The most expensive neighborhoods in Sheboygan
Homebuyers and sellers are navigating a slow and expensive housing market, with rising prices and stagnant demand keeping many on the sidelines. This comes amid rising economic uncertainty and growing wealth concentration. But luxury homes—multimillion-dollar estates, sleek penthouses, and one-of-a-kind custom builds—are still selling, even as most buyers pull back.
Most people can't afford high-end homes, although they're still fun to dream about. So, to highlight where luxury real estate is commanding the highest prices, Redfin analyzed the most expensive neighborhoods in the Sheboygan metro area—and showcased a few of the area's standout listings (when possible).
Note: Redfin's analysis focused on metro areas, meaning some neighborhoods fell within smaller nearby cities. Listings and data were gathered on October 15, 2025.
#1. North Side (Sheboygan, WI)
Median sale price: $325,000 | Median days on market: 49 days3705 N 12Th St, Sheboygan, WI 53083
- List price: $369,900
- Beds: 3 | Baths: 1.5 | Square feet: 1,496
- See 3705 N 12Th St, Sheboygan, WI 53083 on Redfin.com
#2. West Camelot (Sheboygan, WI)
Median sale price: $277,500 | Median days on market: 36 days2609 Cross Creek Dr, Sheboygan, WI 53081
- List price: $164,900
- Beds: 2 | Baths: 1 | Square feet: 1,016
- See 2609 Cross Creek Dr, Sheboygan, WI 53081 on Redfin.com
3615 S Business Dr, Sheboygan, WI 53081
- List price: $395,000
- Beds: 3 | Baths: 2.5 | Square feet: 1,600
- See 3615 S Business Dr, Sheboygan, WI 53081 on Redfin.com
3615 S Business Dr, Sheboygan, WI 53081
- List price: $395,000
- Beds: 3 | Baths: 2.5 | Square feet: 1,600
- See 3615 S Business Dr, Sheboygan, WI 53081 on Redfin.com
3615 S Business Dr, Sheboygan, WI 53081
- List price: $395,000
- Beds: 3 | Baths: 2.5 | Square feet: 1,600
- See 3615 S Business Dr, Sheboygan, WI 53081 on Redfin.com
#3. Cleveland Park (Sheboygan, WI)
Median sale price: $275,000 | Median days on market: 37 days1914 N 18Th St, Sheboygan, WI 53081
- List price: $219,900
- Beds: 3 | Baths: 1.5 | Square feet: 1,208
- See 1914 N 18Th St, Sheboygan, WI 53081 on Redfin.com
#4. Roosevelt Park (Sheboygan, WI)
Median sale price: $265,000 | Median days on market: 42 days2504 Lakeshore Dr, Sheboygan, WI 53081
- List price: $419,000
- Beds: 2 | Baths: 1.5 | Square feet: 1,358
- See 2504 Lakeshore Dr, Sheboygan, WI 53081 on Redfin.com
2533 Lakeshore Dr, Sheboygan, WI 53081
- List price: $1,435,000
- Beds: 5 | Baths: 3.5 | Square feet: 3,375
- See 2533 Lakeshore Dr, Sheboygan, WI 53081 on Redfin.com
#5. End Park (Sheboygan, WI)
Median sale price: $256,000 | Median days on market: 48 days2507 N 10Th St, Sheboygan, WI 53083
- List price: $149,900
- Beds: 4 | Baths: 2 | Square feet: 1,419
- See 2507 N 10Th St, Sheboygan, WI 53083 on Redfin.com
2603 N 13Th St, Sheboygan, WI 53083
- List price: $307,900
- Beds: 3 | Baths: 1.5 | Square feet: 1,428
- See 2603 N 13Th St, Sheboygan, WI 53083 on Redfin.com
826 Geele Ave, Sheboygan, WI 53083
- List price: $280,000
- Beds: 4 | Baths: 1.5 | Square feet: 2,030
- See 826 Geele Ave, Sheboygan, WI 53083 on Redfin.com
