View listing on realtor.com

#9. 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: 41 days
- View listing on realtor.com

#8. 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: 81 days (-$100,000 price reduction since listing)
- View listing on realtor.com

#7. 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: 109 days (-$100,000 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: 284 days
- View listing on realtor.com

#5. 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: 42 days
- View listing on realtor.com

#4. 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: 34 days
- View listing on realtor.com

#3. 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: 153 days
- View listing on realtor.com

#2. 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: 598 days (-$250,000 price reduction since listing)
- View listing on realtor.com

#1. Confidential Rd, Madison

- Price: $10,500,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 10,485
- Price per square foot: $1,001
- Lot size: 2.1 acres
- Days on market: 2 days
- View listing on realtor.com

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