LEONARDTOWN, MD - Most Valuable Residential Properties in 2025
Updated on November 25, 2025.
According to data from official Maryland government agencies, among residential properties in LEONARDTOWN, MD, the following were the most valuable residential properties by Appraised Full Value in 2025. The most valuable residential property was 22056 CARTWRIGHT RD ($2.69M), followed by 23460 SUNSET RIDGE LN ($2.11M), 41850 PHOENIX WAY ($1.66M), and 39500 BUCK BRISCOE RD ($1.60M).
The chart below shows the top 10 valuable residential properties, and the table below shows the top 200.
You can see similar information for other Maryland cities.
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Data Source: Official Government Sites.
LEONARDTOWN, MD - Most Valuable Residential Properties in 2025
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| Address | Appraised Full Value ($) |
|---|---|
| 22056 CARTWRIGHT RD, LEONARDTOWN, MD 20650 | 2687100 |
| 23460 SUNSET RIDGE LN, LEONARDTOWN, MD 20650 | 2110100 |
| 41850 PHOENIX WAY, LEONARDTOWN, MD 20650 | 1659500 |
| 39500 BUCK BRISCOE RD, LEONARDTOWN, MD 20650 | 1595100 |
| 20455 QUAILS NEST WAY, LEONARDTOWN, MD 20650 | 1448700 |
| 21065 BRETON BEACH CT, LEONARDTOWN, MD 20650 | 1385800 |
| 24716 TRAILSIDE LN, LEONARDTOWN, MD 20650 | 1367800 |
| 41567 KNIGHT RD, LEONARDTOWN, MD 20650 | 1357400 |
| 20035 POPLAR HILL CREEK LN, LEONARDTOWN, MD 20650 | 1263900 |
| 39653 STETSON LN, LEONARDTOWN, MD 20650 | 1249400 |
| 40111 ARMY WAY, LEONARDTOWN, MD 20650 | 1235200 |
| 40430 BRETON BEACH RD, LEONARDTOWN, MD 20650 | 1221700 |
| 21796 ROSE BANK RD, LEONARDTOWN, MD 20650 | 1218300 |
| 41575 KNIGHT RD, LEONARDTOWN, MD 20650 | 1193900 |
| 42297 RIVERWINDS DR, LEONARDTOWN, MD 20650 | 1193100 |
| 21689 PEBBLE BEACH CT, LEONARDTOWN, MD 20650 | 1184300 |
| 25272 LEDGEWOOD WAY, LEONARDTOWN, MD 20650 | 1183900 |
| 41650 DUKE DR, LEONARDTOWN, MD 20650 | 1163100 |
| 21651 ROSE BANK RD, LEONARDTOWN, MD 20650 | 1140200 |
| 40320 BRETON BEACH RD, LEONARDTOWN, MD 20650 | 1139300 |
| 19645 TOWER HILL RD, LEONARDTOWN, MD 20650 | 1135600 |
| 42250 MEDLEYS NECK LN, LEONARDTOWN, MD 20650 | 1126000 |
| 21975 PHILIP DR, LEONARDTOWN, MD 20650 | 1120700 |
| 21751 NEWTOWNE NECK RD, LEONARDTOWN, MD 20650 | 1110600 |
| 21833 ROSEBANK CT, LEONARDTOWN, MD 20650 | 1096200 |
| 41630 FOXES POINT LN, LEONARDTOWN, MD 20650 | 1091600 |
| 18866 HODGES LN, LEONARDTOWN, MD 20650 | 1081100 |
| 23350 POTATO HILL FARM LN, LEONARDTOWN, MD 20650 | 1060900 |
| 40346 BRETON BEACH RD, LEONARDTOWN, MD 20650 | 1031600 |
| 21645 SWAN CREEK LN, LEONARDTOWN, MD 20650 | 1027200 |
| 19795 TOWER HILL RD, LEONARDTOWN, MD 20650 | 1025800 |
| 21905 TOBACCO LN, LEONARDTOWN, MD 20650 | 1024500 |
| 40308 BRETON BEACH RD, LEONARDTOWN, MD 20650 | 1018600 |
| 22000 ECHO MOOR LN, LEONARDTOWN, MD 20650 | 1015300 |
| 40990 CRYER CT, LEONARDTOWN, MD 20650 | 1011800 |
| 19660 TOWER HILL RD, LEONARDTOWN, MD 20650 | 998700 |
| 40927 LAKE AND BRETON VIEW DR, LEONARDTOWN, MD 20650 | 997700 |
| 22000 SERENITY PLACE LN, LEONARDTOWN, MD 20650 | 996200 |
| 24761 TRAILSIDE LN, LEONARDTOWN, MD 20650 | 995200 |
| 41898 GREEN HILLS LN, LEONARDTOWN, MD 20650 | 992500 |
| 42015 SWANS CT, LEONARDTOWN, MD 20650 | 989900 |
| 22552 GANNET WAY, LEONARDTOWN, MD 20650 | 989600 |
| 40469 PORT PL, LEONARDTOWN, MD 20650 | 981600 |
| 19710 TOWER HILL RD, LEONARDTOWN, MD 20650 | 973100 |
| 40137 COMBS CREEK WAY, LEONARDTOWN, MD 20650 | 972200 |
| 40139 COMBS CREEK WAY, LEONARDTOWN, MD 20650 | 972200 |
| 42704 WAVERLY WAY, LEONARDTOWN, MD 20650 | 970800 |
| 24713 TRAILSIDE LN, LEONARDTOWN, MD 20650 | 970100 |
| 21545 BRETON VIEW CT, LEONARDTOWN, MD 20650 | 969300 |
| 20642 WATERSIDE DR, LEONARDTOWN, MD 20650 | 967400 |
| 42285 RIVERWINDS DR, LEONARDTOWN, MD 20650 | 959300 |
| 21533 PORT VIEW CIR, LEONARDTOWN, MD 20650 | 956000 |
| 41155 PAW PAW HOLLOW LN, LEONARDTOWN, MD 20650 | 953600 |
| 21635 SWAN CREEK LN, LEONARDTOWN, MD 20650 | 950900 |
| 18878 HODGES LN, LEONARDTOWN, MD 20650 | 949900 |
| 40519 PORT PL, LEONARDTOWN, MD 20650 | 949300 |
| 40539 PORT PL, LEONARDTOWN, MD 20650 | 948500 |
| 40085 GREENTREE DR, LEONARDTOWN, MD 20650 | 947500 |
| 42265 RIVERWINDS DR, LEONARDTOWN, MD 20650 | 945200 |
| 41040 PAW PAW HOLLOW LN, LEONARDTOWN, MD 20650 | 944600 |
| 40641 BRETON KNOLLS CT, LEONARDTOWN, MD 20650 | 941900 |
| 44845 DOT BANAGAN LN, LEONARDTOWN, MD 20650 | 941900 |
| 42387 RIVERWINDS DR, LEONARDTOWN, MD 20650 | 940400 |
| 21701 PEBBLE BEACH CT, LEONARDTOWN, MD 20650 | 930300 |
| 21675 PEBBLE BEACH CT, LEONARDTOWN, MD 20650 | 919700 |
| 40741 MERLIN WAY, LEONARDTOWN, MD 20650 | 911900 |
| 43850 AVON WAY, LEONARDTOWN, MD 20650 | 908800 |
| 43840 TARRYWYLE WAY, LEONARDTOWN, MD 20650 | 908400 |
| 41955 SWANS CT, LEONARDTOWN, MD 20650 | 897200 |
| 21711 PAW PAW POINT WAY, LEONARDTOWN, MD 20650 | 896500 |
| 28931 POINT LOOKOUT RD, LEONARDTOWN, MD 20650 | 895800 |
| 41711 KNIGHT RD, LEONARDTOWN, MD 20650 | 895200 |
| 44022 WOODMONT DR, LEONARDTOWN, MD 20650 | 894900 |
| 42741 WAVERLY WAY, LEONARDTOWN, MD 20650 | 894200 |
| 22505 BRETON BAY DR, LEONARDTOWN, MD 20650 | 891800 |
| 23130 GOOSEBERRY DR, LEONARDTOWN, MD 20650 | 891200 |
| 39600 BUCK BRISCOE RD, LEONARDTOWN, MD 20650 | 886300 |
| 22115 NEWTOWNE NECK RD, LEONARDTOWN, MD 20650 | 885100 |
| 40075 GREENTREE DR, LEONARDTOWN, MD 20650 | 883900 |
| 21738 ROSE BANK RD, LEONARDTOWN, MD 20650 | 881600 |
| 18921 HODGES LN, LEONARDTOWN, MD 20650 | 873100 |
| 22253 SAINT CLEMENTS AVE, LEONARDTOWN, MD 20650 | 868800 |
| 21625 NUTHALL LN, LEONARDTOWN, MD 20650 | 863800 |
| 19754 TOWER HILL RD, LEONARDTOWN, MD 20650 | 861900 |
| 21707 SAUNDERS LN, LEONARDTOWN, MD 20650 | 861500 |
| 40618 BRETON OAKS LN, LEONARDTOWN, MD 20650 | 860800 |
| 40410 BRETON BEACH RD, LEONARDTOWN, MD 20650 | 859800 |
| 40180 FOLLY COVE LN, LEONARDTOWN, MD 20650 | 859200 |
| 22533 BULL RD, LEONARDTOWN, MD 20650 | 858500 |
| 41024 CRYER CT, LEONARDTOWN, MD 20650 | 857400 |
| 40115 COMBS CREEK WAY, LEONARDTOWN, MD 20650 | 857100 |
| 24838 PIN CUSHION RD, LEONARDTOWN, MD 20650 | 854600 |
| 44383 HODGES CT, LEONARDTOWN, MD 20650 | 853800 |
| 22267 HANOVER HOUSE LN, LEONARDTOWN, MD 20650 | 853500 |
| 21855 PLACENTIA FARM LN, LEONARDTOWN, MD 20650 | 852200 |
| 39480 BUCK BRISCOE RD, LEONARDTOWN, MD 20650 | 849700 |
| 40125 ARMY WAY, LEONARDTOWN, MD 20650 | 849700 |
| 40335 DRURY LN, LEONARDTOWN, MD 20650 | 846800 |
| 21681 ROSE BANK RD, LEONARDTOWN, MD 20650 | 845700 |
| 22495 BRETON BAY DR, LEONARDTOWN, MD 20650 | 844600 |
| 21980 SERENITY PLACE LN, LEONARDTOWN, MD 20650 | 843200 |
| 21625 COVES END CT, LEONARDTOWN, MD 20650 | 842300 |
| 41393 PHILIP LN, LEONARDTOWN, MD 20650 | 842100 |
| 41635 CAMALIER DR, LEONARDTOWN, MD 20650 | 840000 |
| 21925 BEEM LN, LEONARDTOWN, MD 20650 | 839700 |
| 40529 PORT PL, LEONARDTOWN, MD 20650 | 837400 |
| 20975 GREENWELL WAY, LEONARDTOWN, MD 20650 | 834700 |
| 40984 LAKE AND BRETON VIEW DR, LEONARDTOWN, MD 20650 | 834500 |
| 42980 BELVIDERE FARM RD, LEONARDTOWN, MD 20650 | 826900 |
| 22524 GANNET WAY, LEONARDTOWN, MD 20650 | 825100 |
| 41399 PHILIP LN, LEONARDTOWN, MD 20650 | 823600 |
| 40424 BRETON BEACH RD, LEONARDTOWN, MD 20650 | 823100 |
| 22459 BUDDS CREEK RD, LEONARDTOWN, MD 20650 | 822800 |
| 21717 PAW PAW POINT WAY, LEONARDTOWN, MD 20650 | 822600 |
| 42731 WAVERLY WAY, LEONARDTOWN, MD 20650 | 822000 |
| 21720 SAUNDERS LN, LEONARDTOWN, MD 20650 | 820500 |
| 21910 HELEN LN, LEONARDTOWN, MD 20650 | 817200 |
| 41615 FOXES POINT LN, LEONARDTOWN, MD 20650 | 812600 |
| 40934 LAKE AND BRETON VIEW DR, LEONARDTOWN, MD 20650 | 812400 |
| 41650 FOXES POINT LN, LEONARDTOWN, MD 20650 | 811800 |
| 40314 BRETON BEACH RD, LEONARDTOWN, MD 20650 | 811500 |
| 41405 PHILIP LN, LEONARDTOWN, MD 20650 | 810300 |
| 40021 BEN MORGAN RD, LEONARDTOWN, MD 20650 | 809900 |
| 41404 BRETON BEACH RD, LEONARDTOWN, MD 20650 | 808700 |
| 19633 TOWER HILL RD, LEONARDTOWN, MD 20650 | 807000 |
| 41660 DUKE DR, LEONARDTOWN, MD 20650 | 807000 |
| 40472 PORT PL, LEONARDTOWN, MD 20650 | 804100 |
| 39720 COMBS RD, LEONARDTOWN, MD 20650 | 801700 |
| 23250 DAIRY BARN DR, LEONARDTOWN, MD 20650 | 801600 |
| 21090 PARKER LN, LEONARDTOWN, MD 20650 | 800800 |
| 18830 MCKAYS BEACH RD, LEONARDTOWN, MD 20650 | 797500 |
| 42215 WHITE POINT BEACH RD, LEONARDTOWN, MD 20650 | 797400 |
| 21543 PORT VIEW CIR, LEONARDTOWN, MD 20650 | 794600 |
| 21845 PLACENTIA FARM LN, LEONARDTOWN, MD 20650 | 792100 |
| 40045 GREENTREE DR, LEONARDTOWN, MD 20650 | 791700 |
| 41655 DUKE DR, LEONARDTOWN, MD 20650 | 791500 |
| 19631 TOWER HILL RD, LEONARDTOWN, MD 20650 | 790900 |
| 41161 KNIGHT RD, LEONARDTOWN, MD 20650 | 789600 |
| 19469 WIBLE RD, LEONARDTOWN, MD 20650 | 789400 |
| 18905 MCKAYS BEACH RD, LEONARDTOWN, MD 20650 | 788000 |
| 24106 R G WAY, LEONARDTOWN, MD 20650 | 787200 |
| 21929 HELEN LN, LEONARDTOWN, MD 20650 | 785000 |
| 24728 TRAILSIDE LN, LEONARDTOWN, MD 20650 | 783100 |
| 18999 LITTLE POND LN, LEONARDTOWN, MD 20650 | 782500 |
| 21829 ROSEBANK CT, LEONARDTOWN, MD 20650 | 781900 |
| 41048 CRYER CT, LEONARDTOWN, MD 20650 | 780000 |
| 21270 HUNTING CT, LEONARDTOWN, MD 20650 | 776700 |
| 22578 BRETON BAY DR, LEONARDTOWN, MD 20650 | 775800 |
| 40998 CRYER CT, LEONARDTOWN, MD 20650 | 775100 |
| 22855 WHITE SWAN WAY, LEONARDTOWN, MD 20650 | 767000 |
| 23158 TOWN RUN DR, LEONARDTOWN, MD 20650 | 765100 |
| 21560 JOE HAZEL RD, LEONARDTOWN, MD 20650 | 763700 |
| 21657 POTOMAC VIEW DR, LEONARDTOWN, MD 20650 | 763000 |
| 21544 BRETON VIEW CT, LEONARDTOWN, MD 20650 | 761800 |
| 40990 GREENHILL LN, LEONARDTOWN, MD 20650 | 761500 |
| 39750 COMBS RD, LEONARDTOWN, MD 20650 | 758900 |
| 23273 CLARKS REST RD, LEONARDTOWN, MD 20650 | 758500 |
| 40870 LARK WAY, LEONARDTOWN, MD 20650 | 758500 |
| 43206 GUM SPRING DR, LEONARDTOWN, MD 20650 | 758300 |
| 42358 CHURCH CREEK LN, LEONARDTOWN, MD 20650 | 757900 |
| 20469 DEER WOOD PARK DR, LEONARDTOWN, MD 20650 | 752300 |
| 41827 FOXWELL POINT LN, LEONARDTOWN, MD 20650 | 752200 |
| 39902 LONG LEAF LN, LEONARDTOWN, MD 20650 | 750800 |
| 42975 BELVIDERE FARM RD, LEONARDTOWN, MD 20650 | 750100 |
| 42239 RIVERWINDS DR, LEONARDTOWN, MD 20650 | 750000 |
| 21621 SWAN CREEK LN, LEONARDTOWN, MD 20650 | 749700 |
| 22580 BRETMAR PL, LEONARDTOWN, MD 20650 | 746900 |
| 44798 MEDLEYS NECK RD, LEONARDTOWN, MD 20650 | 746900 |
| 42241 RIVERWINDS DR, LEONARDTOWN, MD 20650 | 746600 |
| 39855 WRINKLE FREE LN, LEONARDTOWN, MD 20650 | 746300 |
| 41414 PHILIP LN, LEONARDTOWN, MD 20650 | 746000 |
| 42970 HERITAGE DR, LEONARDTOWN, MD 20650 | 744900 |
| 40160 ROSEBUD LN, LEONARDTOWN, MD 20650 | 743400 |
| 22475 NO NAME LN, LEONARDTOWN, MD 20650 | 740900 |
| 21840 PAW PAW POINT WAY, LEONARDTOWN, MD 20650 | 740700 |
| 22147 HANOVER WOODS CT, LEONARDTOWN, MD 20650 | 740700 |
| 23480 WATERVALE DR, LEONARDTOWN, MD 20650 | 739600 |
| 21652 JOE HAZEL RD, LEONARDTOWN, MD 20650 | 738400 |
| 43011 BELVIDERE FARM RD, LEONARDTOWN, MD 20650 | 737300 |
| 41314 SOLITUDE LN, LEONARDTOWN, MD 20650 | 736600 |
| 40998 PIPITS LN, LEONARDTOWN, MD 20650 | 735800 |
| 22435 ARCHER ST, LEONARDTOWN, MD 20650 | 735600 |
| 39850 LA CHIRIPITA LN, LEONARDTOWN, MD 20650 | 735000 |
| 42437 RIVERWINDS DR, LEONARDTOWN, MD 20650 | 734700 |
| 21082 PARKER LN, LEONARDTOWN, MD 20650 | 734400 |
| 21717 SAUNDERS LN, LEONARDTOWN, MD 20650 | 733900 |
| 22381 NEWTOWNE NECK RD, LEONARDTOWN, MD 20650 | 733900 |
| 41004 LAKE AND BRETON VIEW DR, LEONARDTOWN, MD 20650 | 733000 |
| 23280 DAIRY BARN DR, LEONARDTOWN, MD 20650 | 731900 |
| 42115 WHITE POINT BEACH RD, LEONARDTOWN, MD 20650 | 731300 |
| 42403 RIVERWINDS DR, LEONARDTOWN, MD 20650 | 730800 |
| 21540 BRETON VIEW CT, LEONARDTOWN, MD 20650 | 730200 |
| 39665 PORPOISE CREEK LN, LEONARDTOWN, MD 20650 | 729300 |
| 40912 FALCON WAY, LEONARDTOWN, MD 20650 | 726800 |
| 25475 LOVEVILLE RD, LEONARDTOWN, MD 20650 | 726500 |
| 22617 AVENMAR DR, LEONARDTOWN, MD 20650 | 725800 |
| 41411 PHILIP LN, LEONARDTOWN, MD 20650 | 725700 |
| 21660 POTOMAC VIEW DR, LEONARDTOWN, MD 20650 | 725600 |
| 25265 LEDGEWOOD WAY, LEONARDTOWN, MD 20650 | 725600 |
| 43557 BLAKE CREEK RD, LEONARDTOWN, MD 20650 | 725600 |