Why buyers love Annapolis
Historic Capital-City. Sailing Mecca. Vibrant Downtown.
Annapolis is one of the most desirable cities on the East Coast — a place where colonial-era brick streets meet world-class sailing, and where the U.S. Naval Academy anchors a proud maritime tradition. Known as the "Sailing Capital of the United States," Annapolis is a city that draws buyers from across the country who want a walkable, historic downtown, outstanding waterfront dining, and genuine Chesapeake Bay culture.
The real estate market in Annapolis is remarkably diverse: from rowhomes in historic downtown to sprawling waterfront estates on the Severn River, from townhome communities in West Annapolis to newer construction in Parole and beyond. This diversity makes Annapolis one of the most exciting — and complex — markets in Maryland, which is exactly why having an experienced local agent matters.
Rich maritime heritage and one of America's most beautiful campuses
Restaurants, boutiques, galleries, and waterfront all steps away
World-renowned for racing, marinas, and Chesapeake Bay access
Major government employment and a strong, diversified economy
About the Area
Market Data
The Annapolis real estate market
Annapolis is one of Maryland's most dynamic real estate markets, with strong year-round demand and limited inventory in the most desirable neighborhoods. Historic downtown properties — particularly on or near the water — are among the most prized in the entire Mid-Atlantic region. The market ranges from entry-level condos and townhomes in the $300s to multi-million-dollar waterfront estates on the Severn River and South River.
The Shawn Martin Group has extensive experience guiding buyers and sellers through the nuances of the Annapolis market — from understanding flood zone designations and dock permitting to navigating the competitive Historic District market and the newer communities of Annapolis Neck.
Average Days on Market
Active
60
Average List Price
Active
$973,585
Active Listings
Active
252
Annapolis real estate FAQs
Historic Downtown, Murray Hill, Eastport, Bay Ridge, and communities along the Severn and South Rivers are consistently most in demand. West Annapolis and Homewood are popular for their walkability and charm. Each neighborhood has distinct character and price dynamics — we can walk you through each one.
Market conditions vary by price point and location, but well-prepared homes in desirable Annapolis neighborhoods typically sell in 2–4 weeks. Waterfront and historic properties can take longer due to their unique buyer pool, and marketing strategy matters enormously. Our video-first, digital marketing approach is designed to reach those buyers wherever they are.
Yes — this is an important consideration for any waterfront or water-adjacent property in Annapolis. Flood zone designation affects insurance costs significantly. The Shawn Martin Group will always walk you through flood zone maps, elevation certificates, and insurance implications as part of our buyer advisory process.
