Most expensive homes for sale in Sheboygan

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October 6, 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. 2504 Lakeshore Dr, Sheboygan

- Price: $419,000
- 2 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 1,358
- Price per square foot: $308
- Lot size: 0.2 acres
- Days on market: 3 days
- View listing on realtor.com

#29. 4225 S 15th St, Wilson

- Price: $425,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,270
- Price per square foot: $129
- Lot size: 0.3 acres
- Days on market: 18 days
- View listing on realtor.com

#28. 4211 N 29th St, Sheboygan

- Price: $429,000
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,205
- Price per square foot: $194
- Lot size: 0.5 acres
- Days on market: 32 days
- View listing on realtor.com

#27. 650 S Pier Dr Apt 6, Sheboygan

- Price: $429,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 1,756
- Price per square foot: $244
- Days on market: 31 days
- View listing on realtor.com

#26. 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: 62 days
- View listing on realtor.com

#25. 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: 109 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#24. 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: 44 days
- View listing on realtor.com

#23. 4771 Ridgeview Ave, Sheboygan

- Price: $449,900
- 3 bedrooms, 2 full bathrooms, 2 half bathrooms
- Square feet: 2,752
- Price per square foot: $163
- Lot size: 0.5 acres
- Days on market: 45 days (-$25,100 price reduction since listing)
- View listing on realtor.com

#22. 2519 Stonebrook Dr, Sheboygan

- Price: $449,900
- 3 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 1,666
- Price per square foot: $270
- Lot size: 0.3 acres
- Days on market: 24 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#21. 1615 Tennis Ln, Sheboygan

- Price: $479,900
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,415
- Price per square foot: $198
- Lot size: 0.5 acres
- Days on market: 16 days
- View listing on realtor.com

#20. W1995 W North Ave, Sheboygan

- Price: $485,000
- 4 bedrooms, 1 full bathrooms, 1 half bathroom
- Square feet: 2,214
- Price per square foot: $219
- Lot size: 0.5 acres
- Days on market: 12 days
- View listing on realtor.com

#19. N6188 Shady Brook Ln, Sheboygan

- Price: $495,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,180
- Price per square foot: $227
- Lot size: 0.3 acres
- Days on market: 7 days
- View listing on realtor.com

#18. 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: 80 days (-$11,000 price reduction since listing)
- View listing on realtor.com

#17. 2415 Hidden Creek Ct, Sheboygan

- Price: $499,900
- 4 bedrooms, 3 full bathrooms
- Square feet: 2,280
- Price per square foot: $219
- Lot size: 0.8 acres
- Days on market: 23 days (-$30,100 price reduction since listing)
- View listing on realtor.com

#16. 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: 52 days
- View listing on realtor.com

#15. 2628 Stahl Rd, Wilson

- Price: $535,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 2,158
- Price per square foot: $247
- Lot size: 0.5 acres
- Days on market: 17 days
- View listing on realtor.com

#14. 3434 Windridge Ln, Sheboygan

- Price: $540,000
- 3 bedrooms, 2 full bathrooms
- Square feet: 2,461
- Price per square foot: $219
- Lot size: 0.7 acres
- Days on market: 23 days
- View listing on realtor.com

#13. 6510 Hidden Fields Ct, Wilson

- Price: $550,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 2,629
- Price per square foot: $209
- Lot size: 0.5 acres
- Days on market: 17 days
- 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: 521 days
- View listing on realtor.com

#11. 317 Whitetail Run Ln, Wilson

- Price: $614,900
- 3 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,228
- Price per square foot: $190
- Lot size: 0.4 acres
- Days on market: 22 days (-$15,000 price reduction since listing)
- View listing on realtor.com

#10. N6941 Woodside Hills Dr, Sheboygan

- Price: $625,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 3,535
- Price per square foot: $176
- Lot size: 0.6 acres
- Days on market: 111 days (-$19,500 price reduction since listing)
- View listing on realtor.com

#9. 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: 186 days (-$10,000 price reduction since listing)
- View listing on realtor.com

#8. 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: 107 days
- View listing on realtor.com

#7. 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: 141 days (-$19,999 price reduction since listing)
- View listing on realtor.com

#6. 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: 241 days
- View listing on realtor.com

#5. 303 Pennsylvania Ave Units 406 & 407, Sheboygan

- Price: $1,150,000
- 3 bedrooms, 3 full bathrooms
- Square feet: 3,350
- Price per square foot: $343
- Days on market: 23 days
- View listing on realtor.com

#4. 1616 Golf View Dr W, Sheboygan

- Price: $1,180,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 6,658
- Price per square foot: $177
- Lot size: 0.9 acres
- Days on market: 23 days
- View listing on realtor.com

#3. 1704 Briarwood Rd, Sheboygan

- Price: $1,425,000
- 4 bedrooms, 2 full bathrooms, 1 half bathroom
- Square feet: 4,400
- Price per square foot: $323
- Lot size: 3.0 acres
- Days on market: 31 days
- View listing on realtor.com

#2. 2533 Lakeshore Dr, Sheboygan

- Price: $1,435,000
- 5 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 3,375
- Price per square foot: $425
- Lot size: 0.2 acres
- Days on market: 22 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: 89 days
- View listing on realtor.com

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