Annapolis Listings Will You Be A City or Suburb Annapolitan? 1 / 49$19,995,000Single Family Residence For SaleActive7BEDS13TOTAL BATHS35,435SQFT1604 WINCHESTER ROADANNAPOLIS, MD 21409WINCHESTER ESTATES SubdivisionListing courtesy of TTR Sotheby's International Realty Price Change - 4 weeks ago1 / 50$6,750,000Single Family Residence For SaleActive4BEDS7TOTAL BATHS7,684SQFT1864 MILVALE ROADANNAPOLIS, MD 21409ST MARGARETS SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 112$6,750,000Single Family Residence For SaleActive6BEDS9TOTAL BATHS11,045SQFT803 COACHWAYANNAPOLIS, MD 21401THE DOWNS SubdivisionListing courtesy of Coldwell Banker Realty 1 / 41$6,498,000Single Family Residence For SaleActive5BEDS6TOTAL BATHS6,911SQFT205 WINCHESTER BEACH DRIVEANNAPOLIS, MD 21409WINCHESTER ON THE SEVERN SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 32$6,350,000Condominium For SaleActive3BEDS3TOTAL BATHS2,949SQFT287 STATE STREET 2ANNAPOLIS, MD 21403EASTPORT SubdivisionListing courtesy of Coldwell Banker Realty 1 / 58$6,000,000Land For SaleActive0.22ACRESANNE ARUNDELCOUNTY117 STILLY WAYANNAPOLIS, MD 21403PARKSIDE PRESERVE SubdivisionListing courtesy of Northrop Realty 1 / 39$5,898,000Single Family Residence For SaleActive3BEDS4TOTAL BATHS3,108SQFT1 SHIPWRIGHT HARBORANNAPOLIS, MD 21401HISTORIC DISTRICT SubdivisionListing courtesy of TTR Sotheby's International Realty New Listing - 4 weeks on site1 / 30$4,950,000Single Family Residence For SaleActive5BEDS5TOTAL BATHS5,000SQFT1632A WINCHESTER ROADANNAPOLIS, MD 21409NONE AVAILABLE SubdivisionListing courtesy of EXP Realty, LLC New Listing - 2 weeks on site1 / 56$4,850,000Single Family Residence For SaleActive6BEDS8TOTAL BATHS13,495SQFT3054 RUNDELAC ROADANNAPOLIS, MD 21403RUNDELAC FARM SubdivisionListing courtesy of Compass 1 / 48$4,500,000Commercial Sale For SaleActive3,811SQFT1321 FOREST DRIVEANNAPOLIS, MD 21403 Listing courtesy of W F Chesley Real Estate, LLC. 1 / 46$3,995,000Single Family Residence For SaleActive Under Contract6BEDS5TOTAL BATHS3178-A HARNESS CREEK ROADANNAPOLIS, MD 21403REGULARS SubdivisionListing courtesy of EXP Realty, LLC 1 / 45$3,950,000Single Family Residence For SaleActive4BEDS5TOTAL BATHS5,950SQFT411 RIDGELY AVENUEANNAPOLIS, MD 21401WEST ANNAPOLIS SubdivisionListing courtesy of TTR Sotheby's International Realty New Listing - a week on site1 / 35$3,800,000Single Family Residence For SaleActive5BEDS3TOTAL BATHS2,775SQFT1741 HOLLY BEACH FARM ROADANNAPOLIS, MD 21409NONE AVAILABLE SubdivisionListing courtesy of Berkshire Hathaway HomeServices PenFed Realty New Listing - 2 weeks on site1 / 14$3,675,000Single Family Residence For SaleActive5BEDS4TOTAL BATHS3,305SQFT3 EASTERN AVENUEANNAPOLIS, MD 21403EASTPORT SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 67$3,500,000Single Family Residence For SaleActive6BEDS5TOTAL BATHS5,020SQFT1486 DOWNHAM MARKETANNAPOLIS, MD 21401DOWNS ON THE SEVERN SubdivisionListing courtesy of Coldwell Banker Realty Open House Sat, Apr 26, 4 PM UTC1 / 68$3,500,000Single Family Residence For SaleActive6BEDS6TOTAL BATHS6,732SQFT1576 BAY HEAD ROADANNAPOLIS, MD 21409NONE AVAILABLE SubdivisionListing courtesy of Coldwell Banker Realty 1 / 45$3,495,000Single Family Residence For SaleActive3BEDS3TOTAL BATHS2,621SQFT9 SHIPWRIGHT STREETANNAPOLIS, MD 21401ANNAPOLIS SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 94$3,399,000Single Family Residence For SalePending6BEDS7TOTAL BATHS9,620SQFT211 NORWOOD ROADANNAPOLIS, MD 21401WARDOUR SubdivisionListing courtesy of Compass New Listing - 2 weeks on site1 / 112$3,295,000Single Family Residence For SaleActive Under Contract5BEDS6TOTAL BATHS6,076SQFT208 WARDOUR DRIVEANNAPOLIS, MD 21401WARDOUR SubdivisionListing courtesy of Coldwell Banker Realty Price Change - 4 weeks ago1 / 82$3,295,000Single Family Residence For SalePending6BEDS7TOTAL BATHS7,550SQFT204 WARDOUR DRIVEANNAPOLIS, MD 21401WARDOUR SubdivisionListing courtesy of Coldwell Banker Realty See All Results Ready to Tour a Few? Contact Us