5 Most Expensive Homes in the Annapolis Area

Photo: 1600 N. Winchester Rd, Zillow

A former monastery turned mansion, waterfront estate with 6-car garage and guest house, and one of the county’s largest in-ground pools — just some of the in-demand features in the top homes in the market.

Here are the five most expensive homes in the Annapolis area, according to Zillow.

Click on the photo or address for more pics and information.

• 1600 N Winchester Rd, Annapolis, MD
• $28.8M
• 10 bds • 5.5 ba • 26,000 sqft

• 2858 Riva Rd, Annapolis, MD
• $21.0M
• 6 bds • 9 ba • 21,514 sqft • 13.9 ac lot

• 869 Childs Point Rd, Annapolis, MD
• $5,999,000
• 9 bds • 7 ba • 9,468 sqft • 9.34 ac lot

• 986 Melvin Rd, Annapolis, MD
• $5,995,000
• 4 bds • 4.5 ba • 6,280 sqft

• 1837 Pleasant Plains Rd, Annapolis, MD
• $5,700,000
• 5 bds • 4.5 ba • 6,200 sqft