Explore Anne Arundel County, MD 21409 Homes for Sale 13 ACTIVE $346,000 1553 Star Pine Drive , Annapolis, MD 2 Beds2 Baths1,060 SqFt 49 ACTIVE $360,000 419 Master Derby Court , Annapolis, MD 4 Beds2 Baths1,432 SqFt 36 ACTIVE $374,950 474 Ruffian Court , Annapolis, MD 3 Beds2 Baths1,232 SqFt 27 ACTIVE UNDER CONTRACT $384,000 1116 Riverboat Court , Annapolis, MD 3 Beds3 Baths1,310 SqFt 38 ACTIVE UNDER CONTRACT $395,000 332 Charred Oak Court , Annapolis, MD 3 Beds3 Baths1,496 SqFt 37 PENDING $395,000 1583 Star Pine Drive , Annapolis, MD 3 Beds2 Baths1,040 SqFt 32 ACTIVE $399,000 1507 Broadneck Place 404, Annapolis, MD 2 Beds2 Baths1,235 SqFt 32 ACTIVE UNDER CONTRACT $399,000 1424 Millwood Court , Annapolis, MD 3 Beds3 Baths1,848 SqFt 35 PENDING $399,000 1641 Cananaro Drive , Annapolis, MD 2 Beds2 Baths1,320 SqFt 3 PENDING $400,000 971 Saint Margarets Drive , Annapolis, MD 3 Beds2 Baths1,983 SqFt 22 ACTIVE UNDER CONTRACT $400,000 1742 Woodtree Circle , Annapolis, MD 4 Beds4 Baths1,904 SqFt 30 PENDING $415,000 1366 Almond Drive , Annapolis, MD 3 Beds3 Baths1,496 SqFt 27 ACTIVE $455,000 1023 Mountain Top Drive , Annapolis, MD 4 Beds2 Baths1,404 SqFt 2 ACTIVE UNDER CONTRACT $480,000 1199 Ramblewood Drive , Annapolis, MD 4 Beds3 Baths1,764 SqFt 39 ACTIVE $489,900 78 Old Mill Bottom Road N 107, Annapolis, MD 2 Beds2 Baths1,318 SqFt 38 ACTIVE $511,311 76 Old Mill Bottom Road N 308, Annapolis, MD 2 Beds2 Baths1,076 SqFt 23 ACTIVE $524,900 1031 Lake Claire Drive , Annapolis, MD 4 Beds2 Baths1,728 SqFt 42 ACTIVE $525,000 901 Noah Winfield Terrace 102, Annapolis, MD 2 Beds2 Baths1,732 SqFt 47 ACTIVE $535,000 1165 Green Holly Court , Annapolis, MD 3 Beds2 Baths2,218 SqFt 51 ACTIVE $549,000 1162 Saint George Drive , Annapolis, MD 4 Beds2 Baths1,643 SqFt 32 ACTIVE $555,000 1247 Ramblewood Drive , Annapolis, MD 4 Beds3 Baths1,728 SqFt 1 ACTIVE $600,000 724 Darlow Drive , Annapolis, MD 2 Beds2 Baths1,900 SqFt 52 ACTIVE UNDER CONTRACT $619,000 810 Chestnut Tree Drive , Annapolis, MD 4 Beds4 Baths2,667 SqFt 27 ACTIVE UNDER CONTRACT $619,900 786 Rolling View Drive , Annapolis, MD 4 Beds3 Baths1,980 SqFt 51 PENDING $670,000 1181 Ramblewood Drive , Annapolis, MD 4 Beds3 Baths1,888 SqFt 45 ACTIVE $675,000 1138 Ramblewood Drive , Annapolis, MD 3 Beds3 Baths1,925 SqFt 1 PENDING $675,070 76 Old Mill Bottom Road N 312, Annapolis, MD 2 Beds2 Baths1,621 SqFt 46 PENDING $689,000 1208 Darlow Place , Annapolis, MD 3 Beds3 Baths2,267 SqFt 33 ACTIVE $699,900 1014 St Charles Drive , Annapolis, MD 5 Beds3 Baths3,312 SqFt 1 PENDING $708,330 76 Old Mill Bottom Road N 111, Annapolis, MD 2 Beds2 Baths1,723 SqFt 7 PENDING $853,000 1219 Hampton Road , Annapolis, MD 4 Beds3 Baths2,400 SqFt 4 ACTIVE $872,000 1217 Hampton Road , Annapolis, MD 4 Beds3 Baths2,700 SqFt 50 ACTIVE UNDER CONTRACT $899,000 1534 Circle Drive , Annapolis, MD 4 Beds3 Baths3,233 SqFt 18 ACTIVE $900,000 16 Brice Road , Annapolis, MD 3 Beds2 Baths1,936 SqFt 69 ACTIVE $925,000 1913 Dulaney Place , Annapolis, MD 5 Beds2 Baths2,969 SqFt 55 ACTIVE UNDER CONTRACT $925,000 1214 Ramblewood Drive , Annapolis, MD 5 Beds4 Baths3,257 SqFt 48 Open House ACTIVE $929,000 1612 Trawler Lane , Annapolis, MD 5 Beds5 Baths4,386 SqFt 54 ACTIVE UNDER CONTRACT $930,000 1634 Orchard Beach Road , Annapolis, MD 3 Beds3 Baths2,868 SqFt 58 PENDING $949,900 605 Yawl Court , Annapolis, MD 4 Beds4 Baths4,032 SqFt 11 PENDING $972,144 1094 Linden Tree Drive - Taft Model , Annapolis, MD 4 Beds3 Baths2,580 SqFt 40 ACTIVE UNDER CONTRACT $999,999 5 Arlie Drive , Annapolis, MD 5 Beds4 Baths3,502 SqFt 6 PENDING $1,038,710 1096 Linden Tree Drive - Jefferson Model , Annapolis, MD 4 Beds3 Baths2,695 SqFt 13 ACTIVE $1,100,000 15 E Nap Lane , Annapolis, MD 5 Beds3 Baths5,465 SqFt 71 ACTIVE $1,139,400 1635 Winchester Road , Annapolis, MD 5 Beds4 Baths3,660 SqFt 83 PENDING $1,149,000 1815 Millridge Court , Annapolis, MD 4 Beds5 Baths4,770 SqFt 50 PENDING $1,150,000 214 Providence Road , Annapolis, MD 4 Beds3 Baths3,248 SqFt 50 ACTIVE UNDER CONTRACT $1,291,000 1405 Colonial Manor Court , Annapolis, MD 6 Beds5 Baths6,150 SqFt 82 ACTIVE $1,300,000 1814 & 1836 Pleasant Plains & Cherry Road , Annapolis, MD 5 Beds2 Baths1,919 SqFt 82 ACTIVE $1,300,000 1814 Pleasant Plains Road , Annapolis, MD 5 Beds2 Baths1,919 SqFt 19 ACTIVE $1,350,000 2203 Mulberry Hill Road , Annapolis, MD 3 Beds3 Baths1,994 SqFt 60 ACTIVE UNDER CONTRACT $1,350,000 1677 Pleasant Plains Road , Annapolis, MD 6 Beds5 Baths5,615 SqFt 79 ACTIVE UNDER CONTRACT $1,350,000 222 Lookout Lane , Annapolis, MD 5 Beds3 Baths3,821 SqFt 38 ACTIVE $2,195,000 P. 317 Shot Town Road , Annapolis, MD 5 Beds5 Baths4,219 SqFt 75 ACTIVE $3,200,000 1979 Baltimore Annapolis Boulevard , Annapolis, MD 5 Beds2 Baths5,522 SqFt 67 ACTIVE UNDER CONTRACT $3,325,000 1576 Bay Head Road , Annapolis, MD 6 Beds6 Baths6,732 SqFt 30 ACTIVE $4,950,000 1632A Winchester Road , Annapolis, MD 5 Beds5 Baths5,000 SqFt 85 ACTIVE UNDER CONTRACT $5,450,000 1864 Milvale Road , Annapolis, MD 4 Beds7 Baths7,684 SqFt 47 ACTIVE $8,750,000 125 S Winchester Road , Annapolis, MD 5 Beds7 Baths11,269 SqFt 50 ACTIVE $8,995,000 1900 Carrollton Road , Annapolis, MD 7 Beds9 Baths12,200 SqFt View All Listings