Most expensive homes for sale in Sheboygan

Written by:
August 25, 2025
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Most expensive homes for sale in Sheboygan

Stacker compiled a list of the most expensive homes in Sheboygan listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.

#30. 3615 S Business Dr Unit 104, Sheboygan

- Price: $395,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,600
- Price per square foot: $246
- Days on market: 284 days
- View listing on realtor.com

#29. 3615 S Business Dr Unit 102, Sheboygan

- Price: $395,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,600
- Price per square foot: $246
- Days on market: 284 days
- View listing on realtor.com

#28. 3615 S Business Dr Unit 101, Sheboygan

- Price: $395,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,600
- Price per square foot: $246
- Days on market: 284 days
- View listing on realtor.com

#27. 3725 Neumair Ct, Sheboygan

- Price: $398,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,410
- Price per square foot: $282
- Lot size: 0.4 acres
- Days on market: 55 days (-$15,900 price reduction since listing)
- View listing on realtor.com

#26. 3805 Highcliff Ct, Sheboygan

- Price: $399,000
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,203
- Price per square foot: $181
- Lot size: 0.3 acres
- Days on market: 51 days (-$20,000 price reduction since listing)
- View listing on realtor.com

#25. 3723 N 12th Pl, Sheboygan

- Price: $415,000
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,076
- Price per square foot: $199
- Lot size: 0.2 acres
- Days on market: 26 days
- View listing on realtor.com

#24. 5308 Quail Ct, Sheboygan

- Price: $419,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,985
- Price per square foot: $211
- Lot size: 0.3 acres
- Days on market: 26 days
- View listing on realtor.com

#23. N6235 Woodland Meadows Dr, Sheboygan

- Price: $425,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,525
- Price per square foot: $278
- Lot size: 0.3 acres
- Days on market: 4 days
- View listing on realtor.com

#22. 1001 Carmen Ave, Sheboygan

- Price: $429,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,112
- Price per square foot: $203
- Lot size: 0.3 acres
- Days on market: 27 days
- View listing on realtor.com

#21. 2825 Stonebrook Dr, Sheboygan

- Price: $439,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,797
- Price per square foot: $244
- Lot size: 0.2 acres
- Days on market: 74 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#20. 2812 Lisa Ave, Sheboygan

- Price: $440,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,586
- Price per square foot: $170
- Lot size: 0.6 acres
- Days on market: 16 days
- View listing on realtor.com

#19. 734 Oak Tree Rd, Sheboygan

- Price: $445,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,719
- Price per square foot: $163
- Lot size: 0.3 acres
- Days on market: 9 days
- View listing on realtor.com

#18. 3912 Pineview Ct, Sheboygan

- Price: $449,900
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,132
- Price per square foot: $211
- Lot size: 0.6 acres
- Days on market: 61 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#17. 4771 Ridgeview Ave, Sheboygan

- Price: $475,000
- 3 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 2,752
- Price per square foot: $172
- Lot size: 0.5 acres
- Days on market: 10 days
- View listing on realtor.com

#16. 5200 Silver Fox Run, Sheboygan

- Price: $499,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,729
- Price per square foot: $133
- Lot size: 0.5 acres
- Days on market: 45 days (-$11,000 price reduction since listing)
- View listing on realtor.com

#15. 6228 Moenning Rd, Wilson

- Price: $499,900
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,932
- Price per square foot: $258
- Lot size: 1.9 acres
- Days on market: 17 days
- View listing on realtor.com

#14. 2002 Lake Aire Dr, Wilson

- Price: $535,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,958
- Price per square foot: $180
- Lot size: 0.9 acres
- Days on market: 24 days
- View listing on realtor.com

#13. 3001 Stonebrook Dr, Sheboygan

- Price: $535,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,466
- Price per square foot: $216
- Lot size: 0.2 acres
- Days on market: 73 days (-$14,900 price reduction since listing)
- View listing on realtor.com

#12. 433 Niagara Ave, Sheboygan

- Price: $565,000
- 5 bedrooms, 3 full bathrooms
- Square feet: 2,372
- Price per square foot: $238
- Lot size: 0.1 acres
- Days on market: 486 days
- View listing on realtor.com

#11. 514 Park Ave, Sheboygan

- Price: $599,000
- 3 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 2,641
- Price per square foot: $226
- Lot size: 0.3 acres
- Days on market: 17 days (-$20,000 price reduction since listing)
- View listing on realtor.com

#10. 5330 Deer Trail Ln, Sheboygan

- Price: $600,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,895
- Price per square foot: $154
- Lot size: 0.5 acres
- Days on market: 68 days
- View listing on realtor.com

#9. 705 Oak Tree Rd, Sheboygan

- Price: $609,900
- 4 bedrooms, 4 full bathrooms
- Square feet: 5,278
- Price per square foot: $115
- Lot size: 0.6 acres
- Days on market: 31 days (-$20,000 price reduction since listing)
- View listing on realtor.com

#8. 3829 Sheridan Ave, Sheboygan

- Price: $625,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,264
- Price per square foot: $191
- Lot size: 1.5 acres
- Days on market: 2 days
- View listing on realtor.com

#7. N6941 Woodside Hills Dr, Sheboygan

- Price: $644,500
- 3 bedrooms, 3 full bathrooms
- Square feet: 3,535
- Price per square foot: $182
- Lot size: 0.6 acres
- Days on market: 76 days (-$5,500 price reduction since listing)
- View listing on realtor.com

#6. 920 N 26th St, Sheboygan

- Price: $699,999
- 15 bedrooms, 6 full bathrooms, 4 half bathrooms
- Square feet: 6,280
- Price per square foot: $111
- Lot size: 0.4 acres
- Days on market: 151 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#5. 2307 W Willow Creek Ln, Sheboygan

- Price: $810,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 4,300
- Price per square foot: $188
- Lot size: 2.0 acres
- Days on market: 72 days
- View listing on realtor.com

#4. 1115 Greendale Rd, Sheboygan

- Price: $980,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 6,200
- Price per square foot: $158
- Lot size: 15.3 acres
- Days on market: 106 days (-$19,999 price reduction since listing)
- View listing on realtor.com

#3. 5023 Superior Ave, Sheboygan

- Price: $999,999
- 4 bedrooms, 2 full bathrooms
- Square feet: 2,000
- Price per square foot: $499
- Lot size: 5.2 acres
- Days on market: 206 days
- View listing on realtor.com

#2. 2533 Lakeshore Dr, Sheboygan

- Price: $1,495,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,375
- Price per square foot: $442
- Lot size: 0.2 acres
- Days on market: 97 days
- View listing on realtor.com

#1. W839 Lake Orchard Ct, Mosel

- Price: $6,500,000
- 4 bedrooms, 3 full bathrooms
- Square feet: 4,000
- Price per square foot: $1,625
- Lot size: 33.2 acres
- Days on market: 54 days
- View listing on realtor.com

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