Kenosha County property records for 11 addresses on Main St, Pleasant Prairie, WI · Last verified October 2026
| Properties | 11 |
|---|---|
| Median Sale Price | $485,000 |
| Deeds and Mortgages on File | 20 |
| Median Price per Sqft | $119 |
| Owner Occupied | 100% |
| Median Annual Tax Bill | $8,864 |
| Median Year Built | 2007 |
| Median Ownership Tenure | 9 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5249 Main St |
5 bd · 4 ba · 4,667 sqft built 2006 · 0.419 acres | $9,125 2025 | Assessor + 2 Documents Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5252 Main St |
4 bd · 4 ba · 3,008 sqft built 2011 · 0.419 acres | $555,000 Dec 2023 | $7,989 2025 | Assessor + 1 Document Updated Feb 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5295 Main St |
3 bd · 3 ba · 2,344 sqft built 2008 · 0.369 acres | $125,000 Dec 2006 | $7,578 2025 | Assessor + 3 Documents Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5298 Main St |
4 bd · 4 ba · 3,955 sqft built 2005 · 0.35 acres | $485,000 Mar 2019 | $9,241 2025 | Assessor + 4 Documents Updated Feb 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5321 Main St |
5 bd · 5 ba · 3,236 sqft built 2016 · 0.369 acres | $85,000 May 2016 | $7,966 2025 | Assessor + 1 Document Updated Feb 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5336 Main St |
4 bd · 4 ba · 3,805 sqft built 2007 · 0.35 acres | $453,900 Apr 2016 | $8,864 2025 | Assessor Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5353 Main St |
3 bd · 3 ba · 2,412 sqft built 2018 · 0.369 acres | $105,000 Jun 2017 | $9,295 2025 | Assessor + 3 Documents Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5374 Main St |
4 bd · 3 ba · 2,745 sqft built 2006 · 0.339 acres | $220,000 Jul 2006 | $8,187 2025 | Assessor + 1 Document Updated Feb 2026 | 3 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5387 Main St |
5 bd · 3 ba · 2,698 sqft built 2006 · 0.4 acres | $649,900 Nov 2025 | $7,712 2025 | Assessor + 3 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5404 Main St |
4 bd · 4 ba · 3,549 sqft built 2005 · 0.35 acres | $48,644 Jul 2014 | $9,136 2025 | Assessor Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
5422 Main St |
5 bd · 5 ba · 4,731 sqft built 2015 · 0.4 acres | $551,500 May 2020 | $9,241 2025 | Assessor + 2 Documents Updated Feb 2026 | 2 Owners on File Owner Occupied |