Explore Anne Arundel County, MD 21409 Homes for Sale 8 PENDING $290,000 1636 Secretariat Drive , Annapolis, MD 4 Beds2 Baths1,835 SqFt 33 Open House ACTIVE $355,000 1650 Woodtree Ct E , Annapolis, MD 3 Beds2 Baths1,280 SqFt 35 ACTIVE UNDER CONTRACT $359,000 1364 Almond Drive , Annapolis, MD 3 Beds2 Baths1,360 SqFt 20 ACTIVE UNDER CONTRACT $365,000 1410 Foxwood Court , Annapolis, MD 3 Beds2 Baths1,280 SqFt 39 ACTIVE UNDER CONTRACT $374,000 1501 Broadneck Place 4-204, Annapolis, MD 2 Beds2 Baths1,235 SqFt 13 ACTIVE UNDER CONTRACT $374,990 475 Ruffian Court , Annapolis, MD 3 Beds2 Baths1,040 SqFt 13 ACTIVE $374,995 1008 Commanders Way N , Annapolis, MD 3 Beds3 Baths1,760 SqFt 25 ACTIVE $380,000 484 Fawns Walk , Annapolis, MD 3 Beds3 Baths2,067 SqFt 48 ACTIVE $390,000 1566 Lodge Pole Court , Annapolis, MD 4 Beds2 Baths1,420 SqFt 36 PENDING $409,900 1243 Stonewood Court , Annapolis, MD 3 Beds3 Baths1,750 SqFt 35 ACTIVE UNDER CONTRACT $415,000 412 Blossom Tree Drive , Annapolis, MD 4 Beds3 Baths2,258 SqFt 24 ACTIVE $420,000 1644 Secretariat Drive , Annapolis, MD 3 Beds3 Baths1,512 SqFt 30 ACTIVE $424,000 1010 Commanders Way N , Annapolis, MD 3 Beds3 Baths1,224 SqFt 54 ACTIVE $429,000 1507 Broadneck Place 403, Annapolis, MD 2 Beds2 Baths1,235 SqFt 29 ACTIVE $429,900 1324 Hazel Nut Court , Annapolis, MD 3 Beds3 Baths2,040 SqFt 34 ACTIVE $439,900 586 Wild Flower Glade , Annapolis, MD 3 Beds3 Baths2,163 SqFt 44 Open House ACTIVE $484,900 414 Blossom Tree Court , Annapolis, MD 3 Beds2 Baths1,560 SqFt 53 ACTIVE UNDER CONTRACT $495,000 1412 Anna Marie Court , Annapolis, MD 4 Beds3 Baths2,340 SqFt 43 ACTIVE $495,000 418 Cranes Roost Court , Annapolis, MD 3 Beds3 Baths2,545 SqFt 27 ACTIVE $499,900 1500 Chester Town Circle , Annapolis, MD 4 Beds3 Baths2,069 SqFt 38 ACTIVE $500,000 1509 Feral Dae Lane 204, Annapolis, MD 2 Beds2 Baths1,442 SqFt 29 ACTIVE $511,400 76 Old Mill Bottom Road N 308, Annapolis, MD 1 Beds2 Baths1,076 SqFt 25 PENDING $515,000 972 Woodland Circle , Annapolis, MD 3 Beds2 Baths1,944 SqFt 22 ACTIVE $519,090 78 Old Mill Bottom Road N 107, Annapolis, MD 2 Beds2 Baths1,318 SqFt 46 ACTIVE $520,000 903 Noah Winfield Terrace 303, Annapolis, MD 2 Beds2 Baths1,516 SqFt 37 ACTIVE $523,655 78 Old Mill Bottom Road N 207, Annapolis, MD 2 Beds2 Baths1,318 SqFt 10 Open House COMING SOON $525,000 1509 Feral Dae Lane 102, Annapolis, MD 3 Beds2 Baths1,757 SqFt 11 ACTIVE UNDER CONTRACT $535,000 1096 Linden Tree Drive , Annapolis, MD 3 Beds1 Baths1,704 SqFt 1 PENDING $536,280 76 Old Mill Bottom Road N 303, Annapolis, MD 2 Beds2 Baths1,210 SqFt 36 PENDING $549,900 1515 Enyart Way 302, Annapolis, MD 3 Beds2 Baths1,709 SqFt 33 ACTIVE $549,955 76 Old Mill Bottom Road N 309, Annapolis, MD 2 Beds2 Baths1,210 SqFt 41 Open House ACTIVE $550,000 1157 Pine Tree Drive , Annapolis, MD 4 Beds2 Baths2,490 SqFt 26 PENDING $573,340 78 Old Mill Bottom Road N 306, Annapolis, MD 2 Beds2 Baths1,558 SqFt 40 ACTIVE $575,000 527 Deep Creek View , Annapolis, MD 3 Beds4 Baths2,786 SqFt 47 ACTIVE $585,000 1165 Green Holly Court , Annapolis, MD 3 Beds2 Baths2,218 SqFt 63 ACTIVE $585,000 1127 Little Magothy View , Annapolis, MD 3 Beds2 Baths1,698 SqFt 37 ACTIVE UNDER CONTRACT $599,900 1251 Pine Hill Drive , Annapolis, MD 4 Beds3 Baths2,405 SqFt 33 ACTIVE $600,000 1410 Stepney Road , Annapolis, MD 5 Beds2 Baths2,054 SqFt 27 ACTIVE $624,410 78 Old Mill Bottom Road N 112, Annapolis, MD 2 Beds2 Baths1,621 SqFt 32 ACTIVE $634,999 78 Old Mill Bottom Road N 101, Annapolis, MD 2 Beds2 Baths1,723 SqFt 1 PENDING $636,135 76 Old Mill Bottom Road N 304, Annapolis, MD 2 Beds2 Baths1,558 SqFt 1 PENDING $703,365 76 Old Mill Bottom Road N 301, Annapolis, MD 2 Beds2 Baths1,723 SqFt 1 PENDING $716,290 76 Old Mill Bottom Road N 202, Annapolis, MD 3 Beds3 Baths1,853 SqFt 46 ACTIVE $740,000 78 Old Mill Bottom Road N 411, Annapolis, MD 2 Beds2 Baths1,723 SqFt 1 PENDING $740,670 76 Old Mill Bottom Road N 401, Annapolis, MD 2 Beds2 Baths1,723 SqFt 1 PENDING $761,390 76 Old Mill Bottom Road N 101, Annapolis, MD 2 Beds2 Baths1,723 SqFt 1 PENDING $762,660 76 Old Mill Bottom Road N 411, Annapolis, MD 2 Beds2 Baths1,723 SqFt 85 ACTIVE $799,000 2104 Harbor Drive , Annapolis, MD 5 Beds4 Baths2,240 SqFt 46 ACTIVE UNDER CONTRACT $849,900 1381 Sunwood Terrace , Annapolis, MD 4 Beds4 Baths4,036 SqFt 11 ACTIVE $849,990 1094 Linden Tree Drive - Taft Model , Annapolis, MD 4 Beds3 Baths2,580 SqFt 9 ACTIVE $874,990 987 St Johns Drive - Taft Model , Annapolis, MD 4 Beds3 Baths2,740 SqFt 54 ACTIVE $930,000 1634 Orchard Beach Road , Annapolis, MD 3 Beds3 Baths2,868 SqFt 63 ACTIVE $959,000 918 Preserve Drive , Annapolis, MD 5 Beds4 Baths4,388 SqFt 44 ACTIVE $975,000 1534 Circle Drive , Annapolis, MD 5 Beds3 Baths2,316 SqFt 58 Open House COMING SOON $975,000 1383 Sunwood Terrace , Annapolis, MD 4 Beds4 Baths4,136 SqFt 44 ACTIVE $985,000 1825 Johnson Road , Annapolis, MD 5 Beds4 Baths3,028 SqFt 12 Open House COMING SOON $989,000 1600 Old Mill Bottom Run , Annapolis, MD 4 Beds3 Baths3,336 SqFt 61 ACTIVE UNDER CONTRACT $1,125,000 1509 Bromfield Way , Annapolis, MD 5 Beds4 Baths4,276 SqFt 42 Open House COMING SOON $1,300,000 1506 White Tail Deer Court , Annapolis, MD 6 Beds6 Baths4,870 SqFt 1 COMING SOON $1,300,500 15 E Nap Lane , Annapolis, MD 5 Beds3 Baths5,465 SqFt 34 ACTIVE $1,325,000 1707 Ritchie Highway , Annapolis, MD 6 Beds5 Baths6,196 SqFt 57 ACTIVE $1,400,000 210 Providence Road , Annapolis, MD 4 Beds3 Baths2,926 SqFt 100 ACTIVE UNDER CONTRACT $1,650,000 743 Rolling View Drive , Annapolis, MD 4 Beds4 Baths3,827 SqFt 48 ACTIVE UNDER CONTRACT $1,875,000 1924 Hidden Point Road , Annapolis, MD 4 Beds3 Baths2,606 SqFt 57 PENDING $1,900,000 1632 Winchester Road , Annapolis, MD 1 Beds1 Baths2,188 SqFt 65 ACTIVE $2,050,000 1090 River Bay Road , Annapolis, MD 4 Beds4 Baths2,476 SqFt 3 COMING SOON $2,200,000 1088 River Bay Road , Annapolis, MD 5 Beds4 Baths2,972 SqFt 33 ACTIVE $2,350,000 1634 Orchard Beach Road , Annapolis, MD 4 Beds5 Baths3,803 SqFt 42 ACTIVE $2,495,000 378 Forest Beach Road , Annapolis, MD 4 Beds3 Baths4,122 SqFt 42 PENDING $2,695,000 543 Jenkins Lane , Annapolis, MD 4 Beds4 Baths2,705 SqFt 68 ACTIVE $3,500,000 1576 Bay Head Road , Annapolis, MD 6 Beds6 Baths6,732 SqFt 35 ACTIVE $3,800,000 1741 Holly Beach Farm Road , Annapolis, MD 5 Beds3 Baths2,775 SqFt 30 ACTIVE $4,950,000 1632A Winchester Road , Annapolis, MD 5 Beds5 Baths5,000 SqFt 84 ACTIVE $5,950,000 1864 Milvale Road , Annapolis, MD 4 Beds7 Baths7,684 SqFt 41 ACTIVE $6,498,000 205 Winchester Beach Drive , Annapolis, MD 5 Beds6 Baths6,911 SqFt 50 ACTIVE $6,995,000 1524 Cedar Lane Farm Road , Annapolis, MD 7 Beds6 Baths9,024 SqFt 50 ACTIVE $8,995,000 1900 Carrollton Road , Annapolis, MD 7 Beds9 Baths12,200 SqFt 49 ACTIVE $19,995,000 1604 Winchester Road , Annapolis, MD 7 Beds13 Baths35,435 SqFt View All Listings