Hollywood Rd, Leonardtown, MD Property Records

St. Mary's County property records for 90 addresses on Hollywood Rd, Leonardtown, MD · Last verified October 2026

Hollywood Rd Highlights

Properties 90
Median Sale Price $222,000
Deeds and Mortgages on File 125
Median Price per Sqft $125
Owner Occupied 67%
Median Annual Tax Bill $2,966
Median Year Built 1951
Median Ownership Tenure 8 years

Properties on Hollywood Rd

Address Details Last Sale Tax Bill Records Owner

22915 Hollywood Rd

1.5 ba · 1,948 sqft built 1900 · 1.56 acres $300,000 Aug 2018 $3,502 2025 Assessor + 2 Documents Updated Sep 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

22935 Hollywood Rd

3 ba · 2,030 sqft built 1960 · 0.589 acres $350,000 Apr 2013 $4,899 2025 Assessor + 1 Document Updated Sep 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

22945 Hollywood Rd

3.5 ba · 4,191 sqft built 1925 · 0.8 acres $327,300 Dec 2016 $4,574 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

22950 Hollywood Rd

13,408 sqft built 1936 · 37.4 acres — Mar 2006 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

22955 Hollywood Rd

4 ba · 7,484 sqft built 1921 · 1.31 acres — Aug 2007 $8,588 2025 Assessor + 2 Documents Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

22960 Hollywood Rd

2 ba · 2,850 sqft built 1900 · 2.43 acres — Sep 2001 $4,557 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

22970 Hollywood Rd

2.5 ba · 2,208 sqft built 2004 · 0.533 acres $435,000 Oct 2025 $4,104 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

22975 Hollywood Rd

1.5 ba · 2,464 sqft built 1910 · 1.05 acres $22,000 Jun 1978 $457 2025 Assessor + 1 Document Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

22980 Hollywood Rd

1.5 ba · 1,938 sqft built 1958 · 0.354 acres $129,900 Jul 2001 $3,027 2025 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

22985 Hollywood Rd

2.5 ba · 4,288 sqft built 1911 · 1.21 acres $175,000 Nov 1989 $5,366 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

22990 Hollywood Rd

2 ba · 1,568 sqft built 1988 · 1.21 acres $355,000 Jun 2021 $4,241 2025 Assessor + 2 Documents Updated Sep 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

23000 Hollywood Rd

3.5 ba · 3,624 sqft built 1922 · 2.16 acres $125,000 May 1988 $4,125 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23005 Hollywood Rd

2 ba · 3,400 sqft built 1928 · 2.91 acres $920,000 Apr 2024 $7,542 2025 Assessor + 2 Documents Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23040 Hollywood Rd

2.5 ba · 3,143 sqft built 1867 · 4.38 acres $257,520 Dec 2025 $4,337 2025 Assessor + 2 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23055 Hollywood Rd

1.5 ba · 1,766 sqft built 1938 · 0.819 acres — May 2004 $2,772 2025 Assessor Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23060 Hollywood Rd

2.5 ba · 2,756 sqft built 1965 · 0.369 acres $165,000 May 2001 $4,545 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23065 Hollywood Rd

2.5 ba · 2,036 sqft built 1990 · 0.439 acres — Jan 1987 $3,977 2025 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23075 Hollywood Rd

2.5 ba · 3,238 sqft built 1942 · 0.5 acres $574,000 Aug 2025 $4,805 2025 Assessor + 2 Documents Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23085 Hollywood Rd

2.5 ba · 2,662 sqft built 1927 · 0.517 acres $400,000 Apr 2015 $4,653 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23090 Hollywood Rd

3 ba · 2,624 sqft built 1953 · 0.929 acres $118,900 Oct 1993 $4,295 2025 Assessor + 1 Document Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23095 Hollywood Rd

4.5 ba · 4,068 sqft built 1931 · 0.542 acres $400,000 Apr 2018 $5,786 2025 Assessor + 2 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23115 Hollywood Rd

2.5 ba · 2,584 sqft built 1938 · 1.5 acres $2,750 Oct 2025 $4,028 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23125 Hollywood Rd

3 ba · 2,900 sqft built 1930 · 1.66 acres $2,050 Sep 2025 $6,285 2025 Assessor + 2 Documents Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23165 Hollywood Rd

2.5 ba · 1,920 sqft built 1982 · 0.261 acres $13,000 Oct 2025 $3,413 2025 Assessor + 5 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23205 Hollywood Rd

1.5 ba · 1,628 sqft built 1944 · 0.45 acres $12,400 Jul 2026 $5,505 2025 Assessor + 3 Documents Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23215 Hollywood Rd

1.5 ba · 1,408 sqft built 1945 · 1 acre $18,650 Nov 2025 $2,734 2025 Assessor + 1 Document Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23225 Hollywood Rd

1.5 ba · 1,608 sqft built 1945 · 0.669 acres $350,000 Mar 2026 $5,547 2025 Assessor + 3 Documents Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23245 Hollywood Rd

1 ba · 1,232 sqft built 1940 · 0.379 acres $5,300 Oct 2025 $2,708 2025 Assessor + 1 Document Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23250 Hollywood Rd

26,772 sqft built 1954 · 2.75 acres — Mar 2012 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23255 Hollywood Rd

1.5 ba · 1,584 sqft built 1930 · 0.697 acres $8,300 Jan 2026 $3,022 2025 Assessor + 7 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23262 Hollywood Rd

1.5 ba · 1,908 sqft built 1949 · 0.466 acres $225,000 Aug 2014 $4,335 2025 Assessor + 2 Documents Updated Sep 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

23265 Hollywood Rd

1.5 ba · 1,768 sqft built 1945 · 0.5 acres $6,650 Oct 2025 $596 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23270 Hollywood Rd

1.5 ba · 1,512 sqft built 1949 · 0.5 acres $170,000 Nov 2016 $2,622 2025 Assessor Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23275 Hollywood Rd

1 ba · 1,056 sqft built 1935 · 0.409 acres $6,100 Oct 2025 $2,297 2025 Assessor + 2 Documents Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23280 Hollywood Rd

1.5 ba · 1,402 sqft built 1956 · 0.5 acres $330,000 Sep 2025 $3,089 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23285 Hollywood Rd

1 ba · 500 sqft built 1964 · 0.787 acres $350 Sep 2001 $1,512 2025 Assessor + 1 Document Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23295 Hollywood Rd

2 ba · 1,512 sqft built 2016 · 0.903 acres $4,050 Feb 2026 $4,062 2025 Assessor + 1 Document Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23300 Hollywood Rd

1 ba · 1,156 sqft built 1951 · 0.359 acres $207,000 May 2018 $3,128 2025 Assessor + 3 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23301 Hollywood Rd

1.5 ba · 1,380 sqft built 1972 · 0.3 acres $283,000 Jun 2026 $3,000 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23305 Hollywood Rd

2 ba · 1,120 sqft built 1993 · 0.148 acres $4,500 Apr 2026 $2,966 2025 Assessor + 4 Documents Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23310 Hollywood Rd

2 ba · 1,712 sqft built 1958 · 0.769 acres $340,000 Apr 2019 $3,390 2025 Assessor + 4 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23365 Hollywood Rd

7,920 sqft built 1984 · 35 acres $36,159 Sep 2026 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23398 Hollywood Rd

1 ba · 1,308 sqft built 1950 · 0.215 acres $225,000 Sep 2022 $2,545 2025 Assessor + 2 Documents Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23400 Hollywood Rd

1 ba · 1,486 sqft built 1945 · 0.21 acres $70,000 Nov 2002 $2,750 2025 Assessor + 1 Document Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23410 Hollywood Rd

1 ba · 954 sqft built 1945 · 0.219 acres $210,000 Jun 2021 $2,538 2025 Assessor + 6 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23420 Hollywood Rd

2 ba · 1,466 sqft built 1950 · 0.21 acres $276,000 Dec 2023 $2,750 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23430 Hollywood Rd

2 ba · 1,859 sqft built 1952 · 0.219 acres $17,000 Jun 1986 $3,401 2025 Assessor Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23440 Hollywood Rd

2 ba · 1,204 sqft built 1948 · 0.219 acres $330,000 Oct 2021 $3,856 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23450 Hollywood Rd

1 ba · 816 sqft built 1952 · 0.219 acres $178,400 Oct 2018 $2,652 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23466 Hollywood Rd

1 ba · 1,120 sqft built 1946 · 0.554 acres $100,000 Apr 2004 $2,602 2025 Assessor Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23474 Hollywood Rd

1.5 ba · 1,248 sqft built 1973 · 1.48 acres $2,924 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23480 Hollywood Rd

1.5 ba · 1,696 sqft built 1957 · 0.758 acres — Aug 1999 $2,660 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23488 Hollywood Rd

2 ba · 1,488 sqft built 1996 · 0.797 acres — Aug 1999 $2,848 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23503 Hollywood Rd

9,300 sqft built 1997 · 4.5 acres $145,000 Nov 1996 $35,829 2025 Assessor + 3 Documents Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23520 Hollywood Rd

8,374 sqft built 1979 · 14.9 acres $12,000 Oct 1978 Assessor + 1 Document Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23538 Hollywood Rd

2 ba · 2,600 sqft built 1947 · 0.393 acres $372,800 Apr 2021 $3,675 2025 Assessor + 2 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23542 Hollywood Rd

1.48 acres — Apr 2021 $988 2025 Assessor Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23548 Hollywood Rd

1.48 acres — Apr 2021 $988 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23552 Hollywood Rd

3 ba · 1,944 sqft built 1998 · 1.51 acres $142,500 Mar 2023 $1,361 2025 Assessor + 2 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

23560 Hollywood Rd

2.5 ba · 3,720 sqft built 2025 · 0.41 acres $130,000 Sep 2022 $1,235 2025 Assessor + 1 Document Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23576 Hollywood Rd

1.5 ba · 2,666 sqft built 1956 · 0.569 acres $130,000 Sep 2022 $1,161 2025 Assessor + 1 Document Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23606 Hollywood Rd

2 ba · 1,656 sqft built 1971 · 1.98 acres $165,000 Jul 2026 $2,990 2025 Assessor + 5 Documents Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23620 Hollywood Rd

2 ba · 1,804 sqft built 1975 · 2.48 acres $3,099 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23633 Hollywood Rd

2.5 ba · 2,209 sqft built 1966 · 1.85 acres $350,000 Sep 2020 $2,799 2025 Assessor + 8 Documents Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23640 Hollywood Rd

1 ba · 1,953 sqft built 1938 · 1.28 acres $2,507 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23665 Hollywood Rd

1.5 ba · 1,521 sqft built 1963 · 0.667 acres $226,000 Apr 2016 $2,790 2025 Assessor + 3 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23710 Hollywood Rd

2 ba · 1,320 sqft built 2011 · 1 acre $360,000 Nov 2021 $3,918 2025 Assessor + 3 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23717 Hollywood Rd

1 ba · 2,630 sqft built 1935 · 15.8 acres $175,000 Jun 1998 $4,271 2025 Assessor Updated Sep 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

23720 Hollywood Rd

2 ba · 1,700 sqft built 1944 · 1 acre $225,000 Jun 2016 $2,899 2025 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23727 Hollywood Rd

1 ba · 1,193 sqft built 1940 · 1 acre $157,500 Dec 2019 $2,148 2025 Assessor + 2 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23730 Hollywood Rd

3 ba · 1,734 sqft built 1938 · 0.816 acres $250,000 Aug 2016 $2,516 2025 Assessor + 1 Document Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23731 Hollywood Rd

5,160 sqft built 1954 · 1.26 acres $650,000 Aug 2021 $6,870 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23735 Hollywood Rd

1 ba · 1,034 sqft built 1949 · 2 acres — Oct 1984 $2,050 2025 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23745 Hollywood Rd

2 ba · 2,052 sqft built 1999 · 0.5 acres $147,543 Dec 1995 $2,735 2025 Assessor + 1 Document Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23750 Hollywood Rd

2 ba · 1,080 sqft built 2005 · 0.3 acres $264,500 Sep 2005 $2,882 2025 Assessor Updated Sep 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

23755 Hollywood Rd

2,095 sqft built 1970 · 0.35 acres Assessor Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23765 Hollywood Rd

1 ba · 2,128 sqft built 1963 · 0.75 acres $125,000 Jul 2001 Assessor + 1 Document Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23770 Hollywood Rd

1 ba · 1,080 sqft built 1934 · 1 acre $8,000 Oct 1987 $1,346 2025 Assessor Updated Sep 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

23790 Hollywood Rd

1.5 ba · 1,080 sqft built 2005 · 0.489 acres — Dec 2008 $2,748 2025 Assessor + 1 Document Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23793 Hollywood Rd

1 ba · 660 sqft built 1954 · 2.03 acres $150,000 Sep 2004 $1,390 2025 Assessor Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23800 Hollywood Rd

1 ba · 1,220 sqft built 1932 · 1 acre $37,000 Feb 1991 $2,148 2025 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23808 Hollywood Rd

1 ba · 1,200 sqft built 1959 · 0.539 acres $25,000 Sep 1978 $1,945 2025 Assessor Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23811 Hollywood Rd

2 ba · 1,152 sqft built 1992 · 0.919 acres $114,500 Jun 1999 $1,867 2025 Assessor + 2 Documents Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23812 Hollywood Rd

1 ba · 1,435 sqft built 1950 · 1.16 acres $222,000 May 2020 $2,452 2025 Assessor + 3 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23830 Hollywood Rd

2 ba · 1,600 sqft built 1974 · 1.25 acres $350,000 Jun 2021 $3,704 2025 Assessor + 2 Documents Updated Sep 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23843 Hollywood Rd

1 ba · 1,833 sqft built 1930 · 12 acres $350,000 Jul 2026 $2,808 2025 Assessor + 3 Documents Updated Sep 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23845 Hollywood Rd

1 ba · 534 sqft built 1950 · 0.169 acres — Sep 2007 $1,246 2025 Assessor Updated Aug 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

23855 Hollywood Rd

1 ba · 780 sqft built 2008 · 1.56 acres — Sep 2007 $6,810 2025 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

23874 Hollywood Rd

1 ba · 896 sqft built 1920 · 5.35 acres $12,500 Dec 2000 $1,573 2025 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

24040 Hollywood Rd

1 ba · 1,040 sqft built 1962 · 1 acre $2,503 2025 Assessor Updated Sep 2026 2 Owners on File Owner Occupied

Property Records in Nearby Streets