Dane County property records for 18 addresses on Crestwood Dr, Madison, WI · Last verified August 2026
| Properties | 18 |
|---|---|
| Median Sale Price | $1,125,000 |
| Deeds and Mortgages on File | 50 |
| Median Price per Sqft | $367 |
| Owner Occupied | 100% |
| Median Annual Tax Bill | $22,053 |
| Median Year Built | 1930 |
| Median Ownership Tenure | 6 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3401 Crestwood Dr |
3 bd · 2 ba · 1,688 sqft built 1949 · 0.162 acres | $10,468 2025 | Assessor + 2 Documents Updated Feb 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3405 Crestwood Dr |
3 bd · 2 ba · 1,956 sqft built 1929 · 0.164 acres | $1,210,000 Jun 2024 | $18,083 2025 | Assessor Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3409 Crestwood Dr |
3 bd · 2 ba · 1,509 sqft built 1925 · 0.16 acres | $320,000 Aug 2010 | $11,758 2025 | Assessor + 4 Documents Updated Feb 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3412 Crestwood Dr |
4 bd · 5 ba · 3,332 sqft built 1956 · 0.43 acres | $950,000 Oct 2013 | $28,681 2025 | Assessor + 1 Document Updated Feb 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3415 Crestwood Dr |
4 bd · 4 ba · 2,789 sqft built 1930 · 0.335 acres | $21,291 2025 | Assessor Updated Feb 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3417 Crestwood Dr |
4 bd · 3 ba · 2,436 sqft built 1958 · 0.23 acres | $650,000 Mar 2020 | $15,560 2025 | Assessor + 5 Documents Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3419 Crestwood Dr |
0.23 acres | $1,875,000 May 2024 | $22,921 2025 | Assessor + 3 Documents Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3421 Crestwood Dr |
0.239 acres | $816,800 Jan 2022 | $21,919 2025 | Assessor + 7 Documents Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3424 Crestwood Dr |
4 bd · 3 ba · 2,123 sqft built 1941 · 0.303 acres | $645,000 Apr 2018 | $22,053 2025 | Assessor + 4 Documents Updated Feb 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3425 Crestwood Dr |
0.33 acres | $1,495,000 Nov 2025 | $20,651 2025 | Assessor + 4 Documents Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3429 Crestwood Dr |
4 bd · 2 ba · 2,786 sqft built 1926 · 0.455 acres | $975,000 Mar 2020 | $26,517 2025 | Assessor + 1 Document Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3430 Crestwood Dr |
5 bd · 2 ba · 2,922 sqft built 1932 · 0.346 acres | $29,668 2025 | Assessor + 1 Document Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3433 Crestwood Dr |
5 bd · 2 ba · 3,624 sqft built 1926 · 1.01 acres | $36,487 2025 | Assessor Updated Feb 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3441 Crestwood Dr |
3 bd · 3 ba · 3,802 sqft built 1926 · 0.787 acres | $1,280,000 Sep 2017 | $35,926 2025 | Assessor + 4 Documents Updated Feb 2026 | 3 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3445 Crestwood Dr |
4 bd · 2.5 ba · 3,061 sqft built 1926 · 0.446 acres | $1,125,000 Aug 2019 | $27,685 2025 | Assessor + 8 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3448 Crestwood Dr |
4 bd · 2 ba · 2,380 sqft built 1938 · 0.332 acres | $850,000 Aug 2006 | $20,169 2025 | Assessor + 1 Document Updated Feb 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3452 Crestwood Dr |
4 bd · 3.5 ba · 4,203 sqft built 1926 · 0.571 acres | $1,500,000 Apr 2018 | $37,609 2025 | Assessor + 3 Documents Updated Jul 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
3456 Crestwood Dr |
3 bd · 3 ba · 1,717 sqft built 1937 · 0.328 acres | $795,000 Jul 2021 | $18,909 2025 | Assessor + 2 Documents Updated Feb 2026 | 2 Owners on File Owner Occupied |