Most expensive homes for sale in Madison
Written by:
August 25, 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: 3 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: 3 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: 59 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: 59 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: 16 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: 16 days
- View listing on realtor.com
#27. 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: 2 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: 2 days
- View listing on realtor.com
#26. 9121 Blackhawk Rd, Middleton
- Price: $1,050,000
- 5 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,980
- Price per square foot: $210
- Lot size: 0.4 acres
- Days on market: 32 days (-$39,000 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: $210
- Lot size: 0.4 acres
- Days on market: 32 days (-$39,000 price reduction since listing)
- View listing on realtor.com
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#25. 2706 Waunona Way, Madison
- Price: $1,100,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,451
- Price per square foot: $448
- Lot size: 0.3 acres
- Days on market: 23 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,451
- Price per square foot: $448
- Lot size: 0.3 acres
- Days on market: 23 days
- View listing on realtor.com
#24. 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: 33 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: 33 days
- View listing on realtor.com
#23. 3440 Topping Rd, Madison
- Price: $1,200,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,336
- Price per square foot: $276
- Lot size: 0.5 acres
- Days on market: 50 days
- View listing on realtor.com
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,336
- Price per square foot: $276
- Lot size: 0.5 acres
- Days on market: 50 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: 82 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: 82 days (-$600,000 price reduction since listing)
- View listing on realtor.com
#21. 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: 121 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: 121 days
- View listing on realtor.com
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#20. 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: 25 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: 25 days
- View listing on realtor.com
#19. 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: 61 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: 61 days
- View listing on realtor.com
#18. 1802 Monroe St Unit 307, Madison
- Price: $1,350,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,450
- Price per square foot: $551
- Days on market: 51 days
- View listing on realtor.com
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,450
- Price per square foot: $551
- Days on market: 51 days
- View listing on realtor.com
#17. 2818 Marshall Ct, Madison
- Price: $1,375,000
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,303
- Price per square foot: $597
- Days on market: 105 days
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,303
- Price per square foot: $597
- Days on market: 105 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: 9 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: 9 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: 29 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: 29 days
- View listing on realtor.com
#14. 3946 Plymouth Cir, Madison
- Price: $1,500,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,203
- Price per square foot: $468
- Lot size: 0.2 acres
- Days on market: 26 days (-$100,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,203
- Price per square foot: $468
- Lot size: 0.2 acres
- Days on market: 26 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#13. 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: 10 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: 10 days
- View listing on realtor.com
#12. 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: 19 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: 19 days
- View listing on realtor.com
#11. 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: 32 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: 32 days
- View listing on realtor.com
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#10. 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: 16 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: 16 days
- View listing on realtor.com
#9. 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: 179 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: 179 days (-$50,000 price reduction since listing)
- View listing on realtor.com
#8. 5128 Spring Ct, Madison
- Price: $1,750,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,861
- Price per square foot: $453
- Lot size: 0.3 acres
- Days on market: 46 days (-$100,000 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: $453
- Lot size: 0.3 acres
- Days on market: 46 days (-$100,000 price reduction since listing)
- View listing on realtor.com
#7. 19 Paget Rd, Madison
- Price: $1,795,000
- 5 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 4,086
- Price per square foot: $439
- Lot size: 0.3 acres
- Days on market: 25 days (-$80,000 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: $439
- Lot size: 0.3 acres
- Days on market: 25 days (-$80,000 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: 200 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: 200 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: 69 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: 69 days
- View listing on realtor.com
#4. 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: 24 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: 24 days
- View listing on realtor.com
#3. 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: 31 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: 31 days
- View listing on realtor.com
#2. 28 Fuller Ct, Madison
- Price: $2,950,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,986
- Price per square foot: $591
- Lot size: 0.4 acres
- Days on market: 59 days
- View listing on realtor.com
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,986
- Price per square foot: $591
- Lot size: 0.4 acres
- Days on market: 59 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: 514 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: 514 days (-$250,000 price reduction since listing)
- View listing on realtor.com
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