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 1 / 50$12,750,000Single Family Residence For SalePending4BEDS7TOTAL BATHS5,069SQFT17 REVELL STREETANNAPOLIS, MD 21401HISTORIC DISTRICT SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 50$8,995,000Single Family Residence For SaleActive7BEDS9TOTAL BATHS12,200SQFT1900 CARROLLTON ROADANNAPOLIS, MD 21409PENDENNIS MOUNT SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 43$7,850,000Single Family Residence For SaleActive Under Contract5BEDS8TOTAL BATHS12,635SQFT806 COACHWAYANNAPOLIS, MD 21401DOWNS ON THE SEVERN SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 50$6,995,000Single Family Residence For SaleActive7BEDS6TOTAL BATHS9,024SQFT1524 CEDAR LANE FARM ROADANNAPOLIS, MD 21409CEDAR LANE FARM 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 / 85$5,950,000Single Family Residence For SaleActive4BEDS7TOTAL BATHS7,684SQFT1864 MILVALE ROADANNAPOLIS, MD 21409 Listing courtesy of TTR Sotheby's International 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 1 / 121$5,250,000Single Family Residence For SaleActive5BEDS4TOTAL BATHS3,945SQFT917 ARBUTUS ROADANNAPOLIS, MD 21403ARBUTUS BANKS SubdivisionListing courtesy of Coldwell Banker Realty 1 / 30$4,950,000Single Family Residence For SaleActive5BEDS5TOTAL BATHS5,000SQFT1632A WINCHESTER ROADANNAPOLIS, MD 21409 Listing courtesy of EXP Realty, LLC Price Change - 4 weeks ago1 / 43$3,995,000Single Family Residence For SaleActive4BEDS5TOTAL BATHS3,250SQFT54 RIVER DRIVEANNAPOLIS, MD 21403BAY RIDGE SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 37$3,950,000Single Family Residence For SaleActive4BEDS4TOTAL BATHS4,587SQFT2512 LYON DRIVEANNAPOLIS, MD 21403ANNAPOLIS ROADS SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 65$3,850,000Single Family Residence For SaleActive6BEDS7TOTAL BATHS5,678SQFT2514 LYON DRIVEANNAPOLIS, MD 21403ANNAPOLIS ROADS SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 35$3,800,000Single Family Residence For SaleActive5BEDS3TOTAL BATHS2,775SQFT1741 HOLLY BEACH FARM ROADANNAPOLIS, MD 21409 Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty 1 / 18$3,795,000Single Family Residence For SaleActive5BEDS5TOTAL BATHS4,600SQFT48A E LAKE DRIVEANNAPOLIS, MD 21403BAY RIDGE SubdivisionListing courtesy of EXP Realty, LLC New Listing - 4 weeks on site1 / 40$3,700,000Single Family Residence For SaleActive5BEDS6TOTAL BATHS6,094SQFT917 CHILDS POINT ROADANNAPOLIS, MD 21401CRAB CREEK SubdivisionListing courtesy of TTR Sotheby's International Realty 1 / 46$3,495,000Single Family Residence For SaleActive3BEDS3TOTAL BATHS2,621SQFT9 SHIPWRIGHT STREETANNAPOLIS, MD 21401ANNAPOLIS SubdivisionListing courtesy of TTR Sotheby's International Realty See All Results Ready to Tour a Few? Contact Us