Caroline County property records for 41 addresses on Main St, Hillsboro, MD · Last verified October 2026
| Properties | 41 |
|---|---|
| Median Sale Price | $263,500 |
| Deeds and Mortgages on File | 41 |
| Median Price per Sqft | $130 |
| Owner Occupied | 56% |
| Median Annual Tax Bill | $2,413 |
| Median Year Built | 1900 |
| Median Ownership Tenure | 9 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21908 Main St |
2.5 ba · 3,244 sqft built 1800 · 2.61 acres | $195,000 Aug 2016 | $4,460 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21914 Main St |
1 ba · 1,735 sqft built 1920 · 0.389 acres | $95,000 Jul 2014 | $2,514 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21936 Main St |
2 ba · 1,400 sqft built 1950 · 0.275 acres | $245,000 Jun 2021 | $2,887 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21948 Main St |
2 ba · 1,904 sqft built 1910 · 0.33 acres | $79,400 Dec 1989 | $2,408 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21954 Main St |
1.5 ba · 1,996 sqft built 1900 · 0.418 acres | $298,000 May 2025 | $2,311 2025 | Assessor + 2 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21959 Main St |
2 ba · 2,168 sqft built 1885 · 1.2 acres | $285,000 May 2025 | $3,019 2025 | Assessor + 2 Documents Updated Aug 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21968 Main St |
2 ba · 2,488 sqft built 1900 · 0.18 acres | $325,000 Aug 2025 | $3,424 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21969 Main St |
3 ba · 2,233 sqft built 1890 · 0.233 acres | $25,250 May 2016 | $1,404 2025 | Assessor Updated Aug 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21974 Main St |
3,112 sqft built 1900 · 0.454 acres | $3,483 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21979 Main St |
4,680 sqft built 1880 · 0.278 acres | $43,000 Aug 1996 | $2,572 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21984 Main St |
2.5 ba · 2,784 sqft built 1900 · 0.589 acres | $80,000 Sep 2017 | $1,718 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21991 Main St |
4,596 sqft built 1900 · 0.468 acres | $60 2025 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
21994 Main St |
3 ba · 4,880 sqft built 1800 · 0.371 acres | $234,900 Dec 2024 | $5,546 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22004 Main St |
1,040 sqft built 1909 · 0.024 acres | $8,000 Dec 2003 | Assessor Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22005 Main St |
2.5 ba · 3,088 sqft built 1794 · 0.655 acres | $330,000 Apr 2009 | $5,028 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22008 Main St |
2 ba · 2,974 sqft built 1905 · 0.375 acres | $75,000 Jun 2011 | $2,413 2026 | Assessor Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22013 Main St |
2 ba · 2,064 sqft built 1900 · 0.387 acres | $263,500 Nov 2021 | $3,643 2026 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22016 Main St |
2 ba · 2,660 sqft built 1900 · 0.277 acres | $6,100 Jun 1980 | $2,419 2026 | Assessor Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22017 Main St |
2 ba · 1,952 sqft built 1900 · 0.207 acres | $5,000 Apr 1997 | $2,425 2026 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22020 Main St |
3 ba · 2,856 sqft built 1900 · 0.272 acres | $23,000 May 1986 | $3,002 2026 | Assessor Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22023 Main St |
1 ba · 1,670 sqft built 1800 · 0.328 acres | $36,000 Mar 2017 | $1,901 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22027 Main St |
288 sqft built 1900 · 0.217 acres | $36,000 Mar 2017 | $703 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22028 Main St |
2 ba · 2,392 sqft built 1900 · 0.275 acres | $230,000 Jun 2020 | $3,137 2026 | Assessor + 4 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22033 Main St |
2,320 sqft built 1900 · 0.099 acres | $85,000 Sep 2020 | $1,932 2026 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22037 Main St |
1 ba · 1,008 sqft built 1890 · 0.023 acres | $305,000 Dec 2019 | $900 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22040 Main St |
1.5 ba · 2,276 sqft built 1900 · 0.776 acres | $365,000 Sep 2026 | $3,272 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22043 Main St |
2,668 sqft built 1890 · 0.17 acres | $305,000 Dec 2019 | $2,318 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22047 Main St |
1.5 ba · 1,356 sqft built 1890 · 0.119 acres | $96,900 Dec 2001 | $1,849 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22052 Main St |
1 ba · 1,856 sqft built 1910 · 0.318 acres | $75,000 Aug 2005 | $2,058 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22057 Main St |
1.5 ba · 3,393 sqft built 1900 · 0.53 acres | $292,000 Feb 2007 | $697 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22060 Main St |
1.5 ba · 2,817 sqft built 1900 · 0.489 acres | $175,000 May 2026 | $4,036 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22067 Main St |
1 ba · 1,802 sqft built 1900 · 0.457 acres | $150,000 Oct 2007 | $2,294 2026 | Assessor Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22070 Main St |
2 ba · 1,716 sqft built 1900 · 0.332 acres | $2,763 2026 | Assessor Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22077 Main St |
2 ba · 1,464 sqft built 1960 · 0.484 acres | $140,000 Apr 2023 | $2,059 2026 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22087 Main St |
2 ba · 1,474 sqft built 1900 · 0.355 acres | $195,000 Oct 2005 | $2,355 2026 | Assessor Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22090 Main St |
1 ba · 3,443 sqft built 1880 · 1.13 acres | $85,556 Jul 2019 | $2,372 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22093 Main St |
1 ba · 1,784 sqft built 1900 · 0.303 acres | $98,000 Aug 1999 | $2,323 2026 | Assessor + 2 Documents Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22098 Main St |
1.5 ba · 2,224 sqft built 1900 · 0.276 acres | $295,000 Dec 2005 | $2,880 2026 | Assessor + 2 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22101 Main St |
1.5 ba · 1,980 sqft built 1928 · 0.596 acres | $174,000 Nov 2019 | $2,640 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22104 Main St |
2 ba · 1,568 sqft built 1900 · 0.275 acres | $359,000 Jun 2023 | $2,157 2026 | Assessor + 1 Document Updated Oct 2026 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
22108 Main St |
2 ba · 1,608 sqft built 1972 · 0.862 acres | — Apr 2006 | $630 2026 | Assessor + 1 Document Updated Oct 2026 | 2 Owners on File |